Publication:
Synthesis of polybenzimidazoles from monomers containing flexible linkages

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Authors
Azmus, Dora J. Taylor.
Subjects
Advisors
Date of Issue
1992
Date
May-92
Publisher
Monterey California. Naval Postgraduate School
Language
en_US
Abstract
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 polybenzimidazole which resulted when it was condensed with DAB. These polymerizations yielded poor poly-benzimidazoles, 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.
Type
Thesis
Description
CIVINS (Civilian Institutions) Thesis document
Department
Chemistry
Identifiers
NPS Report Number
Sponsors
Funder
U.S. Naval Postgraduate School, CIVINS program
Format
Citation
Distribution Statement
Rights
This publication is a work of the U.S. Government as defined in Title 17, United States Code, Section 101. Copyright protection is not available for this work in the United States.
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