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Synthesis of polybenzimidazoles from monomers containing flexible linkages

Polybenzimidazoles were synthesized from 3, 3', 4, 4'-tetraminobiphenyl
(diaminobenzidine, or DAB) with orthoesters, carboxylic acid derivatives (an ester and
an acid) and with m-benzenedialdehyde. The products were of low molecular weight,
as evidenced by low inherent viscosity, except in the case of the dialdehyde plus DAB.
The product of that system had inherent viscosities in the range of 0. 7 dL/g, and
formed strong, flexible films. Based on these results, a dialdehyde monomer was
made from naphthalene disulfonyl dihalides and p-hydroxybenzaldehyde. In addition
to the aldehyde end groups, this monomer contained internal sulfonate linkages, which
were intended to increase the flexibility of the target poly benzimidazole which resulted
when it was condensed with DAB. These polymerizations yielded poor polybenzimidazoles,
probably due to lack of purity of the new dialdehyde monomer.
Another type of monomer was also produced by condensing DAB with
p-hydroxybenzaldehyde. The resultant bibenzimidazole unit with two phenolic end
groups shows promise for use in nucleophilic aromatic substitution polymerizations. / Graduation date: 1993

Identiferoai:union.ndltd.org:ORGSU/oai:ir.library.oregonstate.edu:1957/37028
Date13 May 1992
CreatorsAzmus, Dora J. Taylor
ContributorsThies, R. W.
Source SetsOregon State University
Languageen_US
Detected LanguageEnglish
TypeThesis/Dissertation

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