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A Crystal‐Engineered Hydrogen‐Bonded Octachloroperylene Diimide with a Twisted Core: An n‐Channel Organic Semiconductor
Author(s) -
Gsänger Marcel,
Oh Joon Hak,
Könemann Martin,
Höffken Hans Wolfgang,
Krause AnaMaria,
Bao Zhenan,
Würthner Frank
Publication year - 2010
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.200904215
Subject(s) - diimide , perylene , semiconductor , molecule , transistor , organic semiconductor , materials science , thin film transistor , optoelectronics , nanotechnology , crystallography , chemistry , organic chemistry , electrical engineering , engineering , layer (electronics) , voltage
Twisted up : Perchlorination of perylene diimide afforded an exceptionally electron‐poor organic semiconductor molecule (see picture; C black, Cl green, O red, N blue, H white) that crystallizes in an ideal brickstone arrangement with close π–π and chlorine–chlorine contacts. Vapor‐deposited thin films of this molecule show excellent transistor performance, even in air ( μ ≈0.8 cm 2 V −1 s −1 , I on / I off ≈10 8 ).