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US4496705A
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Synthesis of zwitterionic siloxane polymers
Assignee: General Electric Co
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Filing: 1984-01-04
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Granted: 1985-01-29
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Expires: 2004-01-04
Abstract
Abstract A method is provided for producing aminoalkyl-siloxane polymers of a high molecular weight by hydrolyzing a difunctional aminoalkyl-silane prior to incorporation into the siloxane polymer. The high molecular weight siloxane polymers obtained may be converted to zwitterionic siloxane rubbers with excellent engineering properties and integrity.
Inventors
- 👤 Robert A. Florence
- 👤 John R. Campbell
- 👤 Robert E. Williams, Jr.
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-07 11:58
CPC Classifications
C; C08; C08G; C08G77/00; C08G77/04; C08G77/22; C08G77/26; C08G77/38; C08G77/382; C08G77/392
Claims Analysis
Total Claims: 13
Claim 1
Independent Claim
192 words
A method of producing aminoalkyl-siloxane polymers comprising the steps of: (A) hydrolyzing difunctional aminoalkylsilane of the formula ##STR7## (B) removing a substantial portion of the alcohol coproduct from the hydrolysis reaction mixture of step (A) and (C) polymerizing hydroxy-terminated siloxane oligomers with the aminoalkyl-silane in the remaining hydrolysis reaction mixture of step (B); wherein each R b is a monovalent hydrocarbon radical independently selected from the group consisting of alkyl radicals of from 1 to 20 carbon atoms and aryl radicals of from 6 to 20 carbon atoms, R a is an aminoalkyl radical of the general formula: --(R.sup.1 --NH).sub.n --R.sup.2 --NH.sub.2 wherein R 1 and R 2 are divalent hydrocarbon radicals selected from the group consisting of alkylene radicals of from 1 to 10 carbon atoms and divalent aryl radicals of from 6 to 20 carbon atoms and n is an integer of from 0 to 5 inclusive, and R c is a monovalent radical selected from the group consisting of hydrogen, alkyl radicals of from 1 to 20 carbon atoms, aryl radicals of from 6 to 20 carbon atoms and the aminoalkyl radicals within the scope of R a .
Claim 2
Independent Claim
192 words
A method of producing aminoalkyl-siloxane polymers comprising the steps of: (A) hydrolyzing difunctional aminoalkylsilane of the formula ##STR7## (B) removing a substantial portion of the alcohol coproduct from the hydrolysis reaction mixture of step (A) and (C) polymerizing hydroxy-terminated siloxane oligomers with the aminoalkyl-silane in the remaining hydrolysis reaction mixture of step (B); wherein each R b is a monovalent hydrocarbon radical independently selected from the group consisting of alkyl radicals of from 1 to 20 carbon atoms and aryl radicals of from 6 to 20 carbon atoms, R a is an aminoalkyl radical of the general formula: --(R.sup.1 --NH).sub.n --R.sup.2 --NH.sub.2 wherein R 1 and R 2 are divalent hydrocarbon radicals selected from the group consisting of alkylene radicals of from 1 to 10 carbon atoms and divalent aryl radicals of from 6 to 20 carbon atoms and n is an integer of from 0 to 5 inclusive, and R c is a monovalent radical selected from the group consisting of hydrogen, alkyl radicals of from 1 to 20 carbon atoms, aryl radicals of from 6 to 20 carbon atoms and the aminoalkyl radicals within the scope of R a .
Claim 3
Dependent Claim
21 words
A method as in claim 1 wherein the difunctional aminoalkyl-silanes are selected from the group consisting of amino-propyl-methyldimethoxysilane, amino-propyl-ethyldimethoxysilane, and N-2-aminoethyl-δ-aminopropyl-methyldimethoxysilane.
Claim 4
Dependent Claim
76 words
A method as in claim 1 wherein the hydroxyterminated siloxane oligomers are of a formula selected from the group consisting of ##STR8## wherein each R" is a monovalent radical independently selected from the group consisting of alkyl radicals of from 1 to 8 carbon atoms, aryl radicals of from 6 to 20 carbon atoms, and the aminoalkyl radicals, R a , as defined in claim 1; and m is an integer of from 3 to 800.
Claim 5
Dependent Claim
17 words
A method as in claim 3 wherein the hydroxy-terminated siloxane oligomers are of a random chain length.
Claim 6
Dependent Claim
25 words
A method as in claim 1 wherein the difunctional aminoalkyl-silane is hydrolyzed by the addition of water and a catalytic quantity of base or acid.
Claim 7
Dependent Claim
25 words
A method as in claim 4 wherein the quantity of catalyst is within the range of 0.001 to 0.1 moles per mole of difunctional aminoalkyl-silane.
Claim 8
Dependent Claim
82 words
A method as in claim 5 wherein the hydrolysis catalyst is selected from the group consisting of hydrogen chloride, hydrogen bromide, hydrogen fluoride, acetic acid, trifluoro acetic acid, formic acid, trichloriacetic acid, butanoic acid, sodium hydroxide, potassium hydroxide, ammonia, and organic amine of the formula R 4 3 N wherein R 4 is a monovalent radical selected from the group consisting of hydrogen, alkyl radical of from 1 to 8 carbon atoms and aryl radicals of from 6 to 20 carbon atoms.
Claim 9
Dependent Claim
24 words
A method as in claim 3 wherein the hydroxy-terminated siloxane oligomers are selected from the group consisting of polydimethylsiloxane, polydimethyl-co-diphenyl siloxane and polymethylphenyl siloxane.
Claim 10
Dependent Claim
34 words
A method as in claim 1 wherein the polymerization of hydroxy-terminated siloxane oligomers and the aminoalkyl-silanes comprises heating both reactants in the presence of water, a catalytic quantity of base and an organic solvent.
Claim 11
Dependent Claim
37 words
A method as in claim 4 wherein said hydroxy-terminated siloxane oligomers of a random chain length are produced within the polymerization reaction medium of step (C) by hydrolyzing the siloxane oligomers added to said polymerization reaction medium.
Claim 12
Dependent Claim
40 words
A method as in claim 10 wherein the siloxane oligomers added to said polymerization reaction medium are selected from the group consisting of hydroxy-terminated and non-hydroxy-terminated siloxane oligomers having a degree of polymerization within the range of 3 to 5000.
Claim 13
Dependent Claim
37 words
A method as in claim 10 wherein the polymerization of hydroxy-terminated siloxane oligomers and the aminoalkyl-silanes comprises removing water from an admixture comprised of the remaining hydrolysis reaction medium of step (B) and said hydroxy-terminated siloxane oligomers.
References Cited (Backward Citations)
US3849359A
Cited
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 |