Study on the Influence of Substituents on the Photochromic Properties of Spirooxazine Compounds

doi:10.7517/issn.1674-0475.200724

Abstract

Abstract: Four spirooxazine compounds were synthesized, and their structures were characterized by FTIR, ¹H NMR, and ESI-MS. The effects of different substituents on the nitrogen atom of the indole ring and the 9'-position of the oxazine ring and the solvation effect on the photochromic properties were studied. The results show that the bulky group on the indole nitrogen atom has no significant effect on the maximum absorption wavelength, but it is beneficial to the stability of the PMC and the introduction of bromine atoms can reduce the light responsiveness of spirooxazine. The electron-donating group at the 9'-position of the oxazine ring can reduce the stability of the PMC. Moreover, the fading process of the spirooxazine conforms to the first-order kinetic equation. In aprotic solvents, the λ_max of PMC is positively correlated with solvent polarity. The addition of organic acid can increase the thermal stability of the PMC.

Key words: spirooxazine, synthesis, photochromic property, solvation effect, acidichromism

LIU Guojie, SHI Ming, GAO Jun. Study on the Influence of Substituents on the Photochromic Properties of Spirooxazine Compounds[J]. IMAGING SCIENCE AND PHOTOCHEMISTRY, 2021, 39(2): 174-183.

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