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Benzopyrazinoisoindigo or Its Reduced Form? Synthesis, Clarification, and Application in Field‐Effect Transistors
Author(s) -
Wang Xiao,
Zhao Zhiyuan,
Ai Na,
Pei Jian,
Liu Yunqi,
Wan Xiaobo
Publication year - 2016
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.201600363
Subject(s) - chemistry , semiconductor , field effect transistor , transistor , molecule , field (mathematics) , small molecule , stereochemistry , nanotechnology , chemical physics , computational chemistry , optoelectronics , organic chemistry , physics , quantum mechanics , materials science , biochemistry , mathematics , voltage , pure mathematics
Abstract Benzopyrazinoisoindigo, a pigment reported 40 years ago, should be a good candidate for n‐type semiconductors if the reported structure is correct. Reinvestigation of this molecule revealed that it is actually (4 H ,4′ H )‐benzopyrazinoisoindigo, which could be considered as the reduced form of benzopyrazinoisoindigo, and hence, it is a good candidate for p‐type semiconductors. The route toward the synthesis of this molecule was optimized, and a mechanism was accordingly proposed. A field‐effect transistor based on this material showed a hole mobility up to 2.5 × 10 –2 cm 2 V –1 s –1 .