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US4060538A
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Process for the preparation of silane esters of tertiary alcohols
Assignee: Dynamit Nobel AG
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Filing: 1974-01-25
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Granted: 1977-11-29
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Expires: 1994-01-25
Abstract
Abstract An alkoxysilane of the formula ##STR1## WHEREIN: R is hydrogen, an alkyl radical of 1 to 4 carbon atoms or an alkenyl radical of C 2 -C 10 ; R' is alkyl; R" is tertiary alkyl; a is 1 or 2; b is 1 or 2; a + b does not exceed 3; and A process for preparing such alkoxysilane by the steps of: A. contacting in the liquid phase and without contacting in the gas phase a halogen silane of the formula R.sub.a SiX.sub.4-a wherein R is hydrogen, alkenyl of C 2 -C 10 or alkyl of C 1 -C 4 , a is 1 or 2 and X is halogen with a primary or secondary alcohol having the formula R'OH wherein R' is an alkyl group, an alkylene group or a polymer hydroxyalkylene group having a terminal alkyl ether grouping, said alcohol present in an amount not in excess of a 10% stoichiometric excess whereby to produce a halogen alkoxysilane; and B. thereafter contacting said halogen alkoxysilane with an alcohol of the formula R"OH wherein R" is a tertiary alkyl group of C 4 -C 8 in the presence of an acid-binding agent.
Inventors
- 👤 Hans Joachim Kotzsch
- 👤 Hans-Joachim Vahlensieck
- 👤 Claus-Dieter Seiler
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-02 14:31
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/54; C07; C07F; C07F7/00; C07F7/02; C07F7/025; C07F7/08; C07F7/18; C07F7/1804; C07F7/1872; C07F7/188
Claims Analysis
Total Claims: 35
Claim 1
Independent Claim
68 words
An alkoxysilane of the formula ##STR3## wherein R is hydrogen, or an alkenyl radical of C 2 -C 10 ; R' is alkyl of 1-8 carbon atoms, alkylene or a polyhydroxy alkylene group having a terminal hydroxy alkyl group; R" is a tertiary alkyl of 4 to 8 carbon atoms; a is 1 or 2; b is 1 or 2; and a + b does not exceed 3.
Claim 2
Dependent Claim
68 words
An alkoxysilane of the formula ##STR3## wherein R is hydrogen, or an alkenyl radical of C 2 -C 10 ; R' is alkyl of 1-8 carbon atoms, alkylene or a polyhydroxy alkylene group having a terminal hydroxy alkyl group; R" is a tertiary alkyl of 4 to 8 carbon atoms; a is 1 or 2; b is 1 or 2; and a + b does not exceed 3.
Claim 3
Dependent Claim
10 words
An alkoxysilane according to claim 1 wherein R is hydrogen.
Claim 4
Dependent Claim
18 words
An alkoxysilane according to claim 2 wherein R' is an alkyl radical of 1 to 4 carbon atoms.
Claim 5
Dependent Claim
16 words
An alkoxysilane according to claim 3 wherein R" is a tertiary alkyl of 4-5 carbon atoms.
Claim 6
Dependent Claim
10 words
An alkoxysilane according to claim 4 wherein b equals 1.
Claim 7
Dependent Claim
10 words
An alkoxysilane according to claim 4 wherein b equals 2.
Claim 8
Dependent Claim
16 words
An alkoxysilane according to claim 1 wherein R equals alkenyl of C 2 -C 10 .
Claim 9
Dependent Claim
18 words
An alkoxysilane according to claim 7 wherein R is an alkenyl group of C 2 -C 3 .
Claim 10
Dependent Claim
18 words
An alkoxysilane according to claim 8 wherein R' is an alkyl group of 1 to 4 carbon atoms.
Claim 11
Dependent Claim
10 words
An alkoxysilane according to claim 7 wherein b equals 1.
Claim 12
Dependent Claim
10 words
An alkoxysilane according to claim 10 wherein b equals 2.
Claim 13
Dependent Claim
17 words
An alkoxysilane according to claim 1 which is a tertiary butoxydimethoxy silane having the formula HSi[OC(CH.sub.3).sub.3 ](OCH.sub.3).sub.2.
