Engineering topics

Hergenrother, Paul M.

Publications and source records attributed to Hergenrother, Paul M..

At least 37 records · Page 2

NASA NTRS1995

Phenylethynyl reactive diluents

A composition of matter having a specified general structure is employed to terminate a nucleophilic reagent, resulting in the exclusive production of phenylethynyl terminated reactive oligomers which display unique thermal characteristics. A reactive diluent having a specified general structure is employed to decrease the melt viscosity of a phenylethynyl terminated reactive oligomer and to subsequently react with to provide a thermosetting material of enhanced density. These materials have features which make them attractive candidates for use as composite matrices and adhesives.

Bryant, Robert G.↗

NASA NTRS1995

Phenylethynyl terminated reactive oligomer

A composition of matter having the general structure: ##STR1## (wherein X is F, Cl, or NO.sub.2, and Y is CO, SO.sub.2 or C(CF.sub.3).sub.2) is employed to terminate a nucleophilic reagent, resulting in the exclusive production of phenylethynyl terminated reactive oligomers which display unique thermal characteristics. A reactive diluent having the general structure: ##STR2## (wherein R is any aliphatic or aromatic moiety) is employed to decrease the melt viscosity of a phenylethynyl terminated reactive oligomer and to subsequently react therewith to provide a thermosetting material of enhanced density. These materials have features which make them attractive candidates for use as composite matrices and adhesives.

Bryant, Robert G.↗

NASA NTRS1995

Crystalline imide/arylene ether copolymers

Crystalline imide/arylene ether block copolymers are prepared by reacting anhydride terminated poly(amic acids) with amine terminated poly)arylene ethers) in polar aprotic solvents and chemically or thermally cyclodehydrating the resulting intermediate poly(amic acids). The block copolymers of the invention have one glass transition temperature or two, depending on the particular structure and/or the compatibility of the block units. Most of these crystalline block copolymers for tough, solvent resistant films with high tensile properties. While all of the copolymers produced by the present invention are crystalline, testing reveals that copolymers with longer imide blocks or higher imide content have increased crystallinity.

Jensen, Brian J.↗

NASA NTRS1995

Polybenzimidazoles via aromatic nucleophilic displacement

Novel molecular weight controlled and endcapped polybenzimidazoles (PBI) are prepared by the aromatic nucleophilic displacement reaction of di(hydroxyphenyl benzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The PBI are endcapped with mono(hydroxyphenyl) benzimidazoles. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. Mono(hydroxyphenyl) benzimidazoles are synthesizedby reacting phenyl-4-hydroxybenzoate with aromatic (o-diamine)s in diphenylsulfone. Molecular weight controlled and endcapped PBI of new chemical structures are prepared that exhibit a favorable combination of physical and mechanical properties.

Connell, John W.↗

NASA NTRS1995

Modified Polyimides Are More Compression Moldable

Offset stoichiometries and end-capping agents impart desired properties. Semicrystalline polyimides synthesized from 3,3',4,4' benzophenonetetracarboxylic dianhydride (BTDA) and 1,3-bis(4-aminophenoxy-4'-benzoyl)benzene (1,3-BABB) modified to increase melt flow. Modified versions more amenable to compression molding, processing to form adhesive bonds, and use as matrices in matrix/fiber composite materials.

Hergenrother, Paul M.↗

NASA NTRS1995

Poly(N-arylenbenzimidazoles) via aromatic nucleophilic displacement

Novel poly(N-arylenebenzimidazole)s (PNABIs) are prepared by the aromatic nucleophilic displacement reaction of novel di(hydroxyphenyl-N-arylene benzimidazole) monomers with activated aromatic dihalides or activated aromatic dinitro compounds. The polymerizations are carried out in polar aprotic solvents such as N-methyl-2-pyrrolidinone or N,N-dimethylacetamide using alkali metal bases such as potassium carbonate at elevated temperatures under nitrogen. The di(hydroxyphenyl N-arylenebenzimidazole) monomers are synthesized by reacting phenyl 4-hydroxybenzoate with bis(2-aminoanilino) arylenes in diphenylsulfone. Moderate molecular weight PNABIs of new chemical structures were prepared that exhibit a favorable combination of physical and mechanical properties. The use of the novel di(hydroxyphenyl N-arylenebenzimidazole)s permits a more economical and easier way to prepare PNABIs than previous routes.

