Synthesis, structure and mechanofluorochromic properties of phenothiazine-S-oxide and phenothiazine-S,S-dioxide derivatives
Copyright © 2023 Elsevier B.V. All rights reserved..
In this work, two novel luminescent molecules containing distorted phenothiazine-S-oxide and phenothiazine-S,S dioxide skeletons were synthesized by oxidation reactions using different oxidants (m-chloroperoxybenzoic acid, acetic acid /hydrogen peroxide). The target compounds were all confirmed by 1H NMR, 13C NMR and EI-MS. Combined with the results of UV-vis absorption spectra and fluorescence emission spectra, we found that the different oxidation states of S-atom, from sulfide (+2) to sulfoxide (+4) and sulfone (+6), led to the blue, yellow-green and yellowish fluorescence of these compounds in the solid states. Subsequent studies showed that the molecule containing the phenothiazine-S-oxide skeleton exhibited obvious solvatochromism, and the increase of solvent polarity induced a red-shift in the emission wavelength. Moreover, this molecule also exhibited a rare self-recovery mechanochromatic behavior. In addition, these properties were further confirmed by theoretical calculations and X-ray single-crystal diffraction analysis.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2023 |
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| Erschienen: |
2023 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:292 |
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| Enthalten in: |
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy - 292(2023) vom: 05. Mai, Seite 122427 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Zhang, Ming-Xing [VerfasserIn] |
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| Links: |
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| Themen: |
Journal Article |
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| Anmerkungen: |
Date Completed 06.03.2023 Date Revised 06.03.2023 published: Print-Electronic Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1016/j.saa.2023.122427 |
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| funding: |
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| PPN (Katalog-ID): |
NLM352739010 |
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| 100 | 1 | |a Zhang, Ming-Xing |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Synthesis, structure and mechanofluorochromic properties of phenothiazine-S-oxide and phenothiazine-S,S-dioxide derivatives |
| 264 | 1 | |c 2023 | |
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| 500 | |a Date Revised 06.03.2023 | ||
| 500 | |a published: Print-Electronic | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a Copyright © 2023 Elsevier B.V. All rights reserved. | ||
| 520 | |a In this work, two novel luminescent molecules containing distorted phenothiazine-S-oxide and phenothiazine-S,S dioxide skeletons were synthesized by oxidation reactions using different oxidants (m-chloroperoxybenzoic acid, acetic acid /hydrogen peroxide). The target compounds were all confirmed by 1H NMR, 13C NMR and EI-MS. Combined with the results of UV-vis absorption spectra and fluorescence emission spectra, we found that the different oxidation states of S-atom, from sulfide (+2) to sulfoxide (+4) and sulfone (+6), led to the blue, yellow-green and yellowish fluorescence of these compounds in the solid states. Subsequent studies showed that the molecule containing the phenothiazine-S-oxide skeleton exhibited obvious solvatochromism, and the increase of solvent polarity induced a red-shift in the emission wavelength. Moreover, this molecule also exhibited a rare self-recovery mechanochromatic behavior. In addition, these properties were further confirmed by theoretical calculations and X-ray single-crystal diffraction analysis | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Mechanochromic | |
| 650 | 4 | |a Phenothiazine | |
| 650 | 4 | |a Self-recovering | |
| 650 | 4 | |a Solvatochromism | |
| 700 | 1 | |a Yang, Xiaofei |e verfasserin |4 aut | |
| 700 | 1 | |a Tan, Fen |e verfasserin |4 aut | |
| 700 | 1 | |a Zhang, Hongquan |e verfasserin |4 aut | |
| 700 | 1 | |a Zeng, Guoping |e verfasserin |4 aut | |
| 700 | 1 | |a Xu, Zhiqiang |e verfasserin |4 aut | |
| 700 | 1 | |a Liu, Sheng Hua |e verfasserin |4 aut | |
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