DMC catalyzed alkoxylation of esters

Patent metadata

Field	Value
Publication number	US-9493608-B1
Application number	US-201514976007-A
Country	US
Kind code	B1
Filing date	Dec 21, 2015
Priority date	Dec 21, 2015
Publication date	Nov 15, 2016
Grant date	Nov 15, 2016

Abstract

This invention relates to a novel process for preparing an aliphatic hybrid ester/ether polyol. This process simultaneously transesterifies and alkoxylates a mixture of at least one ester group containing compound which is free of ether groups, and at least one or more hydroxyl group containing compound which is free of ester groups; with the proviso that the mixture has an overall hydroxyl number of less than or equal to 350; with at least one alkylene oxide; in the presence of a mixture of catalysts. The catalyst mixture comprises at least one DMC catalyst, and at least one non-alkaline transesterification catalyst.

First claim

What is claimed is:

1. A process for preparing an aliphatic hybrid ester/ether polyol, comprising simultaneously
(A) transesterifying,
and
(B) alkoxylating
(1) a mixture comprising:
(a) one or more ester group containing compounds which are free of ether groups, and are selected from the group consisting of triacylglycerols, fatty acid esters, fatty acid polyesters, alkyl esters, alkylene di-esters, alkylene tri-esters, alkylene polyesters and mixtures thereof;
and,
(b) one or more hydroxyl group containing compounds which are free of ester groups, and are selected from the group consisting of alcohols, polyols, polyether polyols, hyperbranched polyols and mixtures thereof;
with the proviso that said mixture has an overall hydroxyl number of less than or equal to 350;

with
(2) one or more alkylene oxides;
in the presence of
(3) a mixture of catalysts comprising
(a) one or more DMC catalysts,
and
(b) one or more non-alkaline transesterification catalysts.

2. The process of claim 1 , wherein (1) said mixture has an overall hydroxyl number of less than or equal to 325.

3. The process of claim 1 , wherein (2) said one or more alkylene oxides comprise ethylene oxide, propylene oxide or mixture thereof.

4. The process of claim 1 , wherein (1)(a) said one or more ester group containing compounds comprise methyl caprylate, methyl laurate, methyl stearate, dimethyl malonate, dimethyl adipate, soybean oil, palm oil, or mixtures thereof.

5. The process of claim 1 , wherein (1)(b) said one or more hydroxyl group containing compounds comprise (i) an alcohol comprising a blend of C 12 -C 15 high purity primary alcohols, (ii) a blend of C 9 -C 11 high purity primary alcohols, (iii) a blend of C 12 -C 13 high purity primary alcohols, (iv) a polyol having a functionality of 2 to 8, (v) a polyether polyol having a functionality of 2 to 8 and a molecular weight of less than 2000, or (vi) mixtures thereof.

6. The process of claim 1 , wherein (3)(a) said one or more DMC catalysts comprise an amorphous DMC catalyst.

7. The process of claim 1 , wherein (3)(b) said one or more transesterification catalysts comprise tetra-2-ethylhexyltitanate, tetrabutyl titanate or mixtures thereof.

8. The process of claim 1 , wherein (3)(a) said one or more DMC catalysts and (3)(b) said one or more transesterification catalysts are added at the same time.

9. The process of claim 1 , wherein (3)(a) said one or more DMC catalysts is added before (3)(b) said one or more transesterification catalysts.

Assignees

• Covestro Llc

Inventors

• Mcdaniel Kenneth G
• Adkins Rick L
• Wardius Don S

Classifications

• C08G18/4837

  and other oxyalkylene units · CPC title

• C08G65/2663

  Metal cyanide catalysts, i.e. DMC's · CPC title

• C08G18/4891

  modified with higher fatty oils or their acids or by resin acids · CPC title

• C08G65/2609 Primary

  containing aliphatic hydroxyl groups · CPC title

• C08G18/4833

  Polyethers containing oxyethylene units · CPC title