Synthesis and electrochemical properties of a new benzimidazole derivative as the acceptor unit in donor-acceptor-donor type polymers

APAYDIN, Dogukan Hazar
Çırpan, Ali
Toppare, Levent Kamil
A new benzimidazole unit, 4'-(tert-butyl)spiro[benzo[d]imidazole-2,1'-cyclohexane] was synthesized and coupled with different donor units like 3-hexylthiophene and 3,4-ethylenedioxythiophene (EDOT) via Stille coupling. The donor-acceptor-donor (D-A-D) type monomers, 4'-(tert-butyl)-4,7-bis(4-hexylthiophen-2-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIHT) and 4'-(tert-butyl)-4,7-bis(2,3-dihydrothieno[3,4-b][1,4]dioxin-5-yl)spiro[benzo[d]imidazole-2,1'-cyclohexane] (BIED) were electrochemically polymerized, their electrochemical and optical properties were investigated by cyclic voltammetry, UV-vis-NIR spectroscopy techniques. Effect of donor groups on the optical and electronic properties of polymer was studied.


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In this study, a new series of alkylenedioxythiophene (ProDOT) type monomers bearing substituted and unsubstituted benzothiadiazole acceptor units was synthesized, and the resulting derivatives were characterized by using NMR spectroscopy, elemental analysis and HRMS techniques. The monomers were polymerized by electrochemical polymerization method. The electrochemical and optical properties of monomers and their corresponding polymers were thoroughly investigated in detail to elucidate how the number of fl...
Citation Formats
A. C. OZELCAGLAYAN, M. SENDUR, N. AKBASOGLU, D. H. APAYDIN, A. Çırpan, and L. K. Toppare, “Synthesis and electrochemical properties of a new benzimidazole derivative as the acceptor unit in donor-acceptor-donor type polymers,” ELECTROCHIMICA ACTA, pp. 224–229, 2012, Accessed: 00, 2020. [Online]. Available: