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Citation: Liu Ping, Ming Yangfu, Yu Jun, Fan Meigong. Syntheses and Spectral Properties of 9'-(4-(Allyloxy) benzoxy)indolinospironaphthoxazine Derivatives[J]. Chinese Journal of Applied Chemistry, ;1999, 16(4): 14-19. shu

Syntheses and Spectral Properties of 9'-(4-(Allyloxy) benzoxy)indolinospironaphthoxazine Derivatives

1.
Institute of Photographic Chemistry, Chinese Academy of Sciences, Beijing 100101

Received Date: 2 December 1998
Available Online: 15 March 1999
Fund Project: 国家自然科学基金资助项目(29832030) (29832030)

Seven 9'-hydroxyindolinospironaphthoxazine derivatives(HSPa~g) and seven corresponding 9'-(4-(allyloxy)benzoxy)indolinospironaphthoxazine derivatives(ASPa~g) were synthesized. The ¹H NMR results of ASPa~g showed that the chemical shifts of two protons of methene at 1-position of ASPe and ASPb are not equal and the two protons belong to AB spin system. In addition, the absorption spectra of the naphthoxazine moiety are slightly blue shifted with increase of the polarity of the solvent used. The substituents at 1-position have little effect on the absorption spectrum at 295 nm in the parent compound ASPa, and only absorption spectrum of the naphthoxazine moiety of ASPe is found to be red-shifted. A change of substitutent at 5-position, such as in the case of 5-methyl and 5-chloro derivatives, results in the red-shift of absorption band at 295 nm, but does not much influence the absorption spectrum of naphthoxazine moiety. The substituent change at 5-position affects absorption spectrum of the colored forms in the visible region and induces a bathochromic shift.
- spiroxazine,
- photochromism,
- ¹H NMR,
- absorption spectrum
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