Theoretical study on steric deconjugation of poly(3-hexylthiophene) through bromination
| Autor: | Senku Tanaka, Yoshihide Nakao, Kouichi Matsumoto, Hideo Ando |
|---|---|
| Rok vydání: | 2017 |
| Předmět: |
Steric effects
Electron mobility Chemistry Stereochemistry Substituent General Physics and Astronomy Torsion (mechanics) Aromaticity 02 engineering and technology Dihedral angle 010402 general chemistry 021001 nanoscience & nanotechnology 01 natural sciences Potential energy 0104 chemical sciences chemistry.chemical_compound Crystallography Physical and Theoretical Chemistry 0210 nano-technology Excitation |
| Zdroj: | Chemical Physics Letters. 687:60-65 |
| ISSN: | 0009-2614 |
| DOI: | 10.1016/j.cplett.2017.08.065 |
| Popis: | In poly(3-hexylthiophene) (P3HT), it is suggested that bromination disturbs the π conjugation and reduces the carrier mobility. To investigate the deconjugation mechanism, we theoretically studied a key flexibility of the Br-P3HT backbone, namely inter-ring S C C S dihedral torsion, in terms of potential energy curve, geometry-based aromaticity index, and decomposed energies of inter-monomer interaction. The linkage between bromination and the excitation energy was also investigated. We concluded that steric repulsion due to bulky bromo group can cause out-of-plane S C C S torsion of Br-P3HT and consequent shortening of the conjugation length, not electronic substituent effect, leads to blue shift of the S 0 → S 1 excitation energy. |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|
Full Text from ScienceDirect