Photoreversible Photographic Systems. V. Reverse Photochromism of (Photospiran/Acid) System in Acetone

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Abstract
1,3,3-Trimethylindolino-6′-nitro-benzopyrylspiran (1) exhibits a photoreversible color change which is called “photochromism”. However, it is transformed from a colorless form (A) into a colored form (C) which has a salt-like structure when acid such as malonic acid is added into acetone without irradiation with light. The color is bleached by irradiation with light. The color reappears thermally as the light source is removed. This photoreversible color change is termed “reverse photochromism”. Another colored form (B) of compound (1) which has a merocyanine dye-like structure is converted into (C) as acid is added into the solution (B). The quantum yield of the photoconversion from C to A by irradiation with visible light depends on the solvent polarity. The quantum yield of the photoconversion from A to B also depends on the solvent polarity.

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