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US5086088A Expired / Lapsed US ⏱️ 0.0 years remaining

Epoxy-acrylate blend pressure-sensitive thermosetting adhesives

Assignee: 3M Co
•
Filing: 1990-12-21
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Granted: 1992-02-04
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Expires: 2010-12-21
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Abstract

Abstract The invention relates to a pressure-sensitive thermosetting adhesive comprising from about 30% to about 80% by weight of a photopolymerizable prepolymeric or monomeric syrup containing an acrylic ester and a polar copolymerizable monomer, from about 20% to about 60% by weight of an epoxy resin or a mixture of epoxy resins containing no photopolymerizable groups, from about 0.5% to about 10% by weight of a heat-activatable hardener for the epoxy resin, from about 0.01% to about 5% of a photoinitiator, and from 0% to about 5% of a photocrosslinking agent. In a preferred embodiment, imidazoles and thermally expandable thermoplastic microspheres are utilized in the inventive adhesive formulation.

Inventors

  • 👤 Shuichi Kitano
  • 👤 Kiyoshi Ogata
  • 👤 Shinobu Sato

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-29 04:05
CPC Classifications
C; C08; C08F; C08F283/00; C08F283/10

Claims Analysis

Total Claims: 21
Claim 1
Independent Claim 108 words
A pressure-sensitive thermosetting adhesive which is the photopolymerization reaction product of a blend consisting essentially of: (a) from about 30% to about 80% by weight of a photopolymerizable monomeric or prepolymeric syrup containing an acrylic acid ester of a nontertiary alcohol, and a moderately polar copolymerizable monomer; (b) from about 20% to about 60% by weight of an epoxy resin or a mixture of epoxy resins containing no photopolymerizable groups; (c) from about 0.5% to about 10% by weight of a heat-activatable hardener for the epoxy resin; (d) from about 0.01% to about 5% of a photoinitiator; and (e) from 0% to about 5% of a photocrosslinking agent.
Claim 2
Dependent Claim 108 words
A pressure-sensitive thermosetting adhesive which is the photopolymerization reaction product of a blend consisting essentially of: (a) from about 30% to about 80% by weight of a photopolymerizable monomeric or prepolymeric syrup containing an acrylic acid ester of a nontertiary alcohol, and a moderately polar copolymerizable monomer; (b) from about 20% to about 60% by weight of an epoxy resin or a mixture of epoxy resins containing no photopolymerizable groups; (c) from about 0.5% to about 10% by weight of a heat-activatable hardener for the epoxy resin; (d) from about 0.01% to about 5% of a photoinitiator; and (e) from 0% to about 5% of a photocrosslinking agent.
Claim 3
Dependent Claim 29 words
The pressure-sensitive thermosetting adhesive of claim 1 wherein said epoxy resin is selected from the group consisting of phenolic epoxy resins, bisphenol epoxy resins, and halogenated bisphenol epoxy resins.
Claim 4
Dependent Claim 18 words
The pressure-sensitive thermosetting adhesive of claim 1 wherein said epoxy resin is the diglycidyl ether of bisphenol A.
Claim 5
Dependent Claim 21 words
The pressure-sensitive thermosetting adhesive of claim 1 wherein said epoxy resin comprises from about 25% to about 40% of the adhesive.
Claim 6
Dependent Claim 60 words
The pressure-sensitive thermosetting adhesive of claim 1 wherein said monomeric or prepolymeric syrup comprises: (a) from about 50 to about 95 parts of an alkyl acrylate ester monomer, the alkyl groups of which have an average of 4 to 12 carbon atoms; and (b) correspondingly, from about 50 parts to about 5 parts of a nitrogen-containing moderately polar copolymerizable monomer.
Claim 7
Dependent Claim 79 words
