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Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives
We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the 2,...
Autores principales: | , , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2022
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838082/ https://www.ncbi.nlm.nih.gov/pubmed/35164355 http://dx.doi.org/10.3390/molecules27031091 |
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author | Giangregorio, Maria Michela Gambino, Salvatore Fabiano, Eduardo Leoncini, Mauro Cardone, Antonio Corrente, Giuseppina Anna Beneduci, Amerigo Accorsi, Gianluca Gigli, Giuseppe Losurdo, Maria Termine, Roberto Capodilupo, Agostina-Lina |
author_facet | Giangregorio, Maria Michela Gambino, Salvatore Fabiano, Eduardo Leoncini, Mauro Cardone, Antonio Corrente, Giuseppina Anna Beneduci, Amerigo Accorsi, Gianluca Gigli, Giuseppe Losurdo, Maria Termine, Roberto Capodilupo, Agostina-Lina |
author_sort | Giangregorio, Maria Michela |
collection | PubMed |
description | We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the 2,7- (Group A) and 3,6- (Group B) positions of the dibenzofulvene backbone. The donor units and the thiophene or bithiophene bridges were used as chemico-structural tools to modulate electro-optical and morphological-electrical properties. A combination of experiments, such as absorption measurements (UV-Vis spectroscopy), cyclic voltammetry, ellipsometry, Raman, atomic force microscopy, TD-DFT calculation and hole-mobility measurements, were carried out on the synthesized small organic molecules to investigate the differences between the two classes and therefore understand the relevance of the molecular design of the various properties. We found that the anchoring position on dibenzofulvene plays a crucial key for fine-tuning the optical, structural, and morphological properties of molecules. In particular, molecules with substituents in 2,7 positions (Group A) showed a lower structural disorder, a larger molecular planarity, and a lower roughness. |
format | Online Article Text |
id | pubmed-8838082 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-88380822022-02-13 Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives Giangregorio, Maria Michela Gambino, Salvatore Fabiano, Eduardo Leoncini, Mauro Cardone, Antonio Corrente, Giuseppina Anna Beneduci, Amerigo Accorsi, Gianluca Gigli, Giuseppe Losurdo, Maria Termine, Roberto Capodilupo, Agostina-Lina Molecules Article We have synthetized two classes of dibenzofulvene-arylamino derivatives with an H-shape design, for a total of six different molecules. The molecular structures consist of two D-A-D units connected by a thiophene or bitiophene bridge, using diarylamino substituents as donor groups anchored to the 2,7- (Group A) and 3,6- (Group B) positions of the dibenzofulvene backbone. The donor units and the thiophene or bithiophene bridges were used as chemico-structural tools to modulate electro-optical and morphological-electrical properties. A combination of experiments, such as absorption measurements (UV-Vis spectroscopy), cyclic voltammetry, ellipsometry, Raman, atomic force microscopy, TD-DFT calculation and hole-mobility measurements, were carried out on the synthesized small organic molecules to investigate the differences between the two classes and therefore understand the relevance of the molecular design of the various properties. We found that the anchoring position on dibenzofulvene plays a crucial key for fine-tuning the optical, structural, and morphological properties of molecules. In particular, molecules with substituents in 2,7 positions (Group A) showed a lower structural disorder, a larger molecular planarity, and a lower roughness. MDPI 2022-02-06 /pmc/articles/PMC8838082/ /pubmed/35164355 http://dx.doi.org/10.3390/molecules27031091 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 Giangregorio, Maria Michela Gambino, Salvatore Fabiano, Eduardo Leoncini, Mauro Cardone, Antonio Corrente, Giuseppina Anna Beneduci, Amerigo Accorsi, Gianluca Gigli, Giuseppe Losurdo, Maria Termine, Roberto Capodilupo, Agostina-Lina Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title | Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title_full | Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title_fullStr | Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title_full_unstemmed | Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title_short | Synthesis and Investigation of Electro-Optical Properties of H-Shape Dibenzofulvene Derivatives |
title_sort | synthesis and investigation of electro-optical properties of h-shape dibenzofulvene derivatives |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8838082/ https://www.ncbi.nlm.nih.gov/pubmed/35164355 http://dx.doi.org/10.3390/molecules27031091 |
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