文章基本信息

标题：Influence of Protonation on the Photochromic Behavior, Phase Transfer and Thermal Stability of Phenylamine-Substituted Diarylethenes
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作者：Mahvidi, S. ; Elles, Ch. ; Shirkavand Hadavand, B. 等
期刊名称：Progress in Color, Colorants and Coatings
印刷版ISSN：2008-2134
电子版ISSN：2383-1790
出版年度：2020
卷号：13
期号：2
页码：105-119
出版社：Institute for Color Science and Technology
摘要：This paper examines the role of protonation on the photochromic reactions of multi-responsive phenyl amine diarylethene derivatives (PA-DAEs). Reversible protonation and deprotonation provide a secondary stimulus for controlling the properties of light-responsive PA-DAEs, including solubility and thermal stability. For this reason, the phenylamine substituted DAEs were synthesized using a novel and efficient microwave-assisted synthetic route. Steady-state spectroscopy results indicated that the photocyclization and photocycloreversion reactions were reversible at different pH values. Even though, the acidic condition caused red-shift of the visible light absorption bands and generated a new absorption band at near-IR to IR region in the closed-ring structure but made blue-shift in the absorption spectra of the open-ring isomers. Also, it was showed that the excess amount of proton locked back the photochromic reaction. Results also indicated that the protonated closed-ring isomers of PA-DAEs are hydrophilic, whereas the deprotonated forms and protonated open-ring forms are hydrophobic. In addition to photoswitching and solubility of PA-DAEs under irradiation at different light wavelengths, the thermal stability of P-type PA-DAEs was also monitored in the presence of trifluoroacetic acid at different temperatures as external stimuli.
关键词：Multi-responsive photoswitches;Phenylamine-substituted diarylethenes;pH;Phase transfer;Thermal stability