CA2435430A1 - Two-component polyurethane binders as adhesion promoters - Google Patents

Two-component polyurethane binders as adhesion promoters Download PDF

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Publication number
CA2435430A1
CA2435430A1 CA002435430A CA2435430A CA2435430A1 CA 2435430 A1 CA2435430 A1 CA 2435430A1 CA 002435430 A CA002435430 A CA 002435430A CA 2435430 A CA2435430 A CA 2435430A CA 2435430 A1 CA2435430 A1 CA 2435430A1
Authority
CA
Canada
Prior art keywords
use according
group
isocyanate
polyisocyanate
organic
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
CA002435430A
Other languages
French (fr)
Other versions
CA2435430C (en
Inventor
Steffen Hofacker
Markus Mechtel
Wieland Hovestadt
Claus Kobusch
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Bayer AG
Original Assignee
Individual
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Individual filed Critical Individual
Publication of CA2435430A1 publication Critical patent/CA2435430A1/en
Application granted granted Critical
Publication of CA2435430C publication Critical patent/CA2435430C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/70Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the isocyanates or isothiocyanates used
    • C08G18/72Polyisocyanates or polyisothiocyanates
    • C08G18/80Masked polyisocyanates
    • C08G18/8061Masked polyisocyanates masked with compounds having only one group containing active hydrogen
    • C08G18/8083Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen
    • C08G18/809Masked polyisocyanates masked with compounds having only one group containing active hydrogen with compounds containing at least one heteroatom other than oxygen or nitrogen containing silicon
    • CCHEMISTRY; METALLURGY
    • C08ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08GMACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
    • C08G18/00Polymeric products of isocyanates or isothiocyanates
    • C08G18/06Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen
    • C08G18/28Polymeric products of isocyanates or isothiocyanates with compounds having active hydrogen characterised by the compounds used containing active hydrogen
    • C08G18/65Low-molecular-weight compounds having active hydrogen with high-molecular-weight compounds having active hydrogen
    • C08G18/66Compounds of groups C08G18/42, C08G18/48, or C08G18/52
    • C08G18/6633Compounds of group C08G18/42
    • C08G18/6637Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38
    • C08G18/664Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203
    • C08G18/6644Compounds of group C08G18/42 with compounds of group C08G18/32 or polyamines of C08G18/38 with compounds of group C08G18/3203 having at least three hydroxy groups
    • CCHEMISTRY; METALLURGY
    • C09DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09DCOATING 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
    • C09D175/00Coating compositions based on polyureas or polyurethanes; Coating compositions based on derivatives of such polymers
    • C09D175/04Polyurethanes
    • C09D175/06Polyurethanes from polyesters
    • YGENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10TTECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00Stock material or miscellaneous articles
    • Y10T428/31504Composite [nonstructural laminate]
    • Y10T428/31551Of polyamidoester [polyurethane, polyisocyanate, polycarbamate, etc.]

Abstract

The invention relates to the use of polyurethane bonding agents as adhesives, said bonding agents having two constituents and containing a solvent. Said bonding agents also contain a hardening constituent consisting of an addition product of a polyisocyanate with an alkoxy silane and a resin for lacquers and varnishes which reacts in relation to isocyanate groups.

Claims (12)

1. Use of solventborne two-component polyurethane binders comprising 1. a curing component (A) comprising an adduct of at least one organic polyisocyanate (B) having an average NCO
functionality of from 2.5 to 5.0 and an isocyanate content of from 8 to 27% by weight and an alkoxysilane (C) having at least one isocyanate-reactive group of the general formula (I) Q-Z-SiXaY3-a in which Q is an isocyanate-reactive group, Z is a linear or branched C1-C12 alkylene group, X is a hydrolyzable group, preferably C1-C4 alkoxy, Y is identical or different C1-C4 alkyl groups, and a is an integer from 1 to 3, and
2. an isocyanate-reactive film-forming resin (D), as adhesion promoters.

