Tuning the electrochemical and optical properties of donor-acceptor D-A2-A1-A2-D derivatives with central benzothiadiazole core by changing the A2 strength

Sandra Pluczyk-Malek; Damian Honisz; Alexander Akkuratov; Pavel Troshin; Mieczyslaw Lapkowski

doi:10.1016/j.electacta.2020.137540

Tuning the electrochemical and optical properties of donor-acceptor D-A₂-A₁-A₂-D derivatives with central benzothiadiazole core by changing the A₂ strength

Sandra Pluczyk-Malek
, Damian Honisz
, Alexander Akkuratov
, Pavel Troshin
, Mieczyslaw Lapkowski

Department of Physical Chemistry and Technology of Polymers (RCH/RCH4)

Silesian University of Technology
Russian Academy of Sciences
Skolkovo Institute of Science and Technology
Polish Academy of Sciences

Research output: Contribution to journal › Article › peer-review

16 Citations (Scopus)

Abstract

Two molecules named QXBT and BXBT with donor-acceptor D-A₂-A₁-A₂-D type of structure were synthesized and characterized by means of electrochemical (Cyclic and Differential Pulse Voltammetry), spectroscopic and spectroelectrochemical (UV–Vis-NIR, Fluorescence and Electron Paramagnetic Resonance) techniques in order to evaluate the impact of different A₂ acceptors on properties of such compounds with benzothiadiazole as A₁ central core and alkylthiophene donor moieties. In the case of QXBT, the quinoxaline and in the BXBT molecule the benzoxadiazole serves as a A₂ unit. The investigations have revealed that changing the A₂ allows to tune the conjugation of molecules and affects not only reduction but oxidation process as well.

Original language	English
Article number	137540
Journal	Electrochimica Acta
Volume	368
DOIs	https://doi.org/10.1016/j.electacta.2020.137540
Publication status	Published - 1 Feb 2021

Keywords

Benzothiadiazole
Donor-acceptor system
Electrochemistry
Spectroelectrochemistry
Thiophenes

ASJC Scopus subject areas

General Chemical Engineering
Electrochemistry

Access to Document

10.1016/j.electacta.2020.137540

Cite this

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title = "Tuning the electrochemical and optical properties of donor-acceptor D-A2-A1-A2-D derivatives with central benzothiadiazole core by changing the A2 strength",

abstract = "Two molecules named QXBT and BXBT with donor-acceptor D-A2-A1-A2-D type of structure were synthesized and characterized by means of electrochemical (Cyclic and Differential Pulse Voltammetry), spectroscopic and spectroelectrochemical (UV{\textendash}Vis-NIR, Fluorescence and Electron Paramagnetic Resonance) techniques in order to evaluate the impact of different A2 acceptors on properties of such compounds with benzothiadiazole as A1 central core and alkylthiophene donor moieties. In the case of QXBT, the quinoxaline and in the BXBT molecule the benzoxadiazole serves as a A2 unit. The investigations have revealed that changing the A2 allows to tune the conjugation of molecules and affects not only reduction but oxidation process as well.",

keywords = "Benzothiadiazole, Donor-acceptor system, Electrochemistry, Spectroelectrochemistry, Thiophenes",

author = "Sandra Pluczyk-Malek and Damian Honisz and Alexander Akkuratov and Pavel Troshin and Mieczyslaw Lapkowski",

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T1 - Tuning the electrochemical and optical properties of donor-acceptor D-A2-A1-A2-D derivatives with central benzothiadiazole core by changing the A2 strength

AU - Pluczyk-Malek, Sandra

AU - Honisz, Damian

AU - Akkuratov, Alexander

AU - Troshin, Pavel

AU - Lapkowski, Mieczyslaw

PY - 2021/2/1

Y1 - 2021/2/1

N2 - Two molecules named QXBT and BXBT with donor-acceptor D-A2-A1-A2-D type of structure were synthesized and characterized by means of electrochemical (Cyclic and Differential Pulse Voltammetry), spectroscopic and spectroelectrochemical (UV–Vis-NIR, Fluorescence and Electron Paramagnetic Resonance) techniques in order to evaluate the impact of different A2 acceptors on properties of such compounds with benzothiadiazole as A1 central core and alkylthiophene donor moieties. In the case of QXBT, the quinoxaline and in the BXBT molecule the benzoxadiazole serves as a A2 unit. The investigations have revealed that changing the A2 allows to tune the conjugation of molecules and affects not only reduction but oxidation process as well.

AB - Two molecules named QXBT and BXBT with donor-acceptor D-A2-A1-A2-D type of structure were synthesized and characterized by means of electrochemical (Cyclic and Differential Pulse Voltammetry), spectroscopic and spectroelectrochemical (UV–Vis-NIR, Fluorescence and Electron Paramagnetic Resonance) techniques in order to evaluate the impact of different A2 acceptors on properties of such compounds with benzothiadiazole as A1 central core and alkylthiophene donor moieties. In the case of QXBT, the quinoxaline and in the BXBT molecule the benzoxadiazole serves as a A2 unit. The investigations have revealed that changing the A2 allows to tune the conjugation of molecules and affects not only reduction but oxidation process as well.

KW - Benzothiadiazole

KW - Donor-acceptor system

KW - Electrochemistry

KW - Spectroelectrochemistry

KW - Thiophenes

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