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Synthesis and Characterization of Dibenzo[ a , d ]cyclohepten‐5‐one Derivatives for Light‐Emitting Diodes
Author(s) -
Wang Liping,
Wang Limin,
Huang Jianyao,
Yu Gui
Publication year - 2015
Publication title -
chinese journal of chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.28
H-Index - 41
eISSN - 1614-7065
pISSN - 1001-604X
DOI - 10.1002/cjoc.201500322
Subject(s) - chemistry , crystallography , dichloromethane , molecule , crystal structure , electrochemistry , ring (chemistry) , diffraction , diode , molecular orbital , stereochemistry , organic chemistry , optoelectronics , optics , solvent , physics , electrode
Three novel dibenzo[ a , d ]cyclohepten‐5‐one derivatives containing hole‐transporting groups were synthesized and characterized. These compounds exhibit good thermal stabilities. Single crystals of DBHO‐TPA and DBHO‐DPA were successfully grown from dichloromethane and their crystal structures were determined from X‐ray diffraction data. Two molecules, DBHO‐TPA and DBHO‐DPA , have a nonplanar structure while seven‐membered ring comprised in dibenzo[ a , d ]cyclohepten‐5‐one is not planar. Electrochemical properties of three compounds indicate that the different substituents on 3,7‐positions of the dibenzo[ a , d ]cyclohepten‐5‐one derivatives have a small effect on the energy levels of the highest occupied molecular orbitals. The blue‐green light‐emitting diodes based on dibenzo[ a , d ]cyclohepten‐5‐one derivatives were fabricated.