Process for preparing siloxanes containing oxamido ester groups

Patent metadata

Field	Value
Publication number	US-11028232-B2
Application number	US-201716955517-A
Country	US
Kind code	B2
Filing date	Dec 19, 2017
Priority date	Dec 19, 2017
Publication date	Jun 8, 2021
Grant date	Jun 8, 2021

Abstract

Oximido ester-functional siloxanes, including those with oxamido ester side chains, are produced by reacting an alkoxy oxamido ester silane with water, optionally in the presence of further alkoxy silanes.

First claim

The invention claimed is:

1. A method for preparing siloxanes having oxamidoester groups, comprising:
reacting
(A) silanes of the formula

optionally (B) silanes of the formula
R 4 t (R 5 O) 4-t Si  (III)

and (W) water,
where
R 1 each independently are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals that may be interrupted by heteroatoms,
R 2 each independently are hydrogen or monovalent, optionally substituted hydrocarbon radicals optionally interrupted by heteroatoms,
R 3 each independently are monovalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
R x each independently are hydrogen or optionally substituted hydrocarbon radicals,
Y each independently are divalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms or nitrogen atoms,
R 4 each independently are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R 5 each independently are hydrogen or monovalent, optionally substituted hydrocarbon radicals optionally interrupted by heteroatoms,
s is 0, 1 or 2 and
t is 0, 1, 2 or 3.

2. The method of claim 1 , wherein silanes of the formula (II) where s is 1 or 2 are employed.

3. The method of claim 1 , wherein silanes of the formula (III) are employed.

4. The method of claim 2 , wherein silanes of the formula (III) are employed.

5. The method of claim 1 , wherein water (W) is used in amounts of 0.4 to 10 times molar excess based on the total number of reactive —OR 2 and —OR 5 groups in the silanes (A) and (B) used.

6. The method of claim 1 , wherein silanes of the formula (II), where R 1 is a methyl radical, R X is a hydrogen atom, Y is —C 3 H 6 —, s is 1 or 2, R 2 is a methyl or ethyl radical, and R 3 is an ethyl radical, are reacted, in the absence of catalyst (C), with (B) silanes of the formula (III), where R 4 is a methyl radical and R 5 is a methyl or ethyl radical and t is 2 or 3.

7. The method of claim 1 , wherein siloxanes having 2 to 1000 silicon atoms are obtained as a product.

8. A siloxane comprising units of the formula
X a R b (R 6 O) c SiO 4-a-b-c/2   (I)

where
R are identical or different and are each independently are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R 6 are identical or different and are each independently are hydrogen or monovalent, optionally substituted hydrocarbon radicals optionally interrupted by heteroatoms,
X represents a radical

where R x , Y, and R 3 are as defined above,
R x each independently are hydrogen or optionally substituted hydrocarbon radicals,
Y each independently are divalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms or nitrogen atoms,
R 3 each independently are monovalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
a is 0 or 1,
b is 0, 1, 2 or 3, and
c is 0, 1, 2 or 3,
with the proviso that the sum a+b+c is less than or equal to 3 and each molecule contains at least one unit of the formula (I) where a is 1 and the sum b+c is 0 or 1.

9. The siloxane of claim 8 , consisting of units of the formula (I).

10. The siloxanes of claim 8 , wherein the sum a+b+c is 2 in at least 50% of the units of the formula (I).

11. The siloxanes of claim 9 , wherein the sum a+b+c is 2 in at least 50% of the units of the formula (I).

Assignees

• Wacker Chemie Ag

Inventors

• Schaefer Oliver

Classifications

• C08G77/26 Primary

  nitrogen-containing groups · CPC title

• C08G77/045

  containing less than 25 silicon atoms · CPC title

• C07F7/1804

  Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896) · CPC title

• C07F7/188

  by reactions involving the formation of Si-O linkages · CPC title