Acrylic polyol resins compositions
View Patent ↗The invention relates to compositions of hydroxyl functional acrylic resins (acrylic polyols) comprising a mixture of α,α-branched alkane carboxylic glycidyl esters derived from butene oligomers characterized in that the sum of the concentration of the blocked and of the highly branched isomers is maximum 55%, preferably below 40%, and most preferably below 30% weight on total composition.
1. An hydroxyl functional acrylic resin composition comprising a mixture of α,α-branched alkane carboxylic glycidyl esters wherein a sum of a concentration of blocked isomers and of highly branched isomers is a maximum amount of 55 wt % based on a total weight of the mixture.
2. The composition of claim 1 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters is based on a neononanoic (C9) acid mixture wherein the sum of the concentration of the blocked isomers and of the highly branched isomers is a maximum amount of 55 wt % based on the total weight of the mixture.
3. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester, 2-methyl 2-ethyl hexanoic acid glycidyl ester or 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl esters.
4. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount below 40 wt % based on the total weight of the mixture.
5. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl hexanoic acid glycidyl ester in an amount above 10 wt % based on the total weight of the mixture.
6. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester, 2-methyl 2-ethyl hexanoic acid glycidyl ester and 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount above 40 wt % based on the total weight of the mixture.
7. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester in an amount of 1 to 15 wt %, 2-methyl 2-ethyl hexanoic acid glycidyl ester in an amount of 40 to 70 wt % and 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount of 8 to 32 wt % based on the total weight of the mixture.
8. The composition of claim 2 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester in an amount of 2 to 10 wt %, 2-methyl 2-ethyl hexanoic acid glycidyl ester in an amount of 47 to 61 wt % and 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount of 10 to 25 wt % based on the total weight of the mixture.
9. A process to prepare the composition of claim 1 comprising incorporating the mixture of α,α-branched alkane carboxylic glycidyl esters having epoxy groups into the hydroxyl functional acrylic resins by the reaction of the epoxy group with a carboxylic acid group of an ethylene carboxylic acid compounds from hydroxyl ethylene carboxylate ester monomers which are reacted with one or more unsaturated monomers via a radical polymerization reaction, in one step or more.
10. The composition of claim 1 wherein the hydroxyl functional acrylic resin composition has a calculated hydroxyl value between 50 and 180 mgKOH/g on solids or a number average molecular weight (Mn) between 2500 and 50000 Dalton according to a polystyrene standard.
11. A binder composition useful for a coating composition comprising the hydroxyl functional acrylic resin composition of claim 1 .
12. A metal or plastic substrate coated with a coating composition comprising the binder composition of the claim 11 .
13. The binder composition of claim 11 wherein the coating composition comprises 10 to 40 weight % of aliphatic isocyanate, 0-25 weight % of polyester polyol, and 40-70 weight % of the hydroxyl functional acrylic resin composition of claim 1 , all weight % based on solid material after evaporation of the solvents.
14. The composition of claim 8 prepared in presence of polyester polyol.
15. An acrylic polyol copolymer resin comprising 5 to 70 weight percent of the reaction product of a secondary alcohol and maleic anhydride which has been subsequently reacted with the composition of claim 1 .
16. A coating composition comprising a polyester-ether resin which is the reaction product of the composition of claim 1 and dimethylol propionic acid.
17. The composition of claim 1 wherein the sum of the concentration of the blocked isomers and of the highly branched isomers is below 40 wt % based on the total weight of the mixture.
18. The composition of claim 1 wherein the sum of the concentration of the blocked isomers and of the highly branched isomers is below 30 wt % based on the weight of the mixture.
19. The composition of claim 2 wherein the sum of the concentration of the blocked isomers and of the highly branched isomers is below 40 wt % based on the total weight of the mixture.
20. The composition of claim 2 wherein the sum of the concentration of the blocked isomers and of the highly branched isomers is below 30 wt % based on the total weight of the mixture.
21. The composition of claim 4 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount below 30 wt % based on the total weight of the mixture.
22. The composition of claim 4 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount below or equal to 25 wt % based on the total weight of the mixture.
23. The composition of claim 5 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl hexanoic acid glycidyl ester in an amount above 30 wt % based on the total weight of the mixture.
24. The composition of claim 5 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2-methyl 2-ethyl hexanoic acid glycidyl ester in an amount above 45 wt % based on the total weight of the mixture.
25. The composition of claim 6 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester, 2-methyl 2-ethyl hexanoic acid glycidyl ester and 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount above 55 wt % based on the total weight of the mixture.
26. The composition of claim 6 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester, 2-methyl 2-ethyl hexanoic acid glycidyl ester and 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl ester stereoisomers in an amount above 65 wt % based on the total weight of the mixture.
27. The composition of claim 1 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters is derived from butene oligomers.