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US4808664A Expired / Lapsed US ⏱️ 0.0 years remaining

Moisture curable polyisobutylenes

Assignee: Dow Silicones Corp
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Filing: 1987-12-11
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Granted: 1989-02-28
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Expires: 2007-12-11
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Abstract

Abstract This invention provides novel moisture curable liquid isobutylene oligomers containing terminal groups of the formula ##STR1## where R represents a monovalent hydrocarbon or halogenated hydrocarbon radical, R' represents an alkylene radical, X is a hydrolyzable group bonded to silicon through oxygen or nitrogen, and n represents an integer from 1 to 5, inclusive. The invention also provides a method for preparing these oligomers by the hydrosilation of terminally unsaturated isobutylene oligomers with a siloxane of the general formula ##STR2## in the presence of a platinum-containing hydrosilation catalyst.

Inventors

  • 👤 John C. Saam

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 12:37
CPC Classifications
C; C08; C08F; C08F8/00; C08F8/42; C08F2810/00; C08F2810/20; C08F2810/40

Claims Analysis

Total Claims: 12
Claim 1
Independent Claim 132 words
A moisture curable composition comprising an organosiloxy-terminated isobutylene oligomer exhibiting a number average molecular weight of from 1,000 to 100,000, wherein the terminal units of said oligomer are ##STR13## at least 95 percent of the non-terminal repeating units of said oligomer are --C(CH.sub.3).sub.2 CH.sub.2 --, and any remaining repeating units other than the residue of the initiator-chain transfer agent used to polymerize the isobutylene are derived from ethylenically unsaturated hydrocarbons that are copolymerizable with isobutylene, the R substituents represent identical or different monovalent hydrocarbon radicals or halogenated monovalent hydrocarbon radicals, R' represents an alkylene radical containing from 2 to 10 carbon atoms, X represents a hydrolyzable group that is bonded to silicon by means of an oxygen atom or a nitrogen atom and n represents an integer from 1 to 5, inclusive.
Claim 2
Dependent Claim 132 words
A moisture curable composition comprising an organosiloxy-terminated isobutylene oligomer exhibiting a number average molecular weight of from 1,000 to 100,000, wherein the terminal units of said oligomer are ##STR13## at least 95 percent of the non-terminal repeating units of said oligomer are --C(CH.sub.3).sub.2 CH.sub.2 --, and any remaining repeating units other than the residue of the initiator-chain transfer agent used to polymerize the isobutylene are derived from ethylenically unsaturated hydrocarbons that are copolymerizable with isobutylene, the R substituents represent identical or different monovalent hydrocarbon radicals or halogenated monovalent hydrocarbon radicals, R' represents an alkylene radical containing from 2 to 10 carbon atoms, X represents a hydrolyzable group that is bonded to silicon by means of an oxygen atom or a nitrogen atom and n represents an integer from 1 to 5, inclusive.
Claim 3
Dependent Claim 44 words
A composition according to claim 1 where R is lower alkyl, phenyl or 3,3,3-trifluoropropyl, R' is ethylene or propylene, X represents an alkoxy, acyloxy, amino, amido or ketoximo group, n is 1 and all the repeating units of said oligomer are --C(CH.sub.3).sub.2 CH.sub.2 --.
Claim 4
Dependent Claim 34 words
A composition according to claim 2 where R is methyl or ethyl, R' is ethylene, X is methoxy or ethoxy and the number average molecular weight of said oligomer is from 1000 to 3000.
Claim 5
Dependent Claim 18 words
A composition according to claim 1 where said composition contains a catalyst for the hydrolysis/condensation of said oligomer.
Claim 6
Dependent Claim 17 words
A composition according to claim 4 where said catalyst is a tin compound or a titanium compound.
Claim 7
Independent Claim 150 words
A method for preparing a moisture curable organosiloxy-terminated isobutylene oligomer, said method comprising reacting an isobutylene oligomer exhibiting a number average molecular weight of from 1,000 to 100,000 and having a CH 2 ═CR"-radical at each of the two terminal positions with at least a stoichiometric amount of an organosilicon compound of the formula ##STR14## in the absence of atmospheric moisture and the presence of a catalytically effective amount of a platinum-group metal or a compound of said metal as a hydrosilation catalyst, where the R substituents represent identical or different monovalent hydrocarbon radicals or halogenated monovalent hydrocarbon radicals, R' represents an alkylene radical containing from 2 to 10 carbon atoms, R" represents a hydrogen atom or a methyl radical, X represents a hydrolyzable group that is bonded to silicon by means of a nitrogen atom or an oxygen atom, and n represents an integer from 1 to 5, inclusive.
Claim 8
Independent Claim 150 words
A method for preparing a moisture curable organosiloxy-terminated isobutylene oligomer, said method comprising reacting an isobutylene oligomer exhibiting a number average molecular weight of from 1,000 to 100,000 and having a CH 2 ═CR"-radical at each of the two terminal positions with at least a stoichiometric amount of an organosilicon compound of the formula ##STR14## in the absence of atmospheric moisture and the presence of a catalytically effective amount of a platinum-group metal or a compound of said metal as a hydrosilation catalyst, where the R substituents represent identical or different monovalent hydrocarbon radicals or halogenated monovalent hydrocarbon radicals, R' represents an alkylene radical containing from 2 to 10 carbon atoms, R" represents a hydrogen atom or a methyl radical, X represents a hydrolyzable group that is bonded to silicon by means of a nitrogen atom or an oxygen atom, and n represents an integer from 1 to 5, inclusive.
Claim 9
Dependent Claim 48 words
A method according to claim 6 where R is lower alkyl, phenyl or 3,3,3-trifluoropropyl, R' is ethylene or propylene, X represents an alkoxy, acyloxy, amino, amido or ketoximo group, n is 1, and all the repeating units of said oligomer are --C(CH 3 ) 2 CH 2 --.
Claim 10
Dependent Claim 34 words
A method according to claim 7 where R is methyl or ethyl, R' is ethylene, X is methoxy or ethoxy and the number average molecular weight of said oligomer is from 1000 to 3000.
Claim 11
Dependent Claim 57 words
A method according to claim 6 where the reaction of said oligomer is conducted at a temperature of from 50 to 150° C. in the presence of a liquid hydrocarbon diluent and said hydrosilation catalyst is selected from complexes of hexachloroplatinic acid with vinyl-containing organosiloxanes and reaction products of hexachloroplatinic acid with low molecular weight organic compounds.
Claim 12
Dependent Claim 17 words
A method according to claim 9 where said hydrosilation catalyst is a mercaptan derivative of hexachloroplatinic acid.

References Cited (Backward Citations)

FR2405985A1 Cited
US4342849A Cited
US4435536A Cited
US4524187A Cited
US4665127A Cited
US4735829A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-02-28 1992-08-29 1993-02-28 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-02-28 1996-08-29 1997-02-28 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-02-28 2000-08-29 2001-02-28 $7700.00 Window Closed / Lapsed

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