CN102346370B - Coloured composition, color filter and display element - Google Patents

Abstract

The present invention provides coloured composition, color filter and display element, the excellent heat resistance of this coloured composition, and containing coloring agent.This coloured composition is containing A coloring agent, B resin glue and the coloured composition of C cross-linking agent, contains, as A coloring agent, the coloring agent that following formula (1) represents.In formula (1), X⁺Represent cationic chromophore, Z^‑Represent the conjugate base of the organic acid with halohydrocarbyl, X⁺Z^‑ (1)。

Description

Coloured composition, color filter and display element

Technical field

The present invention relates to coloured composition, color filter and display element, in more detail, relate to well for transmission-type Or the color filter of the color liquid crystal display device of reflection-type, solid-state imager, organic EL display element, electronic paper etc. Toner, coloured composition containing this coloring agent, there is the color filter of the dyed layer containing this coloring agent and there is this colour filter The display element of device.

Background technology

Use colored radiation-sensitive composition manufacture color filter time, it is known that on substrate coating pigment decentralized Color radiation-ray sensitive composition is the most dried, and dry coating is irradiated lonizing radiation (hereinafter referred to as according to required pattern form For " exposure "), and develop, thus obtain the method (patent documentation 1～2) of the pixel of colors.It addition, it is known that utilization point Dissipate the method (patent documentation 3) having the optical polymerism composition of white carbon black to form black matrix.And then, it is also known that use pigment-dispersing type Colored resin composition obtained the method (patent documentation 4) of pixel of colors by ink-jetting style.

But, in order to realize the high brightness of display element and high purity or the high-precision refinement of solid-state imager, Known effectively use dyestuff is as coloring agent.Such as, patent documentation 5 proposes the triarylmethane system dye of ad hoc structure The use of material.

Prior art literature

Patent documentation

Patent documentation 1: Japanese Unexamined Patent Publication 2-144502 publication

Patent documentation 2: Japanese Unexamined Patent Publication 3-53201 publication

Patent documentation 3: Japanese Unexamined Patent Publication 6-35188 publication

Patent documentation 4: Japanese Unexamined Patent Publication 2000-310706 publication

Patent documentation 5: Japanese Unexamined Patent Publication 2008-304766 publication

Summary of the invention

But, the thermostability of the triarylmethane based dye proposed in patent documentation 5 is insufficient, if through more than 200 Heating (baking afterwards) operation after DEG C such exposure, development, then lose the dominance of the colorimetric properties to pigment.From above Background is set out, and is strongly required the exploitation of the dyestuff of excellent heat resistance.

Therefore, the problem of the present invention is to provide excellent heat resistance, coloured composition containing coloring agent.And then, the present invention Problem be to provide and possess the color filter of the dyed layer using this coloured composition to be formed and possess the aobvious of this color filter Show element.

The present inventor conducts in-depth research, found that by stronger than common sulfonic acid acidity containing having The conjugate base of organic acid, as the basic stain of cationic moiety, can solve above-mentioned problem.

That is, the present invention provides a kind of coloured composition, and this coloured composition is containing (A) coloring agent, (B) resin glue (C) coloured composition of cross-linking agent, coloring agent (hereinafter also referred to as " in line with the toner ") conduct represented containing following formula (1) (A) coloring agent.

X⁺Z^- (1)

[in formula (1), X⁺Represent cationic chromophore, Z^-Represent the conjugate base of the organic acid with halohydrocarbyl.]

In the present invention, described Z^-Be preferably the anion that represents of following formula (1a) or the moon that following formula (1b) represents from Son.

R¹-SO₃ ^- (1a)

[in formula (1a), R¹Expression can have the halohydrocarbyl of linking group, and described linking group contains carbon atom, hydrogen Atom and the atom in addition to halogen atom.]

R²-SO₂-N^--SO₂-R² (1b)

[in formula (1b), R²Representing the halohydrocarbyl can with linking group independently of each other, described linking group contains Carbon atom, hydrogen atom and the atom in addition to halogen atom, R²Can bond together and form ring.]

It addition, the present invention is provided with the color filter of the dyed layer using above-mentioned coloured composition to be formed, and tool The display element of this color filter standby.Wherein, " dyed layer " refers to each color pixel for color filter, black matrix, spacing body night (black spacer) etc..

Thermostability in line with toner is the most excellent.Use the coloured composition containing the present invention in line with toner, though warp Cross the heating process of high temperature, it is also possible to form the dyed layer of the colorimetric properties maintaining excellence.

Therefore, can extremely well be used for filtering with color liquid crystal display device containing in line with the coloured composition of toner Color device, the color decomposition color filter of solid-state imager, organic EL display element color filter, electronic paper color filter are generation The making of the various color filters of table.It addition, the coloring of plastic shaping thing can also be used for well in line with toner, for ink-jet oil The coloring agent of ink, the coloring agent for color toner, the coloring agent etc. for electrophoretic display device.

Detailed description of the invention

Hereinafter, the present invention is described in detail.

Coloured composition

Hereinafter, the constituent of the coloured composition of the present invention is described in detail.

-(A) coloring agent-

The coloured composition of the present invention is characterised by containing the coloring agent conduct represented in line with toner, the most above-mentioned formula (1) (A) coloring agent.In line with toner be the maximum of molar absorption coefficient in visible region (380nm～780nm) usually The compound of more than 3000, with as absorb ultraviolet and produce acid light acid producing agent known to triaryl matte perfluoroalkyl The differences such as sulphonic acid ester.

First, to the Z in formula (1)^-Illustrate.

Z^-As long as the conjugate base with the organic acid of halohydrocarbyl just has no particular limits, as having halohydrocarbyl Organic acid, the sulfonic acid (-SO such as with halohydrocarbyl can be enumerated₃H), thionyl imide acid (-SO₂NHSO₂-) etc..The present invention Inventor speculate by alkali stain, i.e. using cation as chromophoric coloring agent imports higher the having of acidity The conjugate base of machine acid is as anionicsite, thus ions binding power strengthens, and the thermostability of coloring agent improves.

As Z^-Object lesson, anion that following formula (1a) represents can be enumerated, the moon that following formula (1b) represents from Son etc..

R¹-SO₃ ^- (1a)

R²-SO₂-N^--SO₂-R² (1b)

Then, the definition of the labelling in formula (1a) and formula (1b).

R¹And R²Expression can have containing carbon atom, hydrogen atom and the linking group of the atom in addition to halogen atom Halohydrocarbyl, as formed its skeleton alkyl, such as can enumerate (1) aliphatic alkyl, (2) ester ring type alkyl, (3) tool There are the aliphatic alkyl (hereinafter referred to as " ester ring type alkyl replaces aliphatic alkyl ") of ester ring type alkyl alternatively base, (4) virtue Fragrant race alkyl, (5) have aromatic hydrocarbyl (hereinafter referred to as " the aliphatic alkyl substituted aroma of aliphatic alkyl alternatively base Race's alkyl "), (6) have aromatic hydrocarbyl alternatively base aliphatic alkyl (hereinafter referred to as " and aromatic hydrocarbyl replace fat Race's alkyl ") etc..From the viewpoint of dissolubility in organic solvent, as forming R¹And R²Skeleton alkyl be preferably with Under characteristic group.

That is, as above-mentioned (1) aliphatic alkyl, preferably alkyl, it is preferably 1～20 as its carbon number, particularly preferably It is 1～8.It addition, as above-mentioned (2) ester ring type alkyl, preferably ester ring type saturated hydrocarbyl, as its carbon number be preferably 3～ 20, particularly preferably 3～12.It addition, it is saturated to replace aliphatic alkyl, preferably ester ring type as above-mentioned (3) ester ring type alkyl Alkyl replaces alkyl, is preferably 4～20, particularly preferred 6～14 as its total carbon atom number.It addition, as above-mentioned (4) aromatic series Alkyl, preferably carbon number are 6～14 (more preferably carbon numbers 6～10), particularly preferably phenyl.It addition, as above-mentioned (5) aliphatic alkyl substituted aromatic hydrocarbon, preferably alkyl-substituted phenyl, is preferably 7～30 as its total carbon atom number, especially It is preferably 7～20.It addition, replace aliphatic alkyl, preferably aralkyl as above-mentioned (6) aromatic hydrocarbyl, as its total carbon Atomic number, preferably 7～30, particularly preferably 7～20.Should illustrate, the alkyl in this section can be straight-chain, it is also possible to be Branched.

Wherein, as forming R¹And R²The alkyl of skeleton, preferably (1) aliphatic alkyl, (3) ester ring type alkyl replaces fat Fat race alkyl, (4) aromatic hydrocarbyl, (5) aliphatic alkyl substituted aromatic alkyl or (6) aromatic hydrocarbyl replace aliphatic hydrocarbon Base, more preferably alkyl, ester ring type saturated hydrocarbyl replace alkyl, phenyl, alkyl-substituted phenyl, aralkyl, particularly preferred alkyl.This Outward, in formula (1b), R²Can be bonded each other and form the alkyl of divalent.

It addition, from the viewpoint of the thermostability of coloring agent, at R¹And R²In, as the halogen in halohydrocarbyl, preferably Fluorine.It is believed that by selecting fluorine alternatively base, become being total to of the higher organic acid of acidity in line with the anionicsite of toner Yoke alkali, forms the salt that ions binding power is higher, such that it is able to improve thermostability.

It addition, at R¹And R²In, as containing carbon atom, hydrogen atom and the linker of the atom in addition to halogen atom Group, can enumerate-O-,-S-,-CO-,-COO-,-CONH-,-SO₂-etc..Therefore, described in several 3rd section carbon is former Subnumber is the total carbon atom number meaning the part in addition to the carbon atom constituting this linking group.

In the present invention, from the viewpoint of the thermostability of coloring agent, as R¹And R², preferably following formula (1-1) or (1-2) group represented, the group that the following formula (1-1) of the conjugate base being especially preferred to form the higher organic acid of acidity represents.

[in formula (1-1), R¹⁹Represent hydrogen atom, fluorine atom, alkyl, fluoro-alkyl, ester ring type alkyl, alkoxyl, fluoroalkane Epoxide, R²⁰COOR²¹-or R²⁰COOR²¹CFH-(R²⁰Represent alkyl, ester ring type alkyl, heteroaryl or substituted or non-substituted Aryl, R²¹Represent methylene or alkylidene), n represents the integer of more than 1, and " * " represents binding site (in conjunction with hands).]

[in formula (1-2), R¹⁴～R¹⁸Represent hydrogen atom, fluorine atom, hydroxyl, alkyl, fluoro-alkyl or alkane independently of each other Epoxide, " * " represents binding site.Wherein, R¹⁴～R¹⁸In at least one be fluorine atom or fluoro-alkyl.]

In formula (1-1), as R¹⁹, preferably fluorine atom, fluoro-alkyl, ester ring type alkyl, fluoroalkyl, R²⁰COOR²¹- Or R²⁰COOR²¹CFH-, particularly preferred fluorine atom, ester ring type alkyl, perfluoro alkoxy, R²⁰COOCH₂CH₂-or R²⁰COOCH₂CH₂CFH-。

R²⁰Representing alkyl, ester ring type alkyl, heteroaryl or substituted or non-substituted aryl, alkyl can be straight-chain, Can also be branched, the carbon number of alkyl be preferably 1～12 (more preferably 1～8).Ester ring type alkyl can be 2～4 rings Bridging ester ring type alkyl, the carbon number of ester ring type alkyl is preferably 3～20 (more preferably 3～12).As heteroaryl, excellent Select by the base constituted containing more than 1 the heteroatomic 5～10 yuan of heteroaromatic in nitrogen-atoms, oxygen atom and sulphur atom Group.As the aryl that aryl, preferably carbon number are 6～14 (more preferably carbon number is 6～10), particularly preferably benzene Base.Additionally, alternatively base, alkyl that such as carbon number is 1～6 can be enumerated, carbon number be 1～6 alkoxyl, halogen Element atom or trifluoromethyl, the position of substituent group and number are arbitrary, in the case of there are more than 2 substituent groups, this replacement Base can be identical, it is also possible to different.

It addition, R²¹Represent methylene or the alkylidene that alkylidene, preferably methylene or carbon number are 2～6, from easily system From the standpoint of making, particularly preferred ethylidene.

Additionally, the upper limit of n is preferably 10, more preferably 8.

It addition, in formula (1-2), preferably R¹⁴～R¹⁸In at least 3 be fluorine atom or fluoro-alkyl.Additionally, in formula (2) in, preferably R²Engage one another while and form fluorianted alkylene, particularly perfluoro alkylidene.

As the typical example of the anion that above-mentioned formula (1-1) or (1-2) represent, the most following compound group a can be enumerated With the anion shown in compound group b.

[compound group a]

Then, to the X in formula (1)⁺Illustrate.

X⁺As long as cationic chromophore, i.e. as X⁺Z^-And form the cation of alkali stain the most particularly Limit, such as triarylmethane system chromophore, methine system chromophore, azo system chromophore, diarylmethanes system can be enumerated and send out Color group, quinone imines system chromophore, anthraquinone chromophores, phthalocyanine system chromophore, ton system chromophore etc..

As above-mentioned triarylmethane system chromophore, the chromophore that preferably following formula (2) represents.Should illustrate, following formula (2) cation represented exists various resonant structure, but in this manual, the cation of various expression exists resonance In the case of structure, the cation represented with this formula is equal material.

[in formula (2), Ar represents aromatic hydrocarbon ring, R³And R⁴Represent hydrogen atom or the alkane that carbon number is 1～8 independently of each other Base, R⁵And R⁶Represent the alkyl or phenyl that hydrogen atom, carbon number are 1～8, R independently of each other⁷Represent hydrogen atom, carbon number It is alkyl ,-COOR ' (R ' represent hydrogen atom or alkyl that carbon number is 1～8) or chlorine atom, the R of 1～8⁸And R¹¹The most solely On the spot represent hydrogen atom or alkyl that carbon number is 1～8 or R⁸And R¹¹Represent sulphur atom, R together⁹And R¹⁰Separate Ground represents alkyl or the chlorine atom that hydrogen atom, carbon number are 1～8, and Y represents the group that hydrogen atom or following formula (3) represent.]

[in formula (3), R¹²And R¹³Represent hydrogen atom or the alkyl that carbon number is 1～8 independently of each other.]

As the aromatic hydrocarbons that the aromatic hydrocarbon ring in Ar, preferably carbon number are 6～20 (more preferably carbon number is 6～10) Ring, specifically, can enumerate phenyl ring, naphthalene nucleus, cyclohexyl biphenyl, anthracene nucleus.

