Polyether polyol resins compositions
View Patent ↗The invention relates to compositions of polyether polyol resins (hydroxyfunctional oligo or poly ether) 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. A process to prepare a composition of polyether polyol resin comprising reacting at least one polyol having at least three hydroxyl groups and a composition of α,α-branched alkane carboxylic glycidyl esters from butene oligomers, comprising a glycidyl ester mixture of neo-acids derived from a dimer or trimer of butene having both blocked isomers and highly branched isomers wherein a sum of a concentration of blocked isomers and the concentration of highly branched isomers is a maximum of 55 wt % based on the weight of the composition of α,α-branched alkane carboxylic glycidyl esters, wherein the highly branched isomers are isomers of neo-acids having at least 5 methyl groups.
2. The process of claim 1 , wherein the composition of α,α-branched alkane carboxylic glycidyl esters is based on a neononanoic acid mixture wherein the sum of the concentration of the blocked and of the highly branched isomers is a maximum of 55 wt % based on the total weight of the composition.
3. The process of claim 2 wherein the composition of α,α-branched alkane carboxylic glycidyl esters comprises 2,2-dimethyl heptanoic acid glycidyl ester, or 2-methyl 2-ethyl hexanoic acid glycidyl ester or 2-methyl 2-ethyl 3-methyl pentanoic acid glycidyl esters.
4. The process of claim 2 wherein the composition 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 composition.
5. The process 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 composition.
6. The process 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 composition.
7. The process of claim 2 wherein the composition 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 composition.
8. The process of claim 7 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 composition.
9. The process of claim 7 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 composition.
10. The process of claim 2 wherein the composition 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 composition.
11. The process of claim 10 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 composition.
12. The process of claim 10 wherein the mixture of α, 60 -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 composition.
13. The process of claim 2 wherein the composition 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 composition.
14. The process of claim 2 wherein the composition 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 composition.
15. The process 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 composition.
16. The process 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 composition.
17. The process of claim 1 wherein the polyether polyol resin composition has a number average molecular weight (Mn) lower than 4500 Dalton according the polystyrene standard or has an hydroxyl value above 120 mg KOH/g on solids.
18. The process 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 composition.
19. The process 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 composition.
20. The process of claim 1 wherein the mixture of α,α-branched alkane carboxylic glycidyl esters is derived from butene oligomers.
21. A binder composition useful for a coating application with a low VOC and comprising the polyether polyol resin composition from the process of claim 1 .
22. A metal or plastic substrate coated with a coating composition comprising the binder composition of claim 21 .
23. A polyester-ether resin comprising the reaction product of the polyether polyol resin composition from the process of claim 1 and dimethylol propionic acid.