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https://hdl.handle.net/10316/93142
Título: | Deep in blue with green chemistry: influence of solvent and chain length on the behaviour of N- and N,N′- alkyl indigo derivatives | Autor: | Pinheiro, Daniela Pineiro, Marta Galvão, Adelino M. Melo, J. Sérgio Seixas de |
Data: | 2021 | Projeto: | 02/SAICT/2017 PTDC/QUI-QFI/31625/2017 info:eu-repo/grantAgreement/POCI-01-0145-FEDER-016387/SunStorage - Harvesting and storage of solar energy UIDB/00313/2020 UIDP/00313/2020 UID/QUI/00100/2019 SFRH/BD/74351/2010SFRH/BD/74351/2010 |
Título da revista, periódico, livro ou evento: | Chemical Science | Volume: | 12 | Número: | 1 | Resumo: | Using green chemistry procedures the synthesis of N-alkyl (NCnInd) and N,N′-dialkyl (N,N′CnInd) indigo derivatives, with n = 1–3, 6, 8, 12 and 18, was undertaken, leading to compounds with blueish to greenish colors in solution. The effect of the alkyl chain length on the spectral (including color) and photophysical properties of the compounds was explored. This was done with solvents of different viscosities and polarities (dielectric constants). From time-resolved fluorescence and femtosecond-transient absorption (fs-TA) for the NCnInd derivatives with n = 1 and 2, the decays are, in methylcyclohexane (MCH) and n-dodecane, single-exponential, while in 2-methyltetrahydrofuran (2MeTHF) they are bi-exponential. The excited state proton transfer (ESPT) is ultrafast (<1 ps) for NC1,2Ind in MCH and n-dodecane, supported by time-dependent density functional theory (TDDFT) calculations, thus showing that both the chain length and solvent influence the ESPT process. For N,N′CnInd, from time-resolved experiments, and with the exception of the shortest member of the series, N,N′C1Ind, two conformers are found to be present in the excited state. | URI: | https://hdl.handle.net/10316/93142 | ISSN: | 2041-6520 2041-6539 |
DOI: | 10.1039/D0SC04958A | Direitos: | openAccess |
Aparece nas coleções: | I&D CQC - Artigos em Revistas Internacionais |
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Ficheiro | Descrição | Tamanho | Formato | |
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Pinheiro2020ChemSci.pdf | 1.1 MB | Adobe PDF | Ver/Abrir |
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