Polyether polyol resins compositions

Patent metadata

Field	Value
Publication number	US-9751982-B2
Application number	US-201214352247-A
Country	US
Kind code	B2
Filing date	Oct 16, 2012
Priority date	Oct 19, 2011
Publication date	Sep 5, 2017
Grant date	Sep 5, 2017

Abstract

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.

First claim

We claim:

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.

Assignees

• Momentive Specialty Chemicals Res Beigium S A
• Momentive Specialty Chem Inc
• Hexion Inc

Inventors

• Heymans Denis
• Steinbrecher Christophe
• Le Fevere De Ten Hove Cédric

Classifications

• Y10T428/31678

  Of metal · CPC title

• Y10T428/31504

  Composite [nonstructural laminate] · CPC title

• C09D171/02

  Polyalkylene oxides · CPC title

• C09D171/00

  Coating compositions based on polyethers obtained by reactions forming an ether link in the main chain (based on polyacetals C09D159/00; based on epoxy resins C09D163/00; based on polythioether-ethers C09D181/02; based on polyethersulfones C09D181/06); Coating compositions based on derivatives of such polymers · CPC title

• C08G65/2609

  containing aliphatic hydroxyl groups · CPC title