Open AccessQuinoidal bisthienoisatin based semiconductors: Synthesis, characterization, and carrier transport property
Author(s) -
Kohara Akihiro,
Hasegawa Tsukasa,
Ashizawa Minoru,
Hayashi Yoshihiro,
Kawauchi Susumu,
Masunaga Hiroyasu,
Ohta Noboru,
Matsumoto Hidetoshi
Publication year - 2020
Publication title -
nano select
Language(s) - English
Resource type - Journals
ISSN - 2688-4011
DOI - 10.1002/nano.202000053
Subject(s) - ambipolar diffusion , delocalized electron , planarity testing , materials science , band gap , polymer , semiconductor , molecule , characterization (materials science) , charge carrier , crystallography , polymer chemistry , chemistry , nanotechnology , optoelectronics , organic chemistry , physics , plasma , quantum mechanics , composite material
Novel quinoidal bisthienoisatin (QBTI) derivatives end‐capped with phenyl and thienyl groups were designed and synthesized. Single‐crystal X‐ray structure analysis of phenyl group flanked QBTI molecule confirmed that the quinoidal structure contributed to the high planarity of the molecular skeleton and the construction of one‐dimensional stacks. The quinoidal form of bisthienoisatin derivatives displayed ambipolar carrier transport properties with mobilities of approximately 10 −4 cm 2 V −1 s −1 . Different flanking aromatic rings considerably affected the thin‐film microstructure and hence the charge carrier transport properties of the material. The QBTI‐based narrow energy gap polymers were theoretically designed and synthesized. Delocalized quinoidal resonance of QBTI unit along the polymer backbone is of particular importance to achieve relatively high conductive state (10 −3 S cm −1 ). We demonstrate that QBTI cores should be promising building blocks for constructing narrow energy gap semiconducting and conductive polymers.