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US4077927A Expired / Lapsed US ⏱️ 0.0 years remaining

Cured epoxy polymer having improved adhesive properties

Assignee: AT&T Inc
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Filing: 1975-12-19
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Granted: 1978-03-07
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Expires: 1995-12-19
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Abstract

Abstract A cured epoxy polymer having improved adhesive properties is disclosed. The epoxy polymer is the reaction product of a mixture comprising a resin component comprising (a) a diglycidyl ether based upon linoleic dimer acid, (b) an elastomerically modified epoxy resin blend and (c) a diglycidyl ether of bisphenol A and/or bisphenol F and a suitable curing agent. The reaction mixture is heated at a suitable temperature for a period of time sufficient to attain a full cure of the epoxy.

Inventors

  • 👤 Charles Allen McPherson

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-26 09:31
CPC Classifications
H; H05; H05K; H05K3/00; H05K3/38; H05K3/386; H05K3/387; C; C08; C08G; C08G59/00; C08G59/18; C08G59/182; C08G59/186; C08G59/20; C08G59/22; C08G59/30; C09; C09J; C09J163/00; C08L; C08L2666/00; C08L2666/02; C08L2666/04; C08L2666/08; H05K2201/00; H05K2201/01; H05K2201/0104; H05K2201/0133; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31511; Y10T428/31515; Y10T428/31518; Y10T428/31522; Y10T428/31525; Y10T428/31529; Y10T428/31678; Y10T428/31692; Y10T428/31696; Y10T428/31855

