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US4294746A Expired / Lapsed US ⏱️ 0.0 years remaining

Stabilizers for cycloaliphatic epoxide containing compositions

Assignee: Union Carbide Corp
•
Filing: 1980-06-17
•
Granted: 1981-10-13
•
Expires: 2000-06-17
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Abstract

Abstract Described herein are stabilizers for curable compositions containing cycloaliphatic epoxides and a catalyst. A molded article produced from such a composition possesses high mechanical properties.

Inventors

  • 👤 Eskel B. Blair
  • 👤 Joseph V. Koleske

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-27 12:54
CPC Classifications
C; C08; C08K; C08K5/00; C08K5/16; C08K5/29; C08G; C08G18/00; C08G18/06; C08G18/28; C08G18/40; C08G18/58; C08G59/00; C08G59/18; C08G59/68; C08K5/315

Claims Analysis

Total Claims: 27
Claim 1
Independent Claim 29 words
A stabilized curable composition comprising a cycloaliphatic epoxide, a Bronsted or Lewis acid catalyst and a stabilizing amount of a compound containing at least one nitrile and/or isocyanate group.
Claim 2
Dependent Claim 29 words
A stabilized curable composition comprising a cycloaliphatic epoxide, a Bronsted or Lewis acid catalyst and a stabilizing amount of a compound containing at least one nitrile and/or isocyanate group.
Claim 3
Dependent Claim 14 words
A composition as in claim 1, wherein the cycloaliphatic epoxide is a cycloaliphatic diepoxide.
Claim 4
Dependent Claim 22 words
A composition as in claim 2, wherein the cycloaliphatic epoxide is selected from 3,4-epoxycyclohexylmethyl-3,4-epoxycyclohexane carboxylate, bis(3,4-epoxy-6-methylcyclohexylmethyl)adipate, bis(3,4-epoxycyclohexylmethyl)adipate, bis(2,3-epoxycyclopentyl)ether, vinyl cyclohexane diepoxide, 2-(3,4-epoxycyclohexyl)-5,5-spiro(2,3-epoxycyclohexane)-m-dioxane.
Claim 5
Dependent Claim 12 words
A composition as in claim 1, which contains an hydroxy containing compound.
Claim 6
Dependent Claim 17 words
A composition as in claim 4, wherein the hydroxy containing compound is a glycol or a polyol.
Claim 7
Dependent Claim 70 words
A composition as in claim 5, wherein the glycol or polyol is selected from ethylene glycol, diethylene glycol, 2,2,4-trimethyl-1,3-pentanediol, dipropylene glycol, propylene glycol, 2,2-dimethyl-1,3-propanediol, polypropylene glycol having an average molecular weight of about 150 to about 600, and having 2 to 4 terminal hydroxyl groups, triethylene glycol, 1,4-cyclohexanedimethanol, 2,2-dimethyl-3-hydroxypropyl 2,2-dimethyl-3-hydroxypropionate, 1,3-butanediol, tetraethylene glycol, trimethylol propane, 1,4-butanediol, 1,6-hexanediol, tripropylene glycol, 1,2,6-hexanetriol, 1,3-propanediol and the ethylene and propylene oxide adducts of 2,2-bis(4-hydroxyphenyl)propane.
Claim 8
Dependent Claim 37 words
A composition as in claim 5, wherein the polyol is selected from the polycaprolactone ester of a polyol in which from about 1 to about 5 mols of caprolactone are esterified with trimethylol propane or diethylene glycol.
Claim 9
Dependent Claim 14 words
A composition as in claim 5, wherein the polyol is an ester diol alkoxylate.
Claim 10
Dependent Claim 37 words
A composition as in claim 1, wherein the Bronsted or Lewis acid catalyst is selected from the stannous salt of trifluorosulfonic acid, diethylammonium salt of trifluorosulfonic acid, trifluorosulfonic acid, boron trifluoride etherate, and a boron trifluoride amine.
Claim 11
Dependent Claim 17 words
A composition as in claim 9 wherein the catalyst is (CF 3 SO 3 ) 2 Sn.
Claim 12
Dependent Claim 16 words
A composition as in claim 1, wherein the compound containing nitrile group is monomeric or polymeric.
Claim 13
Dependent Claim 21 words
A composition as in claim 11, wherein the monomeric nitrile is selected from alkyl nitriles, aromatic nitriles, vinyl nitriles and acrylonitrile.
Claim 14
Dependent Claim 29 words
A composition as in claim 12, wherein the monomeric nitrile is selected from acetonitrile, methoxyacrylonitrile, 1,5-dicyanopentane, isobutyronitrile, 4-phenylbutyronitrile, 2-chloroacrylonitrile, phenyl acetonitrile, hydracrylonitrile, o-tolunitrile, dodecyl nitrile, oleylnitrile, isophthalonitrile and phenyl-sulfonylacetonitrile.
Claim 15
Dependent Claim 13 words
A composition as in claim 12, wherein the monomeric nitrile is 2-ethylhexyl-2-cyano-3,3'-diphenyl acrylate.
Claim 16
Dependent Claim 19 words
A composition as in claim 11, wherein the polymeric nitrile is selected from styrene/acrylonitrile copolymer, acrylonitrile/butadiene copolymer and polyacrylonitrile.
Claim 17
Dependent Claim 20 words
A composition as in claim 1, wherein the compound containing an isocyanate group is a mono-, di- or polyfunctional isocyanate.
Claim 18
Dependent Claim 34 words
A composition as in claim 16, wherein the compound containing the isocyanate group is a polyfunctional aliphatic isocyanate having an isocyanate content of about 23 percent and an average equivalent weight of about 183.
Claim 19
Dependent Claim 26 words
A composition as in claim 16, wherein the compound containing the isocyanate group is selected from 4,4'-diphenylomethane diisocyanate, 4,4'-dicyclohexylmethane diisocyanate, toluene diisocyanate, isophorone diisocyanate and 1,5-dicyanopentane.
Claim 20
Dependent Claim 31 words
A composition as in claim 1, wherein the stabilizing amount of the nitrile compound is from about 0.25 to about 50 equivalents of nitrile based in the moles of active catalyst.
Claim 21
Dependent Claim 27 words
A composition as in claim 19, wherein the stabilizing amount is from about 1 to about 20 equivalents of nitrile based on the moles of active catalyst.
Claim 22
Dependent Claim 34 words
A composition as in claim 1, wherein the stabilizing amount of the compound containing an isocyanate group is from about 1 to about 150 equivalents of isocyanate based on the moles of active catalyst.
Claim 23
Dependent Claim 27 words
A composition as in claim 21, wherein the stabilizing amount is from about 5 to about 150 equivalents of isocyanate based on the moles of active catalyst.
Claim 24
Dependent Claim 19 words
A composition as in claim 1, which contain a fiber selected from fiberglass, carbon fibers, and aromatic polyamide fibers.
Claim 25
Dependent Claim 10 words
A molded article produced from the composition of claim 1.
Claim 26
Dependent Claim 19 words
A molded article as in claim 24, which contains from about 15 to about 75 weight percent of fibers.
Claim 27
Dependent Claim 12 words
A molded article as in claim 25, wherein the fiber is fiberglass.

References Cited (Backward Citations)

US3080341A Cited
US3379653A Cited
US3705880A Cited
US3907706A Cited
GB1516352A Cited
GB1516351A Cited
US4173551A Cited
US3998763A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1984-10-12 1985-04-13 1985-10-13 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1988-10-12 1989-04-13 1989-10-13 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1992-10-12 1993-04-13 1993-10-13 $7700.00 Window Closed / Lapsed

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