title: 2,6-Diphenyl- and -distyryl-capped 3,7-dialkoxybenzo[1,2-b:4,5-b']dithiophenes and their dithieno-annulated higher homologs: structural phase transition with enhanced charge carrier mobility.
abstract: Synthesis of the title benzo[1,2-b:4,5-b']dithiophenes was achieved using 2-ethylhexyl 3,7-dihydroxybenzo[1,2-b:4,5-b']dithiophene-2,6-dicarboxylate as the common starting material. The effect of the introduction of phenyl and styryl groups as well as thieno-annulation to the benzo[1,2-b:4,5-b']dithiophene core on π-conjugation was estimated by means of absorption and emission spectrometry and cyclic voltammetry. The phase behaviours of the compounds were also observed by differential scanning calorimetry and the dithieno-annulated higher homologs were found to show a solid-solid (crystalline-crystalline) phase transition. Then, intrinsic charge carrier mobilities in the π-systems were measured by the flash-photolysis time-resolved microwave conductivity (FP-TRMC) method and the values were in the range of 0.04-0.17 cm(2) V(-1) s(-1). Remarkably, the thieno-annulated and phenyl-capped derivative showed a temperature/phase-dependent hole mobility profile with 3-fold increment in the second crystalline phase above 100 °C.
authors: Department of Applied Chemistry, Faculty of Engineering, Osaka University, Suita, Osaka 565-0871, Japan. seki@chem.eng.osaka-u.ac.jp miura@chem.eng.osaka-u.ac.jp.
authors: Sojiro
authors: S
authors: Minami
authors: Marina
authors: M
authors: Ide
authors: Koji
authors: K
authors: Hirano
authors: Tetsuya
authors: T
authors: Satoh
authors: Tsuneaki
authors: T
authors: Sakurai
authors: Kenichi
authors: K
authors: Kato
authors: Masaki
authors: M
authors: Takata
authors: Shu
authors: S
authors: Seki
authors: Masahiro
authors: M
authors: Miura