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US5034490A Expired / Lapsed US ⏱️ 0.0 years remaining

Curable norbornenyl functional silicone formulations

Assignee: Henkel Loctite Corp
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Filing: 1989-02-24
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Granted: 1991-07-23
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Expires: 2009-02-24
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Abstract

Abstract A composition cureable to a solid crosslinked polyorganosiloxane comprises: a) a norbornene functional silicone prepolymer having a plurality of groups of the formula: ##STR1## bound to silicone atoms thereof, where R is H or methyl, R 1 is a direct bond of --C(═O)O-- and R 4 is ethylene, ethenylene, propylene or propenylene, b) a coreactive silicone prepolymer selected from SiH functional silicones, and alkylthiol functional silicones, said polyorganosiloxanes (a) and (b) being present in an equivalent ratio of between 2:1 and 1:2 norbornene to silicon hydride or alkyl thiol groups, and c) an effective amount of a hydrosilation or thiol-ene cure catalyst, respectively.

Inventors

  • 👤 Anthony F. Jacobine
  • 👤 David M. Glaser
  • 👤 Steven T. Nakos

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-04 20:02
CPC Classifications
C; C08; C08L; C08L83/00; C08L83/04; C08G; C08G75/00; C08G75/02; C08G75/04; C08G75/045; C08G77/00; C08G77/04; C08G77/20; C08G77/38; C08L83/06; C08L83/08; C08G77/12

Claims Analysis

Total Claims: 16
Claim 1
Independent Claim 101 words
A composition curable to a crosslinked polyorganosiloxane the composition comprising: a) A silicone prepolymer having a plurality of norbornene functional groups of the formula: ##STR13## bound to silicon atoms thereof, where R is H or methyl, R 1 is a direct bond or --C(═O)O-- and R 4 is ethylene, ethylene, propylene or propenylene, b) a coreactive alkylthiol functional silicone prepolymer having a plurality of alkylthiol functional groups, said silicone prepolymers (a) and (b) being present in an equivalent ratio of between 2:1 and 1:2 norbornene to alkylthiol groups, and c) an effective amount for cure initiation of a thiol-ene cure catalyst.
Claim 2
Dependent Claim 101 words
A composition curable to a crosslinked polyorganosiloxane the composition comprising: a) A silicone prepolymer having a plurality of norbornene functional groups of the formula: ##STR13## bound to silicon atoms thereof, where R is H or methyl, R 1 is a direct bond or --C(═O)O-- and R 4 is ethylene, ethylene, propylene or propenylene, b) a coreactive alkylthiol functional silicone prepolymer having a plurality of alkylthiol functional groups, said silicone prepolymers (a) and (b) being present in an equivalent ratio of between 2:1 and 1:2 norbornene to alkylthiol groups, and c) an effective amount for cure initiation of a thiol-ene cure catalyst.
Claim 3
Dependent Claim 15 words
A composition as in claim 1 wherein the said catalyst is a free radical initiator.
Claim 4
Dependent Claim 14 words
A formulation as in claim 2 wherein the initiator is a free radical photoinitiator.
Claim 5
Dependent Claim 21 words
A formulation as in claim 2 wherein the norbornene functional silicone prepolymer has the formula: ##STR14## where q is from 100-1500.
Claim 6
Dependent Claim 28 words
A formulation as in claim 4 wherein the norbornene functional silicone prepolymer and the alkylthiol functional silicone prepolymer are present in about equal amounts on an equivalents basis.
Claim 7
Dependent Claim 45 words
A formulation as in claim 1 wherein the alkylthiol functional silicone prepolymer component comprises between about 20% and 80%, on the basis of total equivalents of alkylthiol, of a compound of the formula: ##STR15## where m is between 1 and 3 and n is 3-15.
Claim 8
Dependent Claim 85 words
A formulation as in claim 1 wherein the coreactive silicone prepolymer component is a mixture of alkylthiol functional silicones which consists essentially of a polythiol compound of the formula: ##STR16## where R 7 is lower alkylene, x is 3-10 and y is 25-50 and an oligomeric dithiol chain extender of the formula: ##STR17## where m is between 1 and 3 and n is 3-15, said polythiol being present in an amount of at least 20% of the total number of equivalents of the alkylthiol component.
Claim 9
Dependent Claim 18 words
A formulation as in claim 7 wherein R 7 is ethylene, m is 1 and n is 3-4.
Claim 10
Dependent Claim 44 words
A composition as in claim 1 wherein the norbornene functional silicone prepolymer is substantially free of groups of the formula: ##STR18## bound to silicon atoms thereof where R and R 1 are as previously described and R 2 is vinyl, ethynyl, allyl or propargyl.
Claim 11
Dependent Claim 18 words
A composition as in claim 1 wherein R 1 is a direct bond and R 4 is ethylene.
Claim 12
Dependent Claim 20 words
A composition as in claim 1 wherein R 1 is --C(═O)O-- and R 4 is a propylene or propenylene group.
Claim 13
Dependent Claim 18 words
A composition as in claim 1 wherein the total reactive functionality of the composition is greater than 4.
Claim 14
Dependent Claim 45 words
A formulation as in claim 1 wherein at least 20% of the alkylthiol functional silicone prepolymer, based on the total number of thiol equivalents, comprises a polythiol compound of the formula: ##STR19## where R 7 is lower alkylene, x is 3-10 and y is 25-50.
Claim 15
Dependent Claim 11 words
A polymer produced by curing a composition as in claim 2.
Claim 16
Dependent Claim 11 words
A polymer produced by curing a composition as in claim 7.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1994-07-22 1995-01-21 1995-07-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1998-07-22 1999-01-21 1999-07-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2002-07-22 2003-01-21 2003-07-23 $7700.00 Window Closed / Lapsed

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