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2,7‐Dioctylbenzofuro[3,2‐ b ]benzofuran: An Organic Semiconductor with Two‐dimensional Transport Channels
Author(s) -
Chen Daoliang,
Li Jie,
Ma Weimin,
Li Baolin,
Zhen Yonggang,
Zhu Xiaozhang,
Hu Wenping,
Tsuji Hayato,
Nakamura Eiichi
Publication year - 2018
Publication title -
asian journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.846
H-Index - 44
eISSN - 2193-5815
pISSN - 2193-5807
DOI - 10.1002/ajoc.201800424
Subject(s) - benzofuran , chemistry , stacking , intramolecular force , alkyl , crystallography , semiconductor , derivative (finance) , stereochemistry , organic semiconductor , electron mobility , organic chemistry , optoelectronics , materials science , financial economics , economics
Abstract We report herein a synthesis of benzofuro[3,2‐ b ]benzofuran (BFBF) by an intramolecular Ullmann C−O coupling reaction. To tune the film forming ability and self‐assembling behaviour, the derivative possessing two alkyl chains, 2,7‐dioctylbenzofuro[3,2‐ b ]benzofuran (C 8 ‐BFBF), was further prepared. The packing structures of these two compounds were studied by XRD analysis, showing a two‐dimensional (2D) stacking structure in the solid state. DFT calculations indicated that C 8 ‐BFBF exhibited large transfer integrals along the two stacking directions. The OFET devices based on C 8 ‐BFBF showed typical hole transport properties with mobility up to 0.076 cm 2 V −1 s −1 .