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CH⋅⋅⋅π Interaction‐Modulated Solid‐State Packing and Carrier Mobility in Thienyl and Thieno[3,2‐ b ]Thienyl End‐Capped Distyrylarylene Derivatives
Author(s) -
Li YeXin,
Liang ZuoQin,
Xi He,
Ma LuLu,
He Tao,
Yuan ChunXue,
Tao XuTang
Publication year - 2011
Publication title -
chemphyschem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.016
H-Index - 140
eISSN - 1439-7641
pISSN - 1439-4235
DOI - 10.1002/cphc.201000876
Subject(s) - biphenyl , intermolecular force , electron mobility , crystallography , intermolecular interaction , molecule , materials science , crystal structure , field effect transistor , solid state , chemistry , transistor , optoelectronics , organic chemistry , quantum mechanics , voltage , physics
Research on structure–property relationships in distyrylarylene derivatives is far behind their wide applications in optoelectronic devices due to the absence of crystal structure information. Herein, the single crystals of 4,4′‐bis(2‐thienylvinyl)biphenyl ( 1 ) and 4,4′‐bis(2‐thieno[3,2‐ b ]thienylvinyl)biphenyl ( 2 ) were successfully grown by the vapor transport method. Both molecules adopt the typical herringbone packing motif. However, the intermolecular CH⋅⋅⋅π interaction in compound 2 is much stronger than that in compound 1 . The correlations of interchain interaction with film morphology, optical and electronic properties were studied. Compound 2 formed higher crystalline films with (001) and (111) orientations. The organic field‐effect transistor properties of both materials were investigated. Compound 2 showed better performance with a hole mobility higher than 0.01 cm 2 V −1 s −1 and an on/off current ratio over 10 6 . These results reveal that the intensity of CH⋅⋅⋅π interactions can exert dramatic influences on the optical and electronic properties of distyrylarylene‐based materials.