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Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells

To address the increasing demand of efficient photovoltaic compounds for modern hi-tech applications, efforts have been made herein to design and explore triazatruxene-based novel donor materials with greater efficiencies. Five new molecules, namely M1–M5, were designed by structural modification of...

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Autores principales: Khan, Muhammad Usman, Iqbal, Javed, Khalid, Muhammad, Hussain, Riaz, Braga, Ataualpa Albert Carmo, Hussain, Munawar, Muhammad, Shabbir
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070535/
https://www.ncbi.nlm.nih.gov/pubmed/35530985
http://dx.doi.org/10.1039/c9ra03856f
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author Khan, Muhammad Usman
Iqbal, Javed
Khalid, Muhammad
Hussain, Riaz
Braga, Ataualpa Albert Carmo
Hussain, Munawar
Muhammad, Shabbir
author_facet Khan, Muhammad Usman
Iqbal, Javed
Khalid, Muhammad
Hussain, Riaz
Braga, Ataualpa Albert Carmo
Hussain, Munawar
Muhammad, Shabbir
author_sort Khan, Muhammad Usman
collection PubMed
description To address the increasing demand of efficient photovoltaic compounds for modern hi-tech applications, efforts have been made herein to design and explore triazatruxene-based novel donor materials with greater efficiencies. Five new molecules, namely M1–M5, were designed by structural modification of acceptor moiety (rhodanine-3-acetic acid) of well known experimentally synthesized JY05 dye (reference R), and their optoelectronic properties are evaluated to be used as donor molecules in organic solar cells. In these molecules M1–M5, triazatruxene acts as a donor unit and benzene spaced different end-capped moieties including 2-(4-(dicyanomethylene)-2-thioxothiazolidin-3-yl)acetic acid (A1), (E)-2-(4-(1-cyano-2-methoxy-2-oxoethylidene)-2-thioxothiazolidin-3-yl)acetic acid (A2), (Z)-2-(3′-ethyl-4′-oxo-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazolylidene]-3(2H)-yl)acetic acid (A3), (Z)-2-(4′-(dicyano-methylene)-3′-ethyl-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazol-ylidene]-3(2H)-yl)acetic acid (A4) and 2-((4Z,4′E)-4′-(1-cyano-2-methoxy-2-oxoethylidene)-3′-ethyl-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazolylidene]-3(2H)-yl)acetic acid (A5) respectively, as acceptor units. The electronic, photophysical and photovoltaic properties of the designed molecules M1–M5 have been compared with reference molecule R. All designed molecules exhibit reduced energy gap in the region of 1.464–2.008 eV as compared to reference molecule (2.509 eV). Frontier molecular orbital (FMO) surfaces confirm the transfer of charge from donor to acceptor units. All designed molecules M1–M5 exhibited an absorption spectrum in the visible region and they were broader as compared to that of reference R. Especially, M5 with highest λ(max) value 649.26 nm and lowest transition energy value 1.90 eV was accredited to the strong electron withdrawing end-capped acceptor moiety A5. The highest value of open circuit voltage (V(oc)) 1.02 eV with respect to HOMO(donor)–LUMO(BTP-4Cl) was shown by M5 among all investigated molecules which was 0.15 V larger than reference molecule R. The designed molecule M5 is proven to be the best candidate for both electron and hole transport mobilities due to its smallest λ(e) (0.0212 eV) and λ(h) (0.0062 eV) values among all studied molecules.
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spelling pubmed-90705352022-05-05 Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells Khan, Muhammad Usman Iqbal, Javed Khalid, Muhammad Hussain, Riaz Braga, Ataualpa Albert Carmo Hussain, Munawar Muhammad, Shabbir RSC Adv Chemistry To address the increasing demand of efficient photovoltaic compounds for modern hi-tech applications, efforts have been made herein to design and explore triazatruxene-based novel donor materials with greater efficiencies. Five new molecules, namely M1–M5, were designed by structural modification of acceptor moiety (rhodanine-3-acetic acid) of well known experimentally synthesized JY05 dye (reference R), and their optoelectronic properties are evaluated to be used as donor molecules in organic solar cells. In these molecules M1–M5, triazatruxene acts as a donor unit and benzene spaced different end-capped moieties including 2-(4-(dicyanomethylene)-2-thioxothiazolidin-3-yl)acetic acid (A1), (E)-2-(4-(1-cyano-2-methoxy-2-oxoethylidene)-2-thioxothiazolidin-3-yl)acetic acid (A2), (Z)-2-(3′-ethyl-4′-oxo-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazolylidene]-3(2H)-yl)acetic acid (A3), (Z)-2-(4′-(dicyano-methylene)-3′-ethyl-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazol-ylidene]-3(2H)-yl)acetic acid (A4) and 2-((4Z,4′E)-4′-(1-cyano-2-methoxy-2-oxoethylidene)-3′-ethyl-2,2′-dithioxo-3′,4′-dihydro-2′H,5H-[4,5′-bithiazolylidene]-3(2H)-yl)acetic acid (A5) respectively, as acceptor units. The electronic, photophysical and photovoltaic properties of the designed molecules M1–M5 have been compared with reference molecule R. All designed molecules exhibit reduced energy gap in the region of 1.464–2.008 eV as compared to reference molecule (2.509 eV). Frontier molecular orbital (FMO) surfaces confirm the transfer of charge from donor to acceptor units. All designed molecules M1–M5 exhibited an absorption spectrum in the visible region and they were broader as compared to that of reference R. Especially, M5 with highest λ(max) value 649.26 nm and lowest transition energy value 1.90 eV was accredited to the strong electron withdrawing end-capped acceptor moiety A5. The highest value of open circuit voltage (V(oc)) 1.02 eV with respect to HOMO(donor)–LUMO(BTP-4Cl) was shown by M5 among all investigated molecules which was 0.15 V larger than reference molecule R. The designed molecule M5 is proven to be the best candidate for both electron and hole transport mobilities due to its smallest λ(e) (0.0212 eV) and λ(h) (0.0062 eV) values among all studied molecules. The Royal Society of Chemistry 2019-08-22 /pmc/articles/PMC9070535/ /pubmed/35530985 http://dx.doi.org/10.1039/c9ra03856f Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Khan, Muhammad Usman
Iqbal, Javed
Khalid, Muhammad
Hussain, Riaz
Braga, Ataualpa Albert Carmo
Hussain, Munawar
Muhammad, Shabbir
Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title_full Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title_fullStr Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title_full_unstemmed Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title_short Designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
title_sort designing triazatruxene-based donor materials with promising photovoltaic parameters for organic solar cells
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9070535/
https://www.ncbi.nlm.nih.gov/pubmed/35530985
http://dx.doi.org/10.1039/c9ra03856f
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