IP Library › Granted Patent US 9,006,350
Granted Patent B2
US 9,006,350 · App. 12/001,835 · Granted Apr 14, 2015

Selfbonding enamels based on new polyester amide imides and polyester amides

Inventors: Frank-Rainer Boehm (Odenthal, DE); Michael Herm (Velbert, DE)
Assignee: Axalta Coating Systems IP Co., LLC
C09D179/08
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Quick Facts
Patent No.
US 9,006,350
App. No.
12/001,835
Granted
Apr 14, 2015
Kind
B2
Abstract

A selfbonding enamel containing resins which are capable of crosslinking with one another, comprising (A) 5 to 95 wt % of at least one resin with nucleophilic groups selected from the group consisting of OH, NHR, SH, C(O)NHR, carboxylate, CH-acidic groups and Carbanions, (B) 0 to 70 wt % of at least one amide group-containing resin and (C) 0 to 30 wt % of at least one polyurethane resin, (D) 0 to 30 wt % of at least one epoxy resin, (E) 5 to 95 wt % of at least one organic solvent, wherein the resins of either component (A) and/or, if component (B) is contained in the composition, component (B) contain α-carboxy-β-oxocycloalkyl carboxylic acid amide groups the coatings of the selfbonding enamel have excellent adhesion to electrically conductive wires high sticking properties and high re-softening temperatures.

Claims (46)

1. A selfbonding enamel containing resins with nucleophilic groups which are capable of crosslinking with one another, comprising

(A) 5 to 95 wt % of at least one resin with nucleophilic groups the resin selected from the group consisting of polyamides, polyester imides, and polyesters,

(B) 1 to 70 wt % of at least one amide group-containing resin,

(C) 0 to 30 wt % of at least one polyurethane resin,

(D) 0 to 30 wt % of at least one epoxy resin,

(E) 5 to 95 wt % of at least one organic solvent,

wherein the resins of component (B) are the reaction product of 1-carboxy-2-oxocycloalkane or an alkyl or aryl ester thereof with an isocyanate under basic conditions, wherein the isocyanate is selected from the group consisting of propylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, ethylethylene diisocyanate, 3,3,4-trimethyl hexamethylene diisocyanate, 1,3-cyclopentyl diisocyanate, 1,4-cyclohexyl diisocyanate, 1,2-cyclohexyl diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,5-toluoylene diisocyanate, 2,6-toluoylene diisocyanate, 4,4′-biphenylene diisocyanate, 1,5-naphthylene diisocyanate, 1,4-naphthylene diisocyanate, 4,4′diphenylmethane diisocyanate, 2,4′-diphenylmethane diisocyanate, 4,4′dicyclohexylmethane diisocyanate, 2,4′-dicyclohexylmethane diisocyanate, isophorone diisocyanate, triisocyanatononane, and uretdiones or isocyanurates therefrom, and of further reaction with a polyester imide resin; and wherein, the percent by weight is based on the total selfbonding enamel.

2. The selfbonding enamel according to claim 1 comprising

(A) 5 to 60 wt % of at least one resin with nucleophilic groups the resin selected from the group consisting of polyamides, polyester imides, and polyesters,

(B) 1 to 50 wt % of at least one amide group-containing resin,

(C) 0 to 30 wt % of at least one polyurethane resin,

(D) 0 to 30 wt % of at least one epoxy resin,

(E) 5 to 90 wt % of at least one organic solvent,

(F) 0 to 10 wt % of at least one catalyst,

(G) 0 to 20 wt % of at least one phenolic resin and/or melamine resin and/or blocked isocyanate,

(H) 0 to 3 wt % of conventionally used additives or auxiliaries,

(I) 0 to 70 wt % of nano-scale particles, and

(J) 0 to 60 wt % of conventionally used fillers and/or pigments

wherein the percent by weight is based on the total selfbonding enamel.

3. The selfbonding enamel according to claim 1 wherein the α-carboxy-β-oxocycloalkyl carboxylic acid amide groups of component (B) are in a terminal position.

4. The selfbonding enamel according to claim 2 wherein the nano scale particles are reactive with component A) and/or B).

5. The selfbonding enamel according to claim 1 wherein monomeric and/or polymeric element-organic compounds are contained.

6. A process for coating electrically conductive wires comprising the steps

(a) applying the selfbonding enamel of claim 1 on the wire, and

(b) drying the applied enamel.