R as above-mentioned formula (2)³～R¹¹(include R⁷In the R ' of-COOR ') and the R of above-mentioned formula (3)¹²And R¹³In Carbon number is the alkyl of 1～8, can enumerate such as methyl, ethyl, propyl group, isopropyl, butyl, sec-butyl, the tert-butyl group, different Butyl, amyl group, tertiary pentyl, hexyl, heptyl, octyl group, iso-octyl, t-octyl, 2-ethylhexyl etc..

In the present invention, from the viewpoint of improving brightness and excitation, in the cation that above-mentioned formula (2) represents, special The cation that not preferably following formula (4) represents.

[in formula (4), R³、R⁴、R⁵、R⁶、R¹²And R¹³With the R in above-mentioned formula (2) and (3)³、R⁴、R⁵、R⁶、R¹²And R¹³With Justice.]

In above-mentioned formula (4), as R³、R⁴、R¹²And R¹³, preferably carbon number be 1～8 (more preferably carbon number be 1～ 6) alkyl；It addition, as R⁵, preferably carbon number is the alkyl or phenyl of 1～8 (more preferably carbon number is 1～6)；Enter And, as R⁶, preferably carbon number is alkyl or the hydrogen atom of 1～8 (more preferably carbon number is 1～6).

As the typical example of the cation that above-mentioned formula (2) represents, example compound described as follows group c and compound can be enumerated Group cation shown in d, wherein, preferred compound c2, compound c3, compound c4.

[compound group c]

As above-mentioned methine system chromophore, the chromophore that preferably following formula (5-1)～(5-3) represent.

[in formula (5-1)～(5-3), R³¹Represent hydrogen atom or halogen atom, R³²、R³³、R³⁴And R³⁵Represent independently of each other Carbon number is the alkyl of 1～6, R³⁶Represent the substituted or non-substituted alkyl that carbon number is 1～6, G represent-CH=CH-,- CH=CH-NR³⁷-(R³⁷Represent hydrogen atom or alkyl that carbon number is 1～6) ,-CH=N-NR³⁷-(R³⁷With above-mentioned synonym) or- N=N-NR³⁷-(R³⁷With above-mentioned synonym), R^aRepresent substituted or non-substituted aromatic hydrocarbyl or substituted or non-substituted heterocycle Base.]

As R^a, group that preferably following formula (5a)～(5g) represent.

[in formula (5a)～(5g), R³⁸And R⁴⁵Represent the alkyl that carbon number is 1～6, R independently of each other³⁹Expression takes Generation or the non-substituted alkyl that carbon number is 1～6, R⁴⁰、R⁴²、R⁴³And R⁴⁴Represent hydrogen atom or carbon number independently of each other It is the alkyl of 1～6, R⁴¹And R⁴⁶Represent alkoxyl, replacement that hydrogen atom, halogen atom, carbon number are 1～6 independently of each other Or alkyl, nitro, hydroxyl or the cyano group that non-substituted carbon number is 1～6.]

As the substituent group of abovementioned alkyl, halogen atom, cyano group, hydroxyl etc. can be enumerated.

As the typical example of the cation that above-mentioned formula (5-1)～(5-3) represent, example compound described as follows group can be enumerated Cation shown in e.

As above-mentioned azo system chromophore, the chromophore that preferably following formula (6-1)～(6-6) represent.

[in formula (6-1)～(6-6), R⁵¹、R⁵²、R⁵³、R⁵⁴、R⁵⁵And R⁵⁷Represent substituted or non-substituted carbon independently of each other Atomic number is the alkyl of 1～6, R⁵⁶And R⁶⁰Represent independently of each other alkyl that hydrogen atom, halogen atom, carbon number are 1～6, Carbon number is alkoxyl, nitro, hydroxyl or the cyano group of 1～6, R⁵⁸Represent the alkyl that carbon number is 1～6, R⁵⁹Represent and formed The group of quaternary ammonium, R^bRepresent substituted or non-substituted aromatic hydrocarbyl or substituted or non-substituted heterocyclic radical.]

As above-mentioned R⁵⁹, preferably-NR⁶¹C_mH_2mN⁺R⁶²R⁶³R⁶⁴(m is the integer of 1～5, R⁶¹Represent hydrogen atom or carbon atom Number is the alkyl of 1～6, R⁶²、R⁶³And R⁶⁴Represent that carbon number is the alkyl of 1～6 independently of each other) ,-COC_mH_2mN⁺R⁶²R⁶³R⁶⁴ (m、R⁶²、R⁶³And R⁶⁴With above-mentioned synonym) ,-C_mH_2mN⁺(NH₂)R⁷⁴R⁷⁵(m and above-mentioned synonym, R⁷⁴And R⁷⁵Represent carbon independently of each other Atomic number is the alkyl of 1～6), or the group that following formula (6-i) or (6-ii) represent.

[in formula (6-i) and (6-ii), R⁶¹With m and above-mentioned synonym.]

As above-mentioned R^b, the group that preferably following formula (6a)～(6e) represent, substituted or non-substituted phenyl.

[in formula (6a)～(6d), R⁶⁵Represent alkyl that hydrogen atom, carbon number are 1～6, phenyl, benzyl, R⁶⁶Represent Hydrogen atom or the alkyl that substituted or non-substituted carbon number is 1～6, R⁶⁷Represent the alkane that hydrogen atom, carbon number are 1～6 Base or phenyl, R⁶⁸Represent hydrogen atom or the alkyl that carbon number is 1～6, R⁶⁹Represent hydrogen atom or the alkane that carbon number is 1～6 Base, R⁷⁰～R⁷³Represent that alkyl that hydrogen atom, halogen atom, carbon number are 1～6, carbon number are 1～6 independently of each other Alkoxyl, nitro, hydroxyl or cyano group.]

As the substituent group of abovementioned alkyl, halogen atom, hydroxyl, cyano group ,-CONH can be enumerated₂Base etc..As above-mentioned benzene The substituent group of base, halogen atom can be enumerated, alkoxyl that alkyl that carbon number is 1～6, carbon number are 1～6, hydroxyl, Cyano group, nitro etc..

As the typical example of the cation that above-mentioned formula (6-1)～(6-6) represent, example compound described as follows group can be enumerated Cation shown in f or compound group g.

[compound group f]

As above-mentioned diaryl system chromophore, the chromophore that preferably following formula (7-1) or (7-2) represent.

[in formula (7-1) and (7-2), R⁸¹、R⁸²、R⁸³、R⁸⁴、R⁸⁶、R⁸⁷、R⁸⁸And R⁸⁹Represent carbon number independently of each other It is the alkyl of 1～6, R⁸⁵、R⁹⁰And R⁹¹Represent hydrogen atom or the alkyl that carbon number is 1～6 independently of each other.]

As the typical example of the cation that above-mentioned formula (7-1)～(7-2) represent, example compound described as follows group can be enumerated Cation shown in h.

As above-mentioned quinone imines system chromophore, the chromophore that preferably following formula (8-1)～(8-3) represent.

[in formula (8-1)～(8-3), R¹⁰¹、R¹⁰²、R¹⁰³、R¹⁰⁴、R¹⁰⁵、R¹⁰⁶、R¹⁰⁸、R¹⁰⁹、R¹¹⁰、R¹¹¹、R¹¹⁴、R¹¹⁵、 R¹¹⁶、R¹¹⁷And R¹¹⁸Represent alkyl, carbon number that hydrogen atom, substituted or non-substituted carbon number are 1～6 independently of each other It is alkoxyl, phenyl or the benzyl of 1～6, R¹⁰⁷And R¹¹³Represent alkyl or carbon atom that carbon number is 1～6 independently of each other Number is the aryl of 6～20, R¹¹²Expression-NR¹¹⁹R¹²⁰(R¹¹⁹And R¹²⁰Represent substituted or non-substituted carbon number independently of each other Be the alkyl of 1～6), hydroxyl, nitro or cyano group, Q represents oxygen atom or sulphur atom.]

As the substituent group of abovementioned alkyl, halogen atom, hydroxyl, cyano group etc. can be enumerated.

As the typical example of the cation that above-mentioned formula (8-1)～(8-3) represent, the most following compound group i can be enumerated The cation represented.

As above-mentioned anthraquinone chromophores, the chromophore that preferably following formula (9-1) or (9-2) represent.

[in formula (9-1) and (9-2), R¹³¹、R¹³⁵And R¹³⁶Represent hydrogen atom, substituted or non-substituted carbon independently of each other Atomic number is alkyl or substituted or non-substituted phenyl, the R of 1～6¹³²、R¹³³、R¹³⁴、R¹³⁸、R¹³⁹And R¹⁴⁰Independently of each other Represent the alkyl that carbon number is 1～6, R¹³⁷Represent methylene or substituted or non-substituted alkylidene.]

As abovementioned alkyl or the substituent group of phenyl, alkyl that carbon number is 1～6, halogen atom, hydroxyl can be enumerated Base, cyano group etc..It addition, as the substituent group of above-mentioned alkylidene, hydroxyl, cyano group or nitro etc. can be enumerated.

As the typical example of the cation that above-mentioned formula (9-1) or (9-2) represent, example compound described as follows j can be enumerated Shown cation.

As above-mentioned phthalocyanine system chromophore, the chromophore that preferably following formula (10) represents.

CuPC-T (10)

[in formula (10), CuPc represents C.I. Pigment Blue 15 residue, and T represents the group shown in following formula (10a) or (10b).]

[in formula (10a) and (10b), R¹⁵¹、R¹⁵²、R¹⁵³、R¹⁵⁴、R¹⁵⁵、R¹⁵⁶、R¹⁵⁷And R¹⁵⁸Represent hydrogen independently of each other Atom, carbon number are the alkyl or phenyl of 1～6, and p represents the integer of 2～8, m and above-mentioned synonym independently of each other.]

As the typical example of the cation that above-mentioned formula (10) represents, can enumerate shown in example compound described as follows group k Cation.

As above-mentioned ton system chromophore, the chromophore that preferably following formula (11) represents.

[in formula (11), R¹⁵⁹、R¹⁶⁰、R¹⁶¹And R¹⁶²Represent hydrogen atom ,-R independently of each other¹⁶⁶Or carbon number is 6～10 Aromatic hydrocarbyl.Wherein, the hydrogen atom contained by this aromatic hydrocarbyl can be by halogen atom ,-R¹⁶⁶、-OH、-OR¹⁶⁶、- SO₃H、-SO₃M、-CO₂H、-CO₂R¹⁶⁶、-SO₃R¹⁶⁶、-SO₂NHR¹⁶⁷Or-SO₂NR¹⁶⁷R¹⁶⁸Replace.

R¹⁶³And R¹⁶⁴Represent hydrogen atom or the alkyl that carbon number is 1～8 independently of each other.

R¹⁶⁵Expression-SO₃H、-SO₃M、-CO₂H、-CO₂R¹⁶⁶、-SO₃R¹⁶⁶、-SO₂NHR¹⁶⁷Or-SO₂NR¹⁶⁷R¹⁶⁸。

Q represents the integer of 0～5.In the case of q is the integer of more than 2, multiple R¹⁶⁵Can be the same or different.

R¹⁶⁶Represent the saturated hydrocarbyl that carbon number is 1～10.Wherein, the hydrogen atom contained by this saturated hydrocarbyl can be by halogen Element atom replaces, and additionally methylene contained by saturated hydrocarbyl can be by oxygen atom, carbonyl or-NR¹⁶⁶-replace.

R¹⁶⁷And R¹⁶⁸Independently of each other represent carbon number be 1～10 the alkyl of straight or branched, carbon number be 3～ The cycloalkyl of 30 or-Q, or represent R¹⁶⁷And R¹⁶⁸It is bonded mutually and forms the heterocyclic radical that carbon number is 1～10.Wherein, should Hydrogen atom contained by alkyl and cycloalkyl can be by hydroxyl, halogen atom ,-Q ,-CH=CH₂Or-CH=CHR¹⁶⁶Replace, or Methylene contained by this alkyl and cycloalkyl can be by oxygen atom, carbonyl or-NR¹⁶⁶-replace, this heterocyclic radical institute hydrogen atoms can With by-R¹⁶⁶,-OH or-Q replace.

M represents sodium atom or potassium atom.

Q represents the aromatic hydrocarbyl that carbon number is 6～10 or the aromatic heterocycle that carbon number is 5～10.Wherein, Hydrogen atom contained by this aromatic hydrocarbyl and aromatic heterocycle can be by-OH, R¹⁶⁶、-OR¹⁶⁶、-NO₂,-CH=CH₂,-CH= CHR¹⁶⁶Or halogen atom replaces.]

R¹⁶⁶As long as saturated hydrocarbyl carbon number in is 1～10, can be straight chain, side chain and ring-type in any one Kind, it is also possible to there is bridged linkage.Specifically, can enumerate methyl, ethyl, propyl group, isopropyl, butyl, isobutyl group, penta The alkyl such as base, isopentyl, neopentyl, hexyl, heptyl, octyl group, 2-ethylhexyl, nonyl, decyl, cyclopenta, cyclohexyl, cycloheptyl The cycloalkyl such as base, ring octyl group, the bridging ester ring type alkyl such as tricyclodecyl.Hydrogen atom contained by saturated hydrocarbyl can be by halogen atom Replaced, as halogen atom, fluorine atom, chlorine atom, bromine atoms etc. can be enumerated.Methylene contained by saturated hydrocarbyl can be by Oxygen atom, carbonyl or-NR¹⁰-replace.Such as, the group replaced by oxygen atom as the methylene contained by saturated hydrocarbyl, Ke Yiju Go out methoxy-propyl, ethoxycarbonyl propyl, hexyloxy propyl group, methoxyethyl, ethoxycarbonyl propyl etc..

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹、R¹⁶²With the aromatic hydrocarbyl in Q, as long as carbon number is 6～10 just not especially Restriction, such as phenyl, naphthyl etc. can be enumerated.It addition, as enumerating as the substituent group of this aromatic hydrocarbyl Halogen atom, can enumerate fluorine atom, chlorine atom, bromine atoms etc..

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹、R¹⁶²And R¹⁶⁵In-SO₃R¹⁶⁶, can enumerate methane sulfonyl, ethanesulfonyl, oneself Alkane sulfonyl, decane sulfonyl etc..

