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Butterfly‐like Shape Liquid Crystals Based Fused‐Thiophene as Unidimensional Ambipolar Organic Semiconductors with High Mobility
Author(s) -
Ma Tao,
Zhong YuJie,
Wang HaiFeng,
Zhao KeQing,
Wang BiQin,
Hu Ping,
Monobe Hirosato,
Donnio Bertrand
Publication year - 2021
Publication title -
chemistry – an asian journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.18
H-Index - 106
eISSN - 1861-471X
pISSN - 1861-4728
DOI - 10.1002/asia.202100173
Subject(s) - ambipolar diffusion , mesophase , electron mobility , materials science , liquid crystal , charge carrier , chemical physics , organic semiconductor , thiophene , relaxation (psychology) , crystallography , electron , chemistry , optoelectronics , organic chemistry , psychology , social psychology , physics , quantum mechanics
Mesomorphous butterfly‐like shape molecules based on benzodithiophene, benzodithiophene‐4,8‐dione and cyclopentadithiophen‐4‐one core moieties were efficiently synthesized by the Suzuki‐Miyaura coupling and Scholl oxidative cyclo‐dehydrogenation reactions’ tandem. Most of the butterfly molecules spontaneously self‐organize into columnar hexagonal mesophase. The electron‐deficient systems possess strong solvent‐gelling ability but are not luminescent, whereas the electron‐rich terms do not form gels but strongly emit light between 400 and 600 nm. The charge carrier mobility was also measured by time‐of‐flight transient photocurrent technique in the mesophases for some of the compounds. They display hole‐transport performances with positive charge mobility in the 10 −3 cm −2 V −1 s −1 range, consistent with the high degree of ordering and stability of the columnar superstructures. In particular, the mesogen with a benzodithiophen‐4,8‐dione core shows ambipolar charge carrier transport with both high electron (μ e =6.6×10 −3 cm −2 V −1 s −1 ) and hole (μ h =4.5×10 −3 cm −2 V −1 s −1 ) mobility values.