7. The process according to claim 6 wherein the wire is a pre-coated wire.

8. A coated substrate coated with the selfbonding enamel according to claim 1 .

9. A selfbonding enamel containing resins with nucleophilic groups which are capable of crosslinking with one another, consisting of:

(A) 5 to 95 wt % of at least one resin with nucleophilic groups the resin selected from the group consisting of polyamides, polyester imides, and polyesters,

(B) 1 to 70 wt % of at least one amide group-containing resin,

(C) 0 to 30 wt % of at least one polyurethane resin,

(D) 0 to 30 wt % of at least one epoxy resin,

(E) 5 to 95 wt % of at least one organic solvent,

(F) 0 to 10 wt % of at least one catalyst,

(G) 0 to 20 wt % of at least one phenolic resin and/or melamine resin,

(H) 0 to 3 wt % of additives or auxiliaries,

(I) 0 to 70 wt % of nano-scale particles, and

(J) 0 to 60 wt % of fillers and/or pigments

wherein the resins of component (B) are the reaction product of 1-carboxy-2-oxocycloalkane or an alkyl or aryl ester thereof with an isocyanate under basic conditions, wherein the isocyanate is selected from the group consisting of propylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, ethylethylene diisocyanate, 3,3,4-trimethyl hexamethylene diisocyanate, 1,3-cyclopentyl diisocyanate, 1,4-cyclohexyl diisocyanate, 1,2-cyclohexyl diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,5-toluoylene diisocyanate, 2,6-toluoylene diisocyanate, 4,4′-biphenylene diisocyanate, 1,5-naphthylene diisocyanate, 1,4-naphthylene diisocyanate, 4,4′diphenylmethane diisocyanate, 2,4′-diphenylmethane diisocyanate, 4,4′dicyclohexylmethane diisocyanate, 2,4′-dicyclohexylmethane diisocyanate, isophorone diisocyanate, triisocyanatononane, and uretdiones or isocyanurates therefrom, and of further reaction with a polyester imide resin; and wherein, the percent by weight is based on the total selfbonding enamel.

10. A selfbonding enamel containing resins with nucleophilic groups which are capable of crosslinking with one another, comprising:

(A) 5 to 95 wt % of at least one resin with nucleophilic groups the resin selected from the group consisting of polyamides, polyester imides, and polyesters,

(B) 1 to 70 wt % of at least one amide group-containing resin,

(C) 1 to 30 wt % of at least one polyurethane resin,

(D) 1 to 30 wt % of at least one epoxy resin,

(E) 5 to 95 wt % of at least one organic solvent,

wherein the resins of component (B) are the reaction product of 1-carboxy-2-oxocycloalkane or an alkyl or aryl ester thereof with an isocyanate under basic conditions, wherein the isocyanate is selected from the group consisting of propylene diisocyanate, trimethylene diisocyanate, tetramethylene diisocyanate, pentamethylene diisocyanate, hexamethylene diisocyanate, ethylethylene diisocyanate, 3,3,4-trimethyl hexamethylene diisocyanate, 1,3-cyclopentyl diisocyanate, 1,4-cyclohexyl diisocyanate, 1,2-cyclohexyl diisocyanate, 1,3-phenylene diisocyanate, 1,4-phenylene diisocyanate, 2,5-toluoylene diisocyanate, 2,6-toluoylene diisocyanate, 4,4′-biphenylene diisocyanate, 1,5-naphthylene diisocyanate, 1,4-naphthylene diisocyanate, 4,4′diphenylmethane diisocyanate, 2,4′-diphenylmethane diisocyanate, 4,4′dicyclohexylmethane diisocyanate, 2,4′-dicyclohexylmethane diisocyanate, isophorone diisocyanate, triisocyanatononane, and uretdiones or isocyanurates therefrom, and of further reaction with a polyester imide resin; and wherein, the percent by weight is based on the total selfbonding enamel.

Assignments (7)
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 Jan 14, 2009
From: BOEHM, FRANK-RAINER; HERM, MICHAEL
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 022107/0085 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 4, 2008
From: BOEHM, FRANK-RAINER; HERM, MICHAEL
To: E. I. DU PONT DE NEMOURS AND COMPANY
Reel/Frame 020459/0175 →
Continuity (2)
Provisional Application 60876667 · Dec 22, 2006
Related Publication 20080153993A1 · Jun 26, 2008