# US 4,395,564 A · Process for the preparation of alkoxyhydridosilanes

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- Number: US 4,395,564 A
- Document ID: US4395564A
- Status: Granted
- Kind: A
- Application number: 06/397,815
- Filed: 1982-07-13
- Granted: 1983-07-26
- Earliest claimed: 1982-07-13
- Assignees: Union Carbide Corporation
- Inventors: Bernard Kanner; Steven P. Hopper
- Web page: https://patentgrep.com/patent/US4395564A

## CPC

- C07F 7/188: {by reactions involving the formation of Si-O linkages}
- C07F 7/025: {without C-silicon linkages}
- C07F 7/04: Esters of silicic acids
- 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

A process whereby silanes of the general formula: HSi(NRR').sub.x (R").sub.3-x wherein R, R' and R" are independently an aliphatic or aromatic, substituted or unsubstituted, saturated or unsaturated hydrocarbon radical having from one to eight carbon atoms, inclusive and R and R' may also be hydrogen and where R" may also be alkoxy and where x has a value from one to three are reacted in the presence of a catalyst with alcohols in the stoichiometry of approximately one equivalent of alcohol per mole of silicon-nitrogen bond to give unexpectedly high yields of alkoxyhydridosilanes. In the reaction the silyl amine groups have been replaced by alkoxide groups without significant loss of the silicon-hydrogen group. Similar reactions in the absence of a catalyst give undesirably low yields of the corresponding alkoxy silanes and, in most cases, substantial loss of silyl hydrogen groups.

## Claims

### Claim 1

A process for the preparation of alkoxyhydridosilanes which comprises reacting a silane of the general formula
HSi(NRR').sub.x (R").sub.3-x
wherein R, R' and R" are independently an aliphatic or aromatic, substituted or unsubstituted, saturated or unsaturated hydrocarbon radicals having from one to eight carbon atoms inclusive and where R and R' may also be hydrogen and where R" may also be alkoxy and where x has a value of from one to three with alcohols of the general formula
R'"OH
where R'" is an aliphatic or aromatic, saturated or unsaturated, substituted or unsubstituted hydrocarbon radical having from one to twenty carbon atoms inclusive in the presence of a catalyst at a temperature between -50.degree. C. to 150.degree. C. where approximately one equivalent of alcohol is employed per mole of the silicon-nitrogen bond and where the catalyst concentration is equal to about 0.01 to 10 mole percent of the silicon-nitrogen bonds.

### Claim 2 (depends on 1)

The process of claim 1 wherein R, R' and R" of the silane and R'" of the alcohol are independently an aliphatic, unsubstituted, saturated or unsaturated hydrocarbon radical having one to six carbon atoms inclusive.

### Claim 3 (depends on 1)

The process of claim 1 wherein x of the silane is three.

### Claim 4 (depends on 1)

The process of claim 1 wherein the reaction temperature is between 0.degree. C. and 60.degree. C.

### Claim 5 (depends on 1)

The process of claim 1 wherein the catalyst concentration is between 0.1 and 3 mole percent of the silicon-nitrogen bonds.

### Claim 6

A process for the preparation of alkoxyhydridosilanes which comprises reacting a silane of the general formula
HSi(NRR').sub.x (R").sub.3-x
with an alcohol of the general formula
R'"OH
wherein R, R', R" and R'" are independently an aliphatic, saturated or unsaturated, unsubstituted, hydrocarbon radical having one to six carbon atoms inclusive and R and R' may also be hydrogen, x has a value of from one to three, in the presence of a catalyst at a temperature from -50.degree. C. to 150.degree. C. where the catalyst is present in an amount equal to from 0.01 to 10 mole percent of the silicon-nitrogen bond and there is approximately one equivalent of alcohol per mole of the silicon-nitrogen bond.

### Claim 7 (depends on 6)

The process of claim 6 wherein R, R' and R" of the silane are each methyl groups.

### Claim 8 (depends on 7)

The process of claim 7 wherein x is equal to 3.

### Claim 9 (depends on 6)

The process of claim 6 wherein the alcohol is selected from the group consisting of methanal, ethanol, and 2-methoxyethanol.

### Claim 10 (depends on 6)

The process of claim 6 wherein the temperature is between about 0.degree. C. and 60.degree. C.

### Claim 11 (depends on 6)

The process of claim 6 wherein the catalyst concentration is between about 0.1 and 3 mole percent.

### Claim 12 (depends on 6)

The process of claim 6 wherein the silane is tris(dimethylamino silane), the alcohol is selected from the group consisting of methanol, ethanol, and 2-methoxyethanol the temperature is between about 0.degree. C. to 60.degree. C., the catalyst is dimethylammonium dimethylcarbamate and at a catalyst concentration of about 0.1 to 3.0 mole percent.

### Claim 13 (depends on 1, 6)

The process of claims 1 or 6 wherein the catalyst is carbon dioxide.

### Claim 14 (depends on 1, 6)

The process of claims 1 or 6 wherein the catalyst is acetic acid.