New alternating electron donor–acceptor conjugated polymers entailing (E)-[4,4′-biimidazolylidene]-5,5′(1H,1′H)-dione moieties?

Polymer Chemistry Pub Date: 2013-02-11 DOI: 10.1039/C3PY00129F

Abstract

Four new alternating D–A polymers (P1–P4) with (E)-[4,4′-biimidazolylidene]-5,5′(1H,1′H)-dione (BID) as electron accepting moieties were synthesized and characterized. Based on GPC (gel permeation chromatography) data, Mws of P1–P4 are relatively high ranging from 11.8 to 14.7 kg mol?1 with polydispersities of 1.8–1.9. Thin-films of P1–P4 show broad and strong absorptions up to 950 nm. HOMO (?5.11 eV to ?5.32 eV) and LUMO (?3.71 eV to ?3.81 eV) energies as well as band gaps (1.40 eV to 1.53 eV) were determined based on their onset redox potentials and absorption spectra. Field-effect transistors with thin-films of P1–P4 were successfully fabricated with conventional techniques. The results reveal that thin-films of P1 and P2 exhibit relatively high hole mobilities of up to 6.6 × 10?3 cm2 V?1 s?1.

Graphical abstract: New alternating electron donor–acceptor conjugated polymers entailing (E)-[4,4′-biimidazolylidene]-5,5′(1H,1′H)-dione moieties
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