WO2002009944A1 - Radiation-curable thermal printing ink and ink ribbons, methods of making, using and printing - Google Patents
Radiation-curable thermal printing ink and ink ribbons, methods of making, using and printing Download PDFInfo
- Publication number
- WO2002009944A1 WO2002009944A1 PCT/US2001/023934 US0123934W WO0209944A1 WO 2002009944 A1 WO2002009944 A1 WO 2002009944A1 US 0123934 W US0123934 W US 0123934W WO 0209944 A1 WO0209944 A1 WO 0209944A1
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- WIPO (PCT)
- Prior art keywords
- ink
- resins
- ribbon
- ink layer
- radiation
- Prior art date
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Classifications
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
- B41J2/315—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by selective application of heat to a heat sensitive printing or impression-transfer material
- B41J2/32—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by selective application of heat to a heat sensitive printing or impression-transfer material using thermal heads
- B41J2/325—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by selective application of heat to a heat sensitive printing or impression-transfer material using thermal heads by selective transfer of ink from ink carrier, e.g. from ink ribbon or sheet
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2/00—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed
- B41J2/315—Typewriters or selective printing mechanisms characterised by the printing or marking process for which they are designed characterised by selective application of heat to a heat sensitive printing or impression-transfer material
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M5/00—Duplicating or marking methods; Sheet materials for use therein
- B41M5/26—Thermography ; Marking by high energetic means, e.g. laser otherwise than by burning, and characterised by the material used
- B41M5/382—Contact thermal transfer or sublimation processes
- B41M5/385—Contact thermal transfer or sublimation processes characterised by the transferable dyes or pigments
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41M—PRINTING, DUPLICATING, MARKING, OR COPYING PROCESSES; COLOUR PRINTING
- B41M7/00—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock
- B41M7/0081—After-treatment of prints, e.g. heating, irradiating, setting of the ink, protection of the printed stock using electromagnetic radiation or waves, e.g. ultraviolet radiation, electron beams
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- C—CHEMISTRY; METALLURGY
- C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
- C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
- C09D11/00—Inks
- C09D11/02—Printing inks
- C09D11/10—Printing inks based on artificial resins
- C09D11/101—Inks specially adapted for printing processes involving curing by wave energy or particle radiation, e.g. with UV-curing following the printing
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B41—PRINTING; LINING MACHINES; TYPEWRITERS; STAMPS
- B41J—TYPEWRITERS; SELECTIVE PRINTING MECHANISMS, i.e. MECHANISMS PRINTING OTHERWISE THAN FROM A FORME; CORRECTION OF TYPOGRAPHICAL ERRORS
- B41J2202/00—Embodiments of or processes related to ink-jet or thermal heads
- B41J2202/30—Embodiments of or processes related to thermal heads
- B41J2202/34—Thermal printer with pre-coating or post-processing
Definitions
- the present invention relates to a radiation-curable thermal printing ink and thermal printing ink ribbons which employ such a radiation-curable thermal printing ink for printing character and/or bar code images on articles such as labels.
- the present invention also relates to methods of making and printing using such radiation-curable thermal printing ink and ink ribbons.
- Thermal printing ink ribbons have long been used as a means for printing on various articles information such as bar code images.
- These thermal printing ink ribbons comprise an ink layer consisting of a colorant and a binder material such as wax on a heat-resistant base, and may be fitted to a printer so that the ink layer is molten under heat of the thermal head and transferred onto package and paper or a label to give a desired thermal bar code image thereon.
- One method of obtaining sharper transferred images includes the addition of fine particles of a heat setting resin such as silicon resin or the like to the ink layer of a thermal transfer ink ribbon whose binder mainly comprises wax. This improves the ability of the ink layer to be separated sharply from the base and results in a sharper image.
- a heat setting resin such as silicon resin or the like
- Another method includes using a thermally fusible resin such as a thermoplastic resin, instead of wax, as a main constituent of the binder. While the use of a thermoplastic resin is effective to improve heat resistance and wear resistance of transferred images, however, the ability of the ink layer to be sharply transferred from the base is reduced. This fails to produce an image of sufficient clarity. Resin binders and/or waxes of higher melting points can also provide a higher degree of scratch and smear resistance. However, higher print head energies are necessary to achieve the desired flow to promote transfer and adhesion to a receiving article. There are some limitations on the applications for thermal transfer printing. For example, the properties of the thermal transfer formulations which permit transfer from the carrier to a receiving substrate can place limitations on the permanency of the printer matter.
- Printed matter from conventional processes can smear or smudge, especially when subjected to a subsequent sorting operation. Additionally, where the surface of a receiving substrate is subject to scratching the problem is compounded. This smearing can make character recognition such as optical character recognition or magnetic ink character recognition difficult and sometimes impossible. In extreme cases, smearing can make it difficult to read bar codes. Additionally, exposure of the image to various chemicals can be detrimental.
- U.S. Patent No. 6,025,017 discloses a UV or visible light curable coating formulation which uses monomers and oligomers for the purpose of reducing or eliminating solvents during the manufacturing process.
- thermoplastic polymer that can be thermally transferred to a receiving substrate.
- U.S. Patent No. 6,040,040 discloses a radiation curable thermal printing ink which is selectively cured during ribbon manufacture, prior to printing. The ink is applied to a substrate in multiple or graded layers.
- U.S. Patent Nos. 5,919,557 and 5,952,098 relate to a thermal transfer medium having reactive components that cross-link when heated. Radiation-curable components are not disclosed.
- the present invention provides a thermal transfer printer ribbon which comprises a substrate and an ink layer disposed on the substrate, the ink layer having radiation-curable components.
- the radiation-curable components of the ink layer are compounds such as monomers and/or oligomers which when exposed to radiation cross-link and provide improved resistance to chemical, heat and physical damage to the transferred image. This is accomplished via a thermosetting polymerization mechanism.
- the ink layer of the present invention can be thermally dried on the ribbon while remaining in the uncured state.
- Also included in the present invention is a method of making a thermal transfer printer ribbon in which the ink layer can be thermally dried as a final step in preparation of the ribbon.
- the invention also provides a method of thermal transfer printing comprising providing a thermal transfer printer, an ink ribbon having radiation- curable components and a receiving article to be printed.
- a radiation-curable ink ribbon is positioned between the print head of the printer and the receiving article, and contact is established between the ribbon and the print head. The temperature of selected portions of the ribbon is then elevated to effect transfer of ink to a receiving article.
- the radiation-curable components are cured after printing, by a variety of methods.
- a thermal transfer printer having an actinic energy source attached externally or internally is also included in the present invention.
- An additional object of the invention is to provide a thermal transfer printer having an actinic energy source.
- An additional object of the invention is to provide greater damage resistant images through the use of thermal transfer printing ink ribbons having ink with radiation-curable components.
- Figure 1 is a cross-sectional view of a thermal printing ink ribbon of the present invention.
- Figure 2 is a cross-sectional view of an additional embodiment of a thermal printing ink ribbon of the present invention.
- Figure 3 is a schematic diagram of the steps included in an embodiment of the printing method of the present invention.
- Figure 4 is a representation of one embodiment of a printer of the present invention.
- Figure 5 is a representation of an additional embodiment of a printer of the present invention.
- Figure 6 is a graph which describes the relationship between solvent resistance and exposure to UV light.
- the thermal transfer printing medium of the present invention comprises a radiation-curable ink layer 2 disposed on a substrate 1.
- a primer 3 and a backcoat 4 can also be applied to the substrate.
- the substrate 1 material preferably has high heat-resistant strength, dimensional stability and surface smoothness.
- suitable materials include poly olef ins, such as polyethylene and polypropylene; polyesters, such as polyethylene terephthalate and polyethylene napthalate; poly amides, such as nylon; polyimides; chlorine-containing resins, such as poly vinyl chloride and polyvinylidene chloride; polystyrene resins, such as polystyrene and derivatives thereof; fluorine-containing resins, such as polytetrafluoroethylene; polycarbonates; papers such as glassine paper and condenser paper; and metal foils. Substrates made of a blend of these resins or composite substrates composed of different laminate of these materials can also be used. Other materials having suitable properties can also be used.
- Suitable substrates may be prepared by conventional methods known to those of ordinary skill in the art.
- a substrate formed of polyethylene terephthalate is preferably used in the present invention as it has high tensile strength, wrinkle resistance, and excellent heat resistance.
- the substrate preferably has a thickness of about 0.5 to 20 ⁇ m, more preferably 4.0 to 6.0 ⁇ m.
- a primer layer 3 can be used.
- the primer can contain wax release components and/or resin adhesive components.
- the primer layer, if used, is disposed between the substrate and the ink layer.
- the wax release components improve release properties of the radiation-curable ink layer.
- the wax component is not particularly limited, and any wax component can be used.
- suitable wax components include polyethylene wax, paraffin wax, rice bran wax, microcrystalline wax, carnauba wax, shellac wax, montan wax, higher fatty acids (i.e. , C 2 or greater fatty acids), higher fatty acid amides (i.e., C 2 or greater fatty acid amides), and higher alcohols
- wax components may be used either individually or as a combination of two or more thereof.
- the primer layer may further comprise one or more resins, such as an ethylene-vinyl acetate copolymer, an ethylene-acrylic acid copolymer, polyethylene resins, and petroleum resins, in an amount that would not impair the effectiveness of the present invention.
- resins such as an ethylene-vinyl acetate copolymer, an ethylene-acrylic acid copolymer, polyethylene resins, and petroleum resins, in an amount that would not impair the effectiveness of the present invention.
- the primer layer has a thickness of from about 0.1 to 5.0 ⁇ m, more preferably between about 0.1 to 3.0 ⁇ m.
- the primer layer may further comprise non-pigmented monomers and/or oligomers that can be cured by actinic radiation to form an overcoat layer on the transferred image.
- the thermal transfer recording medium of the present invention may have a backcoat layer 4 on the substrate on the side opposite to the ink layer for the purpose of improving heat resistance or running properties.
- a backcoat layer is particularly advantageous for recording with a thermal head.
- the backcoat layer 4 is conventionally known to those of skill in the art and is generally formed of nitrocellulose compounds, silicone compounds or fluorine-containing compounds.
- the backcoat layer is preferably formed of a reaction product between an amino-modified silicone oil (e.g. , polydimethylsiloxane having an amino group introduced to part of its methyl group) with a polyfunctional isocyanate compound (e.g. , toluene diisocyanate) or a silicone-butyral resin. While not limiting, the backcoat layer preferably has a thickness of 0.01 to 0.5 ⁇ m.
- the thermal transfer recording medium may also have a topcoat layer 5 on the substrate disposed on the ink layer for the purpose of improved adhesion of the ink layer to the substrate and to provide greater resistance to scratching and smearing.
- the topcoat layer is generally known to those of skill in the art, and is comprised of polyesters, polyketones or thermally fuseable resins. Preferably, the topcoat is applied with a thickness of 0.1 to 1.0 ⁇ m.
- the radiation-curable ink layer 2 contains monomers and/or oligomers and mixtures thereof. These monomers and oligomers have the ability to cross-link when exposed to radiation.
- the monomers and oligomers of the present invention are preferably polymerized by a free-radical mechanism to form a thermoset polymer.
- thermoset polymers refers to those polymers which can be cured and crosslmked to form a solid state network that will not flow upon heating nor dissolve upon exposure to chemicals.
- Suitable monomers and oligomers include, but are not limited to, triacrylates and trimethacrylates; acrylates and methacrylates having four or more reactive groups such as dipentaerythritol tetra-acrylate and tetra-methylolmethane tetra-acrylate; oligomers of these compounds; aliphatic and aromatic urethane acrylates; polyester acrylates; acrylic acrylates; vinyl ether capped oligomers; cycloaliphatic epoxy based monomers or oligomers; and other monomers and oligomers which are solid at room temperature. This property permits thermal drying of the ink layer. Other compounds having fewer functional groups may also be suitable, provided they exhibit this property.
- Extensive cross-linking provides the improved damage resistance properties of the ink of the present invention.
- Monomers and/or oligomers will be present in the ink layer 2 in an amount of about 1 to 90% by weight, based on the total weight of the ink. More preferably, monomers (when used) will be present in the amount of about 1 to 40% by weight, and oligomers (when used) will be present in the amount of about 1 to 45 % by weight. All weight percentages are based on the total weight of the ink layer.
- actinic energy source refers to those sources of energy which are capable of initiating photochemical reactions.
- Photoinitiators used are those well known in the art. Suitable photoinitiators for use in free radical or vinyl ether reactions include, but are not limited to, acetophenone, 2,2-diethoxyacetophenone, p-dimethylaminoacetophenone, p-dimethylaminopropiophenone, benzophenone, 2-chlorobenzophenone, p,p'dichlorobenzophenone, p,p'-bisdiethylaminobenzophenone, Michler's ketone, benzyl, benzoin, benzoinmethylether, benzoinethylether, benzoinisopropylether, benzoin-n-propylether, benzoinisobutylether, benzoin-n-butylether, benzylmethylketal, tetramethylthiuram-monosulphide, thioxanthone, 2- chlorothioxanthone, 2-methylthioxanthone,
- Suitable photoinitiators for use in cationic reactions include triaryl sulfonium hexafluorophosphate, triaryl sulfonium hexafluoroantimonate, diaryl iodonium hexafluoroantimonate, and the like.
- additives may be added to enhance certain properties of the ink.
- Colorants known to those of skill in the art may be used in the ink layer 2 and include black dyes and pigments, e.g. , carbon black, Oil Black, and graphite; acetoacetic acid arylamide type monoazo yellow pigments (Fast Yellow), e.g., C.I. Pigment Yellow 1, 3, 74, 97 and 98; acetoacetic acid arylamide type bisazo yellow pigments, e.g. , C.I. Pigment Yellow 12, 13 and 14; yellow dyes, e.g. , C.I. Solvent Yellow 19, 77 and 79, and C.I. Disperse Yellow 164; red pigments, e.g.
- C.I. Pigment Red 8 49:1, 53:1, 57:1, 81, 122, and 5; red dyes, e.g. , C.I. Solvent Red 52, 58 and 8; copper phthalocyanine dyes and pigments and derivatives thereof or modified compounds thereof, e.g. , C.I. Pigment Blue 15:3; and the like.
- colored or colorless sublimation dyes, conventional printing inks, and dyes and pigments well known for other coloring purposes may also be used. These dyes and pigments may be used either individually or as a mixture of two or more thereof. As a matter of course, the dyes and pigments may be mixed with extender pigments or white pigments for color toning.
- the colorant may be subjected to surface treatments such as with a surfactant, a coupling agent such as a silane coupling agent, or a high polymeric material.
- a surfactant such as a silane coupling agent
- a coupling agent such as a silane coupling agent
- a high polymeric material such as polyethylene glycol dimethacrylate, polyethylene glycol dimethacrylate, or polypropylene glycol dimethacrylate, polystymer, or a high polymeric material.
- High polymeric dyes or high polymer-grafted pigments may be used for the same purpose.
- the colorant is preferably present in the amount of about 1 to 40% by weight of the total ink layer, and more preferably in the amount of 15 to 30% by weight of the ink layer.
- the ink layer 2 may contain binders.
- Suitable binders include homopolymers of styrene or a derivative or substituted product thereof, methacrylic acid or an ester thereof, acrylic acid or an ester thereof, a diene compound, or vinyl polymers; and other resins, such as polycarbonate resins, polyester resins, silicone resins, fluorine-containing resins, phenolic resins, terpene resins, petroleum resins, hydrogenated petroleum resins, alkyd resins, ketone resins, and cellulose derivatives. These binders may be used either individually or as a polymer blend of two or more thereof. When a binder is used, it may be present in the amount of about 1 to 50% by weight of the total ink layer, more preferably between about 5 and 20% by weight of the ink layer.
- the ink layer 2 may contain additional coating additives such as waxes, oils, or liquid plasticizers which have been used as heat-fusible substances in conventional thermal transfer media.
- the ink layer or other layers may contain chlorinated paraffins, low-molecular weight urethane compounds, plasticizers that are solid at room temperature, charge control and/or antistatic agents (e.g. , surface active agents), electroconductivity imparting agents, antioxidants, thermal conductivity improvers, magnetic substances, ferroelectric substances, antiseptics, flavors, antiblocking agents, reinforcing fillers, releasing agents, foaming agents, sublimation substances, infrared absorbers, and the like.
- the ink layer 2 may be prepared by conventional methods known to those of skill in the art. To prepare an ink having radiation-curable monomers or oligomers, a resin binder (if used) is added to a solvent, and the photoinitiators (if used) are added immediately following the binders. The solution is allowed to mix until all materials are dissolved. Monomers and/or oligomers are then added slowly (either singly or in combination) and allowed to dissolve into the system. Lastly, the colorant, prepared by methods well known in the art, is added and mixed, thereby producing the thermal printing ink.
- a resin binder if used
- the photoinitiators if used
- the ink layer 2 can be obtained by preparing the ink described above and applying it to the substrate by conventional coating techniques such as gravure coating, to provide the desired coating thickness of about 0.1 to 10 ⁇ m, more preferably of 0.1 to 5.0 ⁇ m. After the ink is applied to the substrate, the substrate is passed through a dryer at an elevated temperature to ensure drying and adherence of the coating onto the substrate. Due to the unique properties of the monomers and/or oligomers of the present invention, thermal drying of the ink layer can be achieved.
- printing with the radiation-curable ink ribbon of the present invention is accomplished by methods well known in the art, with an additional step of curing the radiation-curable components of the ink.
- An ink ribbon having an ink layer with radiation-curable components 20 is fed through a thermal transfer printer 22.
- the ribbon is brought into contact with the print head of the printer, and the temperature is elevated in selected portions of the print head 24, usually through the use of a microprocessor. Elevation of temperature causes a selected portion of the ink to transfer to a receiving article with the desired image.
- the transferred ink is then cured upon exposure to a source of actinic energy 26.
- the thermal transfer printer of the present invention includes a thermal transfer printer and an actinic energy source. This can be provided internally (as shown in Figure 4), as an integral part of the printer, or externally as an attachment or secondary unit (as shown in Figure 5).
- the present invention contemplates many different methods of curing with many types of radiation. Curing of the radiation-curable components of the ink is done after printing. Types of radiation appropriate for curing inks of the present invention include electron beams, UV and visible light. Higher irradiance (measured in mW/cm 2 ) results in a higher dosage (in mJ/cm 2 ). After the image has been transferred to a receiving article, the article is exposed to a radiation source which emits light at a given intensity, exposing the printed image to the proper dosage to initiate crosslinking. The dosage and chemical resistance are directly proportional up to a point at which too high a dosage causes over-crosslinking. This may lead to a drop-off in the chemical resistance properties.
- Thermal transfer ribbons were prepared that included one or more of the following: a binder, pigment and a 2 or 3 part light reactive component.
- This light reactive component includes a photoinitiator and chemicals, such as monomers and/or oligomers, which will react with the photoinitiator to form a cross-linked network.