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹、R¹⁶²And R¹⁶⁵In-CO₂R¹⁶⁶, methoxycarbonyl group, carbethoxyl group, the third oxygen carbonyl can be enumerated Base, butyloxycarbonyl, butoxy carbonyl, isobutyl boc, penta oxygen carbonyl, isoamyl oxygen carbonyl, new penta oxygen carbonyl, ring penta oxygen carbonyl, Own oxygen carbonyl, hexamethylene oxygen carbonyl, oxygen carbonyl in heptan, cycloheptyl oxygen carbonyl, pungent oxygen carbonyl, 2-ethyl hexyl oxygen carbonyl, ring pungent oxygen carbonyl, nonyl Oxygen carbonyl, oxygen carbonyl in the last of the ten Heavenly stems, three ring oxygen in last of the ten Heavenly stems carbonyls, methoxy propyl oxygen carbonyl, ethoxy-c oxygen carbonyl, hexyloxy the third oxygen carbonyl, 2- Ethyl hexyl oxy the third oxygen carbonyl, methoxyl group own oxygen carbonyl etc..

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹、R¹⁶²And R¹⁶⁵In-SO₂NHR¹⁶⁷, can enumerate sulfamoyl, methane sulfamoyl, Ethane sulfamoyl, propane sulfamoyl, isopropyl alkane sulfamoyl, butane sulfamoyl, iso-butane sulfamoyl, pentane ammonia sulphur Acyl group, isopentane sulfamoyl, neopentane sulfamoyl, Pentamethylene. sulfamoyl, hexane sulfamoyl, hexamethylene sulfonamides Base, heptane sulfamoyl, cycloheptane sulfamoyl, octane sulfamoyl, 2-ethyl hexane sulfamoyl, 1,5-dimethylhexane Sulfamoyl, cyclooctane sulfamoyl, nonane sulfamoyl, decane sulfamoyl, tristane sulfamoyl, methoxy propane Sulfamoyl, ethoxy propane sulfamoyl, propoxyl group propane sulfamoyl, isopropoxy propane sulfamoyl, hexyloxy third Alkane sulfamoyl, 2-ethyl hexyl oxy propane sulfamoyl, methoxyhexane sulfamoyl, 3-phenyl-1-methylpropane ammonia sulphur Acyl group etc..

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹、R¹⁶²And R¹⁶⁵In-SO₂NHR¹⁶⁷With-SO₂NR¹⁶⁷R¹⁶⁸, it is also possible to enumerate following taking For basis set a to replacing the group that basis set u represents.

In the basis set d of above-mentioned replacement, X¹Represent halogen atom.As X¹In halogen atom, fluorine atom, chlorine can be enumerated Atom and bromine atoms.

In the basis set h of above-mentioned replacement, X³Represent the alkyl that carbon number is 1～3 or the alkoxyl that carbon number is 1～3, The hydrogen atom of this alkyl or alkoxyl can be substituted with halogen atoms.

As the alkyl that carbon number is 1～3, methyl, ethyl, propyl group, isopropyl etc. can be enumerated.As former by halogen The substituted carbon number of son is the alkyl of 1～3, can enumerate perfluoro-methyl etc..

As the alkoxyl that carbon number is 1～3, methoxyl group, ethyoxyl, propoxyl group etc. can be enumerated.

[replacing basis set i]

In above-mentioned replacement basis set 1, X²Represent carbon number be 1～3 alkyl, carbon number be 1～3 alkoxyl, Halogen atom or nitro, the hydrogen atom of this alkyl and alkoxyl can be substituted with halogen atoms.

As halogen atom, can enumerate and above-mentioned X¹Identical atom, additionally as can be substituted with halogen atoms Carbon number is the alkyl of 1～3, the alkoxyl that carbon number is 1～3 that can be substituted with halogen atoms, can enumerate with upper State X³Identical group.

In the basis set q of above-mentioned replacement, X²With above-mentioned synonym.

In the basis set u of above-mentioned replacement, X³With above-mentioned synonym.

As above-mentioned-SO₂NHR¹⁶⁷、-SO₂NR¹⁶⁷R¹⁶⁸In R¹⁶⁷、R¹⁶⁸, preferably carbon number is the branched alkane of 6～8 Aralkyl, carbon number that ester ring type alkyl that base, carbon number are 5～7, pi-allyl, carbon number are 8～10 are 2～8 Hydroxyl alkyl, carbon number be 2～8 containing the branched alkane that alkoxyalkyl, aryl, more preferably carbon number are 6～8 Base, particularly preferred 2-ethylhexyl.

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹And R¹⁶²In the substituent group of the aromatic hydrocarbyl that carbon number is 6～10, preferably carbon is former Subnumber be 1～4 alkyl, aryl, alkyl-substituted phenyl ,-SO₃R¹⁶⁶Or-SO₂NHR¹⁶⁷, more preferably ethyl, propyl group, dimethyl benzene Base ,-SO₃R¹⁶⁶Or-SO₂NHR¹⁶⁷。

As R¹⁵⁹、R¹⁶⁰、R¹⁶¹And R¹⁶²In the aromatic hydrocarbyl that the carbon number with substituent group is 6～10 concrete Example, can enumerate aminomethyl phenyl, 3,5-dimethylphenyl, trimethylphenyl, ethylphenyl, hexyl phenyl, decyl phenyl, fluorobenzene Base, chlorophenyl, bromo phenyl, hydroxy phenyl, methoxyphenyl, Dimethoxyphenyl, ethoxyl phenenyl, Hexyloxy-phenyl, Decyloxy phenyl, trifluoromethyl etc..

Preferably R¹⁵⁹And R¹⁶⁰In at least one or R¹⁶¹And R¹⁶²In at least one be carbon number be the alkane of 1～4 The carbon number that base maybe can be replaced is the aromatic hydrocarbyl of 6～10.

More preferably R¹⁵⁹And R¹⁶⁰In at least one and R¹⁶¹And R¹⁶²In at least one be that the carbon that can be replaced is former Subnumber is the aromatic hydrocarbyl of 6～10.

R¹⁶⁵Be preferably carboxyl, carbethoxyl group, sulfonic group, 2-ethyl hexyl oxy propane sulfamoyl, 1,5-dimethylhexane Sulfamoyl, 3-phenyl-1-methylpropane sulfamoyl or isopropoxy propane sulfamoyl.

The cation represented as above-mentioned formula (11), preferably following formula (11-1), (11-2), (11-3) or (11-4) represent Cation.

[in formula (11-1), R^159a、R^160a、R^161aAnd R^162aRepresent hydrogen atom ,-R independently of each other¹⁶⁶Or carbon number 6～ The aromatic hydrocarbyl of 10, the hydrogen atom contained by this aromatic hydrocarbyl can be by halogen atom ,-R¹⁶⁶、-OH、-OR¹⁶⁶、-SO₃H-、- SO₃Na、-CO₂H、-CO₂R¹⁶⁶、-SO₃R¹⁶⁶、-SO₂NHR¹⁶⁷Or-SO₂NR¹⁶⁷R¹⁶⁸Replace.

R^165aExpression-SO₃H、-SO₂NHR¹⁶⁷Or-SO₂NR¹⁶⁷R¹⁶⁸。

R^165bRepresent hydrogen atom ,-SO₃H、-SO₂NHR¹⁶⁷Or-SO₂NR¹⁶⁷R¹⁶⁸。

R¹⁶⁶、R¹⁶⁷Or R¹⁶⁸With above-mentioned synonym.]

[in formula (11-2), R^159b、R^160b、R^161bAnd R^162bRepresent hydrogen atom ,-R independently of each other^166bOr carbon number is 6 ～the aromatic hydrocarbyl of 10, the hydrogen atom contained by this aromatic hydrocarbyl can be by halogen atom ,-R^166b、-OH、-OR^166b、- SO₃ ^-、-SO₃Na、-CO₂H、-CO₂R^166b、-SO₃H、-SO₃R^166bOr-SO₂NHR¹⁷⁸Replace.

R^163bAnd R^164bRepresent hydrogen atom or the alkyl that carbon number is 1～8 independently of each other.

R^165cExpression-SO₃Na、-CO₂H、-CO₂R^166b、-SO₃H or SO₂NHR¹⁷⁸。

R^166bRepresenting the saturated hydrocarbyl that carbon number is 1～10, the hydrogen atom contained by this saturated hydrocarbyl can be by-OR^166bOr Halogen atom replaces.

R¹⁷⁸Represent hydrogen atom ,-R^166b、-CO₂R^166bOr the aromatic hydrocarbyl that carbon number is 6～10, this aromatic hydrocarbyl Contained hydrogen atom can be by-R^166bOr-OR^166bReplace.

Q and above-mentioned synonym.]

[in formula (11-3), R^159cAnd R^161cRepresenting phenyl independently of each other, the hydrogen atom contained by this phenyl can be by halogen Atom ,-R^166b、-OR^166b、-CO₂R^166b、-SO₃R^166bOr-SO₂NHR¹⁷⁸Replace.

R^165dExpression-SO₂NHR¹⁷⁸。

R^165eRepresent hydrogen atom or-SO₂NHR¹⁷⁸。

R^166bAnd R¹⁷⁸With above-mentioned synonym.]

[in formula (11-4), R^159dAnd R^161dRepresenting phenyl independently of each other, the hydrogen atom contained by this phenyl can be by-R^166b Or-SO₂NHR¹⁷⁸Replace.

R^165fExpression-SO₂NHR¹⁷⁸。

R^166bAnd R¹⁷⁸With above-mentioned synonym.]

As the typical example of the cation that above-mentioned formula (11) represents, example compound described as follows group m and chemical combination can be enumerated The cation that thing group n represents.

X as other⁺The cationic chromophore represented, can enumerate the sun shown in example compound described as follows group p Ion.

[compound group p]

Known method can be utilized to manufacture in line with toner, such as, can utilize and Japanese Unexamined Patent Publication 2003-206415 The method that the embodiment of publication is identical manufactures.Salt is utilized to hand over as the embodiment of Japanese Unexamined Patent Publication 2003-206415 publication Change in the case of reaction manufactures in line with toner, need anion that above-mentioned formula (1a) represents or the moon that above-mentioned formula (1b) represents from The salt of son, as this salt, it is possible to use commercially available product, it is possible to use by known method, such as Japanese Unexamined Patent Publication 2008-7410 The product that the method that [0149]～[0153] section of number publication is recorded is synthesized into.Additionally, as Japanese Unexamined Patent Publication 2003-206415 The embodiment of number publication is such, and the basic stain using anionicsite as halide ion, as initiation material, utilizes salt exchange anti- When should manufacture in line with toner, from the viewpoint of improving the thermostability in line with toner obtained further, preferably refine So that halide ion does not remains.It is various organic that the coloring agent so obtained can be dissolved in ketone such as Ketohexamethylene as representative In solvent, additionally there is the thermostability of excellence.Additionally, in order to improve thermostability further, institute in the coloured composition of the present invention The halide ion that contains is it is also preferred that the fewest.That is, in other compositions described later, it is also preferred that use content of halide ions as far as possible Few composition.

Can be used alone in line with toner or two or more is used in mixed way.

Such as, X⁺For triarylmethane system chromophoric in the case of, organic solvent will be dissolved in line with toner, then present Blue or green～red, so using by this coloring agent individually or is suitably mixed with other coloring agent, then go for Such as forming the coloured composition of the dyed layer of blue pixel, red pixel, black.

As in line with the coloring agent beyond toner, can suitably select color, material according to purposes.Specifically, as In line with the coloring agent beyond toner, it is possible to use any one in pigment, dyestuff and natural pigment, but owing to constituting color filter Dyed layer require high excitation, brightness, contrast, light-proofness etc., it is therefore preferable that use pigment and/or dyestuff.

As above-mentioned pigment, organic pigment and inorganic pigment, as organic pigment, such as pigment index can be enumerated (C.I.；The Society of Dyers and Colourists corporation issues) in be categorized as the compound of pigment.Specifically Ground, can enumerate the compound being endowed following pigment index (C.I.) name.

C.I. pigment Yellow 12, C.I. pigment yellow 13, C.I. pigment Yellow 14, C.I. pigment yellow 17, C.I. pigment yellow 20, C.I. Pigment yellow 24, C.I. pigment yellow 31, C.I. pigment yellow 55, C.I. pigment yellow 83, C.I. pigment yellow 93, C.I. pigment yellow 109, C.I. pigment yellow 110, C.I. pigment yellow 13 8, C.I. pigment yellow 13 9, C.I. pigment yellow 150, C.I. pigment yellow 153, C.I. face Material Huang 154, C.I. pigment yellow 155, C.I. pigment yellow 166, C.I. pigment yellow 168, C.I. pigment yellow 180, C.I. pigment yellow 211；

C.I. pigment orange 5, C.I. pigment orange 13, C.I. pigment orange 14, C.I. pigment orange 24, C.I. pigment orange 34, C.I. Pigment orange 36, C.I. pigment orange 38, C.I. pigment orange 40, C.I. pigment orange 43, C.I. pigment orange 46, C.I. pigment orange 49, C.I. pigment orange 61, C.I. pigment orange 64, C.I. pigment orange 68, C.I. pigment orange 70, C.I. pigment orange 71, C.I. pigment orange 72, C.I. pigment orange 73, C.I. pigment orange 74；

C.I. paratonere 1, C.I. paratonere 2, C.I. paratonere 5, C.I. paratonere 17, C.I. pigment red 31, C.I. face Expect red 32, C.I. pigment red 41, C.I. pigment red 122, C.I. pigment red 123, C.I. paratonere 144, C.I. pigment red 149, C.I. paratonere 166, C.I. paratonere 168, C.I. paratonere 170, C.I. paratonere 171, C.I. paratonere 175, C.I. face Expect red 176, C.I. paratonere 177, C.I. paratonere 178, C.I. pigment red179, C.I. paratonere 180, C.I. paratonere 185, C.I. paratonere 187, C.I. paratonere 202, C.I. paratonere 206, C.I. Pigment Red 207, C.I. paratonere 209, C.I. pigment red 21 4, C.I. paratonere 220, C.I. paratonere 221, C.I. paratonere 224, C.I. paratonere 242, C.I. face Expect red 243, C.I. paratonere 254, C.I. paratonere 255, C.I. paratonere 262, C.I. paratonere 264, C.I. paratonere 272；

C.I. pigment violet 1, C.I. pigment violet 19, C.I. pigment Violet 23, C.I. pigment violet 29, C.I. pigment violet 32, C.I. Pigment violet 36, C.I. pigment violet 38；

C.I. pigment blue 1, C.I. pigment blue 15, C.I. pigment blue 15: 3, C.I. pigment blue 15: 4, C.I. pigment blue 15: 6, C.I. pigment blue 60, C.I. alizarol saphirol 80；

C.I. pigment Green 7, C.I. pigment green 36, C.I. naphthol green 58；

C.I. pigment brown 23, C.I. pigment brown 25；

C.I. pigment black 1, C.I. pigment black 7.

It addition, as above-mentioned inorganic pigment, such as titanium oxide, barium sulfate, calcium carbonate, the flowers of zinc, lead sulfate, Huang can be enumerated Color lead, zinc yellow, iron oxide red (red iron oxide (III)), cadmium red, ultramarine, Prussian blue, chrome oxide green, cobalt green, umber, titanium Black, synthesis iron oxide black, white carbon black etc..

In the present invention, it is also possible to by recrystallization method, reprecipitation method, solvent washing method, sublimed method, vaccum heating method or this Pigment is refined and uses by a little combinations.It addition, its particle surface can be modified with resin and make by pigment as required With.As the resin that the particle surface of pigment is modified, can enumerate in such as Japanese Unexamined Patent Publication 2001-108817 publication The vehicles resin recorded or the resin etc. of commercially available various pigment dispersion.As the resin-coated method of carbon blacksurface, can To use such as Japanese Unexamined Patent Publication 9-71733 publication, Japanese Unexamined Patent Publication 9-95625 publication, Japanese Unexamined Patent Publication 9-124969 Method described in number publication etc..It addition, primary particle miniaturization is preferably used by organic pigment by so-called salt mill method. The such as method disclosed in Japanese Unexamined Patent Publication 08-179111 publication can be used as salt mill method.

As above-mentioned dyestuff, can be in various oil-soluble dyes, direct dyes, acid stain, metal complex dye Material etc. suitably select, for example, it is possible to enumerate the compound being such as endowed following pigment index (C.I.) name.

C.I. solvent yellow 4, C.I. solvent yellow 14, C.I. solvent yellow 15, C.I. solvent yellow 24, C.I. solvent yellow 82, C.I. Solvent yellow 88, C.I. solvent yellow 94, C.I. solvent yellow 98, C.I. solvent yellow 16 2, C.I. solvent yellow 179；

C.I. solvent red 45, C.I. solvent red 49；

C.I. solvent orange 2, C.I. solvent orange 7, C.I. solvent orange 11, C.I. solvent orange 15, C.I. solvent orange 26, C.I. are molten Agent orange 56；

C.I. solvent blue 35, C.I. solvent blue 37, C.I. solvent blue 59, C.I. solvent blue 67；

C.I. Indian yellow 17, C.I. Indian yellow 29, C.I. Indian yellow 40, C.I. Indian yellow 76；

C.I. eosin scarlet, C.I. acid red 92, C.I. Xylene Red 97, C.I. azogeramine 14, C.I. azogeramine 38, C.I. acid red 151；

C.I. acid orange 51, C.I. acid orange 63；

C.I. acid blue 80, C.I. acid blue 83, C.I. acid blue 90；

C.I. acid green 9, C.I. acid green 16, C.I. ACID GREEN 25, C.I. acid green 27.

In the present invention, two or more can individually or be used in mixed way by other coloring agent.

In the present invention, X⁺For methine system chromophoric in the case of, preferably by line with toner and other green coloring agent And with and make the coloured composition for forming green pixel.Now, as the green colourant of other coloring agent, the greenest The organic pigment of color, is preferably selected from least one in C.I. pigment Green 7, C.I. pigment green 36, C.I. naphthol green 58, the most excellent Select C.I. naphthol green 58.

In the present invention, X⁺For ton system chromophoric in the case of, preferably by line with toner and other red coloring agent And with and make the coloured composition for forming red pixel, or by line with toner and other blue coloring agent and with and Make the coloured composition for forming blue pixel.

By in line with toner and other red coloring agent and with and make the coloured composition for forming red pixel In the case of, as the red stain of other coloring agent, preferably red organic pigment, be preferably selected from C.I. paratonere 166, C.I. at least one in paratonere 177, C.I. paratonere 224, C.I. paratonere 242, C.I. paratonere 254, particularly preferably selects At least one in C.I. paratonere 177 and C.I. paratonere 254.

Now, in all coloring agent, in line with the content ratio of toner be preferably 1～30 mass %, more preferably 3 ～15 mass %.It addition, now, it is also possible to use C.I. pigment yellow 13 8, C.I. pigment yellow 13 9, C.I. pigment yellow further 150, yellow, the orange coloring agent such as C.I. pigment orange 38.

It addition, and make the coloured composition for forming blue pixel with in line with toner and other blue coloring agent In the case of, as the blue colorant of other coloring agent, preferably blue organic pigment and/or organic dyestuff, it is preferably selected from C.I. pigment blue 1, C.I. alizarol saphirol 2, C.I. alizarol saphirol 3, C.I. alizarol saphirol 9, C.I. pigment blue 10, C.I. pigment blue 14, C.I. pigment blue 15: 3, C.I. pigment blue 15: 6, at least 1 in C.I. alizarol saphirol 62, C.I. Blue 7, C.I. alkali blue 11 Kind, particularly preferred C.I. pigment blue 15: 6.

Now, in all coloring agent, in line with the content ratio of toner be preferably 3～70 mass %, more preferably 3 ～50 mass %.It addition, now, it is also possible to use the coloring agent of the purples such as C.I. pigment Violet 23 further.

From the standpoint of the black matrix forming brightness height and the pixel of excitation excellence or light-proofness excellence, (A) The content ratio of toner is generally 5～70 mass % in the solid constituent of coloured composition, is preferably 5～60 mass %.This Solid constituent described in refers to the composition beyond solvent described later.

In the present invention, in the case of using pigment as coloring agent, as required, can be with dispersant, dispersing aid It is used together.As above-mentioned dispersant, it is possible to use suitable dispersants such as such as cation system, anion system, nonionic systems, But preferred polymers dispersant.Specifically, polyurethane series dispersant, polymine system dispersant, polyoxy second can be enumerated Allylic alkylation ether system dispersant, polyoxyethylene alkyl phenyl ether system dispersant, polyethylene glycol di system dispersant, sorbitan fat Fat acid esters system dispersant, Polyester dispersant, dispersant containing acrylic etc..

Such dispersant can obtain by being purchased, and can enumerate such as dispersant containing acrylic Disperbyk-2000, Disperbyk-2001, BYK-LPN6919, BYK-LPN21116, BYK-LPN21324 (above BYK Chemie company system), as the Disperbyk-161 of polyurethane series dispersant, Disperbyk-162, Disperbyk-165, Disperbyk-167, Disperbyk-170, Disperbyk-182 (above BYK Chemie company system), Solsperse76500 (Lubrizol (strain) company system), as the Solsperse24000 of polymine system dispersant (Lubrizol (strain) company system), as Polyester dispersant, Ajisper PB821, Ajisper PB822, Ajisper PB880, Ajisper PB881 (Ajinomot o Fine Techno Co., Ltd. system) etc..

It addition, as above-mentioned dispersing aid, such as pigment derivative can be enumerated, specifically, can enumerate C.I. Pigment Blue 15, two Ketopyrroles pyrroles, the sulfonic acid etc. of quinophthalone.It addition, the content of dispersant and dispersing aid can not hinder this Suitably determine in the range of the purpose of invention.

-(B) resin glue-

The coloured composition of the present invention contains (B) resin glue.Thus, it is possible to make the alkali-developable of coloured composition, The cohesive of substrate is improved.As such resin glue, there is no particular limitation, but preferably has carboxyl, phenolic hydroxyl group Resin Deng acidic functionality.Wherein, preferably there is the polymer (hereinafter referred to as " carbonyl bearing polymer ") of carboxyl, can enumerate Such as there is ethylene unsaturated monomer (hereinafter referred to as " unsaturated monomer (b1) ") and other polymerizable of the carboxyl of more than 1 The copolymer of ethylene unsaturated monomer (hereinafter referred to as " unsaturated monomer (b2) ").

As above-mentioned unsaturated monomer (b1), (methyl) acrylic acid, maleic acid, maleic anhydride, succinum can be enumerated such as Single [2-(methyl) acryloyl-oxyethyl] ester of acid, ω-carboxy-polycaprolactone list (methyl) acrylate, to vinyl benzoic acid Deng.

These unsaturated monomers (b1) can be used alone or two or more are used in mixed way.

It addition, as above-mentioned unsaturated monomer (b2), can enumerate such as:

The N-substituted maleimide amine of N-phenylmaleimide, N-N-cyclohexylmaleimide etc；Styrene, α-first Base styrene, 4-Vinyl phenol, to hydroxy-alpha-methyl styrene, virtue to vinylbenzyl glycidyl ether, acenaphthylene etc Fragrant race vinyl compound；

(methyl) acrylic acid methyl ester., (methyl) n-butyl acrylate, (methyl) 2-EHA, (methyl) propylene Acid 2-hydroxy methacrylate, (methyl) allyl acrylate, (methyl) benzyl acrylate, Polyethylene Glycol (n=2～10) methyl ether (methyl) Single (methyl) propylene of acrylate, polypropylene glycol (n=2～10) methyl ether (methyl) acrylate, Polyethylene Glycol (n=2～10) Acid esters, polypropylene glycol (n=2～10) single (methyl) acrylate, (methyl) cyclohexyl acrylate, (methyl) isobomyl acrylate Ester, three ring [5.2.1.0^2,6] decane-8-base (methyl) acrylate, dicyclopentenyl (methyl) acrylate, glycerol list (first Base) acrylate, (methyl) acrylic acid 4-hydroxylphenyl ester, ethylene-oxide-modified (methyl) acrylate of p-cumylphenol, (first Base) glycidyl acrylate, (methyl) acrylic acid 3,4-epoxycyclohexanecarboxylate, 3-[(methyl) acryloyloxymethyl] oxygen (methyl) acrylate of azetidine, 3-[(methyl) acryloyloxymethyl]-3-Ethyloxetane etc；

Cyclohexyl vinyl ether, isobornyl vinyl ethers, three ring [5.2.1.0^2,6] decane-8-base vinyl ethers, five rings The vinyl ethers of pentadecyl vinyl ethers, 3-(ethylene yloxymethyl)-3-Ethyloxetane etc；

The polymer of polystyrene, poly-(methyl) acrylic acid methyl ester., poly-(methyl) n-butyl acrylate, polysiloxanes etc The end of strand has the macromonomer etc. of list (methyl) acryloyl group.

These unsaturated monomers (b2) can be used alone or two or more are used in mixed way.

In the unsaturated monomer (b1) copolymer with unsaturated monomer (b2), the unsaturated monomer (b1) in this copolymer Copolymerization ratios be preferably 5～50 mass %, more preferably 10～40 mass %.By making unsaturation in such scope Monomer (b1) copolymerization, can obtain the coloured composition of alkali-developable and excellent storage stability.

As the object lesson of unsaturated monomer (b1) Yu the copolymer of unsaturated monomer (b2), such as Japan can be enumerated Unexamined Patent 7-140654 publication, Japanese Unexamined Patent Publication 8-259876 publication, Japanese Unexamined Patent Publication 10-31308 publication, Japan spy Open flat 10-300922 publication, Japanese Unexamined Patent Publication 11-174224 publication, Japanese Unexamined Patent Publication 11-258415 publication, Japan Copolymer disclosed in JP 2000-56118 publication, Japanese Unexamined Patent Publication 2004-101728 etc..

It addition, in the present invention, it is also possible to such as such as Japanese Unexamined Patent Publication 5-19467 publication, Japanese Unexamined Patent Publication 6- No. 230212 publications, Japanese Unexamined Patent Publication 7-207211 publication, Japanese Unexamined Patent Publication 09-325494 publication, Japanese Unexamined Patent Publication 11- Use like that disclosed in No. 140144 publications, Japanese Unexamined Patent Publication 2008-181095 publications etc., at side chain, there is (methyl) acryloyl The carbonyl bearing polymer of the polymerism unsaturated bonds such as base is as resin glue.

The polystyrene conversion weight average that in the present invention, the employing GPC (dissolution solvent: oxolane) of resin glue measures Molecular weight (Mw) usually 1000-100000, preferably 3000-50000.If Mw is too small, it is possible to obtain tunicle residual Film rates etc. reduce, or pattern form, thermostability etc. are impaired, and electrical characteristics deteriorate, on the other hand, if excessive, it is possible to analysis Picture degree reduces, or pattern form is impaired, and uses gap nozzle mode easily to produce dry foreign body when being coated.

It addition, the weight average molecular weight of resin glue measures with using GPC (dissolution solvent: oxolane) in the present invention The ratio (Mw/Mn) of polystyrene conversion number-average molecular weight (Mn) is preferably 1.0～5.0, more preferably 1.0～3.0.

Resin glue in the present invention can use known method manufacture, it would however also be possible to employ such as Japanese Unexamined Patent Publication Public affairs in 2003-222717 publication, Japanese Unexamined Patent Publication 2006-259680 publication, No. 07/029871 pamphlet of International Publication etc. The method opened, controls its structure, Mw, Mw/Mn.

In the present invention, resin glue can be used alone or two or more is used in mixed way.

In the present invention, relative to (A) coloring agent 100 mass parts, the content of resin glue is usually 10～1000 mass Part, preferably 20～500 mass parts.If the content of resin glue is very few, for example, it is possible to alkali-developable reduces, or The storage stability of the coloured composition arrived reduces, and on the other hand, if too much, relatively colorant concentration reduces, thus real Now the aim colour concentration as thin film likely becomes difficulty.

-(C) cross-linking agent-

In the present invention, so-called (C) cross-linking agent refers to the compound with the polymerizable groups of more than 2.As can Polymer-based group, can enumerate such as ethylene unsaturated group, epoxy ethyl, oxetanylmethoxy, N-alkoxy methyl amino etc.. In the present invention, as (C) cross-linking agent, preferably there is the compound of (methyl) acryloyl group of more than 2 or there are 2 The compound of above N-alkoxy methyl amino, particularly preferably by the compound of (methyl) acryloyl group with more than 2 It is applied in combination with the compound of the N-alkoxy methyl amino with more than 2.

As the object lesson of the compound of above-mentioned (methyl) acryloyl group with more than 2, can enumerate and make fat Multifunctional (methyl) acrylate that race's polyol and (methyl) acrylic acid react and obtains, many officials of caprolactone modification Can modified multifunctional (methyl) acrylate of (methyl) acrylate, alkylene oxide, make (methyl) propylene with hydroxyl Multifunctional polyurethane (methyl) acrylate that acid esters reacts with polyfunctional isocyanate and obtains, (methyl) making there is hydroxyl Acrylate and anhydride reaction and multifunctional (methyl) acrylate etc. with carboxyl of obtaining.