Claims Analysis

Total Claims: 14
Claim 1
Independent Claim 428 words
A cured epoxy polymer having improved adhesive properties comprising the reaction product of a mixture comprising: (1) a resin component comprising, (a) about 25 to about 95 parts by weight per 100 parts by weight of said resin component of a diglycidyl ether based upon linoleic dimer acid selected from the group consisting of (a 1 ) an adduct of two moles of the diglycidyl ether of bisphenol A and one mole of linoleic dimer acid having a structural formula of ##STR31## and an epoxide equivalent weight of 650 to 750, (b 1 ) a diglycidyl ether of linoleic dimer acid having a structural formula of ##STR32## and an epoxide equivalent weight of 400 to 420, and (c 1 ) a mixture thereof, (b) about 5 to about 50 parts by weight per 100 parts by weight of the resin component of an elastomerically modified epoxy resin blend comprising the reaction product of about 40 weight percent of a carboxyl terminated acrylonitrile/butadiene random copolymer having a structural formula of ##STR33## containing 2.37 percent carboxyl groups, 18 to 19 percent bound acrylontrile and having a number average molecular weight of 3200, combined with about 60 weight percent of a diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A having an epoxide equivalent weight of 180 to 195 and a diglycidyl ether of bisphenol F having an epoxide equivalent weight of 152 to 167; and (c) a remainder of a suitable diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A, a diglycidyl ether of bisphenol F or a mixture thereof; and (2) a suitable curing agent selected from (a) an acid anhydride present in an amount ranging from about 16 to about 60 parts by weight per 100 parts by weight of the resin component, (b) a suitable polyamine present in an equal mole-to-mole ratio with the resin component, (c) a mixture comprising said polyamine in (b) above combined with at least 5 parts by weight per 100 parts by weight of the resin component of a suitable acid anhydride, (d) a mixture comprising said acid anhydride in (a) above combined with up to about 30 parts by weight per 100 parts by weight of the resin component of a carboxylic acid selected from the group consisting of dicarboxylic acid having a structural formula of ##STR34## where R" is an organic radical selected from ##STR35## a trimer acid having a stoichiometry of C 54 H 96 O 6 , and a mixture thereof, and (e) a mixture of the foregoing.
Claim 2
Dependent Claim 428 words
A cured epoxy polymer having improved adhesive properties comprising the reaction product of a mixture comprising: (1) a resin component comprising, (a) about 25 to about 95 parts by weight per 100 parts by weight of said resin component of a diglycidyl ether based upon linoleic dimer acid selected from the group consisting of (a 1 ) an adduct of two moles of the diglycidyl ether of bisphenol A and one mole of linoleic dimer acid having a structural formula of ##STR31## and an epoxide equivalent weight of 650 to 750, (b 1 ) a diglycidyl ether of linoleic dimer acid having a structural formula of ##STR32## and an epoxide equivalent weight of 400 to 420, and (c 1 ) a mixture thereof, (b) about 5 to about 50 parts by weight per 100 parts by weight of the resin component of an elastomerically modified epoxy resin blend comprising the reaction product of about 40 weight percent of a carboxyl terminated acrylonitrile/butadiene random copolymer having a structural formula of ##STR33## containing 2.37 percent carboxyl groups, 18 to 19 percent bound acrylontrile and having a number average molecular weight of 3200, combined with about 60 weight percent of a diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A having an epoxide equivalent weight of 180 to 195 and a diglycidyl ether of bisphenol F having an epoxide equivalent weight of 152 to 167; and (c) a remainder of a suitable diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A, a diglycidyl ether of bisphenol F or a mixture thereof; and (2) a suitable curing agent selected from (a) an acid anhydride present in an amount ranging from about 16 to about 60 parts by weight per 100 parts by weight of the resin component, (b) a suitable polyamine present in an equal mole-to-mole ratio with the resin component, (c) a mixture comprising said polyamine in (b) above combined with at least 5 parts by weight per 100 parts by weight of the resin component of a suitable acid anhydride, (d) a mixture comprising said acid anhydride in (a) above combined with up to about 30 parts by weight per 100 parts by weight of the resin component of a carboxylic acid selected from the group consisting of dicarboxylic acid having a structural formula of ##STR34## where R" is an organic radical selected from ##STR35## a trimer acid having a stoichiometry of C 54 H 96 O 6 , and a mixture thereof, and (e) a mixture of the foregoing.
Claim 3
Dependent Claim 32 words
The cured epoxy as defined in claim 1 wherein said curing agent comprises at least one acid anhydride present in an amount which yields an anhydride-to-epoxide molar ratio of 0.6 to 0.9.
Claim 4
Dependent Claim 126 words
The cured epoxy polymer as defined in claim 1 wherein said reaction mixture comprises: said diglycidyl ether in (a 1 ) above, present in an amount of about 75 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 25 parts by weight per 100 parts by weight of said resin component; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 20 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 2.5 parts by weight per 100 parts by weight of said resin component of phthalic anhydride.
