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US4559399A Expired / Lapsed US ⏱️ 0.0 years remaining

Polymer modified cyanate and/or cyanamide compositions

Assignee: Dow Chemical Co
•
Filing: 1985-03-11
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Granted: 1985-12-17
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Expires: 2005-03-11
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Abstract

Abstract A curable composition is prepared by reacting (1) an alkenylphenyl cyanate or mixture thereof, (2) an aromatic polycyanate, polycyanamide or mixture thereof and (3) a polymerizable ethylenically unsaturated material or mixture of such materials. Said curable compositions provide polymeric (cured) compositions with improved mechanical strength relative to cured aromatic polycyanates and/or polycyanamides.

Inventors

  • 👤 Robert E. Hefner, Jr.

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-05 19:55
CPC Classifications
C; C07; C07C; C07C261/00; C07C261/02; C08; C08G; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655

Claims Analysis

Total Claims: 20
Claim 1
Independent Claim 97 words
A composition comprising (A) from about 0.1 to about 50 percent by weight of at least one alkenylphenyl cyanate represented by formula I in the specification; (B) from about 10 to about 99 percent by weight of at least one aromatic polycyanate or aromatic polycyanamide or mixture thereof represented by formulas II, III, IV or V in the specification; and (C) from 1 to about 50 percent by weight of at least one polymerizable ethylenically unsaturated material; wherein the percent by weight of the components is based upon total weight of the components (A), (B) and (C).
Claim 2
Dependent Claim 97 words
A composition comprising (A) from about 0.1 to about 50 percent by weight of at least one alkenylphenyl cyanate represented by formula I in the specification; (B) from about 10 to about 99 percent by weight of at least one aromatic polycyanate or aromatic polycyanamide or mixture thereof represented by formulas II, III, IV or V in the specification; and (C) from 1 to about 50 percent by weight of at least one polymerizable ethylenically unsaturated material; wherein the percent by weight of the components is based upon total weight of the components (A), (B) and (C).
Claim 3
Dependent Claim 58 words
A composition of claim 1 wherein (i) component (A) is present in quantities of from about 0.5 to about 10 percent by weight; (iii) component (B) is present in quantities of from about 50 to about 95 percent by weight; and (iii) component (C) is present in quantities of from about 5 to about 25 percent by weight.
Claim 4
Dependent Claim 58 words
A composition of claim 2 wherein (i) component (A) is present in quantities of from about 1 to about 5 percent by weight; (ii) component (B) is present in quantities of from about 75 to about 90 percent by weight; and (iii) component (C) is present in quantities of from about 10 to about 20 percent by weight.
Claim 5
Dependent Claim 20 words
A composition of claims 1, 2 or 3 wherein component (B) is an aromatic polycyanate or mixture of such polycyanates.
Claim 6
Dependent Claim 104 words
A composition of claim 4 wherein (i) component (A) is p-isopropenylphenyl cyanate; (ii) component (B) is bisphenol A dicyanate or a polycyanate of a dicyclopentadiene-phenol addition product; and (iii) component (C) is an acrylate ester represented by formula XV in the specification of an unsaturated aromatic compound represented by formula XVI in the specification wherein R' is hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms or a halogen; R 3 is a hydrocarbyl group having from 2 to about 25 carbon atoms and may be branched, cyclic or polycyclic and R 4 is hydrogen or a methyl group.
Claim 7
Dependent Claim 158 words
A composition of claims 1, 2 or 3 wherein from about 1 to about 99 pbw of a polyepoxide represented by formulas XVII, XVIII, XIX or XX in the specification wherein each A is independently a divalent hydrocarbon group having from 1 to about 10 carbon atoms, ##STR19## each A' is independently a divalent hydrocarbon group having from 1 to about 6 carbon atoms or a ##STR20## group; p has a value of from zero to about 10; each R' is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms; each R" is independently hydrogen or an alkyl group having from 1 to about 4 carbon atoms; m has a value of from about zero to about 30; n has a value of zero or 1; n" has a value of from about 0.001 to about 6; x has a value of 4 and x' has a value of 3 is present.
Claim 8
Dependent Claim 15 words
A composition of claim 6 wherein said polyepoxide is a diglycidyl ether of bisphenol A.
Claim 9
Dependent Claim 155 words