Here, as above-mentioned aliphatic polyhydroxy compound, such as can enumerate ethylene glycol, propylene glycol, Polyethylene Glycol, The aliphatic polyhydroxy compound of 2 yuan of polypropylene glycol etc, glycerol, trimethylolpropane, tetramethylolmethane, dipentaerythritol it The aliphatic polyhydroxy compound of more than 3 yuan of class.As above-mentioned (methyl) acrylate with hydroxyl, can enumerate such as (methyl) acrylic acid 2-hydroxyethyl ester, trimethylolpropane two (methyl) acrylate, tetramethylolmethane three (methyl) acrylic acid Ester, dipentaerythritol five (methyl) acrylate, glycerine dimethacrylate etc..As above-mentioned polyfunctional isocyanate, example As toluene di-isocyanate(TDI), hexamethylene diisocyanate, MDI, isophorone two can be enumerated Isocyanates etc..As anhydride, such as succinic anhydrides, maleic anhydride, glutaric anhydride, itaconic anhydride, O-phthalic can be enumerated The acid anhydride of the binary acid of anhydride, hexahydrophthalic anhydride etc, pyromellitic dianhydride, biphenyl tetracarboxylic dianhydride, benzophenone four The tetra-atomic acid dianhydride of carboxylic acid dianhydride etc.

It addition, as multifunctional (methyl) acrylate of above-mentioned caprolactone modification, such as Japanese Unexamined Patent Publication can be enumerated The compound that [0015]～[0018] section of 11-44955 publication is recorded.As modified multifunctional of above-mentioned alkylene oxide (methyl) acrylate, can enumerate the oxirane of bisphenol-A and/or epoxy pronane modification two (methyl) acrylate, trimerization different The oxirane of cyanic acid and/or epoxy pronane modification three (methyl) acrylate, the oxirane of trimethylolpropane and/or ring Ethylene Oxide modification three (methyl) acrylate, the oxirane of tetramethylolmethane and/or epoxy pronane modification three (methyl) acrylic acid Ester, the oxirane of tetramethylolmethane and/or epoxy pronane modification four (methyl) acrylate, the oxirane of dipentaerythritol And/or epoxy pronane modification five (methyl) acrylate, the oxirane of dipentaerythritol and/or epoxy pronane modification six (first Base) acrylate etc..

It addition, as the compound of the above-mentioned N-alkoxy methyl amino with more than 2, can enumerate and such as have three Poly cyanamid structure, benzene guanamine structure, the compound etc. of urea structure.Should illustrate, so-called tripolycyanamide structure, benzene guanamine Structure refers to that the triazine ring with more than 1 or phenyl replace the triazine ring chemical constitution as basic framework, is also to include three Poly cyanamid, benzene guanamine or the concept of these condensation substance.Compound as the N-alkoxy methyl amino with more than 2 Object lesson, N, N, N can be enumerated ', N ', N ", N "-six (alkoxy methyl) tripolycyanamide, N, N, N ', N '-four (alkoxyl Methyl) benzene guanamine, N, N, N ', N '-four (alkoxy methyl) glycoluril etc..

In these polyfunctional monomers, the aliphatic polyhydroxy compound preferably making more than 3 yuan is anti-with (methyl) acrylic acid Should and obtain multifunctional (methyl) acrylate, multifunctional (methyl) acrylate of caprolactone modification, multifunctional polyurethane (methyl) acrylate, there is multifunctional (methyl) acrylate of carboxyl, N, N, N ', N ', N ", N " and-six (alkoxy methyls) Tripolycyanamide, N, N, N ', N '-four (alkoxy methyl) benzene guanamine.High, the surface smoothness of dyed layer from the intensity of dyed layer Excellent and be difficult to produce the aspect of dirt (れ), film residual etc. on the substrate in unexposed portion and on light shield layer and set out, Make multifunctional (methyl) acrylate that the aliphatic polyhydroxy compound of more than 3 yuan reacts with (methyl) acrylic acid and obtains In, particularly preferred trimethylolpropane trimethacrylate, pentaerythritol triacrylate, Dipentaerythritol Pentaacrylate, two Tetramethylolmethane six acrylate, in multifunctional (methyl) acrylate with carboxyl, particularly preferably makes tetramethylolmethane 3 third Compound that olefin(e) acid ester reacts with succinic anhydrides and obtains, make Dipentaerythritol Pentaacrylate react with succinic anhydrides and obtain Compound.

In the present invention, (C) cross-linking agent can be used alone or two or more is used in mixed way.

Relative to (A) coloring agent 100 mass parts, content preferably 10～1000 mass parts of (C) cross-linking agent in the present invention, Particularly preferred 20～500 mass parts.Now, if the content of multi-functional monomer is very few, then may can not get sufficiently solidifying Property.On the other hand, if the content of multi-functional monomer is too much, then the coloured composition to the present invention gives the feelings of alkali-developable Under condition, there is alkali-developable and reduce and on the substrate in unexposed portion or on light shield layer, easily produce inclining of dirt, film residual etc. To.

-(D) Photoepolymerizationinitiater initiater-

The coloured composition of the present invention can contain (D) Photoepolymerizationinitiater initiater.Thereby, it is possible to coloured composition is given Radiation-sensitive.(D) Photoepolymerizationinitiater initiater used in the present invention is by luminous ray, ultraviolet, far ultraviolet rays, electronics The exposure of the lonizing radiation such as bundle, X-ray and produce the compound of the spike that above-mentioned (C) cross-linking agent can be caused to be polymerized.

As such Photoepolymerizationinitiater initiater, such as thiaxanthone based compound, 1-Phenylethanone. based compound, connection miaow can be enumerated Azole compounds, triazine based compound, O-acyl group oxime compound,Salt based compound, benzoin based compound, hexichol first Ketone based compound, α-diketone based compound, multi-ring quinone based compound, diazonium based compound, acid imide sulphonic acid ester based compound etc..

In the present invention, Photoepolymerizationinitiater initiater can be used alone or two or more is used in mixed way.Cause as photopolymerization Agent, is preferably selected from thiaxanthone based compound, 1-Phenylethanone. based compound, bisglyoxaline based compound, triazine based compound, O-acyl group oxime At least one in based compound.

In the present invention in preferred Photoepolymerizationinitiater initiater, as the concrete example of thiaxanthone based compound, thioxanthene can be enumerated Ketone, CTX, 2-methyl thiaxanthone, ITX, ITX, 2,4-bis-clopenthixal ketone, 2,4- Dimethyl thioxanthone, 2,4-diethyl thioxanthone, 2,4-diisopropylthioxanthone etc..

It addition, as the concrete example of above-mentioned 1-Phenylethanone. based compound, 2-methyl isophthalic acid-[4-(methyl mercapto) benzene can be enumerated Base]-2-morpholino propane-1-ketone, 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone, 2-(4-methyl Benzyl)-2-(dimethylamino)-1-(4-morphlinophenyl) butane-1-ketone etc..

It addition, as the concrete example of above-mentioned bisglyoxaline based compound, 2,2 '-bis-(2-chlorphenyl)-4,4 ', 5 can be enumerated, 5 '-tetraphenyl-1,2 '-bisglyoxaline, 2,2 '-bis-(2,4-Dichlorobenzene base)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline, 2, 2 '-bis-(2,4,6-trichlorophenyl)-4,4 ', 5,5 '-tetraphenyl-1,2 '-bisglyoxaline etc..

During further, use bisglyoxaline based compound as Photoepolymerizationinitiater initiater, in terms of can improving sensitivity, the most also Use hydrogen donor." hydrogen donor " mentioned here, it is meant that can be to the free radical produced by bisglyoxaline based compound by exposure The compound of supply hydrogen atom.As hydrogen donor, such as 2-mercaptobenzothiazole, 2-sulfydryl benzo can be enumeratedThe sulfur such as azoles Alcohol system hydrogen donor, the amine system hydrogen supply such as 4,4 '-bis-(dimethylamino) benzophenone, 4,4 '-bis-(diethylamino) benzophenone Body.In the present invention, hydrogen donor can be used alone or two or more is used in mixed way, from improving sensitivity side further Setting out in face, preferably the mercaptan system hydrogen donor of more than a kind and the amine system hydrogen donor of more than a kind is applied in combination.

It addition, as the concrete example of above-mentioned triazine based compound, 2,4,6-tri-(trichloromethyl) s-triazine, 2-can be enumerated Methyl-4,6-double (trichloromethyl) s-triazine, 2-[2-(5-methylfuran-2-base) vinyl]-4,6-double (trichloromethyl) is equal Triazine, 2-[2-(furan-2-base) vinyl]-4,6-double (trichloromethyl) s-triazine, 2-[2-(4-diethylamino-2-methyl Phenyl) vinyl]-4,6-double (trichloromethyl) s-triazine, 2-[2-(3,4-Dimethoxyphenyl) vinyl]-4,6-double (three Chloromethyl) s-triazine, 2-(4-methoxyphenyl)-4,6-double (trichloromethyl) s-triazine, 2-(4-ethoxystyrene base)-4, 6-double (trichloromethyl) s-triazine, 2-(4-n-butoxyphenyl)-4, double (trichloromethyl) s-triazine etc. of 6-has halogenated methyl Triazine based compound.

It addition, as the concrete example of O-acyl group oxime compound, 1 can be enumerated, 2-acetyl caproyl, 1-[4-(thiophenyl) benzene Base]-, 2-(O-benzoyl oximes), ethyl ketone, 1-[9-ethyl-6-(2-methyl benzoyl)-9H-carbazole-3-base]-, 1-(O- Acetyl group oxime), ethyl ketone, 1-[9-ethyl-6-(2-methyl-4-tetrahydrofuran base anisoyl)-9H-carbazole-3- Base]-, 1-(O-acetyl group oxime), ethyl ketone, 1-[9-ethyl-6-{2-methyl-4-(2,2-dimethyl-DOX base) first Epoxide benzoyl }-9H-carbazole-3-base]-, 1-(O-acetyl group oxime) etc..

In the present invention, when using the Photoepolymerizationinitiater initiater beyond the bisglyoxaline based compounds such as 1-Phenylethanone. based compound, it is possible to With and use sensitizer.As such sensitizer, can enumerate such as 4,4 '-bis-(dimethylamino) benzophenone, 4,4 '-bis- (diethylamino) benzophenone, 4-diethyl amino benzoylformaldoxime, 4-dimethylamino propiophenone, 4-dimethylaminobenzoic acid Ethyl ester, 4-dimethylaminobenzoic acid 2-Octyl Nitrite, 2,5-double (4-diethylamino benzal) Ketohexamethylene, 7-diethyl amino Base-3-(4-diethylamino benzoyl) coumarin, 4-(diethylamino) chalcone derivative etc..

In the present invention, relative to (C) cross-linking agent 100 mass parts, the content of Photoepolymerizationinitiater initiater preferably 0.01～120 mass Part, particularly preferred 1～100 mass parts.In this case, if the content of Photoepolymerizationinitiater initiater is very few, what exposure produced consolidates Change and likely become insufficient, on the other hand, if too much, have what the dyed layer of formation easily came off from substrate when development Tendency.

-(E) solvent-

The coloured composition of the present invention is containing mentioned component (A)～(C) and the coloring of other composition being optionally added Compositions, is generally mated solvent and makes fluid composition and prepare.

As above-mentioned solvent, as long as dispersing or dissolving composition (A)～(C), other composition constituting coloured composition, and Do not react with these compositions, there is the volatility of appropriateness, use can be properly selected.

As such solvent, can enumerate such as glycol monoethyl ether, ethylene glycol monoethyl ether, ethylene glycol propyl ether, Ethylene glycol mono-n-butyl ether, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diglycol monotertiary positive propyl ether, diglycol monotertiary n-butyl ether, 2,2'-ethylenedioxybis(ethanol). Monomethyl ether, 2,2'-ethylenedioxybis(ethanol). list ether, propylene glycol monomethyl ether, dihydroxypropane single-ether, propylene glycol list positive propyl ether, propylene glycol mono-n-butyl ether, Dipropylene glycol monomethyl ether, DPE, dipropylene glycol list positive propyl ether, dipropylene glycol mono-n-butyl ether, tripropylene glycol list first (gathering) alkylene glycol monoalkyl ethers such as ether, tripropylene glycol list ether；

The lactic acid alkyl ester class such as methyl lactate, ethyl lactate；

Methanol, ethanol, propanol, butanol, isopropanol, isobutanol, the tert-butyl alcohol, capryl alcohol, 2-Ethylhexyl Alcohol, Hexalin etc. (ring) Alkyl alcohols；

The ketols etc. such as DAA；

Ethylene glycol monomethyl ether acetate, ethylene glycol monoethylether acetate, diethylene glycol monomethyl ether acetas, diethylene glycol monoethyl ether Acetas, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, dipropylene glycol monomethyl ether acetas, 3-methoxyl group fourth (gathering) alkylene glycol monoalkyl ether acetate classes such as yl acetate, 3-methyl-3-methoxybutyl acetas；

Other ethers such as diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, diethyl carbitol, oxolane；

The ketones such as methyl ethyl ketone, Ketohexamethylene, 2-heptanone, 3-heptanone；

Propylene glycol diacetate, oxalic acid 1,3 butylene glycol ester, oxalic acid 1, the oxalic acid esters such as 6-hexanediol ester；

3-methoxy methyl propionate, 3-methoxypropionate, 3-ethoxypropanoate, 3-ethoxyl ethyl propionate, The alkoxyl carboxylate classes such as ethoxy ethyl acetate, 3-methyl-3-methoxybutyl propionic ester；

Ethyl acetate, n-propyl acetate, isopropyl acetate, n-butyl acetate, isobutyl acetate, formic acid n-pentyl ester, acetic acid Isopentyl ester, n-butyl propionate, ethyl n-butyrate., propyl butyrate, isopropyl isobutyrate, butanoic acid N-butyl, methyl pyruvate, acetone acid Other esters such as ethyl ester, acetone acid n-propyl, methyl acetoacetate, ethyl acetoacetate, 2-Oxobutyric acid ethyl ester；

Toluene, dimethylbenzene etc. are aromatic hydrocarbon；

Amide or the lactams etc. such as DMF, N,N-dimethylacetamide, N-Methyl pyrrolidone.

From the viewpoint of dissolubility, pigment-dispersing, coating etc., in these solvents preferred propylene glycol monomethyl ether, Dihydroxypropane single-ether, ethylene glycol monomethyl ether acetate, propylene glycol methyl ether acetate, propylene glycol monoethyl ether acetate, 3-methoxy Base butylacetic acid ester, diethylene glycol dimethyl ether, diethylene glycol methyl ethyl ether, Ketohexamethylene, 2-heptanone, 3-heptanone, oxalic acid 1,3-fourth Diol ester, oxalic acid 1,6-hexanediol ester, ethyl lactate, 3-methoxypropionate, 3-ethoxypropanoate, 3-ethyoxyl Ethyl propionate, 3-methyl-3-methoxybutyl propionic ester, n-butyl acetate, isobutyl acetate, formic acid n-pentyl ester, acetic acid isoamyl Ester, n-butyl propionate, ethyl n-butyrate., isopropyl isobutyrate, butanoic acid N-butyl, ethyl pyruvate.