Claim 5
Dependent Claim 185 words
The cured epoxy polymer as defined in claim 1 wherein said reaction mixture comprises: said diglycidyl ether in (a 1 ) above, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said remainder in (c) above, comprising said diglycidyl ether of bisphenol A which comprises about 40 parts by weight per 100 parts by weight of said resin component of a brominated diglycidyl ether of bisphenol A, containing 18 to 20 weight percent of bromine and having an epoxide equivalent weight of 450 to 500; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 30 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 16 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride.
Claim 6
Dependent Claim 198 words
The cured epoxy as defined in claim 1 wherein said reaction mixture comprises: said diglycidyl ether in (a 1 ) above, present in an amount of about 40 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (b) above, where said combined diglycidyl ether comprises bisphenol F, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said diglycidyl ether, in (c) above, comprising a brominated diglycidyl ether of bisphenol A, containing 18 to 20 weight percent of bromine and having an epoxide equivalent weight of 450 to 500, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 20 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride, about 10 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride, and about 10 parts by weight per 100 parts by weight of said resin component of citraconic anhydride.
Claim 7
Dependent Claim 178 words
The cured epoxy as defined in claim 1 wherein said reaction mixture comprises: said diglycidyl ether in (b 1 ) above, present in an amount of about 28.8 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 32.7 parts by weight per 100 parts by weight of said resin component; said diglycidyl ether of bisphenol A, in (c) above, comprising about 38.5 parts per 100 parts by weight of said resin component of a brominated diglycidyl ether of bisphenol A, containing 18 of bromine 20 weight percent bromine and having an epoxide equivalent weight of 450 to 500; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 24 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 24 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride.
Claim 8
Dependent Claim 421 words
A curable epoxy composition comprising a mixture which comprises: (1) a resin component comprising: (a) about 25 to about 95 parts by weight per 100 parts by weight of said resin component of a diglycidyl ether based upon linoleic dimer acid selected from the group consisting of (a 1 ) an adduct of two moles of the diglycidyl ether of bisphenol A and one mole of linoleic dimer acid having a structural formula of ##STR36## and an epoxide equivalent weight of 650 to 750, (b 1 ) a diglycidyl ether of linoleic dimer acid having a structural formula of ##STR37## and an epoxide equivalent weight of 400 to 420, and (c 1 ) a mixture thereof, (b) about 5 to about 50 parts by weight per 100 parts by weight of the resin component of an elastomerically modified epoxy resin blend comprising the reaction product of about 40 weight percent of a carboxyl terminated acrylonitrile/butadiene random copolymer having a structural formula of ##STR38## containing 2.37 percent carboxyl groups, 18 to 19 percent bound acrylonitrile and having a number average molecular weight of 3200, combined with about 60 weight percent of a diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A having an epoxide equivalent weight of 180 to 195 and a diglycidyl ether of bisphenol F having an epoxide equivalent weight of 152 to 167; and (c) a remainder of a suitable diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A, a diglycidyl ether of bispenol F or a mixture thereof; and (2) a suitable curing agent selected from (a) an acid anhydride present in an amount ranging from about 16 to about 60 parts by weight per 100 parts by weight of the resin component, (b) a suitable polyamine present in an equal mole-to-mole ratio with the resin component, (c) a mixture comprising said polyamine in (b) above combined with at least 5 parts by weight per 100 parts by weight of the resin component of a suitable acid anhydride, (d) a mixture comprising said acid anhydride in (a) above combined with up to about 30 parts by weight per 100 parts by weight of the resin component of a carboxylic acid selected from the group consisting of a dicarboxylic acid having a structural formula of ##STR39## where R" is an radical selected from ##STR40## a trimer acid having a stoichiometry of C 54 H 96 O 6 , and a mixture thereof, and (e) a mixture of the foregoing.
Claim 9
Dependent Claim 421 words
