Jump to main content
Jump to site search

Issue 35, 2014
Previous Article Next Article

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

Author affiliations

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 cm2 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.

Graphical abstract: 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

Back to tab navigation

Supplementary files

Publication details

The article was received on 09 Jul 2014, accepted on 23 Jul 2014 and first published on 25 Jul 2014


Article type: Paper
DOI: 10.1039/C4CP03002H
Phys. Chem. Chem. Phys., 2014,16, 18805-18812

  •   Request permissions

    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

    S. Minami, M. Ide, K. Hirano, T. Satoh, T. Sakurai, K. Kato, M. Takata, S. Seki and M. Miura, Phys. Chem. Chem. Phys., 2014, 16, 18805
    DOI: 10.1039/C4CP03002H

Search articles by author

Spotlight

Advertisements