In the present invention, solvent can be used alone or two or more is used in mixed way.

The content of solvent is not particularly limited, but examines from the viewpoint of the coating of the coloured composition obtained, stability etc. Considering, the total concentration of each composition after this coloured composition removes solvent is preferably the amount of 5～50 mass %, particularly preferably The amount of 10～40 mass %.

-additive-

The coloured composition of the present invention also dependent on needs containing various additives.

As additive, the such as filler such as glass, aluminium oxide can be enumerated；Polyvinyl alcohol, poly-(perfluoroalkyl acrylic Ester) macromolecular compound such as class；The surfactants such as fluorine system surfactant, silicon system surfactant；Vinyl trimethoxy Silane, VTES, vinyl three (2-methoxy ethoxy) silane, N-(2-amino-ethyl)-3-aminopropan Ylmethyl dimethoxysilane, N-(2-amino-ethyl)-3-TSL 8330,3-aminopropyl triethoxysilicane Alkane, 3-glycidoxypropyltrimewasxysilane, 3-glycidoxypropyl dimethoxysilane, 2-(3,4- Epoxycyclohexyl) ethyl trimethoxy silane, 3-chloropropylmethyldimethoxysilane, 3-r-chloropropyl trimethoxyl silane, 3- The closely sealed accelerator such as methacryloxypropyl trimethoxy silane, 3-mercaptopropyi trimethoxy silane；2,2-thiobiss (4-methyl-6-tert-butylphenol), 2, the antioxidant such as 6-DI-tert-butylphenol compounds；2-(the 3-tert-butyl group-5-methyl-2-hydroxy benzenes Base) UV absorbent such as-5-chlorobenzotriazole, alkoxy benzophenone class；The anti-flocculating agent such as sodium polyacrylate；Malonic acid, Adipic acid, itaconic acid, citraconic acid, fumaric acid, mesaconic acid, 2-ethylaminoethanol, 3-amino-1-propanol, 5-amino-1-amylalcohol, 3- Amino-1,2-PD, 2-amino-1,3-propanediol, 4-amino-1, the residue improving agent such as 2-butanediol；Mono succinate [2- (methyl) acryloyl-oxyethyl] ester, phthalic acid list [2-(methyl) acryloyl-oxyethyl] ester, ω-carboxy-polycaprolactone The developability improving agent such as single (methyl) acrylate；Disclosed in Japanese Unexamined Patent Publication 2008-242078 publication etc., there is reactivity The siloxane oligomer etc. of functional group.

The coloured composition of the present invention can utilize suitable method to prepare, and as this preparation method, can enumerate example Method as disclosed in Japanese Unexamined Patent Publication 2008-58642 publication, Japanese Unexamined Patent Publication 2010-132874 publication etc..As coloring agent In the case of using in line with toner etc. and pigment both, preferably as disclosed in Japanese Unexamined Patent Publication 2010-132874 publication, Make containing the dye solution in line with toner etc. by after the 1st filter, by by the dye solution of the 1st filter and additionally preparation The mixing such as dispersible pigment dispersion so as to get coloured composition by the 2nd filter, thus the method being prepared.It addition, also Preferably will contain the dyestuff in line with toner etc. and above-mentioned (B)～(C) composition and above-mentioned (D) composition as required and interpolation Agent composition be dissolved in (E) solvent so as to get solution by after the 1st filter, by by the solution of the 1st filter with additionally The mixing such as dispersible pigment dispersion of preparation so as to get coloured composition by the 2nd filter, thus the method being prepared.Separately Outward, further preferably make containing the dye solution in line with toner etc. by after the 1st filter, by the dye solution by the 1st filter Mix with above-mentioned (B)～(C) composition and above-mentioned (D) as required～(E) composition and additive component, dissolve so as to get Solution by the 2nd filter, will be mixed with the dispersible pigment dispersion etc. additionally prepared by the solution of the 2nd filter further, Make the coloured composition that obtains by the 3rd filter, thus the method being prepared.

Color filter and manufacture method thereof

The color filter of the present invention possesses containing the dyed layer in line with toner.

As the method manufacturing color filter, first can enumerate following method.First, on a surface of a substrate according to need Light shield layer to be formed (black matrix) is with the partial-partition by forming pixel.Secondly, it is coated with on the substrate and such as contains in line with color After the liquid composition of the blue radiation-ray sensitive composition of agent, carry out prebake conditions and make solvent evaporate, form film.Its Secondary, after this film being exposed by photomask, use alkaline developer to develop, the unexposed portion of film is dissolved and removes Go.Then, by toasting after carrying out, formed with the pel array of the blue pixel patterns that is arranged specified.

Secondly, use each colored radiation-sensitive composition of green or redness, carry out each coloring as described above The coating of radiation-ray sensitive composition, prebake conditions, expose, develop and after toast, sequentially form on the same substrate green Pel array and red pel array.Thus, obtain on substrate, be configured with redness, green and blue trichromatic pixel The color filter of array.But, in the present invention, the order forming assorted pixel is not limited to said sequence.

It addition, black matrix can by utilize photoetching process make employing sputter, evaporation and the metallic film of the chromium etc. of film forming becomes Required pattern and formed, but be used as being dispersed with the colored radiation-sensitive composition of black colorant, with formation It is identically formed during above-mentioned pixel.The coloured composition of the present invention can also be used for the formation of this black matrix well.

As the substrate used when forming color filter, such as glass, silicon, Merlon, polyester, fragrance adoption can be enumerated Amide, polyamidoimide, polyimides etc..

It addition, to these substrates, the most also can implement to use at the agent treated of silane coupler etc., plasma The suitable pretreatment such as reason, ion plating, sputtering, gas-phase reaction method, vacuum evaporation.

When colored radiation-sensitive composition is coated on substrate, nebulization, rolling method, method of spin coating can be used The suitable rubbing method such as (spin-coating method), slot coating processes, scraping article rubbing method, particularly preferably uses spin-coating method, slot coating processes.

Drying under reduced pressure is generally carried out by prebake conditions with heat drying combination.Drying under reduced pressure generally carry out to reach 50～ 200Pa.It is dried about 1～10 minute it addition, the condition of heat drying is usually at 70～110 DEG C.

For coating thickness, as dried thickness, usually 0.6～8.0 μm, preferably 1.2～5.0 μm.

As forming pixel and/or the light source of lonizing radiation used during black matrix, can enumerate such as xenon lamp, Halogen light, The lamp source such as tungsten lamp, high voltage mercury lamp, ultrahigh pressure mercury lamp, metal halide lamp, medium pressure mercury lamp, low pressure mercury lamp, argon laser, The LASER Light Sources such as YAG laser, XeCl excimer laser, N_2 laser, but optimal wavelength is in the radiation of scope of 190～450nm Line.

The light exposure of lonizing radiation generally preferably 10～10000J/m²。

It addition, as above-mentioned alkaline developer, the most such as sodium carbonate, sodium hydroxide, potassium hydroxide, tetramethylammonium hydroxide, Choline, 1,8-diazabicyclo-[5.4.0]-7-endecatylene, 1,5-diazabicyclo-[4.3.0]-5-nonene etc. water-soluble Liquid.

In above-mentioned alkaline developer, it is also possible to adding appropriate water-miscible organic solvent such as such as methanol, ethanol etc., lives in surface Property agent etc..Further, after alkali development, generally wash.

As development treatment method, spray development method, spray development method, immersion development method, leaching can be used to put formula (covering liquid) and show Shadow method etc..Development conditions preferably carries out 5～300 seconds at room temperature.

The condition of rear baking is usually carried out about 10～60 minutes at 120～280 DEG C, but heat-resisting from line with toner From the standpoint of property, the temperature of rear baking is preferably less than 240 DEG C, particularly preferably less than 230 DEG C.

The thickness of the pixel so formed is usually 0.5～5.0 μm, preferably 1.0～3.0 μm.

It addition, as the second method manufacturing color filter, it is also known that Japanese Unexamined Patent Publication 7-318723 publication, Japanese Unexamined Patent Publication Employing ink-jetting style disclosed in 2000-310706 publication etc. obtains the method for the pixel of colors.In the method, first, Form the next door having shade function concurrently on a surface of a substrate.Then, the indigo plant in line with toner will such as be contained by ink discharge device After the fluid composition of the coloured composition of color is ejected in the next door of formation, carries out prebake conditions and make solvent evaporate.Then, should After film is exposed as required, solidified by rear baking, form blue pattern of pixels.

Then, use each coloured composition of green or redness, sequentially form green as described above on the same substrate The pattern of pixels of color and red pattern of pixels.Thus, obtain being configured with redness, green and blue three former on substrate simultaneously The color filter of the pattern of pixels of color.But, in the present invention, the order forming assorted pixel is not limited to said sequence.

Further, above-mentioned next door not only has shade function, also act as the assorted coloured composition making to be ejected in subregion The not function of colour mixture, therefore, compared to the black matrix used in above-mentioned first method, thickness is thick.Therefore, next door generally uses black Color radiation-ray sensitive composition is formed.

The substrate of use, the light source of lonizing radiation when forming color filter, and prebake conditions, the method for rear baking, condition, with Above-mentioned first method is identical.So, the thickness of the pixel formed by ink-jetting style and the height in next door are same degree.

In the pattern of pixels so obtained, after forming protecting film as required, sputtering is utilized to form nesa coating.Shape After becoming nesa coating, it is also possible to form distance piece further and form color filter.Distance piece generally can use lonizing radiation quick Perception compositions is formed, but can also make the distance piece (spacing body night) with light-proofness.Now, use is dispersed with black The colored radiation-sensitive composition of chromatic colorant agent, the coloured composition of the present invention can also perform well in this of spacing body night Formation.

Brightness and the excitation of the color filter of the present invention so obtained are high, therefore to color liquid crystal display device, coloured silk Color pickup tube element, color sensor, organic EL display element, electronic paper etc. are exceedingly useful.

Display element

The display element of the present invention possesses the color filter of the present invention.As display element, Color Liquid Crystal Display can be enumerated Element, organic EL display element, electronic paper etc..

The color liquid crystal display device of the color filter possessing the present invention can take suitable structure.Such as can use: Color filter, driving substrate and shape is formed on the other substrate different from the driving substrate being configured with thin film transistor (TFT) (TFT) Become to have the substrate of color filter via the relative structure of liquid crystal layer；And then can also use: it is being configured with thin film transistor (TFT) (TFT) It is formed with the substrate of color filter on the surface of driving substrate and is formed with the substrate of ITO (being doped with the Indium sesquioxide. of stannum) electrode Via the structure that liquid crystal layer is relative.The structure of the latter has can significantly improve aperture opening ratio, obtain the bright and liquid crystal of fine The advantage of display element.

Possesses the color liquid crystal display device of the color filter of the present invention, except cold cathode fluorescent tube (CCFL:Cold Cathode Fluorescent Lamp) outside, it is also possible to possess the backlight unit using White LED as light source.As in vain Color LED, can enumerate such as use and have the red LED of independent spectrum, green LED and blue led and obtain white light White LED, combination red LED, green LED and blue led obtain the White LED of white light, combined blue by colour mixture LED, red LED and green-emitting phosphor obtain the White LED of white light by colour mixture, combined blue LED, red-emitting phosphors and Green-emitting phosphor obtains the White LED of white light by colour mixture, is obtained by the colour mixture of blue led and YAG system fluorophor The White LED of white light, combined blue LED, orange phosphor and green-emitting phosphor obtain the white of white light by colour mixture LED, combination ultraviolet LED, red-emitting phosphors, green-emitting phosphor and blue emitting phophor obtain the white of white light by colour mixture LED etc..

The display element of the present invention can be suitable for TN (Twisted Nematic, twisted-nematic) type, STN (Super Twisted Nematic, super twisted nematic) type, IPS (In-Planes Switching, in-plane switching) type, VA (Vertical Alignment, vertical orientated) type, OCB (Optically Compensated Birefringence, optical compensation curved row Row) liquid crystal mode that is suitable for such as type.

It addition, the organic EL display element possessing the color filter of the present invention can take suitable structure, example can be enumerated Structure as disclosed in Japanese Unexamined Patent Publication 11-307242 publication.

It addition, the electronic paper possessing the color filter of the present invention can take suitable structure, such as Japan can be enumerated Structure disclosed in JP 2007-41169 publication.

Embodiment 1

Hereinafter enumerate embodiment, embodiments of the present invention are specifically described further.But the present invention is not limited to Following embodiment.

<in line with synthesis and the evaluation of toner>

1. in line with the synthesis of toner

Coloring agent synthesis example 1

In the serpentine pipe put into stirrer add 1.4g (2.72mmol) C.I. Blue 7 (above-claimed cpd group c The CI of compound c2^-Salt), 0.768g (4.08mmol) trifluoromethayl sulfonic acid potassium (with Guang Chun medicine company system), 20mL chloroform and 10mL water, is stirred at room temperature 7 hours.After being separated off water layer, wash 2 organic layers, under reduced pressure concentrate, and then will The solid drying under reduced pressure obtained, thus obtain the black-and-blue solid of 1.70g (yield 80.2%).Using this as compound A.Compound A's¹H-NMR (solvent: deuterochloroform) spectrum is as follows, and confirmation is target compound.

¹H-NMR: δ 8.25 (d, 1H), 7.18-7.51 (m, 8H), 6.75 (brs, 4H), 6.65 (d, 1H), 3.60 (q, 2H), 3.55 (q, 8H), 1.46 (t, 3H), 1.30 (t, 12H)

Coloring agent synthesis example 2

In coloring agent synthetics 1, trifluoromethayl sulfonic acid potassium is replaced to use nine fluorine butane potassium sulfonates (with Guang Chun medicine company System), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterochloroform) Measuring, confirmation is target compound.Using this as compound B.Compound B's¹H-NMR spectrum is as follows.

¹H-NMR: δ 8.26 (d, 1H), 7.15-7.55 (m, 8H), 6.75 (brs, 4H), 6.65 (d, 1H), 3.60 (q, 2H), 3.55 (q, 8H), 1.47 (t, 3H), 1.30 (t, 12H)

Coloring agent synthesis example 3

In coloring agent synthetics 1, replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, remove Beyond this, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterochloroform) measures, really Recognizing is target compound.Using this as compound C.Compound C's¹H-NMR spectrum is as follows.