- These samples were prepared to examine the influence of the additional reactive sites present upon exposure of the printed image to ultraviolet light. One of the samples did not contain a solvent soluble resin binder.
- the formulations were prepared according to Table 1 (which are listed in weight %).
- the pigment dispersion was comprised of 70% MEK, 5% dispersant, and 25 % carbon black.
- the dispersion was made using a lab scale steel ball mill, a Szegvary Attritor System. MEK was added to the Attritor mill and mixed at a mixing speed setting of 5 (210-220 rpm). The dispersant was then added and allowed to mix for 30 minutes. The carbon black was then added, the mixing speed setting increased to 6 (270-280 rpm) and the system was allowed to mix for 30 minutes. After 30 minutes the dispersion was drawn down on PET film using a #3 Meyer rod and dried. A 60° -gloss measurement was done and a resultant reading between 95-110% signified that the dispersion was complete. The dispersion was collected in a metal container and stored for later use.
- Samples A and B were made up and stored in plastic amber bottles. These bottles serve as a means to prevent the ink from being exposed to stray UV light produced by fluorescent lamps and other sources. They were mixed using a standard, marine style, stainless steel mixing prop. The tip speed was set at speeds fast enough to create a vortex in the system to assure proper mixing. The speed varied with the viscosity of the system as high viscosity and low viscosity materials were added. For samples A and B, the weight percentages in Table 1 were used.
- MEK was added to the amber bottle, followed by the ketone and polyester resins (resins not used in sample B).
- the photoinitiators were added immediately following the resin binders. The solution was allowed to mix until all of the materials dissolved.
- the aromatic acid aery late half ester (Sarbox SB 404 manufactured by Sartomer Company) was added slowly and allowed to dissolve into the system. Mixing speed was increased because of the high viscosity of this material.
- the next light reactive component, the triacrylate monomer was added slowly and allowed to dissolve into the system as well. Mixing speed increased because of the solid nature of this component causing an increase in viscosity.
- the carbon black dispersion, described earlier, was added and mixing speed decreased somewhat due to the lowering of the viscosity, thereby preparing thermal transfer ink.
- the inks were made into a thermal transfer ribbon.
- the substrate on which the ink was coated was a 4-5 micron thick polyethylene terephthalate film.
- a backcoat was used for this example, and was 100% polydimethyl siloxane, applied at a thickness of less than 0.5 microns.
- the primer used for this example was 90% montan wax and 10% ethylene vinyl acetate and was applied at a thickness of 0.5 microns or less.
- the ribbons were printed using an Intermec 3400 printer and a Zebra 140Xi model printer at speeds of 6 inches per second.
- the image was printed and then passed under UV light to initiate curing and cross-linking.
- the UV light source was a Fusion Systems Ultraviolet Apparams, equipped with two Model HP-6 mercury doped lamps (also known as H-bulbs) with a lamp power of 467 watts per inch each. Only one lamp was used to cure this system at a belt speed of 30 feet per minute or 6 inches per second.
- the total lamp irradiance and dosage were measured using an UV Power PuckTM high energy UV radiometer manufactured by EIT ⁇ . Irradiance and dosage readings were taken in the UVA region at a belt speed of 30 feet per minute. The optimum dosage and irradiance were in the ranges of 415 mJ/cm 2 and 1870 mW/cm 2 , respectively.
