WO1994024186B1 - Color-clear composite coatings having improved intercoat adhesion - Google Patents
Color-clear composite coatings having improved intercoat adhesionInfo
- 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
- 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.)
- Ceased
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
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.
Priority Applications (5)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| JP6523181A JPH09509434A (en) | 1993-04-19 | 1994-03-14 | Color-clear composite coating with improved intercoat adhesion |
| CA002160777A CA2160777C (en) | 1993-04-19 | 1994-03-14 | Color-clear composite coatings having improved intercoat adhesion |
| AU65881/94A AU6588194A (en) | 1993-04-19 | 1994-03-14 | Color-clear composite coatings having improved intercoat adhesion |
| EP94913903A EP0695317A1 (en) | 1993-04-19 | 1994-03-14 | Color-clear composite coatings having 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 |
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US08/047,904 | 1993-04-19 | ||
| US08/047,904 US5384367A (en) | 1993-04-19 | 1993-04-19 | Carbamate urea or urethane-functional epoxy acrylic with polyacid |
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 Ceased 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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| US6187376B1 (en) * | 1998-10-01 | 2001-02-13 | Basf Corporation | Method for improving the adhesion of a repair coating to a previously coated substrate |
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| CN100406487C (en) * | 2000-05-18 | 2008-07-30 | 阿克佐诺贝尔股份有限公司 | Aromatic polyurethane polyol |
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| US20090053420A1 (en) * | 2007-08-20 | 2009-02-26 | Basf Corporation | Thermosetting coating compositions with multiple cure mechanisms |
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| CA2727114A1 (en) * | 2008-07-29 | 2010-02-04 | Jun Lin | Surface active blocked isocyanates and coating compositions thereof |
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| US8840962B2 (en) | 2010-05-14 | 2014-09-23 | Ppg Industries Ohio, Inc. | Substantially defect-free sound and vibration damping coating |
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| US11313048B2 (en) | 2019-06-27 | 2022-04-26 | Prc-Desoto International, Inc. | Addition polymer for electrodepositable coating compositions |
| US11485874B2 (en) | 2019-06-27 | 2022-11-01 | Prc-Desoto International, Inc. | Addition polymer for electrodepositable coating compositions |
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-
1993
- 1993-04-19 US US08/047,904 patent/US5384367A/en not_active Expired - Fee Related
-
1994
- 1994-03-14 JP JP6523181A patent/JPH09509434A/en not_active Ceased
- 1994-03-14 WO PCT/US1994/002736 patent/WO1994024186A1/en not_active Ceased
- 1994-03-14 KR KR1019950704549A patent/KR960701918A/en not_active Abandoned
- 1994-03-14 CA CA002160777A patent/CA2160777C/en not_active Expired - Fee Related
- 1994-03-14 EP EP94913903A patent/EP0695317A1/en not_active Withdrawn
- 1994-03-14 AU AU65881/94A patent/AU6588194A/en not_active Abandoned
- 1994-04-06 TW TW083102974A patent/TW260699B/zh active
- 1994-09-08 US US08/303,264 patent/US5547757A/en not_active Expired - Fee Related
-
2003
- 2003-12-09 JP JP2003410941A patent/JP2004156042A/en active Pending
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