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Highly Emissive and Electrochemically Stable Thienylene Vinylene Oligomers and Copolymers: An Unusual Effect of Alkylsulfanyl Substituents
Author(s) -
Jeeva Shehzad,
Lukoyanova Olena,
Fox Athan,
Dadvand Afshin,
Rosei Federico,
Perepichka Dmitrii F.
Publication year - 2010
Publication title -
advanced functional materials
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 6.069
H-Index - 322
eISSN - 1616-3028
pISSN - 1616-301X
DOI - 10.1002/adfm.200902300
Subject(s) - materials science , cyclic voltammetry , photoluminescence , thermal stability , amorphous solid , conjugated system , polymer , quantum yield , condensation polymer , electrochemistry , homo/lumo , organic semiconductor , polymer chemistry , chemical engineering , chemistry , organic chemistry , optoelectronics , fluorescence , molecule , electrode , physics , composite material , quantum mechanics , engineering
Abstract The synthesis, unexpected efficient photoluminescence, and reversible electrochemical p‐ and n‐doping of new conjugated thienylene vinylene materials functionalized with alkylsulfanyl substituents poly(trithienylene vinylene) (PTTV) and poly(dithienylvinyl‐ co ‐benzothiadiazole) (PDTVB) along with dithienylvinylene‐based oligomers is reported. The materials are studied by thermal and X‐ray diffraction analysis, optical spectroscopy, cyclic voltammetry, and spectroelectrochemistry. Organic field‐effect transistors (OFETs) are fabricated with PTTV and PDTVB. The polymers, prepared by Stille polycondensation, exhibit good thermal stability and a photoluminescent quantum yield in the range 34%–68%. Low bandgaps (1.5–1.8 eV), estimated by optical and electrochemical measurements along with high stability of both redox states, suggest that these structures are promising materials for photovoltaic applications. OFETs fabricated with PDTVB reveal a hole mobility of 7 × 10 −3 cm 2 V −1 s −1 with on/off ratio 10 5 , which are comparatively high values for completely amorphous polymer semiconductors.