Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells

New donor–π–acceptor pyrimidine-based dyes comprising an amide moiety as an anchoring group have been designed. The dyes were synthesized by sequential procedures based on the microwave-assisted Suzuki cross-coupling and bromination reactions. The influence of the dye structure and length of π-linke...

Full description

Bibliographic Details
Main Authors: Egor V. Verbitskiy, Alexander S. Steparuk, Ekaterina F. Zhilina, Viktor V. Emets, Vitaly A. Grinberg, Ekaterina V. Krivogina, Sergey A. Kozyukhin, Ekaterina V. Belova, Petr I. Lazarenko, Gennady L. Rusinov, Alexey R. Tameev, Jean Michel Nunzi, Valery N. Charushin
Format: Article
Language:English
Published: MDPI AG 2021-05-01
Series:Electronic Materials
Subjects:
Online Access:https://www.mdpi.com/2673-3978/2/2/12
_version_ 1797528079924461568
author Egor V. Verbitskiy
Alexander S. Steparuk
Ekaterina F. Zhilina
Viktor V. Emets
Vitaly A. Grinberg
Ekaterina V. Krivogina
Sergey A. Kozyukhin
Ekaterina V. Belova
Petr I. Lazarenko
Gennady L. Rusinov
Alexey R. Tameev
Jean Michel Nunzi
Valery N. Charushin
author_facet Egor V. Verbitskiy
Alexander S. Steparuk
Ekaterina F. Zhilina
Viktor V. Emets
Vitaly A. Grinberg
Ekaterina V. Krivogina
Sergey A. Kozyukhin
Ekaterina V. Belova
Petr I. Lazarenko
Gennady L. Rusinov
Alexey R. Tameev
Jean Michel Nunzi
Valery N. Charushin
author_sort Egor V. Verbitskiy
collection DOAJ
description New donor–π–acceptor pyrimidine-based dyes comprising an amide moiety as an anchoring group have been designed. The dyes were synthesized by sequential procedures based on the microwave-assisted Suzuki cross-coupling and bromination reactions. The influence of the dye structure and length of π-linker on the photophysical and electrochemical properties and on the photovoltaic effectiveness of dye-sensitized solar cells was investigated. An increase in efficiency with a decrease in the length of π-linker was revealed. The <b>D1</b> dye with only one 2,5-thienylene-linker provided the highest power conversion efficiency among the fabricated dye sensitized solar cells.
first_indexed 2024-03-10T09:53:01Z
format Article
id doaj.art-96755225ce3942958be562f411178be2
institution Directory Open Access Journal
issn 2673-3978
language English
last_indexed 2024-03-10T09:53:01Z
publishDate 2021-05-01
publisher MDPI AG
record_format Article
series Electronic Materials
spelling doaj.art-96755225ce3942958be562f411178be22023-11-22T02:37:11ZengMDPI AGElectronic Materials2673-39782021-05-012214215310.3390/electronicmat2020012Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar CellsEgor V. Verbitskiy0Alexander S. Steparuk1Ekaterina F. Zhilina2Viktor V. Emets3Vitaly A. Grinberg4Ekaterina V. Krivogina5Sergey A. Kozyukhin6Ekaterina V. Belova7Petr I. Lazarenko8Gennady L. Rusinov9Alexey R. Tameev10Jean Michel Nunzi11Valery N. Charushin12I. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, RussiaI. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, RussiaI. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, RussiaA. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, RussiaA. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, RussiaN. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31, Leninsky Pr., 119991 Moscow, RussiaN. S. Kurnakov Institute of General and Inorganic Chemistry, Russian Academy of Sciences, 31, Leninsky Pr., 119991 Moscow, RussiaDepartment of Chemistry, Moscow State University, 119991 Moscow, RussiaInstitute of Advanced Materials and Technologies, National Research University of Electronic Technology, 124498 Moscow, RussiaI. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, RussiaA. N. Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 119071 Moscow, RussiaNanomaterials Research Institute, Kanazawa University, Kanazawa 920-1192, JapanI. Postovsky Institute of Organic Synthesis, Ural Branch of the Russian Academy of Sciences, S. Kovalevskaya Str., 22, 620108 Ekaterinburg, RussiaNew donor–π–acceptor pyrimidine-based dyes comprising an amide moiety as an anchoring group have been designed. The dyes were synthesized by sequential procedures based on the microwave-assisted Suzuki cross-coupling and bromination reactions. The influence of the dye structure and length of π-linker on the photophysical and electrochemical properties and on the photovoltaic effectiveness of dye-sensitized solar cells was investigated. An increase in efficiency with a decrease in the length of π-linker was revealed. The <b>D1</b> dye with only one 2,5-thienylene-linker provided the highest power conversion efficiency among the fabricated dye sensitized solar cells.https://www.mdpi.com/2673-3978/2/2/12pyrimidinetriphenylamineamide groupdye-sensitized solar cells
spellingShingle Egor V. Verbitskiy
Alexander S. Steparuk
Ekaterina F. Zhilina
Viktor V. Emets
Vitaly A. Grinberg
Ekaterina V. Krivogina
Sergey A. Kozyukhin
Ekaterina V. Belova
Petr I. Lazarenko
Gennady L. Rusinov
Alexey R. Tameev
Jean Michel Nunzi
Valery N. Charushin
Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
Electronic Materials
pyrimidine
triphenylamine
amide group
dye-sensitized solar cells
title Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
title_full Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
title_fullStr Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
title_full_unstemmed Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
title_short Pyrimidine-Based Push–Pull Systems with a New Anchoring Amide Group for Dye-Sensitized Solar Cells
title_sort pyrimidine based push pull systems with a new anchoring amide group for dye sensitized solar cells
topic pyrimidine
triphenylamine
amide group
dye-sensitized solar cells
url https://www.mdpi.com/2673-3978/2/2/12
work_keys_str_mv AT egorvverbitskiy pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT alexanderssteparuk pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT ekaterinafzhilina pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT viktorvemets pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT vitalyagrinberg pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT ekaterinavkrivogina pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT sergeyakozyukhin pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT ekaterinavbelova pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT petrilazarenko pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT gennadylrusinov pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT alexeyrtameev pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT jeanmichelnunzi pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells
AT valeryncharushin pyrimidinebasedpushpullsystemswithanewanchoringamidegroupfordyesensitizedsolarcells