¹H-NMR: δ 8.01 (d, 1H), 7.16-7.52 (m, 7H), 6.75 (brs, 4H), 6.68 (d, 1H), 6.19 (t, 1H), 3.55 (q, 10H), 1.45 (t, 3H), 1.30 (t, 12H)

Coloring agent synthesis example 4

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. alkali blue 11 (chemical combination of above-claimed cpd group c The Cl of thing c4^-Salt), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterium For chloroform) measure, confirmation is target compound.

Coloring agent synthesis example 5

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. Basic Violet16 (chemical combination of above-claimed cpd group e The Cl of thing e2^-Salt), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterium For chloroform) measure, confirmation is target compound.

Coloring agent synthesis example 6

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. alkali blue 41 (chemical combination of above-claimed cpd group f The methanesulfate of thing f13), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target compound.

Coloring agent synthesis example 7

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. alkali blue 3 (chemical combination of above-claimed cpd group i The Cl of thing i4^-Salt), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterium For chloroform) measure, confirmation is target compound.

Coloring agent synthesis example 8

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. alkali blue 22 (chemical combination of above-claimed cpd group j The Cl of thing j1^-Salt), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 1, pass through¹H-NMR (solvent: deuterium For chloroform) measure, confirmation is target compound.

Coloring agent synthesis example 9

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. Basic Red 13 (chemical combination of above-claimed cpd group e The Cl of thing e1^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.

Coloring agent synthesis example 10

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. basic yellow 25 (chemical combination of above-claimed cpd group f The Cl of thing f1^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.

Coloring agent synthesis example 11

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. basic yellow 2 (chemical combination of above-claimed cpd group h The Cl of thing h2^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.

Coloring agent synthesis example 12

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. red 2 (chemical combination of above-claimed cpd group i of alkalescence The Cl of thing i1^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.

Coloring agent synthesis example 13

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. alkaline orange 24 (chemical combination of above-claimed cpd group g The Cl of thing g3^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.

Coloring agent synthesis example 14

In coloring agent synthetics 1, C.I. Blue 7 is replaced to use the C.I. basic yellow 21 (chemical combination of above-claimed cpd group e The Cl of thing e9^-Salt), replace trifluoromethayl sulfonic acid potassium to use double (trifluoromethane sulfonyl group) acid imide potassium, in addition, with coloring Agent synthesis example 1 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.Using this as compound E.Compound E's¹H-NMR spectrum is as follows.

¹H-NMR:8.78 (d, 1H), 7.70 (d, 1H), 7.67 (m 1H), 7.28-7.57 (m, 8H), 6.24 (d, 1H), 5.19 (quintet, 1H), 3.89 (s 3H), 3.66 (q, 1H), 3.01 (d, 1H), 1.88 (s, 3H), 1.82 (s, 3H), 1.52 (d, 3H)

Coloring agent synthesis example 15

In the serpentine pipe put into stirrer add 1.3g (2.71mmol) following formula represent C.I. alkali red 1:1, 0.766g (4.07mmol) trifluoromethayl sulfonic acid potassium (with Guang Chun medicine company system), 20mL chloroform and 10mL water, be stirred at room temperature 7 Hour.After being separated off water layer, wash 2 organic layers, under reduced pressure concentrate, and then the solid drying under reduced pressure that will obtain, Thus obtain the black-and-blue solid of 1.61g (yield 72%).Using this as compound G.Compound G's¹H-NMR (solvent: deuterated chlorine Imitative) spectrum is as follows, and confirmation is target compound.

¹H-NMR:8.25 (dd, 1H), 7.87 (m, 2H), 7.70 (t, 2H), 7.47 (dd, 1H), 6.94 (d, 3H), 6.81 (s, 2H), 3.95 (q, 2H), 3.50 (quintet, 4H), 2.10 (s, 6H), 1.27 (t, 6H), 0.85 (t, 3H)

Coloring agent synthesis example 16

In coloring agent synthetics 15, trifluoromethayl sulfonic acid potassium is replaced to use nine fluorine butane potassium sulfonates (with Guang Chun medicine company System), in addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 15, pass through¹H-NMR (solvent: deuterochloroform) Measuring, confirmation is target compound.Using this as compound H.Compound H's¹H-NMR spectrum is as follows.

¹H-NMR:8.32 (d, 1H), 7.78 (m, 2H), 7.28 (dd, 1H), 6.81 (d, 2H), 6.76 (s, 2H), 6.68 (s, 2H), 4.04 (q, 2H), 3.51 (quintet, 4H), 2.18 (s, 6H), 1.38 (t, 6H), 1.00 (t, 3H)

Coloring agent synthesis example 17

In coloring agent synthetics 15, trifluoromethayl sulfonic acid potassium is replaced to use double (trifluoromethane sulfonyl group) acid imide potassium, In addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 15, pass through¹H-NMR (solvent: deuterochloroform) surveys Fixed, confirmation is target compound.Using this as compound I.Compound I's¹H-NMR spectrum is as follows.

¹H-NMR:8.33 (d, 1H), 7.79 (m, 2H), 7.28 (dd, 1H), 6.81 (d, 2H), 6.76 (d, 2H), 5.94 (d, 2H), 4.04 (q, 2H), 3.50 (quintet, 4H), 2.15 (s, 6H), 1.39 (t, 6H), 1.01 (t, 3H)

Coloring agent synthesis example 18

In coloring agent synthetics 15, replacement C.I. alkali red 1:1 use C.I. alkali red 1:1: 1, in addition, with coloring agent Synthesis example 15 similarly carries out carrying out synthetic coloring matter, passes through¹H-NMR (solvent: deuterochloroform) measures, and confirmation is target chemical combination Thing.Using this as compound J.Compound J's¹H-NMR spectrum is as follows.

¹H-NMR:8.33 (d, 1H), 7.80 (m 2H), 7.28 (d, 1H), 6.77 (d, 4H), 5.95 (t, 2H), 3.66 (s 3H), 3.49 (quintet, 4H), 2.13 (s, 6H), 1.38 (t, 6H)

Coloring agent synthesis example 19

In coloring agent synthetics 17, replace C.I. alkali red 1:1 to use the C.I. alkaline purple 10 that represents of following formula, except this with Outward, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 17, pass through¹H-NMR (solvent: deuterochloroform) measures, and confirms It it is target compound.Using this as compound K.Compound K¹H-NMR spectrum is as follows.

¹H-NMR:8.28 (d, 1H), 7.77 (t, 1H), 7.69 (t, 1H), 7.26 (dd, 2H), 7.02 (d, 2H), 6.76- 6.83 (m 4H), 5.95 (t, 2H), 3.58 (q, 8H), 1.30 (t, 12H)

Coloring agent synthesis example 20

In coloring agent synthetics 17, the C.I. alkali violet 11:1 that replacement C.I. alkali red 1:1 use following formula represents: 1, except this In addition, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 17, pass through¹H-NMR (solvent: deuterochloroform) measures, really Recognizing is target compound.Using this as compound L.Compound L¹H-NMR spectrum is as follows.

¹H-NMR:8.31 (d, 1H), 7.77 (dt, 2H), 7.30 (m, 1H), 7.06 (m 2H), 6.83 (d, 4H), 3.68 (s 3H), 3.60 (q, 8H), 1.32 (t, 12H)

Coloring agent synthesis example 21

In coloring agent synthetics 17, replace C.I. alkali red 1:1 use following formula represent C.I. alkalescence red 3, except this with Outward, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 17, pass through¹H-NMR (solvent: deuterochloroform) measures, and confirms It it is target compound.

Coloring agent synthesis example 22

In coloring agent synthetics 17, replace C.I. alkali red 1:1 use following formula represent C.I. alkalescence red 4, except this with Outward, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 17, pass through¹H-NMR (solvent: deuterochloroform) measures, and confirms It it is target compound.

Coloring agent synthesis example 23

In coloring agent synthetics 17, replace C.I. alkali red 1:1 to use the C.I. alkali violet 11:1 that represents of following formula, except this with Outward, carry out carrying out synthetic coloring matter in the same manner as coloring agent synthesis example 17, pass through¹H-NMR (solvent: deuterochloroform) measures, and confirms It it is target compound.

2. in line with the evaluation of toner

The compound A obtained in coloring agent synthesis example 1 dissolves more than 10 mass % in Ketohexamethylene, and this solution presents indigo plant Color.The coloring agent obtained in coloring agent synthesis example 2～23 all dissolves more than 10 mass % in Ketohexamethylene.

It addition, the coloring agent obtained in coloring agent synthesis example 1～23, measure analysis based on thermogravimetric amount-differential heat simultaneously The temperature of minimizing 5% mass be more than 250 DEG C.On the other hand, C.I. Blue 7, C.I. alkali blue 11, C.I. alkalescence purple 16, C.I. alkali blue 41, C.I. alkali blue 3, C.I. alkali blue 22, C.I. Basic Red 13, C.I. basic yellow 25, C.I. basic yellow 2, C.I. alkalescence is red 2, C.I. alkaline orange 24, C.I. basic yellow 21, C.I. alkali red 1:1, C.I. alkali red 1:1: 1, C.I. alkalescence is red 3, C.I. alkalescence is red 4, C.I. alkaline purple 10, C.I. alkali violet 11:1, C.I. alkali violet 11:1: 1, based on thermogravimetric amount-differential heat with Time measure the temperature of minimizing 5% mass analyzed and be respectively less than 200 DEG C.

<preparation of dispersible pigment dispersion>

Preparation example 1

Use the C.I. pigment blue 15 of 15 mass parts as coloring agent: 6, use the BYK-of 12.5 mass parts as dispersant LPN21116 (BYK Chemie company system) (solid component concentration=40 mass %), uses the third of 72.5 mass parts as solvent Glycol monomethylether acetate, utilizes ball mill to process, and prepares dispersible pigment dispersion (A-1).

Preparation example 2

Except replacing C.I. pigment blue 15: in addition to 6 use C.I. pigment Violet 23 as coloring agent, in the same manner as preparation example 1 Carry out, be prepared for dispersible pigment dispersion (A-2).

Preparation example 3

Except replacing C.I. pigment blue 15: in addition to 6 use C.I. naphthol green 58 as coloring agent, in the same manner as preparation example 1 Carry out, be prepared for dispersible pigment dispersion (A-3).

Preparation example 4

Except replacing C.I. pigment blue 15: in addition to 6 use C.I. pigment yellow 150 as coloring agent, in the same manner as preparation example 1 Carry out, be prepared for dispersible pigment dispersion (A-4).

Preparation example 5

Use the C.I. paratonere 177 of 15 mass parts as coloring agent, use the BYK-of 12.5 mass parts as dispersant LPN21116 (BYK Chemie company system) (solid component concentration=40 mass %), uses the third of 72.5 mass parts as solvent Glycol monomethylether acetate, utilizes ball mill to process, and prepares dispersible pigment dispersion (A-5).

Preparation example 6

In addition to replacing C.I. paratonere 177 to use C.I. paratonere 254 as coloring agent, in the same manner as preparation example 5 Carry out, be prepared for dispersible pigment dispersion (A-6).

<preparation of dye solution>

Preparation example 7

Using the compound A as coloring agent and the propylene glycol monomethyl ether acetic acid as solvent of 95 mass parts of 5 mass parts Ester mixes, and prepares dye solution A.

Preparation example 8

Using the compound B as coloring agent and the propylene glycol monomethyl ether acetic acid as solvent of 95 mass parts of 5 mass parts Ester mixes, and prepares dye solution B.

Preparation example 9

Using the compound C as coloring agent and the propylene glycol monomethyl ether acetic acid as solvent of 95 mass parts of 5 mass parts Ester mixes, and prepares dye solution C.

Preparation example 10

Using the C.I. Blue 7 as coloring agent and the propylene glycol monomethyl ether as solvent of 95 mass parts of 5 mass parts Mixing, prepares dye solution D.

Preparation example 11

Using the compound E as coloring agent and the propylene glycol monomethyl ether acetic acid as solvent of 95 mass parts of 5 mass parts Ester mixes, and prepares dye solution E.

Preparation example 12

The propylene glycol monomethyl ether as solvent using C.I. basic yellow 21 and 95 mass parts as coloring agent of 5 mass parts Acetas mixes, and prepares dye solution F.

Preparation example 13

Mixing 20 mass parts as the compound G of coloring agent and the propylene glycol monomethyl ether as solvent of 80 mass parts Close, prepare dye solution G.

Preparation example 14

Mixing 20 mass parts as the compound H of coloring agent and the propylene glycol monomethyl ether as solvent of 80 mass parts Close, prepare dye solution H.

Preparation example 15

Mixing 20 mass parts as the compound I of coloring agent and the propylene glycol monomethyl ether as solvent of 80 mass parts Close, prepare dye solution I.

Preparation example 16

Mixing 20 mass parts as the compound J of coloring agent and the propylene glycol monomethyl ether as solvent of 80 mass parts Close, prepare dye solution J.

Preparation example 17

The compound K as coloring agent of 20 mass parts and the propylene glycol monomethyl ether as solvent of 80 mass parts are mixed Close, prepare dye solution K.

Preparation example 18

The compound L as coloring agent of 20 mass parts and the propylene glycol monomethyl ether as solvent of 80 mass parts are mixed Close, prepare dye solution L.

Preparation example 19

Using the C.I. alkali red 1:1 as coloring agent and the propylene glycol monomethyl ether as solvent of 80 mass parts of 20 mass parts Mixing, prepares dye solution M.

<synthesis of resin glue>

In possessing the beaker of cooling tube and agitator, load the propylene glycol methyl ether acetate of 100 mass parts and carry out Nitrogen is replaced.It is heated to 80 DEG C, at such a temperature, instills the propylene glycol methyl ether acetate of 100 mass parts, 20 matter with 1 hour The amount methacrylic acid of part, the styrene of 10 mass parts, the benzyl methacrylate of 5 mass parts, the metering system of 15 mass parts Acid 2-hydroxy methacrylate, the 2-Ethylhexyl Methacrylate of 23 mass parts, the N-phenylmaleimide of 12 mass parts, 15 mass Mono succinate (2-acryloyl-oxyethyl) ester and the 2 of 6 mass parts of part, the mixing of 2 '-azo double (2,4-methyl pentane nitrile) Solution, keeps this temperature, is polymerized 2 hours.Then, make the temperature of reaction solution be warming up to 100 DEG C, and then be polymerized 1 hour, thus Obtain resin glue (solid component concentration=33 mass %).The resin glue obtained is Mw=12200, Mn=6500. Using this resin glue as " resin glue (B1) ".

