含BOC保护基团的螺吡喃类化合物的合成及其光致变色性能的研究

doi:10.7517/j.issn.1674-0475.2008.02.81

影像科学与光化学 ›› 2008, Vol. 26 ›› Issue (2): 81-87.DOI: 10.7517/j.issn.1674-0475.2008.02.81

• 研究论文 • 下一篇

含BOC保护基团的螺吡喃类化合物的合成及其光致变色性能的研究

谷玲燕, 张青, 盛巧蓉, 薛敏钊, 刘燕刚

上海交通大学, 化学化工学院, 上海, 200240

收稿日期:2007-07-10 修回日期:2007-11-20 出版日期:2008-03-23 发布日期:2008-03-23
通讯作者: 张青(1965-), 男, 工学博士, 副教授, 研究方向:信息记录材料及功能染料, 通讯联系人, 电话:021-54745602.

Synthesis of Spiropyran with BOC Protective Function and Research of Photochromism

GU Ling-yan, ZHANG Qing, SHENG Qiao-rong, XUE Min-zhao, LIU Yan-gang

School of Chemistry and Chemical Engineering, Shanghai Jiao Tong University, Shanghai 200240, P.R.China

Received:2007-07-10 Revised:2007-11-20 Online:2008-03-23 Published:2008-03-23

摘要/Abstract

摘要： 合成了5-[N-(叔丁氧甲酰基)氨基]-1,3,3-三甲基-6′-硝基吲哚啉螺吡喃(BOCSPI)和5-[N-(叔丁氧甲酰基)氨基]-1,3,3-三甲基-6′-硝基-8′-甲氧基吲哚啉螺吡喃(BOCSPII)两种光致变色化合物,采用紫外-可见光谱法研究了其在溶液和以不同质量比掺杂在聚甲基丙烯酸甲酯(PMMA)膜中的光致变色性能.研究表明螺吡喃的高掺杂量不利于其开环和闭环态的转化,BOCSPII分子中的甲氧基有利于有色开环体的部花菁的稳定.

关键词: 螺吡喃, 光致变色, 染料掺杂膜, 聚甲基丙烯酸甲酯

Abstract: Two indolinebenzopyran derivatives, 5-Amino-N-(tert-butyloxycarbon-yl)-1,3,3-trimethyl-6′-nitro-spiro(indole-2,2′-[2H-1]benzopyran) (BOCSPI) and 5-Amino-N-(tert-butyloxycarbonyl)-1,3,3-trimethyl-6′-nitro-8′-methoxy-spiro(indole-2,2′-[2H-1]benzopyran) (BOCSPII), were synthesized and characterized. BOCSPI and BOCSPII were doped in polymethylmethacrylate (PMMA) host films with different concentration respectively. The photochromic properties of the two compounds in solution and film were investigated. It has been found that both the rate of photo-colorization from the closed form(SP) to open form(MC) and the rate of thermal isomerization between the closed form(SP) to the open form(MC) decreased remarkably with the increase of the concentration of spiopyran derivatives in PMMA film. The existence of 8′-methoxy group in BOCSPII made the opened form MC more stable at room temperature.

Key words: photochromism, indolinespiropyran derivates, PMMA, dye-doped film

中图分类号:

谷玲燕, 张青, 盛巧蓉, 薛敏钊, 刘燕刚. 含BOC保护基团的螺吡喃类化合物的合成及其光致变色性能的研究[J]. 影像科学与光化学, 2008, 26(2): 81-87.

GU Ling-yan, ZHANG Qing, SHENG Qiao-rong, XUE Min-zhao, LIU Yan-gang. Synthesis of Spiropyran with BOC Protective Function and Research of Photochromism[J]. Imaging Science and Photochemistry, 2008, 26(2): 81-87.

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含BOC保护基团的螺吡喃类化合物的合成及其光致变色性能的研究

Synthesis of Spiropyran with BOC Protective Function and Research of Photochromism

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