Process for preparing oxamide-functional siloxanes

Patent metadata

Field	Value
Publication number	US-11780967-B2
Application number	US-201817264483-A
Country	US
Kind code	B2
Filing date	Jul 30, 2018
Priority date	Jul 30, 2018
Publication date	Oct 10, 2023
Grant date	Oct 10, 2023

Abstract

Oxamide-functional siloxanes are prepared by reacting
(A) silanes of the general formula (I)

with

(B) siloxanes selected from

(B1) linear siloxanes of the general formula

HO[SiR 2 O] t H  (II)

and

(B2) cyclic compounds of the general formula

(SiR 4 2 O) s   (III),

in the presence of

(C) catalysts.

First claim

The invention claimed is:

1. A process for preparing amino-oxo-acetate-functional organosiloxanes, comprising reacting
(A) silanes of the formula (I)

with
(B) one or more linear siloxanes (B1), cyclic siloxanes (B2) or mixtures thereof:
(B1) linear siloxanes of the formula
HO[SiR 2 O] t H  (II)

and
(B2) cyclic compounds of the formula
(SiR 4 2 O) s   (III),

where
R are identical or different and denote hydrogen or monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R 1 are identical or different and denote monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
Y are identical or different and represent divalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 2 are identical or different and denote hydrogen, monovalent, or optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 3 are identical or different and denote monovalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 4 are identical or different and denote hydrogen, Si-bonded halogen atoms, Si-bonded hydroxy groups, or monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R x are identical or different and denote hydrogen or optionally substituted hydrocarbon radicals,
n is 0, 1 or 2,
s is an integer from 3 to 10 and
t is an integer greater than 1,
in the presence of
(C) catalysts,
wherein oxygen is present as a heteroatom in at least one of R, R 1 , or R 4 .

2. The process of claim 1 , wherein component (B) is a linear siloxane (B1).

3. The process of claim 1 , wherein component (B) is present in an amount of 10 to 200 parts by weight, based on 1 part by weight of component (A).

4. The process of claim 2 , wherein component (B) is present in an amount of 10 to 200 parts by weight, based on 1 part by weight of component (A).

5. The process of claim 1 , wherein catalysts (C) are phosphorus-containing catalysts.

6. The process of claim 1 , wherein catalysts (C) are present in amounts of 10 to 10,000 ppm by weight, based on the total amount of components (A) and (B).

7. A process for preparing amino-oxo-acetate-functional organosiloxanes, comprising reacting
(A) silanes of the formula (I)

with
(B) one or more linear siloxanes (B1), cyclic siloxanes (B2) or mixtures thereof:
(B1) linear siloxanes of the formula
HO[SiR 2 O] t H  (II)

and
(B2) cyclic compounds of the formula
(SiR 4 2 O) s   (III),

where
R are identical or different and denote hydrogen or monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R 1 are identical or different and denote monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
Y are identical or different and represent divalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 2 are identical or different and denote hydrogen, monovalent, or optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 3 are identical or different and denote monovalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R 4 are identical or different and denote hydrogen, Si-bonded halogen atoms, Si-bonded hydroxy groups, or monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R x are identical or different and denote hydrogen or optionally substituted hydrocarbon radicals,
n is 0, 1 or 2,
s is an integer from 3 to 10 and
t is an integer greater than 1,
in the presence of
(C) catalysts,
wherein the process is conducted under a protective gas.

8. The process of claim 1 , which is conducted at a temperature between 0 and 250° C.

9. The process of claim 1 , which is conducted at a pressure between 10 hPa and 2000 hPa.

10. The process of claim 1 , wherein the amino-oxo-acetate-functional siloxanes have a number average molecular weight Mn of 1000 g/mol to 200,000 g/mol.

11. The process of claim 1 , wherein the catalyst is phosphonitrile chloride.

12. The process of claim 1 , wherein no cyclic compounds (B2) are employed.

13. The process of claim 12 , wherein t is from 1 to 150.

14. The process of claim 1 , wherein the amino-oxo-acetate-functional organosiloxanes have a number average molecular weight in the range of 2500 g/mol to 50,000 g/mol.

Assignees

• Wacker Chemie Ag

Inventors

• Schaefer Oliver
• Huettl Katja

Classifications

• C08G77/16 Primary

  to hydroxy groups · CPC title

• C08G77/08

  characterised by the catalysts used · CPC title

• C08G77/26 Primary

  nitrogen-containing groups · CPC title