Connell, John W.↗

NASA NTRS1995

Phenylethynyl terminated imide oligomers

Four phenylethynyl amine compounds - 3 and 4-aminophenoxy-4'-phenylethynylbenzophenone, and 3 and 4-amino-4'-phenylethynylbenzophenone - were readily prepared and were used to endcap imide oligomers. Phenylethynyl-terminated amide acid oligomers and phenylethynyl-terminated imide oligomers with various molecular weights and compositions were prepared and characterized. These oligomers were cured at 300 to 400 C to provide crosslinked polyimides with excellent solvent resistance, high strength and modulus, and good high temperature properties. Adhesive panels, composites, films, and moldings from these phenylethynyl terminated imide oligomers gave excellent mechanical performance.

Hergenrother, Paul M.↗

NASA NTRS1995

Poly(Arylene Ether)s Containing Pendent Ethynyl Groups

Poly(arylene ether)s containing pendent ethynyl groups synthesized. Offer advantage over linear poly(arylene ether)s in upon heating, pendent ethynyl groups react to form cross-linked molecular structures exhibiting greater resistance to solvents and higher glass-transition temperatures and tensile moduli. Polymers useful as adhesives, moldings, films, and matrices of composite materials.

Hergenrother, Paul M.↗

NASA NTRS1994

Phenylethynyl-Terminated Polyimides

Phenylethynyl-terminated polyimides exhibit properties suitable for films, moldings, adhesives, and composite-material matrices. Polyimides synthesized at various molecular weights, selected to obtain desirable properties for specific applications. Thermally cured to form cross-linked molecular structures typically increasing resistance to solvents, glass-transition temperatures, and moduli of elasticity. Also have low molecular weights and low melt viscosities for easier processing into composites and adhesive bonds.

Jensen, Brian J.↗

NASA NTRS1994

Diamines and polyimides containing pendent ethynyl groups

Diamines containing pendent ethynyl and substituted ethynyl groups are synthesized. These diamines are reacted with dianhydrides to form polyamide acids, which are chemically or thermally cyclodehydrated to form polyimides and copolyimides with pendent ethynyl groups. Upon heating, the pendent ethynyl groups react to form crosslinked resins that are useful as adhesives, composite matrices, coatings, moldings, and films.

Hergenrother, Paul M.↗

NASA NTRS1994

Polyamideimides Containing Carbonyl And Ether Linkages

Polyamideimides of new class contain carbonyl and ether connecting groups. New polyamideimides more easily processable, stronger in tension, and more resistant to solvents (including water) than conventional polyamideimides. Improvements in mechanical and chemical properties attributable to semicrystallinity introduced into otherwise amorphous polymers by incorporation of carbonyl and ether linkages.

Hergenrother, Paul M.↗

NASA NTRS1994

Polybenzimidazole via aromatic nucleophilic displacement

Di(hydroxyphenyl)benzimidazole monomers were prepared from phenyl-4-hydroxybenzoate and aromatic bis(o-diamine)s. These monomers were used in the synthesis of soluble polybenzimidazoles. The reaction involved the aromatic nucleophilic displacement of various di(hydroxyphenyl)benzimidazole monomers with activated aromatic dihalides or activated aromatic dinitro compounds in the presence of an alkali metal base. These polymers exhibited lower glass transition temperatures, improved solubility, and better compression moldability over their commercial counterparts.

