<i>E</i>–<i>Z</i> Photoisomerization in Proton-Modulated Photoswitchable Merocyanine Based on Benzothiazolium and o-Hydroxynaphthalene Platform

Abstract

The potential of E–Z photoisomerization in molecular organic light-to-thermal conversion and storage in an E–styryl merocyanine system was studied in a polar acidic medium. A photoswitchable styryl merocyanine dye (E)-2-(2-(2-hydroxynaphthalen-1-yl)vinyl)-3,5-dimethylbenzo[d]thiazol-3-ium iodide was synthesized for the first time. The reversible E–Z photoisomerisation of the dye was investigated using UV-Vis spectroscopy and DFT calculations. E–Z isomerization was induced through the use of visible light irradiation (λ = 450 nm). The obtained experimental and theoretical results confirm the applicability of the Z and E isomers for proton-triggered light harvesting.

Keywords

• <i>E</i>–<i>Z</i> photoisomerization
• spiropyran
• organic light-to-thermal systems
• merocyanine dyes
• DFT