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BN‐Embedded Tetrabenzopentacene: A Pentacene Derivative with Improved Stability
Author(s) -
Zhuang FangDong,
Sun ZeHao,
Yao ZeFan,
Chen QiRan,
Huang Zhen,
Yang JingHui,
Wang JieYu,
Pei Jian
Publication year - 2019
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201905601
Subject(s) - acene , pentacene , materials science , molecular orbital , carbon fibers , chemical physics , molecule , computational chemistry , nanotechnology , chemistry , organic chemistry , composite material , layer (electronics) , composite number , thin film transistor
Considerable efforts have been devoted to achieving stable acene derivatives for electronic applications; however, the instability is still a major issue for such derivatives. To achieve higher stability with minimum structural change, CC units in the acenes were replaced with isoelectronic BN units to produce a novel BN‐embedded tetrabenzopentacene (BNTBP). BNTBP, with a planar structure, is highly stable to air, moisture, light, and heat. Compared with its carbon analogue tetrabenzopentacene (TBP), BN embedment lowered the highest occupied molecular orbital (HOMO) energy level of BNTBP, changed the orbital distribution, and decreased the HOMO orbital coefficients at the central carbon atoms, which stabilize BNTBP molecules upon exposure to oxygen and sunlight. The single‐crystal microribbons of BNTBP exhibited good performance in field‐effect transistors (FETs). The high stability and good mobility of BNTBP indicates that BN incorporation is an effective approach to afford stable large‐sized acenes with desired properties.