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HERO ID
7944025
Reference Type
Journal Article
Title
Synthesis of polyesters and polyurethanes using telechelic oligobenzimidazoles as macromonomers
Author(s)
Imoto, K; Yamaguchi, I; Wang, A
Year
2020
Is Peer Reviewed?
1
Journal
Polymer Bulletin
ISSN:
0170-0839
EISSN:
1436-2449
Volume
77
Issue
9
Page Numbers
4789-4803
Language
English
DOI
10.1007/s00289-019-02986-7
Web of Science Id
WOS:000490224300004
Abstract
The organocatalytic reaction of telechelic oligobenzimidazoles with hydroxyl groups at the both ends, OBI(n)s (n denotes degree of oligomerization), with suberic acid (SA) and isophthalic acid (IA) yielded polyesters PE(OBI(n)-co-SA) and PE(OBI(n)-co-IA), respectively. The reaction of OBI(n)s with hexamethylene diisocyanate (HDI) and tolylene-2,4-diisocyanate (TDI) yielded polyurethanes that were partly cross-linked by 1,6-hexanediamide and 1-methyl-2,4-phenylenediamide units, PU(OBI(n)-co-HDI) and PU(OBI(n)-co-TDI), respectively. A model polyester and ester were synthesized by the organocatalytic reactions of 4,4′-biphenyldimethanol (BPDM) with SA and of OBI(3) with hexanoic acid, respectively. The polyesters were soluble in polar organic solvents, whereas the polyurethanes were insoluble in the solvents due to their cross-linked structures. The absorption maxima and emission wavelengths of PE(OBI(n)-co-SA) and PE(OBI(n)-co-IA) were essentially the same as those of OBI(n)s in solution. PE(OBI(n)-co-SA), PE(OBI(n)-co-IA), and PU(OBI(n)-co-HDI) showed higher thermal stability than the corresponding OBI(n) because of their higher molecular weights and cross-linked structures. 2019, Springer-Verlag GmbH Germany, part of Springer Nature.
Keywords
Telechelic; Oligobenzimidazole; Macromonomer; Polyester; Polyurethane
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