Claim 14
Dependent Claim
18 words
An alkoxysilane according to claim 1 which silane is a ditertiarybutoxymethoxy silane having the formula HSi[OC(CH.sub.3).sub.3 ].sub.2 (OCH.sub.3).
Claim 15
Dependent Claim
18 words
An alkoxysilane according to claim 1 which is a tertiary butoxydi-(2-methoxyethoxy)-silane having the formula HSi[OC(CH.sub.3).sub.3 ](OC.sub.2 H.sub.4 OCH.sub.3).sub.2.
Claim 16
Dependent Claim
18 words
An alkoxysilane according to claim 1 which is a vinyltertiary butoxydiethoxysilane having the formula CH.sub.2 ═CHSi[OC(CH.sub.3).sub.3 ](OC.sub.2 H.sub.5).sub.2.
Claim 17
Dependent Claim
10 words
An alkoxysilane according to claim 1 wherein b equal 1.
Claim 18
Dependent Claim
153 words
A process for preparing a compound of claim 1 which comprises the steps of: A. contacting in the liquid phase and without contacting in the gas phase hydrogen silane of the formula R.sub.2 SiX.sub.4-a wherein R is hydrogen, alkenyl of C 2 -C 10 or alkyl of C 1 -C 4 , a is 1 or 2 and X is halogen, with a primary or secondary alcohol having the formula R'OH wherein R' is an alkyl group, an alkylene group or a polyhydroxyalkylene group having a terminal hydroxy alkyl group; said alcohol present in an amount not in excess of a 10% stoichiometric excess relative to the halogen alkoxysilane thereby produced; B. thereafter without isolating the resultant halogen alkoxysilane from step A contacting said halogen alkoxysilane with an alcohol of the formula R"OH wherein R" is a tertiary alkyl group of C 4 -C 8 in the presence of an acid binding agent.
Claim 19
Dependent Claim
23 words
A process according to claim 17 wherein said acid-binding acceptor is selected from the group consisting of pyridene, apicoline, lutidine, trimethylamine and triethylamine.
Claim 20
Dependent Claim
36 words
A process according to claim 17 wherein step A is conducted by initially charging a reaction vessel with the halogen silane and introducing into such halogen silane through an immersion tube said primary or secondary alcohol.
Claim 21
Dependent Claim
19 words
A process according to claim 19 wherein the halogen silane is dissolved in a solvent in the reaction vessel.
Claim 22
Dependent Claim
13 words
A process according to claim 20 wherein the solvent is a chlorinated hydrocarbon.
Claim 23
Dependent Claim
22 words
A process according to claim 21 wherein the chlorinated hydrocarbon is selected from the group consisting of cis-dichloroethylene, trans-dichloroethylene, trichloroethylene, and perchloroethylene.
Claim 24
Dependent Claim
30 words
A process according to claim 20 wherein the halogen silane is selected from the group consisting of trichlorsilane, methyldichlorsilane, ethyldichlorsilane, n-propyldichlorsilane, isobutyldichlorsilane, vinyldichlorsilane, vinyltrichlorsilane, vinylmethyldichlorsilane, dimethyldichlorsilane, propenyltrichlorsilane, allyltrichlorsilane and 3-chloropropyltrichlorsilane.
Claim 25
Dependent Claim
31 words
A process according to claim 23 wherein the alcohol of the formula R'OH is selected from the group consisting of methanol, ethanol, normal propanol, normal butanol, 2-methoxyethanol and polyethylene glycol monoether.
Claim 26
Dependent Claim
26 words
A process according to claim 24 wherein the tertiary alcohol is selected from the group consisting of tertiary butanol, tertiary pentyl alcohol and tertiary amyl alcohol.
Claim 27
Dependent Claim
15 words
A composition of claim 1 which is present in a purity of at least 94%.
Claim 28
Dependent Claim
9 words
A composition of claim 1 which is 100% pure.
Claim 29
Dependent Claim
37 words
A process according to claim 17 wherein to the reaction mixture of step A there is introduced, following formation of the intermediate halogen alkoxysilane and without any purification or isolation thereof, said alcohol of the formula R'OH.
