|
|||||
|
|
Photooxidation and reproduction of pentacene derivatives substituted by aromatic groups |
|
| Authors: | Katsuhiko Ono Hiroaki Totani Akihiro Yoshino Katsuya Eguchi Jun-ichi Nishida |
| Affiliation: | a Department of Materials Science and Engineering, Nagoya Institute of Technology, Gokiso, Showa-ku, Nagoya 466-8555, Japan b Dow Corning Toray Co., Ltd, Chigusa, Ichihara 299-0108, Japan c Institute for Molecular Science, Myodaiji, Okazaki 444-8585, Japan d Department of Electronic Chemistry, Interdisciplinary Graduate School of Science and Engineering, Tokyo Institute of Technology, Nagatsuta, Midori-ku, Yokohama 226-8502, Japan |
| Abstract: | Pentacene derivatives substituted by aromatic groups at the 6,13-positions were prepared and investigated for their electronic properties and the photoaddition reaction with oxygen. The pentacene derivatives substituted by 2-thienyl and phenyl groups reacted with oxygen in solution under light and afforded their endoperoxides. These first-order kinetic constants were evaluated to be 1.5×10−3 s−1 and 2.7×10−3 s−1. The pentacene derivative with pentafluorophenyl groups was relatively stable in solution. The thermolysis and photolysis of the endoperoxide with 2-thienyl groups in solution afforded the pentacene derivative with yields of 30 and 44%, respectively. In addition, UV irradiation (254 nm) of the thin film of the endoperoxide was studied, which indicated the reproduction of the pentacene derivative. |
| Keywords: | Pentacene Photooxidation Endoperoxide Deoxygenation |
| 本文献已被 ScienceDirect 等数据库收录！ | |