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Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics
A π-conjugated polymer (PBQT) containing bis-(2-ethylhexyloxy)-benzo [1,2-b’] bithiophene (BDT) units alternated with a quinoline-vinylene trimer was obtained by the Stille reaction. The chemical structure of the polymer was verified by nuclear magnetic resonance ((1)H NMR), Fourier transform infrar...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2023
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10096395/ https://www.ncbi.nlm.nih.gov/pubmed/37049202 http://dx.doi.org/10.3390/ma16072908 |
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author | Hernández-Ortiz, Oscar Javier Castro-Monter, Damaris Rodríguez Lugo, Ventura Moggio, Ivana Arias, Eduardo Reyes-Valderrama, María Isabel Veloz-Rodríguez, María Aurora Vázquez-García, Rosa Angeles |
author_facet | Hernández-Ortiz, Oscar Javier Castro-Monter, Damaris Rodríguez Lugo, Ventura Moggio, Ivana Arias, Eduardo Reyes-Valderrama, María Isabel Veloz-Rodríguez, María Aurora Vázquez-García, Rosa Angeles |
author_sort | Hernández-Ortiz, Oscar Javier |
collection | PubMed |
description | A π-conjugated polymer (PBQT) containing bis-(2-ethylhexyloxy)-benzo [1,2-b’] bithiophene (BDT) units alternated with a quinoline-vinylene trimer was obtained by the Stille reaction. The chemical structure of the polymer was verified by nuclear magnetic resonance ((1)H NMR), Fourier transform infrared (FT-IR), and mass spectroscopy (MALDI-TOF). The intrinsic photophysical properties of the solution were evaluated by absorption and (static and dynamic) fluorescence. The polymer PBQT exhibits photochromism with a change in absorption from blue (449 nm) to burgundy (545 nm) and a change in fluorescence emission from green (513 nm) to orange (605 nm) due to conformational photoisomerization from the trans to the cis isomer, which was supported by theoretical calculations DFT and TD-DFT. This optical response can be used in optical sensors, security elements, or optical switches. Furthermore, the polymer forms spin-coated films with absorption properties that cover the entire visible range, with a maximum near the solar emission maximum. The frontier molecular orbitals, HOMO and LUMO, were calculated by cyclic voltammetry, and values of −5.29 eV and −3.69, respectively, and a bandgap of 1.6 eV were obtained, making this material a semiconductor with a good energetic match. These properties could suggest its use in photovoltaic applications. |
format | Online Article Text |
id | pubmed-10096395 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2023 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-100963952023-04-13 Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics Hernández-Ortiz, Oscar Javier Castro-Monter, Damaris Rodríguez Lugo, Ventura Moggio, Ivana Arias, Eduardo Reyes-Valderrama, María Isabel Veloz-Rodríguez, María Aurora Vázquez-García, Rosa Angeles Materials (Basel) Article A π-conjugated polymer (PBQT) containing bis-(2-ethylhexyloxy)-benzo [1,2-b’] bithiophene (BDT) units alternated with a quinoline-vinylene trimer was obtained by the Stille reaction. The chemical structure of the polymer was verified by nuclear magnetic resonance ((1)H NMR), Fourier transform infrared (FT-IR), and mass spectroscopy (MALDI-TOF). The intrinsic photophysical properties of the solution were evaluated by absorption and (static and dynamic) fluorescence. The polymer PBQT exhibits photochromism with a change in absorption from blue (449 nm) to burgundy (545 nm) and a change in fluorescence emission from green (513 nm) to orange (605 nm) due to conformational photoisomerization from the trans to the cis isomer, which was supported by theoretical calculations DFT and TD-DFT. This optical response can be used in optical sensors, security elements, or optical switches. Furthermore, the polymer forms spin-coated films with absorption properties that cover the entire visible range, with a maximum near the solar emission maximum. The frontier molecular orbitals, HOMO and LUMO, were calculated by cyclic voltammetry, and values of −5.29 eV and −3.69, respectively, and a bandgap of 1.6 eV were obtained, making this material a semiconductor with a good energetic match. These properties could suggest its use in photovoltaic applications. MDPI 2023-04-06 /pmc/articles/PMC10096395/ /pubmed/37049202 http://dx.doi.org/10.3390/ma16072908 Text en © 2023 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 Hernández-Ortiz, Oscar Javier Castro-Monter, Damaris Rodríguez Lugo, Ventura Moggio, Ivana Arias, Eduardo Reyes-Valderrama, María Isabel Veloz-Rodríguez, María Aurora Vázquez-García, Rosa Angeles Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title | Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title_full | Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title_fullStr | Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title_full_unstemmed | Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title_short | Synthesis and Study of the Optical Properties of a Conjugated Polymer with Configurational Isomerism for Optoelectronics |
title_sort | synthesis and study of the optical properties of a conjugated polymer with configurational isomerism for optoelectronics |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC10096395/ https://www.ncbi.nlm.nih.gov/pubmed/37049202 http://dx.doi.org/10.3390/ma16072908 |
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