Unsaturated polyester resin compositions

Patent metadata

Field	Value
Publication number	US-9434814-B2
Application number	US-201414155811-A
Country	US
Kind code	B2
Filing date	Jan 15, 2014
Priority date	Jul 6, 2006
Publication date	Sep 6, 2016
Grant date	Sep 6, 2016

Abstract

The present invention relates to a two-component composition comprising a first component and a second component, wherein the first component being a pre-accelerated resin composition comprising an unsaturated polyester resin or vinyl ester resin and a copper 2+ compound, at least one N-containing organic base selected from an amine compound and/or an ammonium salt; and wherein copper is present in an amount of at least 50 ppm (relative to the primary resin system), wherein the resin composition contains less than 0.01 mmol cobalt per kg primary resin system, the resin composition has an acid value in the range of from 0.001-300 mg KOH/g of resin composition, the molecular weight of the resin containing reactive unsaturations is in the range of from 500 to 200,000 g/mole and wherein the second component comprises a peroxide compound.

First claim

The invention claimed is:

1. A two-component composition comprising a first component and a second component, wherein
the first component is a pre-accelerated resin composition having an acid value in the range of from 0.001-300 mg KOH/g of resin composition, the resin composition comprising (i) an unsaturated polyester resin having a molecular weight in a range of 500 to 200,000 g/mole, (ii) an accelerator consisting essentially of a copper 2+ compound in an amount of least 50 ppm, based on the primary resin system, and (iii) at least one N-containing organic base selected from an amine compound and/or an ammonium salt; wherein the amine compound has the following formula:

and the ammonium salt has the following formula:
R 1 R 2 R 3 N + H

whereby R 1 , R 2 and R 3 each individually may represent hydrogen (H), C 1 -C 20 alkyl, C 5 -C 20 cycloalkyl or C 7 -C 20 alkylaryl, that each optionally may contain one or more hetero-atoms and/or substituents and a ring may be present between R 1 and R 2 , R 2 and R 3 and/or R 1 and R 3 , which may contain heteroatoms, wherein

the second component comprises a peroxide compound, and wherein
the two-component composition contains less than 0.01 mmol cobalt per kg primary resin system, and wherein
a molar ratio between the copper and basic functionality of the base is from 40:1 to 1:125.

2. The two-component composition according to claim 1 , wherein the copper 2+ compound is a copper carboxylate or a copper acetoacetate.

3. The two-component composition according to claim 1 , wherein the copper 2+ compound is present in an amount of at least 100 ppm relative to the primary resin system.

4. The two-component composition according to claim 1 , wherein R 1 , R 2 and R 3 arehydrogen.

5. The two-component composition according to claim 1 , wherein R 1 , R 2 and R 3 each individually may represent a C 1 -C 20 alkyl.

6. The two-component composition according to claim 1 , wherein at least one of R 1 , R 2 and R 3 is an alkyl-O—R 4 group, whereby R 4 is hydrogen, a C 1 -C 20 alkyl group or a ring is present between R 4 and at least one of the other R groups.

7. The two-component composition according to claim 6 , wherein the-O—R 4 group is in the β-position with respect to the nitrogen atom.

8. The two-component composition according to claim 1 , wherein the amount of the N-containing organic base is from 0.05 to 5% by weight, calculated on the total weight of the primary resin system.

9. The two-component composition according to claim 1 , wherein the resin composition further comprises a radical inhibitor.

10. Cured structural parts obtained by curing a two-component composition according to claim 1 .

11. A process which comprises radically curing a two-component composition according to claim 1 in the absence of cobalt.

12. The process according to claim 11 , wherein the peroxide compound is at least one selected from the group consisting of hydroperoxides, perethers and perketones.

13. The process according to claim 12 , wherein the peroxide compound is methylethylketone peroxide.

14. The two-component composition according to claim 9 , wherein the radical inhibitor is at least one selected from the group consisting of phenolic compounds, stable radicals, catechols and phenothiazines.

15. The two-component composition according to claim 1 , wherein the accelerator consists of the copper 2+ compound.

16. previously presented) The two-component coposition according to claim 15 , wherein the the copper 2+ compound is a copper carboxylate or a copper acetoacetate.

17. The two-component composition according to claim 16 , wherein the resin composition consists of (i) the unsaturated polyester resin, (ii) the copper 2+ compound, (iii) the at least one N-containing organic base, (iv) and optionally a radical inhibitor.

18. The two-component composition according to claim 17 , wherein the N-containing organic base is at least one selected from the group consisting of ammonia, triethylamine, dimethylbenzylamine, ethanol amine, N-methyl ethanolamine, N,N-dimethyl ethanol amine, N,N-diethyl ethanol amine, N,N-dibutyl ethanol amine, 1-amino-2-propanol, choline chloride, morpholine, N-methyl morpholine, ethylene diamine and tetramethyl ethylene diamine.

19. A two-component composition comprising first and second components and less than 0.01 mmol cobalt per kg primary resin system, wherein
(1) the first component is a resin composition having an acid value in the range of from 0.001-300 mg KOH/g of resin composition, the resin composition comprising;
(i) an unsaturated polyester resin having a molecular weight in a range of 500 to 200,000 g/mole,
(ii) an amount of least 50 ppm, based on the primary resin system, of an accelerator consisting of a copper 2+ compound selected from the group consisting of a copper carboxylate and a copper acetoacetate, and
(iii) at least one N-containing organic base selected from the group consisting of ammonia, triethylamine, dimethylbenzylamine, ethanol amine, N-methyl ethanolamine, N,N-dimethyl ethanol amine, N,N-diethyl ethanol amine, N,N-dibutyl ethanol amine, 1-amino-2-propanol, choline chloride, morpholine, N-methyl morpholine, ethylene diamine and tetramethyl ethylene diamine, and wherein

(2) the second component comprises a peroxide.

Assignees

• Dsm Ip Assets Bv

Inventors

• Jansen Johan Franz Gradus Antonius
• Kraeger Ronald Ivo

Classifications

• C08K5/14

  Peroxides · CPC title

• C08K5/098

  Metal salts of carboxylic acids · CPC title

• C08K5/17

  Amines; Quaternary ammonium compounds · CPC title

• C08F283/01 Primary

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

• C08G63/91 Primary

  Polymers modified by chemical after-treatment · CPC title