Organosiloxane compositions

Patent metadata

Field	Value
Publication number	US-10011801-B2
Application number	US-201415038155-A
Country	US
Kind code	B2
Filing date	Nov 20, 2014
Priority date	Nov 20, 2013
Publication date	Jul 3, 2018
Grant date	Jul 3, 2018

Abstract

A copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane obtainable by reacting a dispersion of ingredient (i) an alkylfluoroalkyl siloxane and ingredient (ii) one or more polyalkylphenyl siloxane(s) in the presence of ingredient (iii) a basic catalyst at a temperature of between 40° C. to 300° C.

First claim

The invention claimed is:

1. A method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane comprising
reacting a dispersion of
ingredient (i) an alkylfluoroalkyl siloxane comprising units of the following structure:

in which each R group may be the same or different and is selected from an alkyl having from 1 to 6 carbon atoms, n is an integer, x is zero or an integer from 1 to 6 and R 1 is a perfluoroalkyl group which is either linear or branched and may contain from 1 to 12 carbon atoms; and
ingredient (ii) one or more polyalkylphenyl siloxane(s) comprising units of the following structure:

in which each R 2 group is the same or different and is selected from an alkyl group having from 1 to 6 carbon atoms and t is an integer;
in the presence of
ingredient (iii) a basic catalyst
at a temperature of between 40° C. to 300° C.; and
wherein ingredient (ii) comprises a trialkylsilyl terminated siloxane.

2. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein:
a) the alkylfluoroalkyl siloxane is linear or branched and has viscosity of from 100 cst to 100,000 cst (100 mm 2 s −1 to 100,000 mm 2 s −1 ) at 25° C. with a capillary viscometer according to ASTM D445-06;
b) the polyalkylphenyl siloxane has a viscosity of from 250 cst to 50,000 cst (250 mm 2 s −1 to 50,000 mm 2 s −1 ) at 25° C. with a capillary viscometer according to ASTM D445-06; or
c) both a) and b).

3. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein the alkylfluoroalkyl siloxane is cyclic and n is from 3 to 15.

4. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein R 1 in the alkylfluoroalkyl siloxane is a perfluoroalkyl group which is either linear or branched and contains from 1 to 12 carbon atoms.

5. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein ingredient (i) and ingredient (ii) are intermixed in a ratio of from between 10 weight % of ingredient (i): 90 weight % of ingredient (ii) to 90 weight % of ingredient (i): 10 weight % of ingredient (ii) based on the total weight of ingredient (i) and ingredient (ii) being 100 weight %.

6. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein ingredient (ii) is a mixture of polyalkylphenyl siloxanes including the trialkylsilyl terminated siloxane.

7. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , wherein the basic catalyst is selected from one or more alkali metal hydroxides, alkali metal alkoxides or complexes of alkali metal hydroxides and an alcohol, alkali metal silanolates, tetra-alkyl phosphonium hydroxides and tetra-alkyl phosphonium silanolates, phosphonitrile halides, phosphazene bases and the catalyst derived by the reaction of a tetra-alkyl ammonium hydroxide and a siloxane tetramer.

8. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 4 , wherein the perfluoroalkyl group is selected from perfluoromethyl, perfluoroethyl, perfluoro-n-propyl, perfluoro-iso-propyl, perfluoro-n-butyl, perfluoro-iso-butyl, perfluoro-tert-butyl, perfluoro-n-pentyl, perfluoro-isopentyl, perfluoroneo-pentyl, perfluorohexyl, perfluoroheptyl, perfluorooctyl, perfluorononyl, perfluorodecyl, perfluoroundecyl and perfluorododecyl or a mixture thereof.

9. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 7 , wherein the basic catalyst is potassium hydroxide.

10. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 6 , wherein ingredient (ii) comprises the trialkylsilyl terminated siloxane and a dialkylhydroxy terminated siloxane.

11. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 1 , further comprising stirring ingredients i) and ii) to form the dispersion and at least one of:
heating the dispersion and holding the temperature between 100° C. and 300° C. during reaction;
sweeping the dispersion with nitrogen during reaction;
cooling the dispersion after reaction;
neutralizing the basic catalyst; and
stripping the dispersion after reaction.

12. A method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane comprising:
stirring ingredients (i) and (ii) to form a dispersion, wherein ingredient (i) is an alkylfluoroalkyl siloxane comprising units of the following structure:

in which each R group may be the same or different and is selected from an alkyl having from 1 to 6 carbon atoms, n is an integer, x is zero or an integer from 1 to 6 and R 1 is a perfluoroalkyl group which is either linear or branched and may contain from 1 to 12 carbon atoms; and
ingredient (ii) is one or more polyalkylphenyl siloxane(s) comprising units of the following structure:

in which each R 2 group is the same or different and is selected from an alkyl group having from 1 to 6 carbon atoms and t is an integer;
reacting the dispersion of ingredients (i) and (ii) in the presence of ingredient (iii), a basic catalyst, at a temperature of between 40° C. to 300° C.; and at least one of:
sweeping the dispersion with nitrogen during reaction;
cooling the dispersion after reaction;
neutralizing ingredient (iii); and
stripping the dispersion after reaction.

13. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 12 , comprising at least one of sweeping the dispersion with nitrogen during reaction, and stripping the dispersion after reaction.

14. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 12 , further comprising heating the dispersion and holding the temperature between 100° C. and 300° C. during reaction.

15. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 12 , wherein:
a) the alkylfluoroalkyl siloxane is linear or branched and has viscosity of from 100 cst to 100,000 cst (100 mm 2 s −1 to 100,000 mm 2 s −1 ) at 25° C. with a capillary viscometer according to ASTM D445-06;
b) the polyalkylphenyl siloxane has a viscosity of from 250 cst to 50,000 cst (250 mm 2 s −1 to 50,000 mm 2 s −1 ) at 25° C. with a capillary viscometer according to ASTM D445-06; or
c) both a) and b).

16. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluoroalkyl siloxane in accordance with claim 12 , wherein the alkylfluoroalkyl siloxane is cyclic and n is from 3 to 15.

17. The method for preparing a copolymer of polyalkylphenyl siloxane and alkylfluor

Assignees

• Dow Corning
• Dow Silicones Corp

Inventors

• Deklippel Lorry
• Ferritto Michael Salvatore
• Kleyer Don Lee
• Stammer Andreas
• Stoegbauer Herbert
• Weber Vesna

Classifications

• C10N2030/10

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• C10N2030/06

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• C10N2040/04

  Oil-bath; Gear-boxes; Automatic transmissions; Traction drives · CPC title

• C10N2040/02

  Bearings · CPC title