Patent US4366324A successfully refreshed from Google Patents.
US4366324A
Expired / Lapsed
US
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Process for concurrent preparation of organosiloxanes and methyl chloride
Assignee: Shin-Etsu Chemical Co Ltd
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Filing: 1981-11-18
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Granted: 1982-12-28
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Expires: 2001-11-18
Abstract
Abstract The invention provides a novel continuous process for concurrently producing methyl chloride and organosiloxanes by the reaction of an organochlorosilane and methyl alcohol in an aqueous reaction medium at 70° to 150° C. Different from conventional processes, the aqueous reaction medium contains no catalyst so that the problems inherent to the use of a large amount of a catalyst can be avoided. In the inventive process, the feed rates of the reactants are controlled so as to keep the concentration of hydrogen chloride in the aqueous reaction medium not to exceed the azeotropic concentration thereof at the temperature and under the pressure of operation. These conditions are critical to reduce the loss of hydrogen chloride by dissipation into the gaseous phase resulting in a remarkably high yield of methyl chloride from the standpoint of both the conversion of chlorine content and the space-time yield of the reaction vessel. The inventive process is advantageous also in the excellent quality of the organosiloxane product and markedly decreased formation of dimethyl ether as an undesirable by-product.
Inventors
- 👤 Kiichi Habata
- 👤 Kesazi Ichikawa
- 👤 Mutsuo Shimizu
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 13:29
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/06
Claims Analysis
Total Claims: 11
Claim 1
Independent Claim
147 words
A process for concurrently producing methyl chloride and organosiloxanes from an organochlorosilane and methyl alcohol in a continuous operation which comprises introducing simultaneously the organochlorosilane and methyl alcohol in such a proportion that the amount of introduction of the methyl alcohol is substantially equimolar to the silicon-bonded chlorine atoms in the organochlorosilane into an aqueous reaction medium comprising methyl alcohol and hydrogen chloride kept at a temperature of 70° to 150° C. and under a pressure of atmospheric or higher and contained in a reaction vessel at or near the bottom thereof, the rates of introduction of the organochlorosilane and methyl alcohol being controlled such that the concentration of hydrogen chloride in the aqueous reaction medium does not substantially exceed the azeotropic concentration at the temperature and under the pressure of operation at least at or in the vicinity of the surface of the aqueous reaction medium.
Claim 2
Dependent Claim
147 words
A process for concurrently producing methyl chloride and organosiloxanes from an organochlorosilane and methyl alcohol in a continuous operation which comprises introducing simultaneously the organochlorosilane and methyl alcohol in such a proportion that the amount of introduction of the methyl alcohol is substantially equimolar to the silicon-bonded chlorine atoms in the organochlorosilane into an aqueous reaction medium comprising methyl alcohol and hydrogen chloride kept at a temperature of 70° to 150° C. and under a pressure of atmospheric or higher and contained in a reaction vessel at or near the bottom thereof, the rates of introduction of the organochlorosilane and methyl alcohol being controlled such that the concentration of hydrogen chloride in the aqueous reaction medium does not substantially exceed the azeotropic concentration at the temperature and under the pressure of operation at least at or in the vicinity of the surface of the aqueous reaction medium.
Claim 3
Dependent Claim
28 words
The process as claimed in claim 1 wherein the concentration of methyl alcohol in the aqueous reaction medium is in the range from 0.5 to 40% by weight.
Claim 4
Dependent Claim
22 words
The process as claimed in claim 1 wherein the pressure is in the range from atmospheric to about 10 kg/cm 2 G.
Claim 5
Dependent Claim
69 words
The process as claimed in claim 1 which further comprises discharging the organosiloxanes in the form of liquid formed by the reaction of the organochlorosilane and methyl alcohol in the aqueous reaction medium out of the reaction vessel together with a portion of the aqueous reaction medium, separating the thus discharged aqueous reaction medium from the organosiloxanes and recycling the thus separated aqueous reaction medium to the reaction vessel.
Claim 6
Dependent Claim
43 words
The process as claimed in claim 4 wherein the aqueous reaction medium separated from the organosiloxanes is recycled to the reaction vessel after subtracting a portion corresponding to the amount of water formed by the reaction of the organochlorosilane and the methyl alcohol.
Claim 7
Dependent Claim
131 words
The process as claimed in claim 1 which further comprises introducing the methyl chloride in the form of gas formed in the aqueous reaction medium by the reaction of the organochlorosilane and methyl alcohol into a reflux condenser together with the vapors of water, methyl alcohol and hydrogen chloride evaporated from the aqueous reaction medium, partially condensing the vapors to reflux the liquefied portion of the aqueous reaction medium and discharging the uncondensed portion of the vapors out of the reflux condenser together with the gas of methyl chloride, the amount of the uncondensed portion of the vapors being such that the content of water vapor therein is about the same as the amount of water formed in the aqueous reaction medium by the reaction of the organochlorosilane and methyl alcohol.
Claim 8
Dependent Claim
26 words
The process as claimed in claim 1 wherein the organochlorosilane and methyl alcohol are introduced into the aqueous reaction medium each in the form of vapor.
Claim 9
Dependent Claim
57 words
The process as claimed in claim 1 wherein the organochlorosilane and methyl alcohol are introduced into the aqueous reaction medium in the form of a mixture of vapor and liquid in such a proportion that the temperature of the aqueous reaction medium is maintained in the range from 70° to 150° C. without an outer heating means.
Claim 10
Dependent Claim
38 words
The process as claimed in claim 1 wherein the volume of the aqueous reaction medium is at least 100 liters per kilomole of the methyl chloride formed by the reaction of the organochlorosilane and methyl alcohol per hour.
Claim 11
Dependent Claim
45 words
The process as claimed in claim 1 wherein the rate of introduction of the methyl alcohol is in the range from 0.5 to 3.0 times by moles of the rate of introduction of the organochlorosilane calculated as the chlorine atoms bonded to the silicon atoms.
References Cited (Backward Citations)
US2556897A
Cited
US3432538A
Cited
US3792071A
Cited
US3803195A
Cited
US4032557A
Cited
US4060537A
Cited
US4108882A
Cited
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1985-12-27 | 1986-06-28 | 1986-12-28 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1989-12-27 | 1990-06-28 | 1990-12-28 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1993-12-27 | 1994-06-28 | 1994-12-28 | $7700.00 | Window Closed / Lapsed |