Synthesis and optical and electrochemical properties of 5,6-bis[9-(2-decyltetradecyl)-9H-carbazol-3-yl]naphtho[2,1-b:3,4-b’]dithiophene as a promising building block for photovoltaic applications


Cite item

Full Text

Open Access Open Access
Restricted Access Access granted
Restricted Access Subscription Access

Abstract

A new carbazole-containing naphthodithiophene heteroaromatic compound, 5,6-bis[9-(2-decyltetradecyl)-9H-carbazol-3-yl]naphtho[2,1-b:3,4-b’]dithiophene (M1), was synthesized to be subsequently used as the weak donor structure for the construction of narrow bandgap D–A conjugated polymers in terms of the “weak donor–strong acceptor” concept. The composition and structure of M1 were confirmed by the data of elemental analysis and IR and 1H and 13C NMR spectroscopy. The optical and electrochemical characteristics of the product were measured. The compound M1 was shown to have low-lying HOMO (–5.57 eV), which is favorable for high open-circuit voltage and to be suitable as a promising weak donor moiety in the D–A conjugated polymer for photovoltaic applications.

About the authors

M. L. Keshtov

Nesmeyanov Institute of Organoelement Compounds

Author for correspondence.
Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

S. A. Kuklin

Nesmeyanov Institute of Organoelement Compounds

Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

D. Yu. Godovskii

Nesmeyanov Institute of Organoelement Compounds

Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

I. O. Konstantinov

Nesmeyanov Institute of Organoelement Compounds

Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

M. M. Krayushkin

Zelinskii Institute of Organic Chemistry

Email: keshtov@ineos.ac.ru
Russian Federation, Leninskii pr. 47, Moscow, 119991

A. S. Peregudov

Nesmeyanov Institute of Organoelement Compounds

Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

A. R. Khokhlov

Nesmeyanov Institute of Organoelement Compounds

Email: keshtov@ineos.ac.ru
Russian Federation, ul. Vavilova 28, Moscow, 119991

Supplementary files

Supplementary Files
Action
1. JATS XML

Copyright (c) 2016 Pleiades Publishing, Ltd.