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Epoxy-amine compositions employing unsaturated imides

Assignee: Henkel Loctite Corp
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Filing: 1989-01-06
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Granted: 1989-12-12
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Expires: 2009-01-06
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Abstract

Abstract The present invention comprises a radiation immobilizable epoxy formulation which displays improved initial and thermal cycle strengths when bonding different materials such as terephthalate polyesters and aluminum. The composition comprises: (1) a compound or mixture of compounds having a plurality of epoxy groups per molecule; (2) a polyoxyalkylene amine curative for the epoxy; (3) an imide compound selected from those having the formulas; and ##STR1## (4) a photocurable ethylenically unsaturated compound and photoinitiator, said ethylenically unsaturated compound and photoinitiator present in amounts which together are effective to cause the composition to become immobilized when irradiated with actinic radiation.

Inventors

  • 👤 Kieran F. Drain
  • 👤 Kris Kadziela

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-08 04:47
CPC Classifications
C; C08; C08F; C08F283/00; C08F283/10; C08G; C08G59/00; C08G59/18; C08G59/40; C08G59/50; C08G59/56

Claims Analysis

Total Claims: 11
Claim 1
Independent Claim 89 words
A composition comprising: (1) a compound of mixture of compounds having a plurality of epoxy groups per molecule; (2) a polyoxyalkylene amine curative for the epoxy; (3) an imide compound selected from those having the formulas: ##STR6## wherein R and R' are, respectively, monovalent and divalent organic groups having 200 or fewer carbon atoms; and (4) a photocurable ethylenically unsaturated compound and a photoinitiator, said ethylenically unsaturated compound and photoinitiator present in amounts which together are effective to cause the composition to become immobilized when irradiated with actinic radiation.
Claim 2
Dependent Claim 89 words
A composition comprising: (1) a compound of mixture of compounds having a plurality of epoxy groups per molecule; (2) a polyoxyalkylene amine curative for the epoxy; (3) an imide compound selected from those having the formulas: ##STR6## wherein R and R' are, respectively, monovalent and divalent organic groups having 200 or fewer carbon atoms; and (4) a photocurable ethylenically unsaturated compound and a photoinitiator, said ethylenically unsaturated compound and photoinitiator present in amounts which together are effective to cause the composition to become immobilized when irradiated with actinic radiation.
Claim 3
Dependent Claim 31 words
A composition as in claim 1 wherein the epoxy component is selected from the group consisting of resins derived from epichlorohydrin and dihydric phenols, cycloaliphatic epoxies, epoxidized novolacs and epoxidized rubbers.
Claim 4
Dependent Claim 17 words
A composition as in claim 1 wherein the epoxy component is a diglycidyl ether of bisphenol A.
Claim 5
Dependent Claim 15 words
A composition as in claim 1 wherein the ethylenically unsaturated compound is a (meth)acrylic ester.
Claim 6
Dependent Claim 56 words
A composition as in claim 1 wherein the polyoxyalkylene amine is represented by the structure: [H.sub.2 N--(CHYCH.sub.2 O).sub.n ].sub.r --Z wherein Y is hydrogen, a methyl radical or an ethyl radical, Z is a hydrocarbon radical of 2-5 carbon atoms, n is at least one and r is a number greater than or equal to 2.
Claim 7
Dependent Claim 25 words
A composition as in claim 5 wherein the r is greater than 2 and the molecular weight of the polyoxyalkylene amine is 5,000 or more.
Claim 8
Dependent Claim 41 words
A composition as in claim 1 wherein the imide is selected from the group consisting of N,N'-ethylenedimaleimide, N,N'-hexamethylenedimaleimide, N,N'-decamethylenedimaleimide, N,N'-dodecamethylenedimaleimide, N,N'-oxydipropylenedimaleimide, ethylenedioxy bis(N-propylmaleimide), N,N'-metaphenylenedimaleimide, N,N'-paraphenylenedimaleimide, N,N'-oxy(diparaphenylene)dimaleimide, N,N'-methylene(diaparaphenylene)dimaleimide. N,N'-ethylene(diparaphenylene)dimaleimide, N,N'-sulfo(diparaphenylene)dimaleimide, N,N'-metaphenylene-bis(paraoxyphenylene)dimaleimide, N,N'-methylene(di-1,4-cyclohexylene)dimaleimide. N,N'-isopropylidene(di-1,4-cyclohexene)dimaleimide, 2,5-oxadiazolylenedimaleimide, N,N'-paraphenylene(dimethylene)dimaleimide, N,N'-2-methylparatolulene dimaleimide, N,N'-hexamethylenedicitraconimide. N,N'-thio(diphenylene)dicitraconimide. N,N'-methylene(diparaphenylene)-bis(chloromaleimide) and N,N'-hexamethylene-bis(cyanomethylmaleimide).
Claim 9
Dependent Claim 24 words
A composition as in claim 1 wherein the imide is selected from the group consisting of 4,4'-bismaleimidodiphenylmethane, 1,4-pyrrole-2,5-dione-1,1-(methylenedi-1,4-phenylene) bis-polymer with methylene bis(benzamine) and 1,1-(methylenedi-4,1-phenylene)bismaleimide.
Claim 10
Dependent Claim 17 words
A composition as in claim 1 wherein the imide component is present in the range of 0.1-10%.
Claim 11
Dependent Claim 17 words
A composition as in claim 9 wherein the imide component is present in the range of 1-5%.

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1992-12-11 1993-06-12 1993-12-12 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1996-12-11 1997-06-12 1997-12-12 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 2000-12-11 2001-06-12 2001-12-12 $7700.00 Window Closed / Lapsed

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