Unsaturated polyester resin compositions

Patent metadata

Field	Value
Publication number	US-9902805-B2
Application number	US-201615213313-A
Country	US
Kind code	B2
Filing date	Jul 18, 2016
Priority date	Oct 25, 2007
Publication date	Feb 27, 2018
Grant date	Feb 27, 2018

Abstract

The present invention relates to a pre-accelerated resin composition, characterized in that the resin composition comprises an unsaturated polyester resin and/or a vinyl ester resin, a soluble copper compound and a heterocyclic aromatic amine and which resin composition is essentially free of cobalt. The present invention further relates to a two component composition in which the first component comprises such a resin composition and in which the second component comprises an organic peroxide.

First claim

The invention claimed is:

1. A process for radically curing a resin composition, comprising the steps of:
(a) providing a two-component composition having a first component comprised of a resin composition comprising an unsaturated polyester resin and/or a vinyl ester resin, and containing less than 0.001 mmol cobalt per kg primary resin system, and a second component comprising an organic peroxide;
(b) subjecting the first component to peroxide curing by bringing the first and second components of the two-component composition into contact with one another, and
(c) accelerating the peroxide curing of the resin composition of the first component by incorporating into the first component prior to step (b) an accelerator combination consisting of a soluble copper compound and a heterocyclic aromatic amine, wherein the copper compound is present in an amount between 0.001 and 2000 mmol/kg primary resin system and the heterocyclic aromatic amine is present in an amount between 0.001 and 1000 mmol/kg primary resin system sufficient to effect accelerated peroxide curing of the first component according to step (b).

2. The process according to claim 1 , wherein step (b) is effected at a temperature in the range of from −20 to +200° C.

3. The process according to claim 1 , wherein the heterocyclic aromatic amine is a compound according to formula 1:

in which
each of A and B is N or CR, provided that at least one of A and B is N; and
R, R 1 , and R 2 are C 1 -C 20 alkyl, C 6 -C 20 aryl, C 7 -C 20 alkylaryl, or C 7 -C 20 arylalkyl in which the aryl groups can be further substituted, and in which a ring structure can be formed between R 1 and R 2 , R 1 and R, R 2 and R and/or R 1 , R 2 and R.

4. The process according to claim 1 , wherein the heterocyclic aromatic amine is imidazole or a derivative thereof.

5. The process according to claim 1 , wherein the soluble copper compound is an organic copper compound.

6. The process according to claim 5 , wherein the organic copper compound is a copper carboxylate.

7. The process according to claim 1 , wherein the copper and heterocyclic aromatic amine are present in a molar ratio of copper to heterocyclic aromatic amine of between 0.5 and 50.

8. The process according to claim 1 , wherein the first component further comprises an inhibitor.

9. The process according to claim 8 , wherein the inhibitor is selected from the group of phenothiazines, phenols, hydroquinones, benzoquinones, catechols and N-oxyl compounds.

10. A process for pre-accelerating a resin composition comprised of an unsaturated polyester resin and/or a vinyl ester resin and containing less than 0.01 mmol cobalt per kg primary resin system, the process comprising incorporating into the resin composition an amount of an accelerator combination consisting of a soluble copper compound and a heterocyclic aromatic amine, wherein the copper compound is present in an amount between 0.001 and 2000 mmol/kg primary resin system and the heterocyclic aromatic amine is present in an amount between 0.001 and 1000 mmol/kg primary resin system sufficient to effect accelerated peroxide curing of the resin composition.

11. The process according to claim 10 , wherein the heterocyclic aromatic amine is a compound according to formula 1:

in which
each of A and B is N or CR, provided that at least one of A and B is N; and
R, R 1 , and R 2 are C 1 -C 20 alkyl, C 6 -C 20 aryl, C 7 -C 20 alkylaryl, or C 7 -C 20 arylalkyl in which the aryl groups can be further substituted, and in which a ring structure can be formed between R 1 and R 2 , R 1 and R, R 2 and R and/or R 1 , R 2 and R.

12. The process according to claim 10 , wherein the heterocyclic aromatic amine is imidazole or a derivative thereof.

13. The process according to claim 10 , wherein the soluble copper compound is an organic copper compound.

14. The process according to claim 13 , wherein the organic copper compound is a copper carboxylate.

15. The process according to claim 10 , wherein the copper and heterocyclic aromatic amine are present in a molar ratio of copper to heterocyclic aromatic amine of between 0.5 and 50.

16. The process according to claim 10 , wherein the first component further comprises an inhibitor.

17. The process according to claim 16 , wherein the inhibitor is selected from the group of phenothiazines, phenols, hydroquinones, benzoquinones, catechols and N-oxyl compounds.

Assignees

• Dsm Ip Assets Bv
• Akzo Nobel Chemicals Int Bv

Inventors

• Jansen Johan
• Kraeger Ronald Ivo

Classifications

• C08L67/06

  Unsaturated polyesters · CPC title

• C08L25/06

  Polystyrene · CPC title

• C08G63/916 Primary

  Dicarboxylic acids and dihydroxy compounds · CPC title

• C08F283/01 Primary

  on to unsaturated polyesters {(C08F283/004 takes precedence)} · CPC title

• C08K5/3445

  Five-membered rings · CPC title