IP Library Granted Patent US 8,796,198
Granted Patent B2
US 8,796,198 · App. 13/584,331 · Granted Aug 5, 2014

Process for producing polysiloxanes with nitrogen-containing groups

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Quick Facts
Patent No.
US 8,796,198
App. No.
13/584,331
Granted
Aug 5, 2014
Kind
B2
Abstract

A process for producing amino-functional polysiloxanes by reacting the components A) identical or different terminally hydroxy-functional, linear or branched polysiloxanes, B) identical or different alkoxysilanes of the formula R 1 x R 2 3-x SiR 3   (I) where R 1 is identical or different alkyl radicals having 1 to 4 carbon atoms, R 2 is identical or different alkoxy radicals having 1 to 4 carbon atoms, R 3 is an organic radical having at least one nitrogen atom, x=0 to 2, and C) water, in the presence of D) one or more phosphorus-containing, Brønsted-acidic compounds, to the correspondingly obtainable polysiloxanes containing nitrogen-containing groups, and to the use thereof are provided.

Claims (39)

1. A process for producing amino-functional polysiloxanes, said process comprising: reacting

identical or different terminally hydroxy-functional, linear or branched polysiloxanes,

identical or different alkoxysilanes of formula (I)

R 1 x R 2 3-x SiR 3   (I)

where

R 1 is identical or different alkyl radicals having 1 to 4 carbon atoms,

R 2 is identical or different, alkoxy radicals having 1 to 4 carbon atoms,

R 3 is an organic radical having at least one nitrogen atom,

x=0 to 2,

water, and

disilazane,

in the presence of at least one phosphorus-containing, Brønsted-acidic compound.

2. The process according to claim 1 , wherein the at least one phosphorus-containing, Brønsted-acidic compound is a compound of formula (II)

H a R 11 b P c O d   (II)

where

R 11 =identical or different, mono- or polyvalent hydrocarbon radicals optionally having oxygen and/or nitrogen atom(s),

a=(c+2) or <(c+2)

b=(c+2) or <(c+2)

c=1 to 10, d=(3c+1) or <(3c+1)

with the proviso that a+b=c+2 and a>0.

3. The process according to claim 1 , wherein the at least one phosphorus-containing, Brønsted-acidic compound is present in an amount from 0.1 to 30 mol %, based on the amount of said alkoxysilanes of formula (I).

4. The process according to claim 1 , wherein the fraction of water based on the total amount of said polysiloxanes, said alkoxysilanes of formula (I), said water, said disilazane, and said at least one phosphorus-containing, Brønsted-acidic compound is from 0.001 to 1% by weight.

5. The process according to claim 1 , wherein said polysiloxanes and said alkoxysilanes of formula (I) are used in amounts such that a molar ratio of OH groups in said polysiloxanes to radicals R 2 in said alkoxysilanes of formula (I) is 1:1 or >1:1.

6. The process according to claim 1 , wherein the at least one phosphorus-containing, Brønsted-acidic compound comprises monomeric or oligomeric phosphoric acids, monomeric or oligomeric phosphonic or phosphinic acids, hypodiphosphonic or hypodiphosphinic acids, or hydrocarbon-radical-substituted organic derivatives of one of the aforementioned acids.

7. The process according to claim 6 , wherein the at least one phosphorus-containing, Brønsted-acidic compound comprises octylphosphonic acid.

8. A composition comprises a polysiloxane containing nitrogen-containing groups, disilazane, and at least one phosphorus-containing, Brønsted-acidic compound.

9. The composition according to claim 8 , wherein said polysiloxane containing nitrogen-containing groups is present in an amount from 90.00% by weight to 99.99% by weight and the at least one phosphorus-containing, Brønsted-acidic compound is present in an amount from 10.00% by weight to 0.01% by weight.

10. The composition of claim 8 , wherein said composition is a component of a textile-care composition, a detergent or a cleaner for textiles or a hydrophobicizing composition.

11. The composition according to claim 8 , wherein the at least one phosphorus-containing, Brønsted-acidic compound is a compound of empirical formula (II)

H a R 11 b P c O d   (II)

where

R 11 =identical or different, mono- or polyvalent hydrocarbon radicals optionally having oxygen and/or nitrogen atom(s),

a=(c+2) or <(c+2)

b=(c+2) or <(c+2)

c=1 to 10, d=(3c+1) or <(3c+1)

with the proviso that a+b=c+2 and a>0.

12. The composition according to claim 8 , wherein said polysiloxane containing nitrogen-containing groups is present in an amount from 95.00% by weight to 99.90% by weight and said at least one phosphorus-containing, Brønsted-acidic compound is present in an amount from 5.00% by weight to 0.10% by weight.

13. The composition according to claim 8 , wherein said polysiloxane containing nitrogen-containing groups is present in an amount from 97.00% by weight to 99.70% by weight and said at least one phosphorus-containing, Brønsted-acidic compound is present in an amount from 3.00% by weight to 0.30% by weight.

14. The composition according to claim 8 , wherein said composition is a clear and colorless liquid.

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 Aug 20, 2012
From: HENNING, FRAUKE; LOHSE, ANDREA; MAHRING, ULRIKE; KUPPERT, DIRK
To: EVONIK GOLDSCHMIDT GMBH
Reel/Frame 028811/0089 →