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高等学校化学研究 ›› 2015, Vol. 31 ›› Issue (3): 357-361.doi: 10.1007/s40242-015-4482-y

• Articles • 上一篇    下一篇

Synthesis and Photochromism of Novel Spiro(indoline-2,3'-naphtho[2,1-b][1,4]oxazine)

LI Hong, PANG Meili, GUO Xinfu, MENG Jiben   

  1. Department of Chemistry, Nankai University, Tianjin 300071, P. R. China
  • 收稿日期:2014-12-12 修回日期:2015-01-23 出版日期:2015-06-01 发布日期:2015-02-12
  • 通讯作者: PANG Meili E-mail:pangmeili@nankai.edu.cn
  • 基金资助:

    Supported by the National Natural Science Foundation of China(Nos.20971071, 20602020).

Synthesis and Photochromism of Novel Spiro(indoline-2,3'-naphtho[2,1-b][1,4]oxazine)

LI Hong, PANG Meili, GUO Xinfu, MENG Jiben   

  1. Department of Chemistry, Nankai University, Tianjin 300071, P. R. China
  • Received:2014-12-12 Revised:2015-01-23 Online:2015-06-01 Published:2015-02-12
  • Contact: PANG Meili E-mail:pangmeili@nankai.edu.cn
  • Supported by:

    Supported by the National Natural Science Foundation of China(Nos.20971071, 20602020).

摘要：

A series of novel spirooxazine(SPO) derivatives containing nitrogen heterocycles was synthesized and characterized by 1H NMR spectra, Fourier transform infrared(FTIR) spectra, mass spectra(MS) and elemental analysis, and their photochromic behaviors were fully investigated in solvents and polymer media. In solvents, they displayed excellent photochromism properties such as high photochromic response and fast thermal bleaching rate. Especially, compounds 1 and 4 exhibited strong fluorescence intensities in dichloromethane solution. It was additionally found that compound 4 showed high fatigue resistence in poly(methyl methacrylate)(PMMA) film, and the thermal decay curves were fitted with biexponential function in PMMA film.

关键词: Spirooxazine, Photochromism, Acidichromism, Fatigue resistance

Abstract:

A series of novel spirooxazine(SPO) derivatives containing nitrogen heterocycles was synthesized and characterized by 1H NMR spectra, Fourier transform infrared(FTIR) spectra, mass spectra(MS) and elemental analysis, and their photochromic behaviors were fully investigated in solvents and polymer media. In solvents, they displayed excellent photochromism properties such as high photochromic response and fast thermal bleaching rate. Especially, compounds 1 and 4 exhibited strong fluorescence intensities in dichloromethane solution. It was additionally found that compound 4 showed high fatigue resistence in poly(methyl methacrylate)(PMMA) film, and the thermal decay curves were fitted with biexponential function in PMMA film.

Key words: Spirooxazine, Photochromism, Acidichromism, Fatigue resistance