Unsaturated polyester resin or vinyl ester resin compositions
View Patent ↗The present invention relates to an unsaturated polyester resin or vinyl ester resin composition, wherein the unsaturated polyester resin or vinyl ester resin composition comprises an unsaturated polyester resin or vinyl ester resin and a copper compound and an acetoacetamide compound having the following formula: whereby R 1 , R 2 , R 3 , R 4 and R 5 each individually may represent hydrogen (H), or a C 1 -C 20 alkyl, C 6 -C 20 aryl, alkylaryl or arylalkyl group, that each optionally may contain one or more hetero-atoms (e.g. oxygen, phosphor, nitrogen or sulphur atoms) and/or substituents; a ring may be present between R 1 and R 2 , R 2 and R 3 , R 3 and R 5 and/or between R 4 and R 5 ; R 4 and R 5 may be part of a polymer chain or may be attached to a polymer chain; and the resin being curable with a peroxide and the resin composition contains less than 0.01 mmol cobalt per kg primary resin system and less than 0.01 mmol titanium per kg primary resin system.
1. A cured unsaturated polyester resin or vinyl ester resin composition, characterized in that wherein the unsaturated polyester resin or vinyl ester resin composition comprises an unsaturated polyester resin or vinyl ester resin and
a) a copper compound,
b) an acetoacetamide compound having the following formula:
wherein,
R 1 , R 2 , R 3 , R 4 and R 5 each individually represents hydrogen (H), or a C 1 -C 20 alkyl, C 6 -C 20 aryl, alkylaryl or arylalkyl group, that each optionally may contain one or more hetero-atoms selected from the group consisting of oxygen, phosphor, nitrogen and or sulphur atoms; and/or substituents;
a ring may be present between R 1 and R 2 , R 2 and R 3 , R 3 and R 5 , and/or between R 4 and R 5 ;
R 4 and/or R 5 may be part of a polymer chain or may be attached to a polymer chain; wherein the copper compound is present in an amount of at least 1 mmol per kg of primary resin system; and wherein
the molar ratio between the copper compound and the acetoacetamide compound is from 10:1 to 1:500; and wherein
the resin is cured with a peroxide and the resin composition contains less than 0.01 mmol cobalt per kg primary resin system and less than 0.01 mmol titanium per kg primary resin system, and wherein the resin composition also comprises a base which is either an organic base with pKa≧10 that is selected from amines, or an alkaline metal or earth alkaline metal compound, wherein the base is present in an amount of from 0.001 to 2000 mmol/kg of primary resin system.
2. The resin composition according to claim 1 , wherein the copper compound in the resin composition is present in an amount of at least 100 ppm Cu.
3. The resin composition according to claim 1 , wherein the copper compound is a copper carboxylate or a copper acetoacetate.
4. The resin composition according to claim 1 , wherein R 1 is a C 1 -C 20 alkyl group.
5. The resin composition according to claim 1 , wherein at least one of R 2 and R 3 is hydrogen.
6. The resin composition according to claim 1 , wherein at least one of R 4 and R 5 is hydrogen.
7. The resin composition according to claim 1 , wherein R 4 and R 5 are hydrogen.
8. The resin composition according to claim 7 , wherein the amount of the acetoacetamide compound is from 0.05 to 5% by weight, calculated on the total weight of the primary resin system.
9. The resin composition according to claim 1 , wherein the alkaline metal or earth alkaline metal compound base is a potassium carboxylate.
10. The resin composition according to claim 1 , wherein a molar ratio between the copper and a basic functionality of the base is from 40:1 to 1:200.
11. The resin composition according to claim 10 , wherein a molar ratio between the acetoacetamide compound and a basic functionality of the base is from 400:1 to 1:40.
12. The resin composition according to claim 11 , wherein the resin composition further comprises a radical inhibitor.
13. The resin composition according to claim 12 , wherein the resin composition is free of cobalt.
14. The resin composition according to claim 13 , wherein the resin composition is free of titanium.
15. Cured objects and structural parts which comprise the cured resin composition according to claim 1 .
16. The resin composition according to claim 1 , wherein the peroxide is at least one selected from the group consisting of hydroperoxides, perethers and perketones.
17. The resin composition according to claim 16 , wherein the peroxide is methylethylketone peroxide.
18. The resin composition according to claim 17 , wherein the amine base is a tertiary amine.
19. The resin composition according to claim 12 , wherein the radical inhibitor is at least one selected from the group consisting of phenolic compounds, stable radicals, catechols and phenothiazines.