IP Library Granted Patent US 10,954,344
Granted Patent B2
US 10,954,344 · App. 16/456,101 · Granted Mar 23, 2021

SiOC-bonded, linear polydimethylsiloxane-polyoxyalkylene block copolymers

Inventors: Wilfried Knott (Essen, DE); Horst Dudzik (Essen, DE); Dagmar Windbiel (Essen, DE)
Assignee: Evonik Operations GmbH
C08G77/46C08G18/61C08G77/70
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Quick Facts
Patent No.
US 10,954,344
App. No.
16/456,101
Granted
Mar 23, 2021
Kind
B2
Abstract

The production of SiOC-bonded, linear polydimethylsiloxane-polyoxyalkylene block copolymers comprising repeating (AB) units by reaction of polyether diols with trifluoromethanesulfonic acid-acidified, equilibrated α,ω-diacetoxypolydimethylsiloxanes is described, wherein the reaction is undertaken by adding a solid, liquid or gaseous base, optionally using inert solvents.

Claims (18)

1. A process for producing SiOC-bonded, linear polydimethylsiloxane-polyoxyalkylene block copolymers comprising repeating (AB) units by reaction of polyether diols with trifluoromethanesulfonic acid-acidified, end-equilibrated α,ω-diacetoxypolydimethylsiloxanes, wherein the reaction is undertaken by adding a solid, liquid or gaseous base, and using inert solvents.

2. The process according to claim 1 , wherein the molar ratio of trifluoromethanesulfonic acid-acidified, end-equilibrated α,ω-diacetoxypolydimethylsiloxanes to polyether diols is in the range from 0.90 to 1.10.

3. The process according to claim 2 , wherein the base is selected from the group consisting of alkali metal and/or alkaline earth metal carbonates and/or hydrogencarbonates, and/or amines.

4. The process according to claim 1 , wherein the reaction is performed at temperatures of 20° C. to 120° C.

5. The process according to claim 1 , wherein the bases are selected from the group consisting of alkali metal and/or alkaline earth metal carbonates and/or hydrogencarbonates and/or amines.

6. The process according to claim 1 , wherein inert solvents are selected from the group consisting of alkanes, cycloalkanes, alkylaromatics, end-capped polyethers and/or emollient esters, the esters derived from lauric acid, myristic acid, palmitic acid, stearic acid, oleic acid, isostearic acid, ricinoleic acid and behenic acid combined with cetyl, stearyl, isostearyl, oleyl, octyldodecyl, myristyl and behenyl alcohol or glycerol.

7. The process according to claim 1 , wherein the weight-average molecular weight of each siloxane block (A), (—(CH 3 ) 2 SiO—) b , is between 600 and 6100 g/mol.

8. The process according to claim 1 , wherein the polyoxyalkylene block (B), (—C n H (2n-1) R 1 m O—) c , wherein R 1 represents methyl, contains mixed oxyethylene and oxypropylene units having an oxyethylene proportion of from 30 to 70 percent by weight and an oxypropylene proportion of from 70 to 30 percent by weight based on the total content of oxyalkylene units in the block.

9. The process according to claim 1 , wherein the weight-average molecular weight of each polyoxyalkylene block (B), (C n H (2n-1) R 1 m O) c , wherein R 1 represents methyl, is between 600 and 10 000 g/mol.

10. The process according to claim 1 , wherein the proportion of the siloxane blocks A in the total copolymer is between 20 and 50, percent by weight.

11. The process according to claim 1 , wherein the polydimethylsiloxane-polyoxyalkylene block copolymer has a weight-average molecular weight of 10 000 g/mol to 200 000 g/mol.

12. The process according to claim 1 , wherein the molar ratio of trifluoromethanesulfonic acid-acidified, end-equilibrated α,ω-diacetoxypolydimethylsiloxanes to polyether diols is in the range from 0.95 to 1.05.

13. The process according to claim 1 , wherein the reaction is performed at temperatures of 20° C. to 70° C.

14. The process according to claim 1 , wherein the base is gaseous ammonia.

15. The process according to claim 1 , wherein the inert solvent is myristyl myristate.

16. The process according to claim 1 , wherein the proportion of the siloxane blocks A in the total copolymer is between 25 and 40 percent by weight.

17. The process according to claim 1 , wherein the polydimethylsiloxane-polyoxyalkylene block copolymer has a weight-average molecular weight of 25,000 g/mol to 180,000 g/mol.

18. The process according to claim 1 , wherein the polydimethylsiloxane-polyoxyalkylene block copolymer has a weight-average molecular weight of 40,000 g/mol to 140,000 g/mol.

Assignments (2)
CHANGE OF NAME Recorded Dec 27, 2019
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 051428/0710 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Aug 9, 2019
From: KNOTT, WILFRIED; DUDZIK, HORST; WINDBIEL, DAGMAR
To: EVONIK DEGUSSA GMBH
Reel/Frame 050007/0978 →
Priority Claims (1)
EP 18189072 · Aug 15, 2018 · regional
Continuity (1)
Related Publication 20200055992A1 · Feb 20, 2020
Cited By (4)
US 12,269,916 US 12,460,081 US 12,577,351 US 12,674,030