2. The use according to claim 1, characterized in that the ratio of the isocyanate-reactive groups of the film-forming resin (D) to the isocyanate groups of the curing agent (A) lies between 0.5 : 1 to 2 : 1.
3. The use according to claim 1, characterized in that the polyisocyanate (B) containing in the curing component (A) has an average NCO functionality of from 2.3 to 4.5 and an isocyanate group content of from 11.0 to 24.0% by weight.
4. The use according to claim 1, characterized in that the organic polyisocyanate (B) stands for polyisocyanates or polyisocyanate mixtures containing exclusively aliphatically and/or cycloaliphatically attached isocyanate groups.
5. The use according to claim 1, characterized in that the organic polyisocyanate (B) stands for polyisocyanates or polyisocyanate mixtures having biuret or isocyanurate structure based on HDI, IPDI and/or 4,4'-diisocyanatodicyclohexylmethane.
6. The use according to claim 1, characterized in that organic polyisocyanates (B) is reacted with alkoxysilanes (C) in a molar NCO/Q ratio of 1 : 0.01 to 0.75, Q having the definition described in general formula (I).
7. The use according to claim 1, characterized in that alkoxysilanes (C) are compounds of the general formula (I) Q-Z-Si X a Y3-a (I), in which Q is OH, SH or NHR1, where R1 is a C1-C12 alkyl group or C6-C20 aryl group or is -Z-SiX a Y3-a, Z is a linear or branched C1-C4 alkylene group, X is a C1-C4 alkoxy group, Y is identical or different C1-C4 alkyl groups, and a is an integer from 1 to 3.
8. The use according to claim 1, characterized in that the adhesion promoter is applied to a substrate and subsequently a coating is applied.
9. The use according to claim 8, characterized in that the substrate is selected from the group of the polymeric substrates, metal substrates or glass substrates.
10. The use according to claim 9, characterized in that the polymeric substrate is selected from the group of polycarbonate, polymethyl methacrylate, polystyrene, polyvinylcyclohexane and copolymers thereof, polyvinylchloride or blends thereof.
11. The use according to claim 8, characterized in that the coating is selected from the group of inorganic coatings, organic coatings or inorganic-organic hydride coatings.
12. The use according to claim 11, characterized in that the inorganic coating is silicon-containing.
CA2435430A 2001-01-24 2002-01-11 Two-component polyurethane binders as adhesion promoters Expired - Fee Related CA2435430C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE10103027A DE10103027A1 (en) 2001-01-24 2001-01-24 Adhesion promoter, e.g. for improving adhesion of silicon-based protective coatings to polymeric substrates, comprising two-component polyurethane binder based on alkoxysilane-modified polyisocyanate
DE10103027.4 2001-01-24
PCT/EP2002/000205 WO2002059224A1 (en) 2001-01-24 2002-01-11 Polyurethane bonding agent having two constituents and used as an adhesive

Publications (2)

Publication Number Publication Date
CA2435430A1 true CA2435430A1 (en) 2002-08-01
CA2435430C CA2435430C (en) 2011-12-13

Family

ID=7671531

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2435430A Expired - Fee Related CA2435430C (en) 2001-01-24 2002-01-11 Two-component polyurethane binders as adhesion promoters

Country Status (14)

Country Link
US (1) US6756464B2 (en)
EP (1) EP1356004A1 (en)
JP (1) JP2004525213A (en)
KR (1) KR20040030494A (en)
CN (1) CN1243808C (en)
CA (1) CA2435430C (en)
CZ (1) CZ20032033A3 (en)
DE (1) DE10103027A1 (en)
HK (1) HK1064697A1 (en)
HU (1) HUP0302795A3 (en)
MX (1) MXPA03006536A (en)
PL (1) PL205153B1 (en)
SK (1) SK9182003A3 (en)
WO (1) WO2002059224A1 (en)

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Also Published As

Publication number Publication date
HK1064697A1 (en) 2005-02-04
MXPA03006536A (en) 2004-06-25
PL205153B1 (en) 2010-03-31
HUP0302795A3 (en) 2012-09-28
CZ20032033A3 (en) 2003-10-15
HUP0302795A2 (en) 2003-11-28
US6756464B2 (en) 2004-06-29
EP1356004A1 (en) 2003-10-29
US20020142169A1 (en) 2002-10-03
CN1487982A (en) 2004-04-07
PL361766A1 (en) 2004-10-04
DE10103027A1 (en) 2002-07-25
WO2002059224A1 (en) 2002-08-01
JP2004525213A (en) 2004-08-19
SK9182003A3 (en) 2003-11-04
CA2435430C (en) 2011-12-13
KR20040030494A (en) 2004-04-09
CN1243808C (en) 2006-03-01

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