WO1994024186B1 - Color-clear composite coatings having improved intercoat adhesion - Google Patents

Color-clear composite coatings having improved intercoat adhesion

Info

Publication number
WO1994024186B1
WO1994024186B1 PCT/US1994/002736 US9402736W WO9424186B1 WO 1994024186 B1 WO1994024186 B1 WO 1994024186B1 US 9402736 W US9402736 W US 9402736W WO 9424186 B1 WO9424186 B1 WO 9424186B1
Authority
WO
WIPO (PCT)
Prior art keywords
alkyl
carbon atoms
bonded
pendant groups
containing acrylic
Prior art date
Application number
PCT/US1994/002736
Other languages
French (fr)
Other versions
WO1994024186A1 (en
Filing date
Publication date
Priority claimed from US08/047,904 external-priority patent/US5384367A/en
Application filed filed Critical
Priority to EP94913903A priority Critical patent/EP0695317A1/en
Priority to JP6523181A priority patent/JPH09509434A/en
Priority to KR1019950704549A priority patent/KR960701918A/en
Priority to AU65881/94A priority patent/AU6588194A/en
Priority to CA002160777A priority patent/CA2160777C/en
Publication of WO1994024186A1 publication Critical patent/WO1994024186A1/en
Publication of WO1994024186B1 publication Critical patent/WO1994024186B1/en

Links

Abstract

Curable coating compositions based on polyepoxide-containing polymers and polyacid curing agents are disclosed. The polyepoxide-containing polymers contain one or more pendant groups of carbamate, urea or urethane groups. The coating compositions are useful as clear coats in composite color plus clear coatings where the pendant groups provide for better intercoat adhesion.

Claims

- 39 -AMENDED CLAIMS[received by the International Bureau on 15 November 1994 (15.11.94); original claims 1-20 replaced by amended claims 1-17 (3 pages)]
1. A curable composition comprising an epoxy group- containing acrylic copolymer having pendant groups of the structure
H H
I I
X - C - N - R or - N - C - O - R'
II II O O
I wherein X is -N or -0; R is H or an alkyl of 1-18 carbon atoms, or R is bonded to X and forms part of a five- or six-membered ring; and R' is an alkyl of 1-18 carbon atoms, and a polyacid curing agent which is a carboxylic acid group-containing oligomer or polymer.
2. The composition of claim 1 where R is H or alkyl of 1-6 carbon atoms or R is bonded to X and forms part of a 5 or 6 membered ring and R' is alkyl of 1-6 carbon atoms.
3. The curable composition of claim 2 in which X is -0 and R is selected from the group consisting of H and alkyl having 1-6 carbon atoms.
I
4. The curable composition of claim 2 in which X is N-, R is bonded to X and is -CH2-CH2.
5. The curable composition of claim 1 in which the epoxy group-containing acrylic copolymer is a copolymer of glycidyl acrylate or glycidyl methacrylate with at least one other copolymerizable ethylenically unsaturated monomer.
6. The curable composition of claim 1 in which the epoxy group-containing acrylic copolymer has an equivalent weight - 40 -
of from about 5000 to 100,000 based on equivalents of pendant groups.
7. The curable composition of claim 1 where for each equivalent of carboxyl there are 0.8 to 1.5 equivalents of epoxy.
8. A process for applying a composite coating to a substrate which comprises applying to the substrate a colored film-forming composition to form a base coat and applying to said base coat a clear film-forming composition to form a transparent top coat over the base coat, characterized in that the clear film-forming composition is a crosslinkable composition comprising an epoxy group-containing acrylic copolymer and a polyacid curing agent, wherein the epoxy group-containing acrylic copolymer contains one or more pendant groups of the structure:
H H
I I
X - C - N - or - N - C - O -
II II O 0
I where X is -N or -O.
9. The process of claim 8 wherein the pendant groups are of the structure:
H H
I I
X - C - N - R or - N - C - O - R1
II II 0 O
I where X is -N or -O and R is H or alkyl of 1-18 carbon atoms or R is bonded to X and forms part of a five- or six-membered ring and R' is alkyl of 1-18 carbon atoms.
10. The process of claim 9 where R is H or alkyl of 1-6 carbon atoms or R is bonded to X and forms part of a 5 or 6 membered ring and R' is alkyl of 1-6 carbon atoms. - 41 -
11. The process of claim 10 in which X is -0 and R is selected from the group consisting of H and alkyl having 1-6 carbon atoms.
I
12. The process of claim 10 in which X is N-, R is bonded to X and is -CH2-CH2.
13. The process of claim 13 in which the epoxy group- containing acrylic polymer is a copolymer of glycidyl acrylate or glycidyl methacrylate with at least one other copolymerizable ethylenically unsaturated monomer.
14. The process of claim 8 in which the polyepoxide- containing polymer has an equivalent weight of from about 5000 to 100,000 based on equivalents of pendant groups.
15. The process of claim 8 in which for each equivalent of carboxyl there are 0.8 to 1.5 equivalents of epoxy.
16. A substrate coated by the process of claim 8.
17. A substrate coated by the process of claim 9.
PCT/US1994/002736 1993-04-19 1994-03-14 Color-clear composite coatings having improved intercoat adhesion WO1994024186A1 (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
EP94913903A EP0695317A1 (en) 1993-04-19 1994-03-14 Color-clear composite coatings having improved intercoat adhesion
JP6523181A JPH09509434A (en) 1993-04-19 1994-03-14 Color-clear composite coating with improved intercoat adhesion
KR1019950704549A KR960701918A (en) 1993-04-19 1994-03-14 COLOR-CLEAR COMPOSITE COATINGS HAVING IMPROVED INTERCOAT ADHESION With Improved Inner Coating Adhesion
AU65881/94A AU6588194A (en) 1993-04-19 1994-03-14 Color-clear composite coatings having improved intercoat adhesion
CA002160777A CA2160777C (en) 1993-04-19 1994-03-14 Color-clear composite coatings having improved intercoat adhesion

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US08/047,904 US5384367A (en) 1993-04-19 1993-04-19 Carbamate urea or urethane-functional epoxy acrylic with polyacid
US08/047,904 1993-04-19

Publications (2)

Publication Number Publication Date
WO1994024186A1 WO1994024186A1 (en) 1994-10-27
WO1994024186B1 true WO1994024186B1 (en) 1994-12-22

Family

ID=21951667

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1994/002736 WO1994024186A1 (en) 1993-04-19 1994-03-14 Color-clear composite coatings having improved intercoat adhesion

Country Status (8)

Country Link
US (2) US5384367A (en)
EP (1) EP0695317A1 (en)
JP (2) JPH09509434A (en)
KR (1) KR960701918A (en)
AU (1) AU6588194A (en)
CA (1) CA2160777C (en)
TW (1) TW260699B (en)
WO (1) WO1994024186A1 (en)

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