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https://hdl.handle.net/1822/74864| Título: | A comprehensive spectroscopic, solvatochromic and photochemical analysis of 5-hydroxyquinoline and 8-hydroxyquinoline mono-azo dyes |
| Autor(es): | Rashidnejad, Hamid Ramezanitaghartapeh, Mohammad Pesyan, Nader Noroozi Mahon, Peter J. Raposo, M. Manuela M. Coelho, Paulo J. Lup, Andrew Ng Kay Soltani, Alireza |
| Palavras-chave: | 5-hydroxyquinoline 8-hydroxyquinoline Heterocyclic azo dyes Photochromism Solvatochromism Tautomerism |
| Data: | 5-Jan-2021 |
| Editora: | Elsevier |
| Revista: | Journal of Molecular Structure |
| Resumo(s): | A series of novel substituted-azo dyes 8-(aryldiazenyl)quinolin-5-ol (5a-i) were synthesized by the coupling reaction of 5-hydroxyquinoline with diazotized aniline derivatives in the presence of NaNO2 in HCl/H2O mixture. The study of the spectroscopic and solvatochromic properties were performed by FT-IR, 1H and 13C-NMR and UV-Visible spectroscopies. The tautomerism of these dyes was studied using the deuteration technique and solvatochromic measurements. Photochromic properties of these 5-hydroxyquinoline azo dyes were also examined via E/Z and Z/E photochemical isomerization reactions and compared with the existing 8-hydroxyquinoline analogous. The novel substituted-azo dyes exhibited higher Z/E thermal isomerization rates and have larger absorbance wavelength range than their 8-hydroxyquinoline analogous, making them potential molecular switches. |
| Tipo: | Artigo |
| URI: | https://hdl.handle.net/1822/74864 |
| DOI: | 10.1016/j.molstruc.2020.129323 |
| ISSN: | 0022-2860 |
| Versão da editora: | https://doi.org/10.1016/j.molstruc.2020.129323 |
| Arbitragem científica: | yes |
| Acesso: | Acesso aberto |
| Aparece nas coleções: | CDQuim - Artigos (Papers) |
Ficheiros deste registo:
| Ficheiro | Descrição | Tamanho | Formato | |
|---|---|---|---|---|
| J. Mol. Structure 2020, 1223, 129323.pdf | 2,43 MB | Adobe PDF | Ver/Abrir |
