Article ID Journal Published Year Pages File Type
1404755 Journal of Molecular Structure 2016 7 Pages PDF
Abstract

•A detailed preparation and characterization of sulfonyl-containing new spiropyrans.•The satisfactory negative photochromic properties and fatigue resistance of the compound.•The study on the influence of substituents on the photochromic properties of spiropyrans.

A series of sulfonyl-containing spiropyrans exhibiting negative photochromism were designed and synthesized. The prepared compounds show more stability for the brightly colored state in the dark-adapted than the colorless state under visible irradiation. Negative photochromic properties and fatigue resistance of these compounds in solution were confirmed by UV spectroscopy with time variation. Single-crystal X-ray diffraction analysis, NMR and variable-time absorption spectra studies suggest that the negative photochromism of the compounds involved a ring-opening spiro CO bond cleavage of the spiropyran followed by an intramolecular proton transfer.

Graphical abstractA series of sulfonyl-containing spiropyrans exhibiting negative photochromism were designed and synthesized. The photochromic properties and fatigue resistance of these compounds in solution were investigated in detail by UV spectroscopy with time variation. The influence of substituents on the photochromic properties of these spiropyrans has been studied.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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