<preparation of coloured composition and evaluation>

Embodiment 1

Using the dispersible pigment dispersion (A-1) of 13.6 mass parts, the dye solution A of 27.2 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent (dipentaerythritol acrylate and the mixture of Dipentaerythritol Pentaacrylate) and Sanwa Co., Ltd. of 2.4 mass parts Chemistry MW-30 processed (main component is N, N, N ', N ', N ", N " and-six (methoxy) tripolycyanamide, weight average degree of polymerization 1.3), 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone as Photoepolymerizationinitiater initiater of 2.2 mass parts (Ciba Specialty Chemicals company system, trade name IRGACURE369) and the propylene glycol monomethyl ether second as solvent Acid esters mixes, and prepares the coloured composition (CR1) of solid component concentration 20 mass %.

On the glass substrate, after being coated with coloured composition (CR1) with spin coater, 10 minutes are carried out the heating plates of 80 DEG C Prebake conditions and form film.Change the revolution of spin coater, carry out identical operation, define 3 films that thickness is different.

Then, after these substrates are cooled to room temperature, use high voltage mercury lamp, unfavorable photomask, will include 365nm, The lonizing radiation of each wavelength of 405nm and 436nm are with 2000J/m²Light exposure each film is exposed.Then, to these bases Plate is with development pressure 1kgf/cm²It is aobvious that (nozzle diameter 1mm) sprays that the potassium hydroxide aqueous solution by 0.04 mass % of 23 DEG C constitutes Shadow liquid, thus carry out the spray development of 90 seconds.Then, this substrate ultra-pure water is cleaned, after sector-style of going forward side by side is dry, exists further Carry out the rear baking of 30 minutes in the cleaning stove of 230 DEG C, thus form evaluation cured film.

To 3 cured film obtained, utilize color analyzer (big tomb electronics (strain) MCPD2000 processed), with illuminant-C, 2 degree The visual field, (x, y) with stimulus value (Y) to measure the chromaticity coordinate value in CIE color specification system.It addition, the thickness by the cured film obtained is sharp It is measured with KLA-Tencor Alpha-Step IQ.According to measurement result, obtain the colourity of chromaticity coordinate value y=0.080 Coordinate figure x, stimulus value (Y) and thickness.Evaluation result is shown in table 1.Stimulus value (Y) the biggest expression light transmission (brightness) is more Height, thickness more thin list shows that tinting strength, tinting power is the highest.

The substrate that will be formed with cured film clamps with 2 deflecting plates, from back side illuminaton fluorescent lamp (wave-length coverage 380～ The deflecting plate making front face side while 780nm) rotates, and utilizes luminance meter LS-100 (Minolta (strain) system) to measure the light of transmission The maximum of intensity and minima.Further, for each cured film, maximum is worth as a comparison divided by obtained by minima Degree.According to measurement result, obtain the contrast of chromaticity coordinate value y=0.080.Evaluation result is shown in table 1.

Embodiment 2

Using the dispersible pigment dispersion (A-1) of 15.5 mass parts, the dye solution B of 24.3 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent (dipentaerythritol acrylate and the mixture of Dipentaerythritol Pentaacrylate) and Sanwa Co., Ltd. of 2.4 mass parts Chemistry MW-30 processed (main component is N, N, N ', N ', N ", N " and-six (methoxy) tripolycyanamide, weight average degree of polymerization 1.3), 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone as Photoepolymerizationinitiater initiater of 2.2 mass parts (Ciba Specialty Chemicals company system, trade name IRGACURE369) and the propylene glycol monomethyl ether second as solvent Acid esters mixes, and prepares the coloured composition (CR2) of solid component concentration 20 mass %.

In addition to compositions (CR1) use coloured composition (CR2) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Embodiment 3

Using the dispersible pigment dispersion (A-1) of 12.5 mass parts, the dye solution C of 28.3 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent (dipentaerythritol acrylate and the mixture of Dipentaerythritol Pentaacrylate) and Sanwa Co., Ltd. of 2.4 mass parts Chemistry MW-30 processed (main component is N, N, N ', N ', N ", N " and-six (methoxy) tripolycyanamide, weight average degree of polymerization 1.3), 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone as Photoepolymerizationinitiater initiater of 2.2 mass parts (Ciba Specialty Chemicals company system, trade name IRGACURE369) and the propylene glycol monomethyl ether second as solvent Acid esters mixes, and prepares the coloured composition (CR3) of solid component concentration 20 mass %.

In addition to compositions (CR1) use coloured composition (CR3) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Comparative example 1

By the dispersible pigment dispersion (A-1) of 18.1 mass parts, the pigment solution (A-2) of 4.5 mass parts, the work of 16.1 mass parts Resin glue (B1) solution for resin glue, the Toagosei Co., Ltd M-of 5.5 mass parts as cross-linking agent Sanwa Co., Ltd. chemistry MW-30 of 402 and 2.4 mass parts, 2.2 mass parts the 2-benzyl as Photoepolymerizationinitiater initiater- 2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369) propylene glycol methyl ether acetate with as solvent mixes, and prepares solid component concentration 20 mass % Coloured composition (CR4).

In addition to compositions (CR1) use coloured composition (CR4) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Comparative example 2

Using the dispersible pigment dispersion (A-1) of 18.1 mass parts, the dye solution D of 24.2 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent Sanwa Co., Ltd. chemistry MW-30, the 2-benzyl-2-two as Photoepolymerizationinitiater initiater of 2.2 mass parts with 2.4 mass parts Methylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369) propylene glycol methyl ether acetate with as solvent mixes, and prepares solid component concentration 20 mass % Coloured composition (CR5).

In addition to compositions (CR1) use coloured composition (CR5) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Embodiment 4

Using the dispersible pigment dispersion (A-3) of 12.3 mass parts, the dye solution E of 31.3 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent Sanwa Co., Ltd. chemistry MW-30, the 2-benzyl-2-two as Photoepolymerizationinitiater initiater of 2.2 mass parts with 2.4 mass parts Methylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369) propylene glycol methyl ether acetate with as solvent mixes, and prepares solid component concentration 20 mass % Coloured composition (CR6).

In addition to compositions (CR1) use coloured composition (CR6) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.But, now, obtained the chromaticity coordinate value x of chromaticity coordinate value y=0.590, stimulus value (Y), thickness and contrast Degree.Evaluation result is shown in table 1.

Comparative example 3

By the dispersible pigment dispersion (A-3) of 12.1 mass parts, the dispersible pigment dispersion (A-4) of 32.5 mass parts, 16.1 mass parts The resin glue as resin glue (B1) solution, as the Toagosei Co., Ltd of 5.5 mass parts of cross-linking agent Sanwa Co., Ltd. chemistry MW-30 of M-402 processed and 2.4 mass parts, the 2-benzyl as Photoepolymerizationinitiater initiater of 2.2 mass parts Base-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, commodity Name IRGACURE369) and propylene glycol methyl ether acetate as solvent mix, prepare solid component concentration 20 mass % Coloured composition (CR7).

In addition to compositions (CR6) use coloured composition (CR7) is showed signs of anger in replacement, carry out similarly to Example 4, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Comparative example 4

Using the dispersible pigment dispersion (A-3) of 12.1 mass parts, the dye solution F of 30.2 mass parts, 16.1 mass parts as Resin glue (B1) solution of resin glue, the Toagosei Co., Ltd M-402 of 5.5 mass parts as cross-linking agent Sanwa Co., Ltd. chemistry MW-30, the 2-benzyl-2-two as Photoepolymerizationinitiater initiater of 2.2 mass parts with 2.4 mass parts Methylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369) propylene glycol methyl ether acetate with as solvent mixes, and prepares solid component concentration 20 mass % Coloured composition (CR8).

In addition to compositions (CR6) use coloured composition (CR8) is showed signs of anger in replacement, carry out similarly to Example 4, go forward side by side Row is evaluated.Evaluation result is shown in table 1.

Embodiment 5

By the dispersible pigment dispersion (A-5) of 25.6 mass parts, the dispersible pigment dispersion (A-6) of 2.6 mass parts, 2.2 mass parts Dye solution G, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR9) of concentration 20 mass %.

In addition to compositions (CR1) use coloured composition (CR9) is showed signs of anger in replacement, carry out similarly to Example 1, go forward side by side Row is evaluated.But, now, obtained the chromaticity coordinate value y of chromaticity coordinate value x=0.655, stimulus value (Y), thickness and contrast Degree.Evaluation result is shown in table 1.

Embodiment 6

By the dispersible pigment dispersion (A-5) of 23.6 mass parts, the dispersible pigment dispersion (A-6) of 2.6 mass parts, 3.2 mass parts Dye solution H, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR10) of concentration 20 mass %.

In addition to compositions (CR9) use coloured composition (CR10) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Embodiment 7

By the dispersible pigment dispersion (A-5) of 22.3 mass parts, the dispersible pigment dispersion (A-6) of 1.6 mass parts, 1.2 mass parts Dye solution I, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR11) of concentration 20 mass %.

In addition to compositions (CR9) use coloured composition (CR11) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Embodiment 8

By the dispersible pigment dispersion (A-5) of 24.3 mass parts, the dispersible pigment dispersion (A-6) of 2.6 mass parts, 1.3 mass parts Dye solution J, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR12) of concentration 20 mass %.

In addition to compositions (CR9) use coloured composition (CR12) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Embodiment 9

By the dispersible pigment dispersion (A-5) of 22.6 mass parts, the dispersible pigment dispersion (A-6) of 5.6 mass parts, 3.2 mass parts Dye solution K, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name 1RGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR13) of concentration 20 mass %.

In addition to compositions (CR9) use coloured composition (CR13) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Embodiment 10

By the dispersible pigment dispersion (A-5) of 24.2 mass parts, the dispersible pigment dispersion (A-6) of 4.6 mass parts, 2.2 mass parts Dye solution L, the resin glue as resin glue (B1) solution of 16.1 mass parts, the conduct crosslinking of 5.5 mass parts Toagosei Co., Ltd M-402 (dipentaerythritol acrylate and the mixing of Dipentaerythritol Pentaacrylate of agent Thing) and 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-as Photoepolymerizationinitiater initiater of 2.2 mass parts Ketone (Ciba Specialty Chemicals company system, trade name IRGACURE369), 0.2 mass parts as fluorine system surface Dainippon Ink Chemicals Megafac F-554 of activating agent and the Ketohexamethylene as solvent mix, and prepare solid constituent The coloured composition (CR14) of concentration 20 mass %.

In addition to compositions (CR9) use coloured composition (CR14) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Comparative example 5

By the dispersible pigment dispersion (A-5) of 22.1 mass parts, the dispersible pigment dispersion (A-6) of 4.5 mass parts, 16.1 mass parts Resin glue (B1) solution as resin glue, Toagosei Co., Ltd's system of 5.5 mass parts as cross-linking agent Sanwa Co., Ltd. chemistry MW-30 of M-402 and 2.4 mass parts, the 2-benzyl as Photoepolymerizationinitiater initiater of 2.2 mass parts Base-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty Chemicals company system, commodity Name IRGACURE369), Dainippon Ink Chemicals Megafac F-554 as fluorine system surfactant of 0.2 mass parts and Propylene glycol methyl ether acetate as solvent mixes, and prepares the coloured composition of solid component concentration 20 mass % (CR15)。

In addition to compositions (CR9) use coloured composition (CR15) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Comparative example 6

By the dispersible pigment dispersion (A-5) of 24.1 mass parts, the dispersible pigment dispersion (A-6) of 4.6 mass parts, 2.2 mass parts Dye solution M, the resin glue as resin glue (B1) solution of 16.1 mass parts, 5.5 mass as cross-linking agent The Toagosei Co., Ltd M-402 of part and Sanwa Co., Ltd. chemistry MW-30 of 2.4 mass parts, the work of 2.2 mass parts 2-benzyl-2-dimethylamino-1-(4-morphlinophenyl) butane-1-ketone (Ciba Specialty for Photoepolymerizationinitiater initiater Chemicals company system, trade name IRGACURE369), Dainippon Ink Chemicals as fluorine system surfactant of 0.2 mass parts Megafac F-554 processed and the Ketohexamethylene as solvent mix, prepare solid component concentration 20 mass % colour cell Compound (CR16).

In addition to compositions (CR9) use coloured composition (CR16) is showed signs of anger in replacement, carry out similarly to Example 5, and It is evaluated.Evaluation result is shown in table 1.

Table 1

[table 1]

In Table 1, " B15:6 " represents C.I. pigment blue 15: 6, " G58 " represents that C.I. naphthol green 58, " V-23 " represent C.I. pigment Violet 23, " BB-7 " represent that C.I. Blue 7, " Y150 " represent that C.I. pigment yellow 150, " BY-21 " represent C.I. alkali Property Huang 21, " R254 " represent that C.I. paratonere 254, " R177 " represent that C.I. paratonere 177, " BR1 " represent C.I. alkali red 1:1.

Claims (4)

1. a red pixel formation coloured composition, it is characterised in that be containing (A) coloring agent, (B) resin glue and (C) coloured composition of cross-linking agent, the coloring agent represented containing following formula (1) is as described (A) coloring agent, and contains further The red stain different from the coloring agent that following formula (1) represents,

X⁺Z^- (1)

In formula (1), X⁺Represent ton system chromophore, Z^-Represent what following formula (1a) anion that represents or following formula (1b) represented Anion,

R¹-SO₃ ^- (1a)

R²-SO₂-N^--SO₂-R² (1b)

Described R¹And R²It is the group that represents of following formula (1-1) or group that following formula (1-2) represents, described R²Can be each other It is bonded and forms ring,

In formula (1-1), R¹⁹Represent hydrogen atom, fluorine atom, alkyl, fluoro-alkyl, ester ring type alkyl, alkoxyl, fluoroalkyl, R²⁰COOR²¹-or R²⁰COOR²¹CFH-, R²⁰Represent alkyl, ester ring type alkyl, heteroaryl or substituted or non-substituted aryl, R²¹Representing alkylidene, n represents the integer of more than 1, and * represents binding site,

In formula (1-2), R¹⁴～R¹⁸Represent hydrogen atom, fluorine atom, hydroxyl, alkyl, fluoro-alkyl, alkoxyl or alkane independently of each other Base sulfonyl, * represents binding site, wherein, R¹⁴～R¹⁸In at least one be fluorine atom or fluoro-alkyl.

Red pixel formation coloured composition the most according to claim 1, wherein, contains (D) photopolymerization further and draws Send out agent.

3. a color filter, it is characterised in that possess the red pixel formation coloring compositions used described in claim 1 or 2 The red pixel that thing is formed.

4. a display element, it is characterised in that possess the color filter described in claim 3.