IP Library Granted Patent US 7,169,862
Granted Patent B2
US 7,169,862 · App. 10/673,832 · Granted Jan 30, 2007

Solvent-borne two component modified epoxy/polyamine coating composition

Assignee: E. I. du Pont de Nemours and Company
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Quick Facts
Patent No.
US 7,169,862
App. No.
10/673,832
Granted
Jan 30, 2007
Kind
B2
Abstract

A coating composition comprising a film forming binder of a. a modified polyepoxy resin comprising the reaction product of a polyepoxide resin, dimer fatty acids and an organic polyisocyanate, wherein the modified polyepoxide resin has a weight average molecular weight of 1000 to 50,000; and b. at least one amino functional silane crosslinking agent; wherein the coating composition preferably contains pigments and has excellent adhesion to aluminum and aluminum alloy substrates and provides excellent corrosion resistance and is particularly useful as a primer for such substrates.

Claims (31)

1. A coating composition comprising a film forming binder of

a) a modified polyepoxy resin comprising the stepwise reaction product of a polyepoxide resin with dimer fatty acids in an epoxy to dimer acid mole ratio of greater than 1.3:1 followed by reaction with an organic polyisocyanate wherein the molar ratio of isocyanate groups to hydroxy groups is between 0.15:1 and 0.3:1 and, wherein the modified polyepoxy resin has a weight average molecular weight of 1000 to 50,000; and

b) at least one amino functional silane crosslinking agent.

2. The coating composition of claim 1 containing up to 70% by weight of solvent.

3. The coating composition of claim 2 wherein the polyepoxide resin is a polyepoxy hydroxy ether resin having an epoxy equivalent weight average weight of at least 180 .

4. The coating composition of claim 2 wherein the dimer fatty acids comprise dimerized unsaturated higher fatty acids having 4–22 carbon atoms.

5. The coating composition of claim 4 wherein the unsaturated higher fatty acids are selected from the group consisting of unsaturated fatty acids from safflor oil, soybean oil, linseed oil, tall oil and mixtures thereof.

6. The coating composition of claim 2 wherein the polyisocyanate is selected from the group consisting of aliphatic polyisocyanates, cycloaliphatic polyisocyanates and aromatic polyisocyanates.

7. The coating composition of claim 6 in which the polyisocyanate consists of isophorone diisocyanate.

8. The coating composition of claim 2 wherein the aminofunctional silane has the formula

(X n R) a Si—(—OSi) y —(OR 1 ) b

wherein X is selected from the group consisting of —NH 2 ,—NHR 2 , and SH, n is an integer from 1–5, R is a hydrocarbon group contain 1–22 carbon atoms, R 1 is an alkyl group containing 1–8 carbon atoms, a is at least 1, y is from 0–20, b is at least 2 and R 2 is an alkyl group having 1–4 carbon atoms.

9. The coating composition of claim 8 wherein the aminofunctional silane is selected from the group consisting of N-beta-(aminoethyl)gamma-aminopropyl trimethoxy silane and diethylene triamino propylaminotrimethoxy silane.

10. The coating composition of claim 8 containing an at least one additional amino functional compound selected from the group consisting of primary amines, secondary amines and tertiary amines.

11. The coating composition of claim 2 containing pigments in a pigment to binder weight ratio of 1/100 to 300/100.

12. The coating composition of claim 11 wherein the pigments are selected from the group consisting of titanium dioxide, iron oxide, silica, carbon black, baryte, zinc oxide, aluminum silicate, barium sulfate, zinc phosphate, lead silicate, clay and any mixtures thereof.

13. The coating composition of claim 1 comprising 30 to 70% by weight organic solvent and pigments in a pigment to binder weight ratio of 50/100 to 200/100;

wherein polyspoxide resin is a polyepoxy hydroxy ether resin having an epoxy equivalent weight of at least 180;

the dimer fatty acids comprise dimerized unsaturated higher fatty acids having 4–22 carbon atoms;

the polyisocyanate is selected from the group consisting of aliphatic dilsocyanate, cycloaliphatic dilsocyanates and aromatic diisocyanates;

the aminofunctlonal silane has the formula

(X n R) a Si—(—OSi) y —(OR 1 ) b

wherein X is selected from the group consisting of —NH 2 , —NHR 2 , and SH, n is an integer from 1–5, R is a hydrocarbon group contain 1–22 carbon atoms, R 1 is an alkyl group containing 1–8 carbon atoms, a is at least 1, y is from 0–20, b is at least 2 and R 2 is an alkyl group having 1–4 carbon atoms and

contains an at least on additional amino functional compound selected from the group consisting of primary amines, secondary amines and tertiary amines.

14. A coated substrate which comprises a substrate coated with a layer of the coating composition of claim 1 .

15. The coated substrate of claim 14 wherein the substrate is aluminum.

16. The coated substrate of claim 15 comprising a top coating selected from the group consisting of a clear coat/pigmented base coat and a pigmented topcoat.

17. A two component coating composition comprising

Component A a modified polyepoxy resin comprising the reaction product of a polyepoxide resin with dimer fatty acids in an epoxy to dimer acid mole ratio of greater than 1.3:1, followed by reaction with an organic polyisocyanate in a molar ratio of isocyanate groups to hydroxyl groups of between 0.15:1 and 0.3:1, wherein the modified polyepoxy resin has a weight average molecular weight of 1000 to 50,000; and

Component B at least one amino functional silane crosslinking agent;

wherein Components A and B are thoroughly mixed together before application to a substrate.

Assignments (7)
RELEASE OF SECURITY INTEREST FILED JANUARY 21, 2026 Recorded Mar 9, 2026
From: ALTER DOMUS (US) LLC
To: RSA SECURITY LLC; RSA SECURITY USA LLC
Reel/Frame 075089/0201 →
RELEASE OF SECURITY INTEREST Recorded Sep 29, 2016
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: AXALTA COATING SYSTEMS IP CO. LLC (FORMERLY KNOWN AS U.S. COATINGS IP CO. LLC)
Reel/Frame 040184/0192 →
SECURITY AGREEMENT Recorded Nov 19, 2013
From: U.S. COATINGS IP CO. LLC (N/K/A AXALTA COATING SYSTEMS IP CO. LLC)
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 031668/0001 →
CHANGE OF NAME Recorded Jun 18, 2013
From: U.S. COATINGS IP CO., LLC
To: AXALTA COATING SYSTEMS IP CO., LLC
Reel/Frame 030639/0164 →
SECURITY AGREEMENT Recorded Mar 28, 2013
From: U.S. COATINGS IP CO. LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 030119/0163 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 13, 2013
From: E. I. DU PONT DE NEMOURS AND COMPANY
To: U.S. COATINGS IP CO. LLC
Reel/Frame 029803/0826 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Mar 4, 2004
From: RODRIGUES, CESAR A.; STAMEGNA, ANDREW P.; FERRARI, LUIS HENRIQUE DE ALMEIDA; GORDIN, VALENTINA
To: E.I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 014398/0305 →
Continuity (2)
Provisional Application 6041605300 · Oct 4, 2002
Related Publication 20050070674A1 · Mar 31, 2005