US4496754A
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Silyl carbamates and synthesis thereof
Assignee: OSI Specialties Inc
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Filing: 1982-12-28
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Granted: 1985-01-29
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Expires: 2002-12-28
Abstract
Abstract Silyl carbamates are produced by the reaction under suitable reaction conditions of silanes bearing at least one silicon-hydrogen bond of the formula: R 4-x SiH x with an ammonium carbamate of the formula: R'R"NH 2 .sup.⊕ R'R"NCO 2 .sup.⊖. This novel route is much simpler and more direct than those previously known and provides a new classes of silyl carbamates.
Inventors
- 👤 Bernard Kanner
- 👤 Steven P. Hopper
- 👤 Dennis J. Sepelak
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-10-28 22:33
CPC Classifications
C; C07; C07F; C07F7/00; C07F7/02; C07F7/04; C07F7/08; C07F7/18; C07F7/1896
Claims Analysis
Total Claims: 41
Claim 1
Independent Claim
145 words
A process for preparing silyl carbamates which comprises reacting, under suitable reaction conditions, one or more silanes represented by the general formula: R.sub.4-x SiH.sub.x wherein R is individually an aliphatic or aromatic, saturated or unsaturated hydrocarbon or alkoxy radical containing from one to twelve carbon atoms, inclusive, and x has a value of from one to two; with one or more ammonium carbamates or corresponding carbamic acid compounds selected from ammonium, carbamates represented by the general formula: R'R"NH.sub.2.sup.⊕ R'R"NCO.sub.2.sup.⊖ or from the group of carbamic acid compounds represented by the general formula: R'R"NCOOH wherein R' and R" are individually hydrogen or an aliphatic saturated or unsaturated hydrocarbon radical containing from one to twelve carbon atoms inclusive, and thereafter recovering, said silyl carbamate, said recovered silyl carbamate being represented by the general formula: R.sub.4-x Si(O.sub.2 CNR'R").sub.x wherein R, R', R" and x are as previously defined.
Claim 2
Dependent Claim
145 words
A process for preparing silyl carbamates which comprises reacting, under suitable reaction conditions, one or more silanes represented by the general formula: R.sub.4-x SiH.sub.x wherein R is individually an aliphatic or aromatic, saturated or unsaturated hydrocarbon or alkoxy radical containing from one to twelve carbon atoms, inclusive, and x has a value of from one to two; with one or more ammonium carbamates or corresponding carbamic acid compounds selected from ammonium, carbamates represented by the general formula: R'R"NH.sub.2.sup.⊕ R'R"NCO.sub.2.sup.⊖ or from the group of carbamic acid compounds represented by the general formula: R'R"NCOOH wherein R' and R" are individually hydrogen or an aliphatic saturated or unsaturated hydrocarbon radical containing from one to twelve carbon atoms inclusive, and thereafter recovering, said silyl carbamate, said recovered silyl carbamate being represented by the general formula: R.sub.4-x Si(O.sub.2 CNR'R").sub.x wherein R, R', R" and x are as previously defined.
Claim 3
Dependent Claim
32 words
The process of claim 1 wherein the silane is one in which R is individually an aliphatic, saturated hydrocarbon or alkoxy radical wherein said radicals contain from one to eight carbon atoms.
Claim 4
Dependent Claim
29 words
The process of claim 1 wherein the ammonium carbamate is one in which R' and R" are individually hydrogen or alkyl groups containing from one to six carbon atoms.
Claim 5
Dependent Claim
20 words
The process of claim 1 wherein the reaction occurs at a temperature within about -50° C. to about 150° C.
Claim 6
Dependent Claim
18 words
The process of claim 4 wherein the reaction temperature is within about 0° C. to about 60° C.
Claim 7
Dependent Claim
11 words
The process of claim 1 wherein there is employed a solvent.
Claim 8
Dependent Claim
130 words
A process for preparing silyl carbamates which comprises reacting one or more silanes represented by the general formula: R.sub.4-x SiH.sub.x wherein R is individually an aliphatic, saturated hydrocarbon or alkoxy radical wherein said radicals contain from one to eight carbon atoms and x has a value of from one to two; with one or more ammonium carbamates or its corresponding carbamic acid compound selected from ammonium carbamates represented by the general formula: R'R"NH.sub.2.sup.⊕ R'R"NCO.sub.2.sup.⊖ wherein R' and R" are individually hydrogen or alkyl groups containing from one to six carbon atoms, said process taking place under suitable reaction conditions and at a temperature between about 50° C. to about 150° C. and thereafter recovering said silyl carbamate, said recovered silyl carbamate being represented by the general formula R.sub.4-x Si(O.sub.2 CNR'R").sub.x
Claim 9
Dependent Claim
130 words
A process for preparing silyl carbamates which comprises reacting one or more silanes represented by the general formula: R.sub.4-x SiH.sub.x wherein R is individually an aliphatic, saturated hydrocarbon or alkoxy radical wherein said radicals contain from one to eight carbon atoms and x has a value of from one to two; with one or more ammonium carbamates or its corresponding carbamic acid compound selected from ammonium carbamates represented by the general formula: R'R"NH.sub.2.sup.⊕ R'R"NCO.sub.2.sup.⊖ wherein R' and R" are individually hydrogen or alkyl groups containing from one to six carbon atoms, said process taking place under suitable reaction conditions and at a temperature between about 50° C. to about 150° C. and thereafter recovering said silyl carbamate, said recovered silyl carbamate being represented by the general formula R.sub.4-x Si(O.sub.2 CNR'R").sub.x
Claim 10
Dependent Claim
21 words
The process of claim 7 wherein the temperature is within the range of from about 0° C. to about 60° C.
