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Metal carboxylate/alcohol curing catalyst for polycyanate ester of polyhydric phenol

Assignee: Huntsman Advanced Materials Americas LLC
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Filing: 1985-10-21
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Granted: 1986-08-26
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Expires: 2005-10-21
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Abstract

Abstract Polycyanate esters of polyhydric phenols are cured with a liquid solution of a coordinating transition metal carboxylate in a monohydric alcohol. Such cured compositions are useful in structural composites, transfer molded encapsulants, filmed structural adhesives and printed wiring boards.

Inventors

  • 👤 David A. Shimp

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-02 13:31
CPC Classifications
C; C08; C08G; C08G73/00; C08G73/06; C08G73/0622; C08G73/0638; C08G73/065; C08G73/0655; C08G73/0661

Claims Analysis

Total Claims: 29
Claim 1
Independent Claim 90 words
A curable composition comprising a polycyanate ester of a polyhydric phenol and a catalyst blend comprising a liquid solution of a metal carboxylate in a monohydric alcohol wherein the metal is a coordinating transition metal having 9 or more electrons in its next-to-outermost shell, wherein the carboxylate contains 4 to about 24 carbon atoms and wherein the monohydric alcohol is liquid at room temperature, has a boiling point greater than 160° C. at 760 mm Hg pressure and has a solubility of less than 10 percent by weight in water.
Claim 2
Dependent Claim 90 words
A curable composition comprising a polycyanate ester of a polyhydric phenol and a catalyst blend comprising a liquid solution of a metal carboxylate in a monohydric alcohol wherein the metal is a coordinating transition metal having 9 or more electrons in its next-to-outermost shell, wherein the carboxylate contains 4 to about 24 carbon atoms and wherein the monohydric alcohol is liquid at room temperature, has a boiling point greater than 160° C. at 760 mm Hg pressure and has a solubility of less than 10 percent by weight in water.
Claim 3
Dependent Claim 55 words
The composition of claim 1 wherein the metal is present in the amount of about 0.001 to about 0.5 part by weight per 100 parts by weight of the polycyanate and wherein the monohydric alcohol is present in the amount of about 3 to about 100 milliequivalents of active hydrogen per equivalent of cyanate group.
Claim 4
Dependent Claim 37 words
The composition of claim 2 wherein the blend of metal carboxylate and monohydric alcohol is present in the amount of about 0.5 to about 20 parts by weight per 100 parts by weight of the polycyanate ester.
Claim 5
Dependent Claim 31 words
The composition of claim 3 wherein the blend is present in the amount of about 1.0 to about 8 parts by weight per 100 parts by weight of the polycyanate ester.
Claim 6
Dependent Claim 31 words
The composition of claim 1 wherein the metal is selected from the group consisting of divalent copper, manganese, tin, lead, zinc, cobalt and nickel, trivalent iron and chromium, and tetravalent titanium.
Claim 7
Dependent Claim 21 words
The composition of claim 1 wherein the metal is selected from the group consisting of copper, manganese, nickel, cobalt and zinc.
Claim 8
Dependent Claim 12 words
The composition of claim 1 wherein the metal carboxylate is copper naphthenate.
Claim 9
Dependent Claim 44 words
The composition of claim 1 wherein the monohydric alcohol is selected from the group consisting of aliphatic alcohols which contain at least 5 carbon atoms, aryl substituted alcohols, cycloaliphatic alcohols and alkyl ether glycols wherein the alkyl group contains at least 5 carbon atoms.
Claim 10
Dependent Claim 12 words
The composition of claim 1 wherein the monohydric alcohol is benzyl alcohol.
Claim 11
Dependent Claim 16 words
The composition of claim 1 wherein the polycyanate ester is the dicyanate ester of p,p'-dihydroxydiphenyl propane.
Claim 12
Dependent Claim 15 words
The composition of claim 1 wherein the polycyanate ester is the dicyanate ester of 4,4'-methylenebis(2,6-dimethylphenol).
Claim 13
Dependent Claim 29 words
The composition of claim 1 wherein up to 70 weight percent of the polycyanate ester of the polyhydric phenol is replaced with a glycidyl ether of a polyhydric phenol.
Claim 14
Dependent Claim 16 words
The composition of claim 12 wherein the glycidyl ether is the diglycidyl ether of p,p'-dihydroxydiphenyl propane.
Claim 15
Dependent Claim 119 words
