US4448981A
Expired / Lapsed
US
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Method of making organosiloxanes and alkyl halides from dialkyldialkoxysilanes
Assignee: General Electric Co
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Filing: 1983-05-13
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Granted: 1984-05-15
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Expires: 2003-05-13
Abstract
Abstract An improved process for making an alkyl halide and organosiloxanes from a dialkyldialkoxysilane and a hydrogen halide is disclosed. Dialkyldialkoxysilane and hydrogen halide are simultaneously introduced at respective feed points into a column containing hydrogen halide under reflux in such proportions that the amount of hydrogen halide introduced into the column is at a stoichiometric excess over the dialkyldialkoxysilane. In preferred embodiments, the hydrogen halide is hydrogen chloride; the dialkyldialkoxysilane is dimethyldimethoxysilane; the alkyl halide is methyl chloride; and the organosiloxanes are predominantly of the cyclic type.
Inventors
- 👤 Luisito A. Tolentino
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:19
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/045; C07; C07C; C07C17/00; C07C17/093; C07C17/16; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/0834; C07F7/0838; C07F7/0872; C07F7/0874; C07F7/21
Claims Analysis
Total Claims: 28
Claim 1
Independent Claim
59 words
An improved process for making an alkyl halide and organosiloxanes from a dialkyldialkoxysilane and a hydrogen halide, comprising, simultaneously introducing the dialkyldialkoxysilane and hydrogen halide into a column containing hydrogen halide under reflux in such proportions that the amount of hydrogen halide introduced into the column is at a stoichiometric excess relative to the dialkyldialkoxysilane introduced into the column.
Claim 2
Dependent Claim
59 words
An improved process for making an alkyl halide and organosiloxanes from a dialkyldialkoxysilane and a hydrogen halide, comprising, simultaneously introducing the dialkyldialkoxysilane and hydrogen halide into a column containing hydrogen halide under reflux in such proportions that the amount of hydrogen halide introduced into the column is at a stoichiometric excess relative to the dialkyldialkoxysilane introduced into the column.
Claim 3
Dependent Claim
32 words
The process of claim 1 further comprising heating the column at a temperature sufficient to reflux the hydrogen halide introduced into the column and thereafter introducing the hydrogen halide into the column.
Claim 4
Dependent Claim
24 words
The process of claims 1 or 2 wherein the hydrogen halide in the column is heated at about 120° C. to about 175° C.
Claim 5
Dependent Claim
43 words
The process of claims 1 or 2 further comprising heating a reboiler containing hydrogen halide at a temperature sufficient to cause the hydrogen halide in the reboiler to reflux in the column and thereafter introducing the dialkyldialkoxysilane and hydrogen halide into the column.
Claim 6
Dependent Claim
25 words
The process of claim 4 wherein the hydrogen halide in the reboiler is heated at a tempeature of about 120° C. to about 175° C.
Claim 7
Dependent Claim
13 words
The process of claims 1, 2 or 4 wherein the dialkyldialkoxysilane is dimethyldimethoxysilane.
Claim 8
Dependent Claim
16 words
The process of claims 1, 2 or 4 wherein the hydrogen halide is anhydrous hydrogen chloride.
Claim 9
Dependent Claim
16 words
The process of claims 1, 2 or 4 wherein the hydrogen halide is aqueous hydrogen chloride.
Claim 10
Dependent Claim
30 words
The process of claim 1 wherein hydrogen halide is introduced into the column at a stoichiometric excess of about 15% to about 75% over the dialkyldialkoxysilane introduced into the column.
Claim 11
Dependent Claim
102 words
The process of claims 1, 2 or 4 wherein the dialkyldialkoxysilane is introduced into the column at a feed point located in the upper region of the column; the hydrogen halide is introduced into the column at a feed point located between the top of the column and the bottom of the column; and the hydrogen halide is maintained at reflux at a temperature of about 150° C. to about 175° C. whereby the yield of alkyl halide improves as the amount of hydrogen halide is increased from about a 15% to about a 60% stoichiometic excess over the amount of dialkyldialkoxysilane.