Claim 11
Dependent Claim
11 words
The process of claim 7 wherein there is employed a solvent.
Claim 12
Dependent Claim
13 words
The process of claim 7 wherein the silyl carbamate is recovered by distillation.
Claim 13
Dependent Claim
50 words
A novel silyl carbamate represented by the general formula: R.sub.4-x Si(O.sub.2 CNR'R").sub.x wherein R is individually selected from the group consisting of methoxy, ethoxy, and i-propoxy groups; R' and R" are individually selected from the group consisting of methyl, ethyl, propyl and butyl groups; and x is one or two.
Claim 14
Dependent Claim
50 words
A novel silyl carbamate represented by the general formula: R.sub.4-x Si(O.sub.2 CNR'R").sub.x wherein R is individually selected from the group consisting of methoxy, ethoxy, and i-propoxy groups; R' and R" are individually selected from the group consisting of methyl, ethyl, propyl and butyl groups; and x is one or two.
Claim 15
Dependent Claim
32 words
The silyl carbamate of claim 10 wherein x is equal to one and wherein each R is individually an alkoxy group selected from the group consisting of methoxy, ethoxy, and i-propyl groups.
Claim 16
Dependent Claim
53 words
The silyl carbamate of claim 10 wherein x is equal to one and wherein one R is an alkyl group selected from the group consisting of methyl, ethyl and phenyl groups and wherein the remaining two R groups are individually alkoxy groups selected from the group consisting of methoxy, ethoxy and i-propoxy groups.
Claim 17
Dependent Claim
31 words
The silyl carbamate of claim 10 wherein x is equal to two and wherein each R is individually an alkoxy group selected from the group consisting of methoxy, ethoxy, and i-propoxy.
Claim 18
Dependent Claim
1 words
N,N-dimethylcarbamatotrimethoxysilane.
Claim 19
Dependent Claim
1 words
N,N-dimethylcarbamatotrimethoxysilane.
Claim 20
Dependent Claim
1 words
N,N-diethylcarbamatotriethoxysilane.
Claim 21
Dependent Claim
1 words
N,N-diethylcarbamatotriethoxysilane.
Claim 22
Dependent Claim
1 words
N,N-dimethylcarbamatotri-i-propoxysilane.
Claim 23
Dependent Claim
1 words
N,N-dimethylcarbamatotri-i-propoxysilane.
Claim 24
Dependent Claim
1 words
N,N-dimethylcarbamatodiethoxymethylsilane.
Claim 25
Dependent Claim
1 words
N,N-dimethylcarbamatodiethoxymethylsilane.
Claim 26
Dependent Claim
1 words
N,N-diethylcarbamatodimethoxymethylsilane.
Claim 27
Dependent Claim
1 words
N,N-diethylcarbamatodimethoxymethylsilane.
Claim 28
Dependent Claim
1 words
bis-(N,N-dimethylcarbamato)-dimethoxysilane.
Claim 29
Dependent Claim
1 words
bis-(N,N-dimethylcarbamato)-dimethoxysilane.
Claim 30
Dependent Claim
1 words
bis-(N,N-diethylcarbamato)-diethoxysilane.
Claim 31
Dependent Claim
1 words
bis-(N,N-diethylcarbamato)-diethoxysilane.
Claim 32
Dependent Claim
1 words
N,N-diethylcarbamatotrimethoxysilane.
Claim 33
Dependent Claim
1 words
N,N-diethylcarbamatotrimethoxysilane.
Claim 34
Dependent Claim
1 words
N,N-dimethylcarbamatotriethoxysilane.
Claim 35
Dependent Claim
1 words
N,N-dimethylcarbamatotriethoxysilane.
Claim 36
Dependent Claim
1 words
bis-(N,N-diethylcarbamato)-dimethoxysilane.
Claim 37
Dependent Claim
1 words
bis-(N,N-diethylcarbamato)-dimethoxysilane.
Claim 38
Dependent Claim
1 words
bis-(N,N-dimethylcarbamato)-diethoxysilane.
Claim 39
Dependent Claim
1 words
bis-(N,N-dimethylcarbamato)-diethoxysilane.
Claim 40
Dependent Claim
1 words
N,N-diethylcarbamatotri-i-propoxysilane.
Claim 41
Dependent Claim
1 words
N,N-diethylcarbamatotri-i-propoxysilane.
References Cited (Backward Citations)
USPTO Annuity & Maintenance Windows
| Annuity Stage | Window Opens | Payment Deadline | Surcharge Period Until | Estimated Fee | Status |
|---|---|---|---|---|---|
| 3.5 Years (Year 4) | 1988-01-29 | 1988-07-30 | 1989-01-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1992-01-29 | 1992-07-30 | 1993-01-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1996-01-29 | 1996-07-30 | 1997-01-29 | $7700.00 | Window Closed / Lapsed |