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Rubrenes: Planar and Twisted
Author(s) -
Paraskar Abhimanyu S.,
Reddy A. Ravikumar,
Patra Asit,
Wijsboom Yair H.,
Gidron Ori,
Shimon Linda J. W.,
Leitus Gregory,
Bendikov Michael
Publication year - 2008
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.200800802
Subject(s) - planar , materials science , computer science , computer graphics (images)
Surprisingly, despite its very high mobility in a single crystal, rubrene shows very low mobility in vacuum‐sublimed or solution‐processed organic thin‐film transistors. We synthesized several rubrene analogues with electron‐withdrawing and electron‐donating substituents and found that most of the substituted rubrenes are not planar in the solid state. Moreover, we conclude (based on experimental and calculated data) that even parent rubrene is not planar in solution and in thin films. This discovery explains why high mobility is reported in rubrene single crystals, but rubrene shows very low field‐effect mobility in thin films. The substituted rubrenes obtained in this work have significantly better solubility than parent rubrene and some even form films and not crystals after evaporation of the solvent. Thus, substituted rubrenes are promising materials for organic light‐emitting diode (OLED) applications.