Claim 12
Dependent Claim
79 words
The process of claims 1, 2 or 4 wherein the dialkyldialkoxysilane and the hydrogen halide are introduced into the column at respective feed points located in the upper region of the column, and the hydrogen halide is maintained at reflux at a temperature of about 150° C. to about 175° C., whereby the yield of alkyl halide is about 99% when the hydrogen halide is fed into the column at a stoichiometric excess of about 50% over the dialkyldialkoxysilane.
Claim 13
Dependent Claim
112 words
The process of claims 1, 2 or 4 wherein the dialkyldialkoxysilane is introduced into the column at a feed point located in the upper region of the column; the hydrogen halide is introduced into the column at a feed point located in the lower region of the column; and the hydrogen halide is maintained at reflux at a temperature of about 150° C. to about 175° C., whereby the yield of cyclic organosiloxanes is greater than about 70% by weight of the organosiloxane composition when the hydrogen halide is fed into the column at a stoichiometric excess of about 15% to about 50% over the amount of dialkyldialkoxysilane fed into the column.
Claim 14
Dependent Claim
20 words
The process of claims 10, 11 or 12 wherein the dialkyldialkoxysilane is dimethyldimethoxysilane, and the hydrogen halide is hydrogen chloride.
Claim 15
Dependent Claim
126 words
A process for controlling the amount of alkyl halide product and the amount and type of organosiloxane product in the reaction of a dialkyldialkoxysilane and a hydrogen halide, comprising: (a) providing hydrogen halide under reflux in a column having at least one dialkyldialkoxysilane feed point and at least one hydrogen halide feed point between the top of the column and the bottom of the column; (b) varying the location of the respective hydrogen halide and dialkyldialkoxysilane feed points in the column; (c) introducing hydrogen halide and dialkyldialkoxysilane into the column in such proportions that the amount of hydrogen halide introduced into the column is at a stoichiometric excess relative to the dialkyldialkoxysilane introduced into the column; and (d) varying the stoichiometric excess of the hydrogen halide.
Claim 16
Dependent Claim
126 words
A process for controlling the amount of alkyl halide product and the amount and type of organosiloxane product in the reaction of a dialkyldialkoxysilane and a hydrogen halide, comprising: (a) providing hydrogen halide under reflux in a column having at least one dialkyldialkoxysilane feed point and at least one hydrogen halide feed point between the top of the column and the bottom of the column; (b) varying the location of the respective hydrogen halide and dialkyldialkoxysilane feed points in the column; (c) introducing hydrogen halide and dialkyldialkoxysilane into the column in such proportions that the amount of hydrogen halide introduced into the column is at a stoichiometric excess relative to the dialkyldialkoxysilane introduced into the column; and (d) varying the stoichiometric excess of the hydrogen halide.
Claim 17
Dependent Claim
19 words
The process of claim 14 further comprising varying the temperature of the hydrogen halide under reflux in the column.
Claim 18
Dependent Claim
43 words
The process of claims 14 or 15 further comprising heating a reboiler containing hydrogen halide at a temperature sufficient to cause the hydrogen halide in the reboiler to reflux in the column and thereafter introducing the dialkyldialkoxysilane and hydrogen halide into the column.
Claim 19
Dependent Claim
26 words
The process of claims 14, 15 or 16 wherein the hydrogen halide is hydrogen chloride; the dialkyldialkoxysilane is dimethyldimethoxysilane; and the alkyl halide is methyl chloride.
Claim 20
Dependent Claim
17 words
The process of claims 14, 15, 16 or 17 wherein the hydrogen halide is aqueous hydrogen chloride.
Claim 21
Dependent Claim
16 words
The process of claim 15 wherein the temperature is about 120° C. to about 175° C.
Claim 22
Dependent Claim
16 words
The process of claim 15 wherein the temperature is about 150° C. to about 175° C.