Abstract
Description
Claims
Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
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AU2001277228A AU2001277228A1 (en) | 2000-08-02 | 2001-07-30 | Radiation-curable thermal printing ink and ink ribbons, methods of making, usingand printing |
KR1020027004269A KR20020060703A (en) | 2000-08-02 | 2001-07-30 | Radiation-curable thermal printing ink and ink ribbons, methods of marking, using and printing |
JP2002516097A JP2004504964A (en) | 2000-08-02 | 2001-07-30 | Radiation curable thermal printing inks and ink ribbons and methods of making, using and printing |
EP01955019A EP1240023A1 (en) | 2000-08-02 | 2001-07-30 | Radiation-curable thermal printing ink and ink ribbons, methods of making, using and printing |
HK03101108.4A HK1049302A1 (en) | 2000-08-02 | 2003-02-17 | Radiation-curable thermal printing ink and ink ribbons, methods of making, using and printing |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
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US09/632,030 | 2000-08-02 | ||
US09/632,030 US6476840B1 (en) | 2000-08-02 | 2000-08-02 | Radiation-curable thermal printing ink and ink ribbons and methods of making, using and printing using the same |
Publications (1)
Publication Number | Publication Date |
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WO2002009944A1 true WO2002009944A1 (en) | 2002-02-07 |
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Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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PCT/US2001/023934 WO2002009944A1 (en) | 2000-08-02 | 2001-07-30 | Radiation-curable thermal printing ink and ink ribbons, methods of making, using and printing |
Country Status (7)
Country | Link |
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US (2) | US6476840B1 (en) |
EP (1) | EP1240023A1 (en) |
JP (1) | JP2004504964A (en) |
KR (1) | KR20020060703A (en) |
AU (1) | AU2001277228A1 (en) |
HK (1) | HK1049302A1 (en) |
WO (1) | WO2002009944A1 (en) |
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WO2018132351A1 (en) * | 2017-01-10 | 2018-07-19 | Entrust Datacard Corporation | Card printing using thermal transfer print ribbon with radiation curable ink |
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US6476840B1 (en) * | 2000-08-02 | 2002-11-05 | Sony Chemical Corporation Of America | Radiation-curable thermal printing ink and ink ribbons and methods of making, using and printing using the same |
US7009630B1 (en) * | 2002-09-09 | 2006-03-07 | General Data Company, Inc. | Method and apparatus for printing ink imprinted indicia |
US7163728B2 (en) * | 2002-10-02 | 2007-01-16 | John Finger | Multi-layered opaque thermally imaged label |
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US20080160233A1 (en) * | 2006-12-27 | 2008-07-03 | David Paul Luther | Protective-coated thermal labels |
US10160258B2 (en) * | 2008-10-23 | 2018-12-25 | Mcc-Norwood, Llc | Digitally printed heat transfer label and method of making a decorated article |
US9566765B2 (en) | 2010-10-08 | 2017-02-14 | Guardian Industries Corp. | Radiation curable adhesives for reflective laminated solar panels, laminated solar panels including radiation curable adhesives, and/or associated methods |
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KR102218185B1 (en) * | 2017-09-04 | 2021-02-22 | (주)엘지하우시스 | Coating Composition having Improved Hardness, and sheet using the same |
JP7439631B2 (en) | 2020-04-17 | 2024-02-28 | 大日本印刷株式会社 | A thermal transfer sheet, a combination of the thermal transfer sheet and a thermal transfer image-receiving sheet, a method for producing a print, and a print |
CN112549796B (en) * | 2020-12-03 | 2023-08-11 | 安徽维森智能识别材料有限公司 | Resin carbon ribbon and thermal transfer structure |
CN114261223B (en) * | 2021-12-24 | 2023-03-28 | 湖南鼎一致远科技发展有限公司 | Solvent-resistant and wear-resistant resin carbon ribbon for label printing and preparation method thereof |
CN115124883B (en) * | 2022-07-18 | 2023-07-04 | 焦作卓立膜材料股份有限公司 | High-resistance thermal transfer carbon belt containing UV material and preparation method thereof |
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Also Published As
Publication number | Publication date |
---|---|
US20030020798A1 (en) | 2003-01-30 |
EP1240023A1 (en) | 2002-09-18 |
HK1049302A1 (en) | 2003-05-09 |
US6853394B2 (en) | 2005-02-08 |
JP2004504964A (en) | 2004-02-19 |
AU2001277228A1 (en) | 2002-02-13 |
US6476840B1 (en) | 2002-11-05 |
KR20020060703A (en) | 2002-07-18 |
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