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New monomer based on thienopyrazine with fluorocarbazole substituents as a promising building block for organic electronics

New monomer based on thienopyrazine with fluorocarbazole substituents as a promising building... A new monomer, 2,3-bis[6-fluoro-9-(2-octyldodecyl)-9H-carbazol-3-yl]-3,3'-[5,7-di(5-bromothienyl-2)thieno[3,4-b]pyrazine, M1, based on thienopyrazine containing fluorocarbazole substituents in the pyrazine ring has been synthesized. The structure of the compound has been proved by 1H and 13C NMR and elemental analysis. The HOMO and LUMO energies for monomer M1 and its precursor 3 determined by the electrochemical method are–5.03 and–3.31 eV, as well as–5.28 and–3.36 eV, respectively. Band gap widths E g ec are 1.72 and 1.92 eV for compounds M1 and 3, respectively. The new structural fragment has rather deep energy levels of frontier molecular orbitals and a small band gap width; therefore, it is a promising building block for the synthesis of polymers for organic electronics. http://www.deepdyve.com/assets/images/DeepDyve-Logo-lg.png Doklady Chemistry Springer Journals

New monomer based on thienopyrazine with fluorocarbazole substituents as a promising building block for organic electronics

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References (14)

Publisher
Springer Journals
Copyright
Copyright © 2017 by Pleiades Publishing, Ltd.
Subject
Chemistry; Chemistry/Food Science, general; Industrial Chemistry/Chemical Engineering
ISSN
0012-5008
eISSN
1608-3113
DOI
10.1134/S0012500817020033
Publisher site
See Article on Publisher Site

Abstract

A new monomer, 2,3-bis[6-fluoro-9-(2-octyldodecyl)-9H-carbazol-3-yl]-3,3'-[5,7-di(5-bromothienyl-2)thieno[3,4-b]pyrazine, M1, based on thienopyrazine containing fluorocarbazole substituents in the pyrazine ring has been synthesized. The structure of the compound has been proved by 1H and 13C NMR and elemental analysis. The HOMO and LUMO energies for monomer M1 and its precursor 3 determined by the electrochemical method are–5.03 and–3.31 eV, as well as–5.28 and–3.36 eV, respectively. Band gap widths E g ec are 1.72 and 1.92 eV for compounds M1 and 3, respectively. The new structural fragment has rather deep energy levels of frontier molecular orbitals and a small band gap width; therefore, it is a promising building block for the synthesis of polymers for organic electronics.

Journal

Doklady ChemistrySpringer Journals

Published: Apr 21, 2017

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