IP Library Granted Patent US 9,657,144
Granted Patent B2
US 9,657,144 · App. 13/566,640 · Granted May 23, 2017

Polysiloxane polyether copolymers having (polyether)moieties comprising carbonate groups and their use as stabilizers for the production of polyurethane foams

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Quick Facts
Patent No.
US 9,657,144
App. No.
13/566,640
Granted
May 23, 2017
Kind
B2
Abstract

The present invention relates to polysiloxane polyether copolymers which comprise at least one (polyether) moiety which comprises at least one unit —O—C(O)—O—, to a process for the production of the polysiloxane polyether copolymers, and also to the use of the polysiloxane polyether copolymers as stabilizers in the production of polyurethane foams, and also to polyurethane foams and items therefrom which are obtainable through the process.

Claims (42)

1. A polysiloxane polyether copolymer comprising at least one polyether moiety, wherein said polysiloxane polyether copolymer is a compound of formula (I):

in which

n and n 1 are mutually independently from 0 to 500, (n+n 1 )≦500, m and m 1 are mutually independently from 0 to 60, (m+m 1 )≦60, k=0 to 50;

R=identical or non-identical moieties selected from the group consisting of linear, cyclic or branched, aliphatic or aromatic, saturated or unsaturated hydrocarbon moieties having from 1 to 20 carbon atoms,

where

x′ is 0 or 1 and

R IV is a hydrocarbon moiety having from 1 to 50 carbon atoms;

R 1 is mutually independently R or R 3 or R 7 ;

R 2 is mutually independently R or R 3 or R 7 or a functional, saturated or unsaturated, organic moiety substituted with heteroatoms;

R 3 , being identical or different, is -Q l -X—(R 8 X—) w —(CH 2 —CH 2 O—) x —(CH 2 —CH(R′)O—) y —(C(O)—Y) p —R″

where

l=0 or 1;

X=O;

Y=O;

R Z =identical or different, H or alkyl moiety;

Q=divalent hydrocarbon moiety having from 2 to 6 carbon atoms;

R 8 , being identical or different, is a branched or unbranched or cyclic, saturated or unsaturated hydrocarbon moiety having, between the heteroatoms X connected by the hydrocarbon moiety, a carbon chain comprising at least 2 carbon atoms;

w=0 to 200;

x=0 or from 5 to 140;

y=0 or from 5 to 140;

p=2 to 10;

provided that the sum x+y≧5;

where the units provided with the indices w, x, y and p can have blockwise or random arrangement;

R′=identical or different alkyl or aryl group having a total of from 1 to 12 carbon atoms;

R″=is a —C(O)—R′″ group, where R′″ is selected from the group consisting of an alkyl moiety, a —CH 2 —O—R′ group, and alkylaryl group;

and

R 7 =crosslinking agent moiety;

with the proviso that at least one moiety R 3 is present in which the index p>0.

2. The polysiloxane polyether copolymer according to claim 1 , wherein n and n 1 are mutually independently from 3 to 147 and (n+n 1 )≦150, k is 0 or from 1 to 5, R 1 =R or R 3 , as set forth below,

R 2 =R or R 3 , as set forth below, or a chloropropyl, vinyl or methacryloxypropyl moiety, wherein at least one moiety R 3 , being identical or different, is -Q l -X—(R 8 X—) w —(CH 2 —CH 2 O—) x —(CH 2 —CH(R′)O—) y —(C(O)—Y) p —R″, where l=0 or l=1 and Q=—CH 2 —CH 2 —CH 2 —;

R=a methyl moiety;

R 8 =a linear hydrocarbon moiety —C j H 2j —, where j=4 to 12;

w=0 or from 1 to 100;

x=0 or from 5 to 140;

y=0 or from 5 to 140;

p=from 2 to 10;

provided that the sum x+y≧5; and

R′=identical or different, a phenyl, methyl or ethyl group, and R″ is an acetyl moiety, with the proviso that at least one moiety R 3 is present.

3. A method of producing polyurethane foams, comprising reacting at least one polyol and at least one isocyanate compound in the presence of at least one polysiloxane polyether copolymer according to claim 1 .

4. The method according to claim 3 , further comprising CO 2 as a blowing agent.

5. The method according to claim 4 , wherein said at least one polyol is a polyether carbonate polyol.

6. A polyurethane foam comprising at least one polysiloxane polyether copolymer according to claim 1 .

Assignments (3)
CHANGE OF NAME Recorded Apr 16, 2020
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 052422/0342 →
MERGER Recorded Feb 26, 2014
From: EVONIK GOLDSCHMIDT GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Oct 18, 2012
From: HUBEL, ROLAND; SCHMITZ, SARAH; FERENZ, MICHAEL
To: EVONIK GOLDSCHMIDT GMBH
Reel/Frame 029150/0237 →