Synthesis and Characterization of New Poly(bisbenzothiazole)s Containing 4-tert-Butylcyclohexylidene and Alkene Units

Abstract

Abstract: A new series of poly(bisbenzothiazole)s (PBTs III1,2) containing 4-tert-butylcyclohexylidene and alkene units were prepared from 1,1-bis(4-amino-3-mercaptophenyl)-4-tert-butylcyclohexane dihydrochloride (BAMPBCH?2HCl) and alkene dicarboxylic acids by direct polycondensation. Their chemical structures were characterized by IR, 1H NMR and EA. These polymers exhibited improved solubility due to the introduction of 4-tert-butylcyclohexene group into their structures. They also maintained good thermal stability. The decomposition temperatures at 10 % weight loss of them were above 419 oC. In comparison with poly(p-phenylene-6,6’-(4-tert-butylcyclohexene)bisbenzothiazole) (PBT), the UV absorption spectra of PBTs III1,2 showed the λmax were red shifted. And compared with poly(p-phenylene benzobisthiazole) (PBZT), the λmax were blue shifted. The bandgaps of PBTs III1,2 were 2.56 eV and 2.53eV. The introduction of 4-tert-butylcyclohexene and alkene units widened the optical bandgap range of the benzothiazole polymers. The emission wavelengths of PBTs III1,2 were red shifted in contrast to PBT. The bulky pendant group decreased the aggregation degree of polymer chains. The results of EPR studies showed the intrinsic paramagnetic defects in PBTs III1,2.

Key words: Poly(benzobisthiazole), Optical bandgap, Conjugated polymer

CLC Number:

O631

TrendMD:

HUANG Wei*, DU Chun-Ping, XIE Mei-Ran, ZHANG Yi-Qun, ZHANG Jun-Mei. Synthesis and Characterization of New Poly(bisbenzothiazole)s Containing 4-tert-Butylcyclohexylidene and Alkene Units[J]. Chem. J. Chinese Universities, 2011, 32(8): 1908.

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