← Back to Patent Explorer
US4964938A Expired / Lapsed US ⏱️ 0.0 years remaining

Bonding method using photocurable acrylate adhesive containing perester/tautomeric acid adhesion promoter

Assignee: Dymax Corp
•
Filing: 1987-04-13
•
Granted: 1990-10-23
•
Expires: 2007-04-13
📄 Original PDF 🌐 Google Patents 🔄 Sync Now

Abstract

Abstract A reactive acrylic adhesive, activated by actinic radiation includes, in addition to a photoinitiator, at least about 1.0 percent by weight of a perester compound or cumene hydroperoxide, and 0.5 percent of a tautomeric organic acid, for enhanced bond strength.

Inventors

  • 👤 Andrew G. Bachmann
  • 👤 James M. Hillman

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-30 00:50
CPC Classifications
C; C09; C09J; C09J4/00; Y; Y10; Y10T; Y10T428/00; Y10T428/31504; Y10T428/31551; Y10T428/31598; Y10T428/31601; Y10T428/31605

Claims Analysis

Total Claims: 15
Claim 1
Independent Claim 148 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and an elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of a perester compound having free radical-initiating capability and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 2
Dependent Claim 148 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and an elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of a perester compound having free radical-initiating capability and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 3
Dependent Claim 31 words
The method of claim 1 wherein, in said composition said perester compound is selected from the group consisting of tert-butyl perbenzoate and tert-butyl peroctoate, and wherein said organic acid is maleic.
Claim 4
Dependent Claim 16 words
The method of claim 1 wherein, in said composition said filler is an acrylated polyurethane oligomer.
Claim 5
Dependent Claim 34 words
The method of claim 3 wherein, in said composition said oligomer has a molecular weight of about 400 to 6000 and is a diisocyanate-capped polyether acrylated by reaction with hydroxyethyl acrylate or hydroxyethyl methacrylate.
Claim 6
Dependent Claim 32 words
The method of claim 1 wherein, in said composition said acrylate monomer is a compound selected from the group consisting of isobornyl acrylate, hydroxyethyl methacrylate, polyethyleneglycol dimethacrylate, trimethylcyclohexyl acrylate, and mixtures thereof.
Claim 7
Dependent Claim 38 words
The method of claim 1 wherein, in said composition said photoinitiator is a compound selected from the group consisting of diethoxy acetophenone, 1-hydroxycyclohexylphenyl ketone, 2-methyl-1-(methylthiophenyl)-2-(4-morpholinyl)-1propanone, and 2,2-dimethoxy-2-phenyl acetophenone, and wherein said actinic radiation is in the ultaviolate range.
Claim 8
Dependent Claim 21 words
The method of claim 1 wherein said composition additionally includes about 2.0 to 6.0 percent by weight thereof of acrylic acid.
Claim 9
Dependent Claim 14 words
The method of claim 1 wherein at least one of said surfaces is glass.
Claim 10
Dependent Claim 16 words
The method of claim 8 wherein a silane adhesion promoter is additionally included in said composition.
Claim 11
Dependent Claim 158 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and an elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of a compound selected from the class consisting of perester compounds having free radical-initiating capability and cumene hydroperoxide, and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 12
Dependent Claim 158 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and an elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of a compound selected from the class consisting of perester compounds having free radical-initiating capability and cumene hydroperoxide, and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 13
Dependent Claim 143 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and a elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of tert-butyl peroctoate and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 14
Dependent Claim 143 words
In a method for bonding surfaces to one another, the steps comprising: (a) providing a liquid composition capable of reaction to an adhesive solid when exposed to actinic radiation, comprising a major proportion of at least one polymerizable acrylate monomer and a elastomeric domain-providing filler, an effective amount of an actinic radiation-responsive photoinitiator and, based upon the weight of said composition, about 1.0 to 5.0 percent of tert-butyl peroctoate and about 0.5 to 5.0 percent of an organic acid capable of cyclic tautomerism, said composition being free from stabilizers containing sulfur or the amine functionality; (b) applying said composition to at least one of the surfaces to be bonded, and effecting contact of another surface therewith; and (c) exposing said composition between said surfaces to actinic radiation for a period of time sufficient to effect curing of said composition to an adhesive solid.
Claim 15
Dependent Claim 11 words
The method of claim 11 wherein said organic acid is maleic.

References Cited (Backward Citations)

US3772404A Cited
US3862021A Cited
US4210713A Cited
US4065587A Cited
US4214965A Cited
US4429088A Cited
US4477327A Cited
US4605465A Cited
US4536267A Cited
US4609612A Cited
US4533446A Cited
US4680368A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1993-10-22 1994-04-23 1994-10-23 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1997-10-22 1998-04-23 1998-10-23 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2001-10-22 2002-04-23 2002-10-23 $7700.00 Window Closed / Lapsed

Assigned Categories & Tags

No categories assigned to this patent yet.

Assign Category Tag