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Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices

Necessary advancements in the area of organic photovoltaic (OPV) devices include the upgrade of power conversion efficiencies (PCE) and stability. One answer to these demands lies in the research into new absorbers. Here, we focus on the development of new small molecule absorbers from the group of...

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Autores principales: Vuk, Dragana, Radovanović-Perić, Floren, Mandić, Vilko, Lovrinčević, Vilma, Rath, Thomas, Panžić, Ivana, Le-Cunff, Jerome
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2022
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9000516/
https://www.ncbi.nlm.nih.gov/pubmed/35407324
http://dx.doi.org/10.3390/nano12071206
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author Vuk, Dragana
Radovanović-Perić, Floren
Mandić, Vilko
Lovrinčević, Vilma
Rath, Thomas
Panžić, Ivana
Le-Cunff, Jerome
author_facet Vuk, Dragana
Radovanović-Perić, Floren
Mandić, Vilko
Lovrinčević, Vilma
Rath, Thomas
Panžić, Ivana
Le-Cunff, Jerome
author_sort Vuk, Dragana
collection PubMed
description Necessary advancements in the area of organic photovoltaic (OPV) devices include the upgrade of power conversion efficiencies (PCE) and stability. One answer to these demands lies in the research into new absorbers. Here, we focus on the development of new small molecule absorbers from the group of squaraines (SQs). These modular absorbers can be applied as donors in organic solar cells and have the ability to utilize a broad range of solar radiation if blended with suitable acceptors. In order to allow for the compatibility and favorable organization of donor and acceptor in the absorber layer, we intend to optimize the structure of the SQ by varying the groups attached to the squaric acid core. For that purpose, we accordingly developed a well-suited synthesis route. The novel alkyl- and benzyl-substituted aryl aminosquaraines were synthesized through an improved and eco-friendly procedure. Special emphasis was placed on optimizing the amination reaction to obtain initial precursors in the synthesis of squaraine, avoiding hitherto common catalytic processes. All SQ precursors and SQ products were completely described. The derived SQs were additionally characterized in thin-film configuration using cyclic voltammetry and UV-VIS spectroscopy and then processed to prepare self-standing bulk heterojunction (BHJ) thin films in conjunction with fullerene-based electron acceptors, which were characterized via profilometry. The comparison between SQ and BHJ solutions and thin films, using atomic force microscopy and UV-VIS spectroscopy, revealed differences in susceptibility for the organization and orientation of the constituting domains.
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spelling pubmed-90005162022-04-12 Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices Vuk, Dragana Radovanović-Perić, Floren Mandić, Vilko Lovrinčević, Vilma Rath, Thomas Panžić, Ivana Le-Cunff, Jerome Nanomaterials (Basel) Article Necessary advancements in the area of organic photovoltaic (OPV) devices include the upgrade of power conversion efficiencies (PCE) and stability. One answer to these demands lies in the research into new absorbers. Here, we focus on the development of new small molecule absorbers from the group of squaraines (SQs). These modular absorbers can be applied as donors in organic solar cells and have the ability to utilize a broad range of solar radiation if blended with suitable acceptors. In order to allow for the compatibility and favorable organization of donor and acceptor in the absorber layer, we intend to optimize the structure of the SQ by varying the groups attached to the squaric acid core. For that purpose, we accordingly developed a well-suited synthesis route. The novel alkyl- and benzyl-substituted aryl aminosquaraines were synthesized through an improved and eco-friendly procedure. Special emphasis was placed on optimizing the amination reaction to obtain initial precursors in the synthesis of squaraine, avoiding hitherto common catalytic processes. All SQ precursors and SQ products were completely described. The derived SQs were additionally characterized in thin-film configuration using cyclic voltammetry and UV-VIS spectroscopy and then processed to prepare self-standing bulk heterojunction (BHJ) thin films in conjunction with fullerene-based electron acceptors, which were characterized via profilometry. The comparison between SQ and BHJ solutions and thin films, using atomic force microscopy and UV-VIS spectroscopy, revealed differences in susceptibility for the organization and orientation of the constituting domains. MDPI 2022-04-04 /pmc/articles/PMC9000516/ /pubmed/35407324 http://dx.doi.org/10.3390/nano12071206 Text en © 2022 by the authors. https://creativecommons.org/licenses/by/4.0/Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Vuk, Dragana
Radovanović-Perić, Floren
Mandić, Vilko
Lovrinčević, Vilma
Rath, Thomas
Panžić, Ivana
Le-Cunff, Jerome
Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title_full Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title_fullStr Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title_full_unstemmed Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title_short Synthesis and Nanoarchitectonics of Novel Squaraine Derivatives for Organic Photovoltaic Devices
title_sort synthesis and nanoarchitectonics of novel squaraine derivatives for organic photovoltaic devices
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9000516/
https://www.ncbi.nlm.nih.gov/pubmed/35407324
http://dx.doi.org/10.3390/nano12071206
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