IP Library Granted Patent US 10,131,811
Granted Patent B2
US 10,131,811 · App. 14/763,542 · Granted Nov 20, 2018

Composition for fixing wound items

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Quick Facts
Patent No.
US 10,131,811
App. No.
14/763,542
Filed
Jul 27, 2015
Granted
Nov 20, 2018
Kind
B2
Examiner
FANG, SHANE
Art Unit
1766
USPC
428/480
Abstract

A composition for fixing wound items is provided. In one example, the composition comprises 5 to 97 wt % of at least one α,β-unsaturated polyester resin and/or α,β-unsaturated polyester imide resin comprising components of at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester, at least one polyol, at least one (meth)acrylic group containing component, possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester.

Claims (60)

1. A composition for fixing wound items, the composition comprising:

A) 5 to 97 wt % of α,β-unsaturated polyester imide resin comprising components of at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester, at least one polyol, at least one (meth)acrylic group containing component, possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester, and, at least one imide having 5-membered cyclic imide moieties, in a ratio of the components, wherein at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprises linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols;

B) 0 to 60 wt % of at least one unsaturated polyester resin and/or unsaturated polyester imide resin different from A);

C) 2 to 80 wt % of at least one monomeric and/or oligomeric unsaturated component with a vapour pressure of 0 to 1 mbar at 20° C., measured at 20° C.;

D) 0 to 40 wt % of at least one monomeric and/or oligomeric unsaturated component different from C) with a vapour pressure of 0 to 10 mbar at 20° C., measured at 20° C.;

E) 0.1 to 15 wt % of at least one additive; and

F) 0 to 30 wt % of monomers and/or polymers containing epoxy and/or glycidyl ether and/or ester moieties,

wherein the wt % being based on the total weight of the composition; and

wherein a wound item fixed with the composition after curing exhibits improved resistance to cracking as compared to a wound item fixed with a composition free of the at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprising linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols and after curing.

2. The composition according to claim 1 comprising 10 to 90 wt % of the at least one α,β-unsaturated polyester imide resin of component A).

3. The composition according to claim 1 , wherein component A) is obtained by reaction of

(a) at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester;

(b) at least one polyol;

(c) at least one imide having 5-membered cyclic imide moieties with the formula

in which

R1 is an aliphatic, cycloaliphatic or aromatic moiety in which the carbonyl groups in R1 are in a 1,2-position and that contains at least one further reactive carboxyl or hydroxyl group or a C═C

double bond or combinations thereof,

R2 is an aliphatic, aromatic or cycloaliphatic moiety with 2 to 20 carbon atoms that may also contain oxygen or nitrogen atoms,

R3 is an aliphatic, cycloaliphatic or aromatic moiety in which at least 2 of 4 carbonyl groups in R3 are in a 1,2-position, and

X is a hydroxyl or carboxy functionality,

(d) at least one (meth)acrylic group containing component, and

(e) possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester,

in a ratio of the components (a) to (e), wherein at least one of the components (a) to (c) or (e) comprises linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms.

4. The composition according to claim, 3 wherein the ratio of the components (a) to (e) is chosen in such a way, that 100 g of component A) contain 0.03 to 0.5 mol of polymerizable α,β-ethylenically unsaturated groups of component (a) the amount of imidically bonded nitrogen in A) is at least 0.3 wt % being based on the weight of resin A).

5. The composition according to claim, 1 wherein the linear and/or branched aliphatic and/or cycloaliphatic moieties with more than 8 carbon atoms are dimer fatty acids and/or dimer fatty alcohols.

6. The composition according to claim, 1 wherein the at least one polyol comprises the linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms.

7. The composition according to claim, 1 wherein the at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester comprises the linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms.

8. The composition according to claim, 1 wherein the α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester are dicarboxylic acids with 4 or 5 carbon atoms, and/or their anhydrides or esters.

9. The composition according to claim, 1 wherein the polyols are 1,3-propane diol, neopentyl glycol, THEIC, polyethylene glycol, hydroxyl functional polybutadiene, trimethylol propane, dimer fatty alcohols and/or castor oil.

10. The composition according to claim, 1 wherein the at least one monomeric and/or oligomeric unsaturated component C) has a vapour pressure of 0 to 0.5 mbar, measured at 20° C.