Claim 23
Dependent Claim
82 words
The process of claims 14, 15, 16 or 17 wherein the hydrogen halide and dialkyldialkoxysilane are introduced into the column at respective feed points located in the upper region of the column, and the amount of hydrogen halide is introduced at from about a 15% to about a 60% stoichiometric excess over the amount of dialkdialkoxysilane, whereby the amount of alkyl halide product is increased, and the amount of organosiloxane products of the cyclic type is substantially greater than the linear type.
Claim 24
Dependent Claim
105 words
The process of claims 14, 15, 16 or 17 wherein the hydrogen halide and dialkyldialkoxysilane are introduced into the column at respective feed points in the column, one of which respective feed points is located in the upper region of the column and the other of which respective feed points is located in the lower region of the column, and the amount of hydrogen halide introduced into the column is from about a 15% to about a 60% stoichiometric excess over the amount of dialkyldialkoxysilane, whereby the amount of organosiloxane products of the cyclic type is substantially greater than the amount of the linear type.
Claim 25
Dependent Claim
77 words
The process of claims 14, 15, 16 or 17 wherein the hydrogen halide and dialkyldialkoxysilane are introduced into the column at respective feed points located in the lower region of the column, and the hydrogen halide is introduced in an amount at from about a 15% to about a 75% stoichiometric excess over the amount of dialkyldialkoxysilane, whereby the amount of organosiloxane products of the linear type is substantially greater than the amount of the cyclic type.
Claim 26
Dependent Claim
40 words
The process of claims 14, 15, 16 or 17 further comprising heating a reboiler containing hydrogen halide at a temperature sufficient to maintain the hydrogen halide in the reboiler at a temperature of about 120° C. to about 175° C.
Claim 27
Dependent Claim
305 words
A process for controlling the amount of methyl chloride product and the amount and type of cyclic and linear organosiloxane products in the reaction of a dimethyldimethoxysilane and hydrogen chloride, comprising: (a) providing hydrogen chloride under reflux in a column having at least one dimethyldimethoxysilane feed point between the top of the column and the bottom of the column and at least one hydrogen chloride feed point between the top of the column and the bottom of the column; and (b) introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points located in the upper region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 60% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of methyl chloride product is increased, and the amount of organosiloxane product of the cyclic type is substantially greater than the linear type; or introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points in the column, one of which respective feed points is located in the upper region of the column and the other of which respective feed points is located in the lower region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 60% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of organosiloxane product of the cyclic type is substantially greater than the amount of the linear type; or introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points located in the lower region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 75% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of organosiloxane product of the linear type is substantially greater than the amount of the cyclic type.
Claim 28
Dependent Claim
305 words
A process for controlling the amount of methyl chloride product and the amount and type of cyclic and linear organosiloxane products in the reaction of a dimethyldimethoxysilane and hydrogen chloride, comprising: (a) providing hydrogen chloride under reflux in a column having at least one dimethyldimethoxysilane feed point between the top of the column and the bottom of the column and at least one hydrogen chloride feed point between the top of the column and the bottom of the column; and (b) introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points located in the upper region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 60% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of methyl chloride product is increased, and the amount of organosiloxane product of the cyclic type is substantially greater than the linear type; or introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points in the column, one of which respective feed points is located in the upper region of the column and the other of which respective feed points is located in the lower region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 60% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of organosiloxane product of the cyclic type is substantially greater than the amount of the linear type; or introducing hydrogen chloride and dimethyldimethoxysilane into the column at respective feed points located in the lower region of the column, the amount of hydrogen chloride being introduced at from about a 15% to about a 75% stoichiometric excess over the amount of dimethyldimethoxysilane, whereby the amount of organosiloxane product of the linear type is substantially greater than the amount of the cyclic type.
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USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1987-05-15 | 1987-11-14 | 1988-05-15 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1991-05-15 | 1991-11-14 | 1992-05-15 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1995-05-15 | 1995-11-14 | 1996-05-15 | $7700.00 | Window Closed / Lapsed |