Connell, John W.↗

NASA NTRS1994

Phenylethynyl endcapping reagents and reactive diluents

A phenylethynyl composition which can be used to endcap nucleophilic species is employed in the production of phenylethynyl terminated reactive oligomers exclusively. These phenylethynyl terminated reactive oligomers display unique thermal characteristics, as exemplified by the model compound, 4-phenoxy 4'-phenylethynylbenzophenone, which is relatively stable at 200 C, but reacts at 350 C. In addition, a reactive diluent was prepared which decreases the melt viscosity of the phenylethynyl terminated oligomers and subsequently reacts therewith to increase density of the resulting thermoset. The novelty of this invention resides in the phenylethynyl composition used to terminate a nucleophilic reagent, resulting in the exclusive production of phenylethynyl terminated reactive oligomers which display unique thermal characteristics. A reactive diluent was also employed to decrease the melt viscosity of a phenylethynyl terminated reactive oligomer and to subsequently react therewith to increase the crosslink density of the resulting thermoset. These materials have features which make them attractive candidates for use as composite matrices and adhesives.

Jensen, Brian J.↗

NASA NTRS1994

Polybenzimidazoles Via Aromatic Nucleophilic Displacement

Soluble polybenzimidazoles (PBI's) synthesized by nucleophilic displacement reaction of di(hydroxyphenyl)-benzimidazole monomers with activated aromatic difluoride compounds in presence of anhydrous potassium carbonate. These polymers exhibit good thermal, thermo-oxidative, and chemical stability, and high mechanical properties. Using benzimidazole monomers, more economical, and new PBI's processed more easily than commercial PBI, without loss of desirable physical properties.

Connell, John W.↗

NASA NTRS1994

Polyimides containing pendent siloxane groups

Novel polyimides containing pendent siloxane groups (PISOX) were prepared by the reaction of functionalized siloxane compounds with hydroxy containing polyimides (PIOH). The pendent siloxane groups on the polyimide backbone offer distinct advantages such as lowering the dielectric constant and moisture resistance and enhanced atomic oxygen resistance. The siloxane containing polyimides are potentially useful as protective silicon oxide coatings and are useful for a variety of applications where atomic oxygen resistance is needed.

Connell, John W.↗

NASA NTRS1994

Phenylethynyl End-Capping Reagents And Reactive Diluents

Compounds containing phenylethynyl group serve as thermally reactive polymer end caps and reactive diluents. Useful in preparation of adhesives, composite matrices, and molding compounds. These reagents transform arylene ether oligomers and polymers into readily processable reactive materials that convert thermally to thermosets. Compounds synthesized for subsequent use in making thermoset polymers. Phenylethynyl group found to offer several unexpected advantages over ethynyl-based analog.

Bryant, Robert G.↗

NASA NTRS1994

Phenylethynyl-Terminated Poly(Arylene Ethers)

Phenylethynyl-terminated poly(arylene ethers) synthesized in wide range of molecular weights by adjusting monomer ratios and adding appropriate amounts of 4-phenylethynyl-4'-fluorobenzophenone to monomers to end-cap oligomers during polymerization. Have low molecular weights and low melt viscosities, and are easily processed as adhesives, composites, and moldings. Thermally cured to provide materials that are crosslinked and insoluble in common organic solvents. Exhibit increased resistance to solvents, greater tensile moduli, and better high-temperature properties. Useful as adhesives, composite matrices, and moldings, especially in applications in which combination of toughness and resistance to solvents needed.

Jensen, Brian J.↗

NASA NTRS1994

Synthesis Of Benzoxazole Monomers And Polymers

Di(hydroxyphenyl)benzoxazoles synthesized, then polymerized with aromatic dihalides. In comparison with previous routes to synthesis of polybenzoxazoles, this is simpler and more economical. New polybenzoxazoles may prove useful as adhesives, coatings, films, membranes, molding compounds, and composite matrices.

Hergenrother, Paul M.↗