A process for preparing a cured composition which comprises mixing a polycyanate ester of a polyhydric phenol with a catalyst blend comprising a liquid solution of a metal carboxylate in a monohydric alcohol, wherein the metal is a coordinating transition metal having 9 or more electrons in its next-to-outermost shell, wherein the carboxylate contains 4 to about 24 carbon atoms and wherein the monohydric alcohol is liquid at room temperature, has a boiling point greater than 160° C. at 760 mm Hg pressure and has a solubility of less than 10 percent by weight in water, then heating the resulting mixture at a temperature of about 250° to about 450° F. for a time sufficient to cure the mixture.
Claim 16
Dependent Claim 119 words
A process for preparing a cured composition which comprises mixing a polycyanate ester of a polyhydric phenol with a catalyst blend comprising a liquid solution of a metal carboxylate in a monohydric alcohol, wherein the metal is a coordinating transition metal having 9 or more electrons in its next-to-outermost shell, wherein the carboxylate contains 4 to about 24 carbon atoms and wherein the monohydric alcohol is liquid at room temperature, has a boiling point greater than 160° C. at 760 mm Hg pressure and has a solubility of less than 10 percent by weight in water, then heating the resulting mixture at a temperature of about 250° to about 450° F. for a time sufficient to cure the mixture.
Claim 17
Dependent Claim 52 words
The process of claim 14 wherein the mixture is cured by stepwise heating wherein the first step or gelation step is conducted at a temperature of about 150° to about 350° F. and wherein the second step or curing step is conducted at a temperature of about 300° to about 450° F.
Claim 18
Dependent Claim 20 words
The process of claim 15 wherein the mixture is post-cured at a temperature of about 400° to about 500° F.
Claim 19
Dependent Claim 55 words
The process of claim 14 wherein the metal is present in the amount of about 0.001 to about 0.5 part by weight per 100 parts by weight of the polycyanate and wherein the monohydric alcohol is present in the amount of about 3 to about 100 milliequivalents of active hydrogen per equivalent of cyanate group.
Claim 20
Dependent Claim 37 words
The process of claim 17 wherein the blend of metal carboxylate and monohydric alcohol is present in the amount of about 0.5 to about 20 parts by weight per 100 parts by weight of the polycyanate ester.
Claim 21
Dependent Claim 31 words
The process of claim 18 wherein the blend is present in the amount of about 1.0 to about 8 parts by weight per 100 parts by weight of the polycyanate ester.
Claim 22
Dependent Claim 31 words
The process of claim 14 wherein the metal is selected from the group consisting of divalent copper, manganese, tin, lead, zinc, cobalt and nickel, trivalent iron and chromium, and tetravalent titanium.
Claim 23
Dependent Claim 12 words
The process of claim 14 wherein the metal carboxylate is copper naphthenate.
Claim 24
Dependent Claim 44 words
The process of claim 14 wherein the monohydric alcohol is selected from the group consisting of aliphatic alcohols which contain at least 5 carbon atoms, aryl substituted alcohols, cycloaliphatic alcohols and alkyl ether glycols wherein the alkyl group contains at least 5 carbon atoms.
Claim 25
Dependent Claim 12 words
The process of claim 14 wherein the monohydric alcohol is benzyl alcohol.
Claim 26
Dependent Claim 16 words
The process of claim 14 wherein the polycyanate ester is the dicyanate ester of p,p'-dihydroxydiphenyl propane.
Claim 27
Dependent Claim 16 words
The process of claim 14 wherein the polycyanate ester is the dicyanate ester of 4,4'-methylenebis (2,6-dimethylphenol).
Claim 28
Dependent Claim 29 words
The process of claim 14 wherein up to 70 weight percent of the polycyanate ester of the polyhydric phenol is replaced with a glycidyl ether of a polyhydric phenol.
Claim 29
Dependent Claim 16 words
The process of claim 26 wherein the glycidyl ether is the diglycidyl ether of p,p'-dihydroxydiphenyl propane.

References Cited (Backward Citations)

US3694410A Cited
US3962184A Cited
US4110364A Cited
US4026913A Cited
US4195132A Cited
US4330658A Cited
US4330669A Cited
US4429112A Cited
US4528366A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1989-08-25 1990-02-24 1990-08-26 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1993-08-25 1994-02-24 1994-08-26 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1997-08-25 1998-02-24 1998-08-26 $7700.00 Window Closed / Lapsed

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