Stabilized thermoset resins from poly(arylacetylenes)

Claim 2

A THERMOSETTING COMPOSITION COMPRISING A BLEND OF (1) A PREPOLYMER OF AT EAST ONE POLYACETYLENICALLYY SUBSTITUTED AROMATIC COMPOUND, SAID PREPOLYMER HAVING A NUMBER AVERAGE MOLECULAR WEIGHT FROM ABOUT 900 TO ABOUT12,000 A RAATIO OF AROMATIC PROTONS OLEFIN PROTONS GREATER THAN ABOUT 2.4 AND CONTANING FROM ABOUT 5 TO ABOUT 20% ACETYLENIC GROUPS BY WEIGHT OF THE PREPOLYMER WITH (2) FROM ABOUT 0.1 TO ABOUT 20% BY WEIGHT OF THE PREPOLYMER, OF AT LEAST ONE THERMAL STABILIZER SELECTEFD FROM THE GROUP CNSISTING OF THE INORGANIC OXYACIDS OF PHOSPHOROUS, THE AMMONIUM AND AMINE SALTS OF SAID OXYACIDS, THE ALKYL AND ARYL ESTERS OF SAID OXYACIDS, AND THE AMMONIUM AND AMINE SALTS OF SAID ESTERS WHICH ARE PARTIAL ESTERS, THE ALKYL GROUP IN SAID ALKYL ESTERS CONTAINING FROM 1 TO 12 CARBON ATOMS AND THE ARYL GROP IN SAID ARYL ESTERS CONTAINING FROM 6 TO 10 CARBON ATOMS.

Claim 3

The thermosetting composition of claim 1 wherein the prepolymer comprises a polymer of a diethynylbenzene.

Claim 4

The thermosetting composition of claim 2 wherein the polymer of a diethynylbenzene is a copolymer of a diethynylbenzene and diphenylbutadiyne.

Claim 5

The thermosetting composition of claim 2 wherein the polymer of a diethynylbenzene is a copolymer of a diethynylbenzene and phenylacetylene.

Claim 6

The thermosetting composition of claim 2 wherein the thermal stabilizer is an alkyl ester of the oxyacids of phosphorus.

Claim 7

The thermosetting composition of claim 5 wherein the thermal stabilizer is butyl acid phosphate.

Claim 8

The thermosetting composition of claim 1 wherein the thermal stabilizer is an aryl ester of the oxyacids of phosphorus.

Claim 9

The thermosetting composition of claim 7 wherein the thermal stabilizer is triphenyl phosphite.

Claim 10

The thermosetting composition of claim 7 wherein the thermal stabilizer is triphenyl phosphate.

Claim 11

The thermosetting composition of claim 2 wherein the thermal stabilizer in an ammonium salt of the oxyacids of phosphorus.

Claim 12

The thermosetting composition of claim 10 wherein the thermal stabilizer is monobasic ammonium phosphate.

Claim 13

A thermoset resin obtained by heat curing the thermosetting composition of claim 1.

Claim 14

The process of preparing a thermoset resin essentially free of aliphatic unsaturation which comprises (1) preparing a prepolymer by polymerizing at least one polyacetylenically substituted aromatic compound by heating said compound with an aromatization catalyst in an inert organic diluent to a temperature of from about 55* to about 250*C. until from about 30% to about 90% of said compound has been converted to polymer, (2) separating the prepolymer from the polymerization reaction mixture, (3) fabricating a blend of said prepolymer with from about 0.1 to about 20%, by weight of the prepolymer, of at least one thermal stabilizer selected from the group consisting of the inorganic oxyacids of phosphorus, the ammonium and amine salts of said oxyacids, the alkyl and aryl esters of said oxyacids, and the ammonium and amine salts of said esters which are partial esters, the alkyl group in said alkyl esters containing from 1 to 12 carbon atoms and the aryl group in said aryl esters containing from 6 to 10 carbon atoms, and (4) heating the fabricated blend to a temperature of from about 100* to about 300*C.

Claim 15

The process of preparing a thermoset resin essentially free of aliphatic unsaturation which comprises (1) preparing a prepolymer by polymerizing at least one polyacetylenically substituted aromatic compound by heating said compound with an aromatization catalyst in an inert organic diluent to a temperature of from about 55* to about 250*C. until from about 30% to about 90% of said compound has been converted to polymer, (2) separating the prepolymer from the polymerization reaction mixture, (3) fabricating a blend of said prepolymer with from about 0.1 to about 20%, by weight of the prepolymer, of at least one thermal stabilizer selected from the group consisting of the inorganic oxyacids of phosphorus, the ammonium and amine salts of said oxyacids, the alkyl and aryl esters of said oxyacids, and the ammonium and amine salts of said esters which are partial esters, the alkyl group in said alkyl esters containing from 1 to 12 carbon atoms and the aryl group in said aryl esters containing from 6 to 10 carbon atoms, and (4) heating the fabricated blend to a temperature of from about 100* to about 300*C.