The pressure-sensitive thermosetting adhesive of claim 1 wherein said monomeric or prepolymeric syrup comprises: a) from about 50 parts to about 95 parts of an alkyl acrylate ester selected from the group consisting of isooctyl acrylate, isononyl acrylate, decyl acrylate, dodecyl acrylate, butyl acrylate, ethyl-hexyl acrylate and hexyl acrylate, b) correspondingly from about 50 parts to about 5 parts of a monoethylenically unsaturated polar copolymerizable monomer selected from the group consisting of acrylic acid, N-vinylpyrrolidone, hydroxyethylacrylate and mixtures thereof.
Claim 8
Dependent Claim 37 words
The pressure-sensitive adhesive of claim 6 wherein said monomeric or prepolymeric syrup comprises: a) from about 85 parts to about 95 parts isooctyl acrylate; and b) correspondingly, from about 5 parts to about 15 parts acrylic acid.
Claim 9
Dependent Claim 37 words
The pressure-sensitive adhesive of claim 6 wherein said monomeric or prepolymeric syrup comprises: a) from about 60 parts to about 80 parts isooctyl acrylate; and b) correspondingly, from about 40 parts to about 20 parts N-vinyl pyrrolidone.
Claim 10
Dependent Claim 36 words
The pressure-sensitive adhesive of claim 6 wherein said acrylic monomeric or prepolymeric syrup comprises: a) from about 60 parts to about 85 parts butylacrylate; and b) correspondingly, from about 40 parts to about 15 parts N-vinylpyrrolidone.
Claim 11
Dependent Claim 19 words
The pressure-sensitive adhesive of claim 1 wherein said blend further contains an imidazole curing accelerator for said epoxy resin.
Claim 12
Dependent Claim 22 words
The pressure-sensitive adhesive of claim 10 wherein said imidazole is one selected from the group consisting of: 2,4-diamino-6-(2-methylimidazoyl)-ethyl-s-triazine isocyanurate; 2-phenyl-4-benzyl-5-hydroxymethylimidazole; and N-imidazole-phthalate.
Claim 13
Dependent Claim 12 words
The pressure-sensitive adhesive of claim 11 wherein said imidazole is 2,4-diamino-6-(2-methylimidazoyl)-ethyl-s-triazine isocyanurate.
Claim 14
Dependent Claim 11 words
The pressure-sensitive adhesive of claim 11 wherein said imidazole is 2-phenyl-4-benzyl-5-hydroxymethylimidazole.
Claim 15
Dependent Claim 11 words
The pressure-sensitive adhesive of claim 11 wherein said imidazole is N-imidazole-phthalate.
Claim 16
Dependent Claim 22 words
The pressure-sensitive adhesive of claim 11 further containing a heat expandable thermoplastic microsphere which contains a core material which expands upon heating.
Claim 17
Dependent Claim 29 words
The pressure-sensitive adhesive according to claim 15 wherein said core material is an organic substance which has a lower boiling point than the softening temperature of said thermoplastic resin.
Claim 18
Dependent Claim 15 words
An article comprising roof molding with a layer of the pressure-sensitive adhesive of claim 15.
Claim 19
Dependent Claim 22 words
The pressure-sensitive adhesive of claim 1 further containing a thermally expandable thermoplastic microsphere which contains a core material which expands upon heating.
Claim 20
Dependent Claim 28 words
The pressure-sensitive adhesive of claim 18 wherein said core material is an organic substance which has a lower boiling point than the softening temperature of said thermoplastic resin.
Claim 21
Dependent Claim 15 words
An article comprising roof molding with a layer of the pressure-sensitive adhesive of claim 18.

References Cited (Backward Citations)

US4199646A Cited
US4612209A Cited
US4855170A Cited
US4771085A Cited
US4943461A Cited
US4994322A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1995-02-03 1995-08-05 1996-02-04 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1999-02-03 1999-08-05 2000-02-04 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2003-02-03 2003-08-05 2004-02-04 $7700.00 Window Closed / Lapsed

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