Spiropyrans and Spirooxazines. Part 1. Synthesis and Photochromic Properties of 9′‐Hydroxy‐ and 9′‐Alkoxy‐Substituted Spironaphthooxazines.

Abstract

Oxazine derivativesOxazine derivatives R 0595 Spiropyrans and Spirooxazines. Part 1. Synthesis and Photochromic Properties of 9'-Hydroxy-and 9'-Alkoxy-Substituted Spironaphthooxazines. -Compounds such as (III) are transformed to alkoxy derivatives (V) and (VI) via phase-transfer alkylation. The influence of substituents on the spectroscopic properties of the starting and colored forms are investigated. -(VOLOSHIN, N. A.; METELITSA*, A. V.; MICHEAU, J.-C.; VOLOSHINA, E. N.; BESUGLIY, S. O.; VDOVENKO, A. V.; SHELEPIN, N. E.; MINKIN, V. I.; Russ.

Spirooxazine Photoisomerization and Relaxation in Polymer Matrices

“…UV light excitation occurs to be relatively strong to cause photocleavage of the C-O spirobond of the spirooxazine which leads to the coloured merocyanine; the latter can exist in four isomeric forms [10][11][12]. The mechanism of the reversible photochromic transformation of spirooxazines involves the photochemical process of ring opening of spirocompound yielding merocyanines and thermal or photochemical relaxation process of closing ring of the merocyanines [13]. The process of reversible isomerization is presented in Figure 1.…”