IP Library Granted Patent US 9,441,077
Granted Patent B2
US 9,441,077 · App. 14/365,883 · Granted Sep 13, 2016

Manufacturing method for organopolysiloxane-polyoxyalkylene block copolymer

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Quick Facts
Patent No.
US 9,441,077
App. No.
14/365,883
Granted
Sep 13, 2016
Kind
B2
Abstract

The present invention relates to a manufacturing method for an organopolysiloxane-polyoxyalkylene block copolymer obtained by condensation reaction of a polyoxyalkylene compound having a particular chemical structure and an organopolysiloxane having a particular chemical structure. The manufacturing method according to the present invention can enable an easy manufacturing of a high molecular weight organopolysiloxane-polyoxyalkylene block copolymer and provide an organopolysiloxane-polyoxyalkylene block copolymer where an amount of volatile cyclic polysiloxane produced as a by-product is small.

Claims (31)

1. A manufacturing method for obtaining an organopolysiloxane-polyoxyalkylene block copolymer, said method comprising reacting: (A) a polyoxyalkylene compound represented by formula (1) below:

wherein:

R l are each independently a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons and that is free of unsaturated aliphatic bonds; or an alkoxy group having from 1 to 30 carbons;

R 2 are each independently R 1 or X 1 ;

X 1 are each independently a reactive functional group represented by —R 3 —Z 1 (where R 3 is directly bonded or is a substituted or unsubstituted, straight or branched divalent hydrocarbon group having from 1 to 20 carbons; and Z 1 is an amino group-containing group or an ammonium group-containing group);

D are each independently a group selected from group represented by the formula below:

(wherein R 4 is an oxygen atom, a sulfur atom, or —N(R 6 )— (wherein R 6 is a hydrogen atom or a substituted or unsubstituted, straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons); a substituted or unsubstituted, straight or branched divalent hydrocarbon group having from 1 to 20 carbons; or a substituted or unsubstituted, straight or branched divalent hydrocarbon group comprising at least one hetero-atom and having from 1 to 20 carbons) and —N(R 5 ) 2 (where R 5 is a hydrogen atom or a substituted or unsubstituted straight, branched, or cyclic monovalent hydrocarbon group having from 1 to 30 carbons);

Y are each independently a substituted or unsubstituted, straight or branched divalent organic group having from 1 to 20 carbons;

c is a number not less than 2;

d is a number not less than 0; and

m are each independently a number not less than 0, n are each independently a number not less than 1, and m+n is a number in a range from 1 to 10,000; and

(B) a polyorganosiloxane represented by the following formula (2):

wherein:

R′, X′, and R 2 are synonymous with those described above (however, only when E is a hydrogen atom, R 1 may be a hydroxyl group);

E is a hydrogen atom; and

p is a number not less than 1, q is a number not less than 0, and p+q is a number in a range from 1 to 10,000;

wherein the organopolysiloxane-polyoxyalkylene block copolymer includes a unit represented by the following formula (3):

wherein R 1 , R 2 , X 1 , Y, c, and d are synonymous with those described above;

a is a number not less than 1, b is a number not less than 0, and a+b is a number in a range from 1 to 10,000; and

e is a number not less than 1.

2. The manufacturing method according to claim 1 , wherein the R 5 moiety is an alkyl group having from 1 to 6 carbons.

3. The manufacturing method according to claim 1 , wherein c+d is at least 4.

4. The manufacturing method according to claim 1 , wherein a weight average molecular weight of a polyoxyalkylene block represented by (C 2 H 4 ) c (C 3 H 6 ) d is from 200 to 15,000.

5. The manufacturing method according to claim 1 , wherein a and/or e is a number not less than 2.

6. The manufacturing method according to claim 1 , wherein (C) a polyorganosiloxane represented by the following formula (4) is reacted in addition to the polyoxyalkylene compound (A) and the polyorganosiloxane (B):

wherein:

R 1 , X 1 , R 2 , and D are synonymous with those described above (however, only when D is a hydrogen atom, R 1 may be a hydroxyl group); and

r is a number not less than 1, s is a number not less than 0, and r+s is a number in a range from 1 to 10,000.

7. The manufacturing method according to claim 1 , wherein water or an alcohol is added during the reaction or after the reaction.

8. The manufacturing method according to claim 1 , wherein an acid is added before the reaction, during the reaction, or after the reaction.

9. The manufacturing method according to claim 8 , wherein the acid is an inorganic acid or an organic acid.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 17, 2019
From: DOW CORNING TORAY CO., LTD.
To: DOW TORAY CO., LTD.
Reel/Frame 051322/0925 →