Abstract

A series of Schiff bases containing the indole group were synthesized. The compound 2-[(1-methyl-1H-indol-3-yl)methylene] hydrazinecarbothioamide (4) exhibits excellent reversible photochromic properties both in solid−solid state and solution. Moreover, the nanofiber containing the compound 4 also shows excellent photochromic properties, which are better than the amorphous powder of 4 itself. Based on the experiment results and theoretical calculation, we confirm that the photochromic properties originate from the intermolecular proton transfer, resulting in the isomerization of the thioketone−form and the thioalcohol−form in the hydrazinecarbothioamide. This unique photochromic system is obviously different from that of traditional Schiff bases, such as salicylideneanilines.

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