Claim 30
Dependent Claim
10 words
A process according to claim 28 wherein R is hydrogen.
Claim 31
Dependent Claim
16 words
A process according to claim 28 wherein R is alkenyl of C 2 -C 10 .
Claim 32
Dependent Claim
223 words
An alkoxysilane of the formula ##STR4## wherein R is hydrogen, an alkyl radical of 1 to 4 carbon atoms or an alkenyl radical of C 2 -C 10 , R' is alkyl of 1 to 8 carbon atoms and R" is tertiary alkyl of 4 to 8 carbon atoms, a is 1 or 2, b is 1 or 2 and a plus b does not exceed 3, which is at least 94% pure, produced by a process comprising the steps of: A. contacting in the liquid phase and without contacting in the gas phase halogen silane of the formula R a SiX 4-a wherein R is hydrogen, alkenyl of C 2 -C 10 or alkyl of C 1 -C 4 , a is 1 or 2 and X is halogen, with a primary or secondary alcohol having the formula R'OH wherein R' is an alkyl group, an alkylene group or a polyhydroxyalkylene group having a terminal hydroxy alkyl group; said alcohol present in an amount not in excess of a 10% stoichiometric excess whereby to produce a halogen alkoxysilane as an intermediate; B. thereafter contacting said halogen alkoxysilane while in the reaction mixture of step A with an alcohol of the formula R'OH wherein R' is a tertiary alkyl group of C 4 -C 8 in the presence of an acid binding agent.
Claim 33
Dependent Claim
223 words
An alkoxysilane of the formula ##STR4## wherein R is hydrogen, an alkyl radical of 1 to 4 carbon atoms or an alkenyl radical of C 2 -C 10 , R' is alkyl of 1 to 8 carbon atoms and R" is tertiary alkyl of 4 to 8 carbon atoms, a is 1 or 2, b is 1 or 2 and a plus b does not exceed 3, which is at least 94% pure, produced by a process comprising the steps of: A. contacting in the liquid phase and without contacting in the gas phase halogen silane of the formula R a SiX 4-a wherein R is hydrogen, alkenyl of C 2 -C 10 or alkyl of C 1 -C 4 , a is 1 or 2 and X is halogen, with a primary or secondary alcohol having the formula R'OH wherein R' is an alkyl group, an alkylene group or a polyhydroxyalkylene group having a terminal hydroxy alkyl group; said alcohol present in an amount not in excess of a 10% stoichiometric excess whereby to produce a halogen alkoxysilane as an intermediate; B. thereafter contacting said halogen alkoxysilane while in the reaction mixture of step A with an alcohol of the formula R'OH wherein R' is a tertiary alkyl group of C 4 -C 8 in the presence of an acid binding agent.
Claim 34
Dependent Claim
68 words
An alkoxysilane of the formula ##STR5## wherein R is hydrogen, an alkyl radical of 1 to 4 carbon atoms or an alkenyl radical of C 2 -C 10 ; R' is alkyl of 1 to 8 carbon atoms, alkylene or a polyhydroxyl alkylene group having a terminal hydroxy alkyl group; R" is a tertiary alkyl of 4 to 8 carbon atoms; a is 1; and b is 1.
Claim 35
Dependent Claim
68 words
An alkoxysilane of the formula ##STR5## wherein R is hydrogen, an alkyl radical of 1 to 4 carbon atoms or an alkenyl radical of C 2 -C 10 ; R' is alkyl of 1 to 8 carbon atoms, alkylene or a polyhydroxyl alkylene group having a terminal hydroxy alkyl group; R" is a tertiary alkyl of 4 to 8 carbon atoms; a is 1; and b is 1.
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) | 1980-11-28 | 1981-05-30 | 1981-11-29 | $2000.00 | Window Closed / Lapsed |
| 7.5 Years (Year 8) | 1984-11-28 | 1985-05-30 | 1985-11-29 | $3760.00 | Window Closed / Lapsed |
| 11.5 Years (Year 12) | 1988-11-28 | 1989-05-30 | 1989-11-29 | $7700.00 | Window Closed / Lapsed |