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Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes
The rational design of small building block molecules and understanding their molecular assemblies are of fundamental importance in creating new stimuli-responsive organic architectures with desired shapes and functions. Based on the experimental results of light-induced conformational changes of fo...
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/PMC9317042/ https://www.ncbi.nlm.nih.gov/pubmed/35889253 http://dx.doi.org/10.3390/molecules27144380 |
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author | Han, Mina Moe, Khin |
author_facet | Han, Mina Moe, Khin |
author_sort | Han, Mina |
collection | PubMed |
description | The rational design of small building block molecules and understanding their molecular assemblies are of fundamental importance in creating new stimuli-responsive organic architectures with desired shapes and functions. Based on the experimental results of light-induced conformational changes of four types of triangular azo dyes with different terminal functional groups, as well as absorption and fluorescence characteristics associated with their molecular assemblies, we report that aggregation-active emission enhancement (AIEE)-active compound (1) substituted with sterically crowded tert-butyl (t-Bu) groups showed approximately 35% light-induced molecular switching and had a strong tendency to assemble into highly stable hexagonal structures with AIEE characteristics. Their sizes were regulated from nanometer-scale hexagonal rods to micrometer-scale sticks depending on the concentration. This is in contrast to other triangular compounds with bromo (Br) and triphenylamine (TPA) substituents, which exhibited no photoisomerization and tended to form flexible fibrous structures. Moreover, non-contact exposure of the fluorescent hexagonal nanorods to ultraviolet (UV) light led to a dramatic hexagonal-to-amorphous structure transition. The resulting remarkable variations, such as in the contrast of microscopic images and fluorescence characteristics, were confirmed by various microscopic and spectroscopic measurements. |
format | Online Article Text |
id | pubmed-9317042 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2022 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-93170422022-07-27 Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes Han, Mina Moe, Khin Molecules Article The rational design of small building block molecules and understanding their molecular assemblies are of fundamental importance in creating new stimuli-responsive organic architectures with desired shapes and functions. Based on the experimental results of light-induced conformational changes of four types of triangular azo dyes with different terminal functional groups, as well as absorption and fluorescence characteristics associated with their molecular assemblies, we report that aggregation-active emission enhancement (AIEE)-active compound (1) substituted with sterically crowded tert-butyl (t-Bu) groups showed approximately 35% light-induced molecular switching and had a strong tendency to assemble into highly stable hexagonal structures with AIEE characteristics. Their sizes were regulated from nanometer-scale hexagonal rods to micrometer-scale sticks depending on the concentration. This is in contrast to other triangular compounds with bromo (Br) and triphenylamine (TPA) substituents, which exhibited no photoisomerization and tended to form flexible fibrous structures. Moreover, non-contact exposure of the fluorescent hexagonal nanorods to ultraviolet (UV) light led to a dramatic hexagonal-to-amorphous structure transition. The resulting remarkable variations, such as in the contrast of microscopic images and fluorescence characteristics, were confirmed by various microscopic and spectroscopic measurements. MDPI 2022-07-08 /pmc/articles/PMC9317042/ /pubmed/35889253 http://dx.doi.org/10.3390/molecules27144380 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 Han, Mina Moe, Khin Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title | Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title_full | Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title_fullStr | Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title_full_unstemmed | Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title_short | Light-Responsive Hexagonal Assemblies of Triangular Azo Dyes |
title_sort | light-responsive hexagonal assemblies of triangular azo dyes |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9317042/ https://www.ncbi.nlm.nih.gov/pubmed/35889253 http://dx.doi.org/10.3390/molecules27144380 |
work_keys_str_mv | AT hanmina lightresponsivehexagonalassembliesoftriangularazodyes AT moekhin lightresponsivehexagonalassembliesoftriangularazodyes |