Aerojet-general Corporation

The United States of America

Robert Earl Olsen

Stephen John Backlund

Harlan Frederick Reese

James C Barnard

George D Homer

Resins and carbon--carbon composites are formed from di(alken-1-yl) borinic acids and borinates, either as monomers or as nonpolymerizing additives in a monomer mixture, with the effect of sharply increasing the oxidative stability of the cured product. The compounds have the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, aryl, (C.sub.1 -C.sub.6 alkyl)-substituted aryl, (C.sub.2 -C.sub.6 alkenyl)-substituted aryl, or (C.sub.2 -C.sub.6 alkynyl)-substituted aryl, at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 being other than H.

DI-(alken-1-yl)-substituted borinic acids and borinates as oxidation

Resins and carbon-carbon composites are formed from di(alken-1-yl) borinic acids and borinates, either as monomers or as nonpolymerizing additives in a monomer mixture, with the effect of sharply increasing the oxidative stability of the cured product. The compounds have the formula ##STR1## in which R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 are H, C.sub.1 -C.sub.6 alkyl, C.sub.2 -C.sub.6 alkenyl, C.sub.2 -C.sub.6 alkynyl, C.sub.3 -C.sub.7 cycloalkyl, C.sub.5 -C.sub.7 cycloalkenyl, aryl, (C.sub.1 -C.sub.6 alkyl)-substituted aryl, (C.sub.2 -C.sub.6 alkenyl)-substituted aryl, or (C.sub.2 -C.sub.6 alkynyl)-substituted aryl, at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 being other than H.

Di-(alken-1-yl)-substituted borinic acids and borinates as oxidation

A novel polyphenylene resin is formed by the polycyclotrimerization of vinylethynylbenzene, diethynylbenzene and phenylacetylene. Polymerization is carried out under conditions which result in the retention of unreacted vinyl groups from the vinylethynylbenzene component, which are then susceptible to crosslinking. The polymer is useful in the formation of high-performance carbon-carbon composites, producing an unusually high char yield with advantageous handling and processing characteristics.

Process for forming carbon-carbon composite

Compounds having the formula ##STR1## in which R is a member selected from the group consisting of H, CH.sub.2 .dbd.CH--, and CH.tbd.C--, R' is a member selected from the group consisting of --CH.dbd.CH.sub.2 and --C.tbd.CH, and n is zero, 1, 2, 3 or 4, are useful as fluidizers for polyphenylene prepolymers, rendering the latter sufficiently fluid for processing to form high-performance carbonaceous materials. These compounds are also useful themselves as monomers and prepolymers for the formation of the high-performance carbonaceous materials.

Substituted 1,4-diphenylbutadiynes and oligomers thereof as polymer

A novel polyphenylene resin is formed by the polycyclotrimerization of vinylethynylbenzene, diethynylbenzene and phenylacetylene. Polymerization is carried out under conditions which result in the retention of unreacted vinyl groups from the vinylethynylbenzene component, which are then susceptible to crosslinking. The polymer is useful in the formation of high-performance carbon--carbon composites, producing an unusually high char yield with advantageous handling and processing characteristics.

Polyphenylene resins from vinylethynylbenzene, diethynylbenzene and

A novel resin is formed by the copolymerization of vinylethynylbenzene and diethynylbenzene. Polymerization is carried out under conditions which result in the retention of both unreacted vinyl groups from the vinylethynylbenzene component and unreacted ethynyl groups from the diethynyl component, both of which are then susceptible to crosslinking. The polymer is useful in the formation of high-performance carbon-carbon composites, producing an unusually high char yield with advantageous handling and processing characteristics.

Poly (phenylene-vinylene) resins from vinylethynylbenzene and

A method of making ethylenediamine dinitrate comprising:

Preparation of ethylenediamine dinitrate with useful particle size

The invention provides compounds of the formula ##STR1## wherein X is chloride, fluoride, bromide, iodide or alkoxy, and R is alkyl, arylalkyl, or phenyl which compounds are intermediates in the preparation of 3,6-bis(carboethoxyamino)-2,5-diaziridinyl-1,4-benzoquinone.

Carbamate compounds

(-)-6a,10a-Trans-1-hydroxy-3-n-pentyl-6,6,9-trimethyl-6a,7,8,10a-tetrahydro dibenzo[b,d]pyran or any of its related pyrans in which the n-pentyl group is replaced by hydrogen or C.sub.1 -C.sub.10 alkyl is isolated from a crude synthetic mixture by a process which comprises esterifying the mixture to form perfluorinated alkanoic acid esters, removing low-boiling and non-volatile components, passing the mixture through a first gas chromatographic column with a packing whose liquid phase consists of a slightly polar phenyl-substituted silicone oil and recovering a fraction rich in the desired component, passing the recovered fraction through a second gas chromatographic column with a packing whose liquid phase consists of a non-phenyl-substituted silicone oil and recovering a fraction rich in the desired component, hydrolyzing the fraction recovered from the second stage, and recovering the desired product from the hydrolysis mixture.

Purification of tetrahydrodibenzo[b,d]pyrans from crude synthetic

A method is described of preparing a diaziridinyl diaminobenzoquinone-N, N'-dicarboxylate compound selected from dialkyl, di(arylalkyl), or diphenyl diaminobenzoquinone-N, N'-dicarboxylates, said method comprising:

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Placerville, CA, United States of America

Robert Earl Olsen