IP Library Granted Patent US 8,946,310
Granted Patent B2
US 8,946,310 · App. 13/447,810 · Granted Feb 3, 2015

Composition containing specific amides and organomodified siloxanes, suitable for producing polyurethane foams

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Quick Facts
Patent No.
US 8,946,310
App. No.
13/447,810
Granted
Feb 3, 2015
Kind
B2
Abstract

Compositions suitable for producing polyurethane foams which include at least a polyol component, a catalyst catalyzing the formation of a urethane or isocyanurate bond, optionally a blowing agent, optionally further additives and optionally an isocyanate component, which are characterized in that they additionally include an admixture including at least one specific amide and at least one siloxane compound, wherein the mass ratio of siloxane compounds to compounds of formula (I) is above 1:10.

Claims (42)

1. A composition for producing polyurethane foams, said composition comprising at least a polyol component, a catalyst catalyzing formation of a urethane or isocyanurate bond, and an admixture comprising at least one siloxane compound and at least one amide of formula (II)

where

R is an m-valent organic radical,

R′ in each occurrence is the same or different and represents H, a C 1- C 12 alkyl, aryl or alkylaryl, or a —X—Z radical,

m=1 to 5,

Z in each occurrence is the same or different and represents OH or NHR″, where R″═H or alkyl, and

X in each occurrence is the same or different and represents a divalent hydrocarbon radical having at least two carbon atoms, wherein the mass ratio of the at least one siloxane compound to the at least one amide of formula (II) is above 1:10, and wherein the proportion of the at least one amide of formula (II) is in the range from 0.1 to 10 parts by mass, based on 100 parts by mass of said polyol component.

2. The composition according to claim 1 , wherein said at least one siloxane compound comprises at least one organic radical having at least two carbon atoms which is bonded to a silicon atom through a Si—C bond.

3. The composition according to claim 1 , wherein the at least one siloxane compound comprises at least one compound of formula (IV)

R 1 —Si(CH 3 ) 2 —O—[—Si(CH 3 ) 2 —O—] a [—Si(CH 3 )R 2 —O—] b —Si(CH 3 ) 2 —R 3   (IV)

where

R 2 in each occurrence is the same or different and is —(CH 2 ) x —O—(CH 2 —CHR 4 —O) y —R 5 or a C 8 to C 22 alkyl radical,

R 1 and R 3 in each occurrence are the same or different and is —CH 3 or R 2 , provided at least one R 1

or R 3 radical is equal to R 2 ,

a+b+2=10 to 150,

b=0 to 25,

x=3 to 10,

y=1 to 30,

R 4 in each occurrence is the same or different and is H, —CH 3 , —CH 2 CH 3 or phenyl, and

R 5 in each occurrence is the same or different and is H, alkyl or acyl.

4. The composition according to claim 3 , wherein at least 50 mol % of the R 4 radicals are H.

5. The composition according to claim 3 , wherein at least 5 mol % of the R 4 radicals are methyl.

6. The composition according to claim 3 , wherein at least 5 mol % of the R 5 radicals are alkyl or acyl radicals.

7. The composition according to claim 1 , wherein the mass ratio of the siloxane compound to the at least one amide of formula (II) is in the range from 1:1 to 5:1.

8. The composition according to claim 1 further comprising a blowing agent, additional additives, an isocyanate component or mixtures thereof.

9. A composition for producing polyurethane foams, said composition comprising at least a polyol component, a catalyst catalyzing formation of a urethane or isocyanurate bond, and an admixture comprising at least one siloxane compound and at least one amide compound of formula (III)

where R is an m-valent organic radical as defined above, and wherein the mass ratio of the at least one siloxane compound to the at least one amide of formula (III) is above 1:10, and wherein the proportion of the at least one amide of formula (III) is in the range from 0.1 to 10 parts by mass, based on 100 parts by mass of said polyol component.

10. A process for producing foamed polyurethane or polyisocyanaurate materials comprising reacting a composition comprising at least a polyol component, a catalyst catalyzing formation of a urethane or isocyanurate bond, and an admixture comprising at least one siloxane compound and at least one amide of formula (II)

where

R is an m-valent organic radical,

R′ in each occurrence is the same or different and represents H, a C 1- C 12 alkyl, aryl or alkylaryl, an organic radical or a —X—Z radical,

m=1 to 5,

Z in each occurrence is the same or different and represents OH or NHR″, where R″═H or alkyl, and

X in each occurrence is the same or different and represents a divalent hydrocarbon radical having at least two carbon atoms, wherein the mass ratio of the at least one siloxane compound to the at least one amide of formula (II) is above 1:10, and wherein the proportion of the at least one amide of formula (II) is in the range from 0.1 to 10 parts by mass, based on 100 parts by mass of said polyol component.

11. A polyurethane foam comprising at least one siloxane compound and at least one amide of formula (II)

where

R is an m-valent organic radical,

R′ in each occurrence is the same or different and represents H, a C 1- C 12 alkyl, aryl or alkylaryl, an organic radical or a —X—Z radical,

m=1 to 5,

Z in each occurrence is the same or different and represents OH or NHR″, where R″═H or alkyl, and

X in each occurrence is the same or different and represents a divalent organic hydrocarbon radical having at least two carbon atoms, wherein the mass ratio of the at least one siloxane compound to the at least one amide of formula (II) is above 1:10, and wherein the proportion of the at least one amide of formula (II) is in the range from 0.1 to 10 parts by mass, based on 100 parts by mass of said polyol component.

12. An article of manufacturing comprising the polyurethane foam of claim 11 as an insulating material.

Assignments (3)
CHANGE OF NAME Recorded Sep 9, 2025
From: EVONIK DEGUSSA GMBH
To: EVONIK OPERATIONS GMBH
Reel/Frame 072195/0478 →
MERGER Recorded Feb 26, 2014
From: EVONIK GOLDSCHMIDT GMBH
To: EVONIK DEGUSSA GMBH
Reel/Frame 032335/0326 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jun 29, 2012
From: GLOS, MARTIN; SCHILLER, CARSTEN; EILBRACHT, CHRISTIAN
To: EVONIK GOLDSCHMIDT GMBH
Reel/Frame 028467/0589 →