# US 11,028,232 B2 · Process for preparing siloxanes containing oxamido ester groups

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- Number: US 11,028,232 B2
- Document ID: US11028232B2
- Status: Granted
- Kind: B2
- Application number: 16/955,517
- Filed: 2017-12-19
- Published: 2020-10-08
- Granted: 2021-06-08
- Earliest claimed: 2017-12-19
- Assignees: Wacker Chemie AG
- Applicants: Wacker Chemie AG
- Inventors: Oliver Schaefer
- Web page: https://patentgrep.com/patent/US11028232B2

## CPC

- C08G 77/26: nitrogen-containing groups
- C07F 7/1804: {Compounds having Si-O-C linkages (Si-O-acyl linkages C07F7/1896)}
- C07F 7/188: {by reactions involving the formation of Si-O linkages}
- C08G 77/045: {containing less than 25 silicon atoms}
- C08G: MACROMOLECULAR COMPOUNDS OBTAINED OTHERWISE THAN BY REACTIONS ONLY INVOLVING UNSATURATED CARBON-TO-CARBON BONDS
- C07F: ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM (metal-containing porphyrins C07D487/22)

## 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.

## Claims

### Claim 1

A method for preparing siloxanes having oxamidoester groups, comprising:
reacting
(A) silanes of the formula
optionally (B) silanes of the formula
R4t(R5O)4-tSi (III)
and (W) water,
where
R1 each independently are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals that may be interrupted by heteroatoms,
R2 each independently are hydrogen or monovalent, optionally substituted hydrocarbon radicals optionally interrupted by heteroatoms,
R3 each independently are monovalent, optionally substituted hydrocarbon radicals optionally interrupted by oxygen atoms,
Rx 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,
R4 each independently are monovalent, optionally substituted, SiC-bonded hydrocarbon radicals optionally interrupted by heteroatoms,
R5 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.

### Claim 2 (depends on 1)

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

### Claim 3 (depends on 1)

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

### Claim 4 (depends on 2)

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

### Claim 5 (depends on 1)

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 —OR2 and —OR5 groups in the silanes (A) and (B) used.

### Claim 6 (depends on 1)

The method of claim 1, wherein silanes of the formula (II), where R1 is a methyl radical, RX is a hydrogen atom, Y is —C3H6—, s is 1 or 2, R2 is a methyl or ethyl radical, and R3 is an ethyl radical, are reacted, in the absence of catalyst (C), with (B) silanes of the formula (III), where R4 is a methyl radical and R5 is a methyl or ethyl radical and t is 2 or 3.

### Claim 7 (depends on 1)

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

### Claim 8

A siloxane comprising units of the formula
XaRb(R6O)cSiO4-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,
R6 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 Rx, Y, and R3 are as defined above,
Rx 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,
R3 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.

### Claim 9 (depends on 8)

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

### Claim 10 (depends on 8)

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

### Claim 11 (depends on 9)

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