Polyphenylquinoxalines containing pendant phenylethynyl and ethynyl groups
AssigneeThe United States of America as represented by the Administrator of the National Aeronautics and Space Administration
InventorsHans M. Acting Administrator of the National Aeronautics and Space Administration, with respect to an invention of Mark, Paul M. Hergenrother
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Abstract
Poly(phenylquinoxaline) prepolymers containing pendant phenylethynyl and ethynyl groups are disclosed along with the process for forming these polymers. Novel monomers and the process for producing same that are employed to prepare the novel polymers are also disclosed.
Claims22
A poly(phenylquinoxaline) polymer consisting essentially of repeating units and synthesized from the reaction of (I) aromatic bis(o-diamines) with (II) aromatic bis(.alpha.-diketones) and (III) aromatic bis(ethynylphenyl-.alpha.-diketones) or aromatic bis(phenylethynyl-.alpha.-diketones) according to the reaction scheme:
- ##STR12## where Ar is aromatic and selected from the group consisting of ##STR13## Ar' is ##STR14## X is --C.tbd.CH, ##STR15## Y is 5-100% X and 0-95% H, and, n is 20-10,000.
A polyphenylquinoxaline polymer consisting of repeating units and synthesized according to the reaction:
- ##STR29## where X is 0-95% H and 5-100% C.tbd.CH, and, n is 20-10,000.
A polyphenylquinoxaline polymer consisting of repeating units and synthesized according to the reaction:
- ##STR30## where Y is 0-95% H and 5-100% of a member selected from the group consisting of:
- ##STR31## and, n is 20-10,000.
A polyphenylquinoxaline polymer consisting essentially of repeating units having the formula:
- ##STR32## where Ar is a tetravalent aromatic group, Ar' is selected from the group consisting of ##STR33## Y is 0-95% H and 5-100% of a member selected from the group consisting of --C.tbd.CH, ##STR34## and, n is 20-10,000.
A method of synthesizing novel polymers comprising:
- combining stoichiometric quantities of a bis(1,2-diketone) monomer in a solvent selected from a group consisting of chloroform, sym-tetrachloroethane, m-cresol, and mixtures of m-cresol and xylene and m-cresol and toluene at a concentration of 10 to 30% weight/volume with powdered 3,3'4,4'-tetraaminobiphenyl stirring the mixture for 4-6 hours at ambient temperature and thereafter stirring for one hour at 90.degree. C. to recover an amber colored viscous solution, doctoring a portion of this solution onto a glass plate and stage drying to a final temperature of approximately 110.degree. C. under vaccum for 4-6 hours to yield a transparent yellow film fingernail creaseable polymer.
Dependencies are inferred from the claim text.