11. A process of preparation of a composition for fixing wound items comprising the step of:

preparing the composition, wherein the composition comprises:

A) 5 to 97 wt % of at least one α,β-unsaturated polyester imide resin comprising components of at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester, at least one polyol, at least one (meth)acrylic group containing component, possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester, and at least one imide having 5-membered cyclic imide moieties, in a ratio of the components, wherein at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprises linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms;

B) 0 to 60 wt % of at least one unsaturated polyester resin and/or unsaturated polyester imide resin different from A);

C) 2 to 80 wt % of at least one monomeric and/or oligomeric unsaturated component with a vapour pressure of 0 to 1 mbar at 20° C., measured at 20° C.;

D) 0 to 40 wt % of at least one monomeric and/or oligomeric unsaturated component different from C) with a vapour pressure of 0 to 10 mbar at 20° C., measured at 20° C.;

E) 0.1 to 15 wt % of at least one additive; and

F) 0 to 30 wt % of monomers and/or polymers containing epoxy and/or glycidyl ether and/or ester moieties,

wherein the wt % being based on the total weight of the composition, and where preparing the composition comprises mixing the components A) to F) in any sequence; and

wherein a wound item fixed with the composition after curing exhibits improved resistance to cracking as compared to a wound item fixed with a composition free of the at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprising linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols and after curing.

12. A process of fixing wound items comprising the steps of:

using a composition by dip impregnation, vacuum impregnation or trickle impregnation to form an applied composition, wherein the composition comprises:

A) 5 to 97 wt % of at least one and/or α,β-unsaturated polyester imide resin comprising components of at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester, at least one polyol, at least one (meth)acrylic group containing component, possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester, and at least one imide having 5-membered cyclic imide moieties, in a ratio of the components of the α,β-unsaturated polyester imide resin, wherein at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprises linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols;

B) 0 to 60 wt % of at least one unsaturated polyester resin and/or unsaturated polyester imide resin different from A);

C) 2 to 80 wt % of at least one monomeric and/or oligomeric unsaturated component with a vapour pressure of 0 to 1 mbar at 20° C., measured at 20° C.;

D) 0 to 40 wt % of at least one monomeric and/or oligomeric unsaturated component different from C) with a vapour pressure of 0 to 10 mbar at 20° C., measured at 20° C.;

E) 0.1 to 15 wt % of at least one additive; and

F) 0 to 30 wt % of monomers and/or polymers containing epoxy and/or glycidyl ether and/or ester moieties,

wherein the wt % being based on the total weight of the composition; and

wherein a wound item fixed with the composition after curing exhibits improved resistance to cracking as compared to a wound item fixed with a composition free of the at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprising linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols and after curing; and

curing the applied composition.

13. A wound item fixed with a composition, wherein the composition comprise:

A) 5 to 97 wt % of at least one α,β-unsaturated polyester imide resin comprising components of at least one α,β-ethylenically unsaturated mono-, di- and/or tricarboxylic acid, and/or its anhydride and/or ester, at least one polyol, at least one (meth)acrylic group containing component, possibly at least one mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester, and at least one imide having 5-membered cyclic imide moieties, in a ratio of the components of the α,β-unsaturated polyester imide resin, wherein at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprises linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols;

B) 0 to 60 wt % of at least one unsaturated polyester resin and/or unsaturated polyester imide resin different from A);

C) 2 to 80 wt % of at least one monomeric and/or oligomeric unsaturated component with a vapour pressure of 0 to 1 mbar at 20° C., measured at 20° C.;

D) 0 to 40 wt % of at least one monomeric and/or oligomeric unsaturated component different from C) with a vapour pressure of 0 to 10 mbar at 20° C., measured at 20° C.;

E) 0.1 to 15 wt % of at least one additive; and

F) 0 to 30 wt % of monomers and/or polymers containing epoxy and/or glycidyl ether and/or ester moieties,

wherein the wt % being based on the total weight of the composition; and

wherein a wound item fixed with the composition after curing exhibits improved resistance to cracking as compared to a wound item fixed with a composition free of the at least one of the unsaturated mono-, di- and/or tricarboxylic acid and/or its anhydride and/or ester and/or the polyol and/or the mono-, di-, tri- and/or tetracarboxylic acid, which is not α,β-ethylenically unsaturated, and/or its anhydride and/or ester and/or the imide having 5-membered cyclic imide moieties comprising linear and/or branched aliphatic and/or cycloaliphatic moieties with more than eight (8) carbon atoms of dodecenyl succinic anhydride, dimer fatty acids and/or dimer fatty alcohols and after curing.

Assignments (2)
INTELLECTUAL PROPERTY SECURITY AGREEMENT SUPPLEMENT Recorded Aug 11, 2017
From: AXALTA COATINGS SYSTEMS IP CO. LLC
To: BARCLAYS BANK PLC, AS COLLATERAL AGENT
Reel/Frame 043532/0063 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 6, 2015
From: HERM, MICHAEL; BOEHM, FRANK-RAINER; DE JONG, ULRIKE GRUENE; HOFFMANN, PETER; ROHRBECK, LARS-GOERAN
To: AXALTA COATING SYSTEMS IP CO. LLC
Reel/Frame 036264/0875 →
Cited By (2)
US 12,398,301 US 12,404,419