A curable epoxy composition comprising a mixture which comprises: (1) a resin component comprising: (a) about 25 to about 95 parts by weight per 100 parts by weight of said resin component of a diglycidyl ether based upon linoleic dimer acid selected from the group consisting of (a 1 ) an adduct of two moles of the diglycidyl ether of bisphenol A and one mole of linoleic dimer acid having a structural formula of ##STR36## and an epoxide equivalent weight of 650 to 750, (b 1 ) a diglycidyl ether of linoleic dimer acid having a structural formula of ##STR37## and an epoxide equivalent weight of 400 to 420, and (c 1 ) a mixture thereof, (b) about 5 to about 50 parts by weight per 100 parts by weight of the resin component of an elastomerically modified epoxy resin blend comprising the reaction product of about 40 weight percent of a carboxyl terminated acrylonitrile/butadiene random copolymer having a structural formula of ##STR38## containing 2.37 percent carboxyl groups, 18 to 19 percent bound acrylonitrile and having a number average molecular weight of 3200, combined with about 60 weight percent of a diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A having an epoxide equivalent weight of 180 to 195 and a diglycidyl ether of bisphenol F having an epoxide equivalent weight of 152 to 167; and (c) a remainder of a suitable diglycidyl ether selected from the group consisting of a diglycidyl ether of bisphenol A, a diglycidyl ether of bispenol F or a mixture thereof; and (2) a suitable curing agent selected from (a) an acid anhydride present in an amount ranging from about 16 to about 60 parts by weight per 100 parts by weight of the resin component, (b) a suitable polyamine present in an equal mole-to-mole ratio with the resin component, (c) a mixture comprising said polyamine in (b) above combined with at least 5 parts by weight per 100 parts by weight of the resin component of a suitable acid anhydride, (d) a mixture comprising said acid anhydride in (a) above combined with up to about 30 parts by weight per 100 parts by weight of the resin component of a carboxylic acid selected from the group consisting of a dicarboxylic acid having a structural formula of ##STR39## where R" is an radical selected from ##STR40## a trimer acid having a stoichiometry of C 54 H 96 O 6 , and a mixture thereof, and (e) a mixture of the foregoing.
Claim 10
Dependent Claim 31 words
The composition as defined in claim 7 wherein said curing agent comprises at least one acid anhydride present in an amount which yields an anhydride-to-epoxide molar ratio of 0.6 to 0.9.
Claim 11
Dependent Claim 127 words
The composition as defined in claim 7 wherein the mixture comprises: said diglycidyl ether in ) (a 1 )(a 1 ) above, present in an amount of about 75 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (1) (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 25 parts by weight per 100 parts by weight of said resin component; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 20 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 2.5 parts by weight per 100 parts by weight of said resin component of phthalic anhydride.
Claim 12
Dependent Claim 187 words
The composition as defined in claim 7 wherein the mixture comprises: said diglycidyl ether in ) (a 1 )(a 1 ) above, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (1) (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said remainder in (1) (c) above, comprising said diglycidyl ether of bisphenol A which comprises about 40 parts by weight per 100 parts by weight of said resin component of a brominated diglycidyl ether of bisphenol A, containing 18 to 20 weight percent of bromine and having an epoxide equivalent weight of 450 to 500; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 30 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 16 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride.
Claim 13
Dependent Claim 199 words
The composition as defined in claim 7 wherein the mixture comprises: said diglycidyl ether in (1) (a 1 ) above, present in an amount of about 40 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (1) (b) above, where said combined diglycidyl ether comprises bisphenol F, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; said diglycidyl ether, in (1) (c) above, comprising a brominated diglycidyl ether of bisphenol A, containing 18 to 20 weight percent of bromine and having an epoxide equivalent weight of 450 to 500, present in an amount of about 30 parts by weight per 100 parts by weight of said resin component; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 20 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride, about 10 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride, and about 10 parts by weight per 100 parts by weight of said resin component of citraconic anhydride.
Claim 14
Dependent Claim 179 words
The composition as defined in claim 7 wherein the mixture comprises: said diglycidyl ether in (1) (b 1 ) above, present in an amount of about 28.8 parts by weight per 100 parts by weight of said resin component; said elastomerically modified epoxy resin blend in (1) (b) above, where said combined diglycidyl ether comprises bisphenol A, present in an amount of about 32.7 parts by weight per 100 parts by weight of said resin component; said diglycidyl ether of bisphenol A, in (1) (c) above, comprising about 38.5 parts per 100 parts by weight of said resin component of a brominated diglycidyl ether of bisphenol A, containing 18 to 20 weight percent of bromine and having an epoxide equivalent weight of 450 to 500; and said curing agent, in (2) (a) above, comprising an anhydride mixture which comprises about 24 parts by weight per 100 parts by weight of said resin component of chlorendic anhydride and about 24 parts by weight per 100 parts by weight of said resin component of the adduct of methylcyclopentadiene and maleic anhydride.

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3.5 Years (Year 4) 1981-03-06 1981-09-05 1982-03-07 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1985-03-06 1985-09-05 1986-03-07 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1989-03-06 1989-09-05 1990-03-07 $7700.00 Window Closed / Lapsed

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