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UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})

In this paper, four new aromatic imines containing at least one thiazole-based heterocycle were analyzed in detail by UV–Vis spectroscopy, taking into consideration their chemical structures and interactions with PTB7, a known polymeric electron donor widely used in bulk heterojunction organic solar...

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Autores principales: Gonciarz, Agnieszka, Pich, Robert, Bogdanowicz, Krzysztof Artur, Jewloszewicz, Beata, Przybył, Wojciech, Dysz, Karolina, Dylong, Agnieszka, Kwak, Anna, Kaim, Andrzej, Iwan, Agnieszka, Rusin, Jaroslaw, Januszko, Adam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6947379/
https://www.ncbi.nlm.nih.gov/pubmed/31847154
http://dx.doi.org/10.3390/ma12244191
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author Gonciarz, Agnieszka
Pich, Robert
Bogdanowicz, Krzysztof Artur
Jewloszewicz, Beata
Przybył, Wojciech
Dysz, Karolina
Dylong, Agnieszka
Kwak, Anna
Kaim, Andrzej
Iwan, Agnieszka
Rusin, Jaroslaw
Januszko, Adam
author_facet Gonciarz, Agnieszka
Pich, Robert
Bogdanowicz, Krzysztof Artur
Jewloszewicz, Beata
Przybył, Wojciech
Dysz, Karolina
Dylong, Agnieszka
Kwak, Anna
Kaim, Andrzej
Iwan, Agnieszka
Rusin, Jaroslaw
Januszko, Adam
author_sort Gonciarz, Agnieszka
collection PubMed
description In this paper, four new aromatic imines containing at least one thiazole-based heterocycle were analyzed in detail by UV–Vis spectroscopy, taking into consideration their chemical structures and interactions with PTB7, a known polymeric electron donor widely used in bulk heterojunction organic solar cells. It is demonstrated that the absorption spectra of the investigated active compositions can be modified not only by changing the chemical structure of imine, but also via formulations with PTB7. For all investigated imines and PTB7:imine compositions, calibration curves were obtained in order to find the optimum concentration in the composition with PTB7 for expansion and optimization of absorption spectra. All imines and PTB7:imine compositions were investigated in 1,2-dichlorobenzene by UV–Vis spectroscopy in various concentrations, monitoring the changes in the π–π* and n–π* transitions. With increasing imine concentrations, we did not observe changes in absorption maxima, while with increasing imine concentrations, a hypochromic effect was observed. Finally, we could conclude that all investigated compositions exhibited wide absorptions of up to 800 nm and isosbestic points in the range of 440–540 nm, confirming changes in the macromolecular organization of the tested compounds. The theoretical calculations of their vibration spectra (FTIR) and LUMO–HOMO levels by Density Functional Theory (DFT) methods are also provided. Finally, IR thermal images were measured for organic devices based on imines and the imine:PTB7 composite.
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spelling pubmed-69473792020-01-13 UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl}) Gonciarz, Agnieszka Pich, Robert Bogdanowicz, Krzysztof Artur Jewloszewicz, Beata Przybył, Wojciech Dysz, Karolina Dylong, Agnieszka Kwak, Anna Kaim, Andrzej Iwan, Agnieszka Rusin, Jaroslaw Januszko, Adam Materials (Basel) Article In this paper, four new aromatic imines containing at least one thiazole-based heterocycle were analyzed in detail by UV–Vis spectroscopy, taking into consideration their chemical structures and interactions with PTB7, a known polymeric electron donor widely used in bulk heterojunction organic solar cells. It is demonstrated that the absorption spectra of the investigated active compositions can be modified not only by changing the chemical structure of imine, but also via formulations with PTB7. For all investigated imines and PTB7:imine compositions, calibration curves were obtained in order to find the optimum concentration in the composition with PTB7 for expansion and optimization of absorption spectra. All imines and PTB7:imine compositions were investigated in 1,2-dichlorobenzene by UV–Vis spectroscopy in various concentrations, monitoring the changes in the π–π* and n–π* transitions. With increasing imine concentrations, we did not observe changes in absorption maxima, while with increasing imine concentrations, a hypochromic effect was observed. Finally, we could conclude that all investigated compositions exhibited wide absorptions of up to 800 nm and isosbestic points in the range of 440–540 nm, confirming changes in the macromolecular organization of the tested compounds. The theoretical calculations of their vibration spectra (FTIR) and LUMO–HOMO levels by Density Functional Theory (DFT) methods are also provided. Finally, IR thermal images were measured for organic devices based on imines and the imine:PTB7 composite. MDPI 2019-12-13 /pmc/articles/PMC6947379/ /pubmed/31847154 http://dx.doi.org/10.3390/ma12244191 Text en © 2019 by the authors. 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 (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Gonciarz, Agnieszka
Pich, Robert
Bogdanowicz, Krzysztof Artur
Jewloszewicz, Beata
Przybył, Wojciech
Dysz, Karolina
Dylong, Agnieszka
Kwak, Anna
Kaim, Andrzej
Iwan, Agnieszka
Rusin, Jaroslaw
Januszko, Adam
UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title_full UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title_fullStr UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title_full_unstemmed UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title_short UV–Vis Absorption Properties of New Aromatic Imines and Their Compositions with Poly({4,8-bis[(2-Ethylhexyl)oxy]Benzo[1,2-b:4,5-b′]Dithiophene-2,6-diyl}{3-Fluoro-2-[(2-Ethylhexyl)Carbonyl]Thieno[3,4-b]Thiophenediyl})
title_sort uv–vis absorption properties of new aromatic imines and their compositions with poly({4,8-bis[(2-ethylhexyl)oxy]benzo[1,2-b:4,5-b′]dithiophene-2,6-diyl}{3-fluoro-2-[(2-ethylhexyl)carbonyl]thieno[3,4-b]thiophenediyl})
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6947379/
https://www.ncbi.nlm.nih.gov/pubmed/31847154
http://dx.doi.org/10.3390/ma12244191
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