A composition of claim 4 wherein from about 10 to about 50 pbw of a polyepoxide represented by formulas XVII, XVIII, XIX or XX in the specification wherein each A is independently a divalent hydrocarbon group having from 1 to about 10 carbon atoms, ##STR21## each A' is independently a divalent hydrocarbon group having from 1 to about 6 carbon atoms or a ##STR22## group; p has a value of from zero to about 10; each R' is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms; each R" is independently hydrogen or an alkyl group having from 1 to about 4 carbon atoms; m has a value of from about zero to about 30; n has a value of zero or 1; n" has a value of from about 0.001 to about 6; x has a value of 4 and x' has a value of 3 is present.
Claim 10
Dependent Claim 15 words
A composition of claim 6 wherein said polyepoxide is a diglycidyl ether of bisphenol A.
Claim 11
Dependent Claim 13 words
A product resulting from curing a composition of claims 1, 2 or 3.
Claim 12
Dependent Claim 10 words
A product resulting from curing a composition of claim 4.
Claim 13
Dependent Claim 10 words
A product resulting from curing a composition of claim 5.
Claim 14
Dependent Claim 10 words
A product resulting from curing a composition of claim 6.
Claim 15
Dependent Claim 10 words
A product resulting from curing a composition of claim 7.
Claim 16
Dependent Claim 10 words
A product resulting from curing a composition of claim 8.
Claim 17
Dependent Claim 10 words
A product resulting from curing a composition of claim 9.
Claim 18
Dependent Claim 248 words
A process comprising copolymerization of (A) from about 0.1 to about 50 percent by weight of at least one alkenylphenyl cyanate represented by formula I in the specification; and (B) from about 1 to about 50 percent by weight of at least one polymerizable ethylenically unsaturated material in the presence of; (C) from about 10 to about 99 percent by weight of at least one aromatic polycyanate or aromatic polycyanamide or mixture thereof represented by formulas II, III, IV or V in the specification wherein each A is independently a divalent hydrocarbon group having from 1 to about 10 carbon atoms, ##STR23## each A' is independently a divalent hydrocarbon group having from 1 to about 6 carbon atoms or a ##STR24## group; p has a value of from zero to about 10; each R' is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms; each Q is independently a --O--C.tbd.N or ##STR25## group; each Z 1 is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 6 carbon atoms, chlorine, bromine, a --O--C.tbd.N group or a ##STR26## group; n has a value of zero or 1; n' has a value from zero to about 100; n" has a value of from about 0.001 to about 6; x has a value of 4 and x' has a value of 3; wherein the percent by weight of the components is based upon total weight of the components (A), (B) and (C).
Claim 19
Dependent Claim 248 words
A process comprising copolymerization of (A) from about 0.1 to about 50 percent by weight of at least one alkenylphenyl cyanate represented by formula I in the specification; and (B) from about 1 to about 50 percent by weight of at least one polymerizable ethylenically unsaturated material in the presence of; (C) from about 10 to about 99 percent by weight of at least one aromatic polycyanate or aromatic polycyanamide or mixture thereof represented by formulas II, III, IV or V in the specification wherein each A is independently a divalent hydrocarbon group having from 1 to about 10 carbon atoms, ##STR23## each A' is independently a divalent hydrocarbon group having from 1 to about 6 carbon atoms or a ##STR24## group; p has a value of from zero to about 10; each R' is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 10 carbon atoms; each Q is independently a --O--C.tbd.N or ##STR25## group; each Z 1 is independently hydrogen, a hydrocarbyl or hydrocarbyloxy group having from 1 to about 6 carbon atoms, chlorine, bromine, a --O--C.tbd.N group or a ##STR26## group; n has a value of zero or 1; n' has a value from zero to about 100; n" has a value of from about 0.001 to about 6; x has a value of 4 and x' has a value of 3; wherein the percent by weight of the components is based upon total weight of the components (A), (B) and (C).
Claim 20
Dependent Claim 17 words
A process of claim 17 wherein component (C) is an aromatic polycyanate or mixture of such polycyanates.

References Cited (Backward Citations)

US3876607A Cited
US4094852A Cited
US4116946A Cited
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US4393195A Cited
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USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-12-16 1989-06-17 1989-12-17 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-12-16 1993-06-17 1993-12-17 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-12-16 1997-06-17 1997-12-17 $7700.00 Window Closed / Lapsed

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