US4060539A
Expired / Lapsed
US
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Sulfurous organic silicon compounds, a process for their preparation, and their use as adhesivizing agents
Assignee: Dynamit Nobel AG
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Filing: 1976-02-24
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Granted: 1977-11-29
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Expires: 1996-02-24
Abstract
Abstract A sulfurous organosilicon compound of the general formula ##STR1## IN WHICH R represents a C 1-4 alkyl, a cycloalkyl, a C 1-4 alkyloxyalkyl or a phenyl radical, R' = a branched or unbranched alkylene radical of 1-6 carbon atoms, or a phenylene or benzylene radical, R" = oxygen or sulfur atom, R'" = hydrogen or CH 3 , X = 1 or 2, and n = 1 or 2, Processes for its production and its use as an adhesivizing agent to join inorganic substances to organic substances.
Inventors
- 👤 Claus-Dietrich Seiler
- 👤 Hans-Joachim Vahlensieck
- 👤 Jurgen Amort
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-08 12:20
CPC Classifications
C; C08; C08J; C08J5/00; C08J5/04; C08J5/06; C08J5/08; C07; C07F; C07F7/00; C07F7/02; C07F7/08; C07F7/18; C07F7/1804; C08G; C08G77/00; C08G77/04; C08G77/22; C08G77/28; C08J2367/00; C08J2367/06
Claims Analysis
Total Claims: 19
Claim 1
Independent Claim
71 words
A sulfur-containing organosilicon compound of the formula ##STR12## wherein R is a C 1-4 alkyl, cycloalkyl, C 2-3 alkoxyalkyl or phenyl radical, R' is a branched or unbranched alkylene radical having 1 to 6 carbon atoms, phenylene or benzyl radical, R" is an oxygen or sulfur atom R''' is a hydrogen atom or a methyl group, n is 1 or 2, x is 1 or 2 or a hydrolysis product thereof.
Claim 2
Dependent Claim
71 words
A sulfur-containing organosilicon compound of the formula ##STR12## wherein R is a C 1-4 alkyl, cycloalkyl, C 2-3 alkoxyalkyl or phenyl radical, R' is a branched or unbranched alkylene radical having 1 to 6 carbon atoms, phenylene or benzyl radical, R" is an oxygen or sulfur atom R''' is a hydrogen atom or a methyl group, n is 1 or 2, x is 1 or 2 or a hydrolysis product thereof.
Claim 3
Dependent Claim
10 words
A compound according to claim 1 having the formula ##STR13##
Claim 4
Dependent Claim
10 words
A compound according to claim 1 having the formula ##STR14##
Claim 5
Dependent Claim
10 words
A compound according to claim 1 having the formula ##STR15##
Claim 6
Dependent Claim
10 words
A compound according to claim 1 having the formula ##STR16##
Claim 7
Dependent Claim
90 words
A process for the production of a sulfur-containing organosilicon compound of the general formula ##STR17## wherein R, R', R'', R''', x and n having the meanings set forth in claim 1 which comprises contacting a mercapto compound of the formula (RO).sub.3 --Si--R'--SH (II) in which R and R' have the previously assigned significance with a compound of the general formula ##STR18## wherein R'' and R''' have the meanings given above and X represents a group which is a halogen atom, an alkoxy group, an amido group or a hydrazide group.
Claim 8
Dependent Claim
18 words
A process according to claim 6 wherein the process is carried out in the presence of a trialkylamine.
Claim 9
Dependent Claim
15 words
A process according to claim 6 carried out in the presence of a polymerization inhibitor.
Claim 10
Dependent Claim
22 words
A process according to claim 8 wherein said polymerization inhibitor is selected from the group consisting of quinone, hydroquinone and an aminophenol.
Claim 11
Dependent Claim
73 words
A process for the preparation of a sulfur-containing organosilicon compound of the general formula ##STR19## wherein R, R', R'', R''', x and n have the meanings given in claim 1 which comprises contacting a mercapto compound of the formula (RO).sub.3 --Si--R'--SH (II) wherein R and R' have the meanings given above with a methacrylic acid-ester, acid halide, acrylic acid ester, acrylic acid halide, an ester or acid halide of monothiomethacrylic or monothioacrylic acid.
Claim 12
Dependent Claim
14 words
A process according to claim 10 wherein γ-mercaptopropyltrimethoxysilane is reacted with methacrylic acid chloride.
Claim 13
Dependent Claim
13 words
A process according to claim 10 wherein γ-mercaptoethyltriethoxysilane is reacted with methacrylic acid.
Claim 14
Dependent Claim
14 words
A process according to claim 10 wherein γ-mercaptopropyltrimethoxysilane is reacted with acrylic acid chloride.
Claim 15
Dependent Claim
14 words
A process according to claim 10 wherein γ-mercaptopropyltrimethoxysilane is reacted with thiomethacrylic acid chloride.
Claim 16
Dependent Claim
19 words
A process according to claim 10 wherein the compound which reacts with the mercapto compound is an acid halide.
Claim 17
Dependent Claim
18 words
A process according to claim 10 wherein the compound which reacts with the mercapto compound is an ester.
Claim 18
Dependent Claim
91 words
A process for the production of a sulfur-containing organosilicon compound of the formula ##STR20## which comprises contacting a mercapto compound of the general formula ##STR21## wherein R'' and R''' have the meanings given in claim 1, and a can have any value of 0 to 4 and x can have values of 1 and 2 with a compound of the formula (RO).sub.4-n --Si--H.sub.n in which R has the meanings given in claim 1 in the presence of a platinum compound whereby compounds of the general formula of claim 1 are produced.
Claim 19
Dependent Claim
16 words
A process according to claim 17 wherein said mercapto compound is an alkenylthioacrylate or alkenylthiomethacrylate compound.
References Cited (Backward Citations)
US3621046A
Cited
US3632826A
Cited
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 |