Synthesis and Properties of a Novel Spirooxazine Dye

doi:10.6023/cjoc201308040

Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (4): 804-808.DOI: 10.6023/cjoc201308040 Previous Articles Next Articles

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含肉桂酸酯基螺噁嗪的合成及性质研究

杨素华^a, 闫素君^b, 郇玲^a

a 赤峰学院化学化工学院赤峰 024000;
b 中山大学化学化工学院广州 510275

收稿日期:2013-08-31 修回日期:2013-11-10 发布日期:2013-12-06
通讯作者: 杨素华 E-mail:cfyangsuhua@126.com
基金资助:
内蒙古自治区高等学校科学研究基金（No. NJ10244）资助项目

Synthesis and Properties of a Novel Spirooxazine Dye

Yang Suhua^a, Yan Sujun^b, Huan Ling^a

a School of Chemistry and Chemical Engineering, Chifeng College, Chifeng 024000;
b School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275

Received:2013-08-31 Revised:2013-11-10 Published:2013-12-06
Supported by:
Project supported by the Research Program of Science at Universities of Inner Mongolia Autonomous Region (No. NJ10244).

A novel bifunctional photochromic compound 2 based on spirooxazine and cinnamoyl moiety was synthesized by esterification reaction. Its structure was characterized by ¹H NMR, ¹³C NMR, IR and X-ray single crystal diffraction. The compound was proved by UV testing to have excellent photochromic properties both in organic solvents and polymer films when irridiated with high pressure Hg lamp. The acidichromism phenomenon of compound 2 was studied too. No significant fluorescence emission of compound 2 was observed in EtOH solution before and after irradiation. Under the acidic condition or irradiation with 150 W Xe lamp, The ethanol solution of compound 2 exhibits a good fluorescence respectively. The ethanol solution of compound 2 exhibits obvious fluorescence emission. After irradiating the acidic solution, new fluorescence emission can be observed. The emission change modulated by acid or light offers compound 2 to be potential as a new fluorescent molecular switch.

Key words: spirooxazine, photochromism, cinnamate, acidichromism, fluorescence

Cite this article

Yang Suhua, Yan Sujun, Huan Ling. Synthesis and Properties of a Novel Spirooxazine Dye[J]. Chin. J. Org. Chem., 2014, 34(4): 804-808.

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含肉桂酸酯基螺噁嗪的合成及性质研究

Synthesis and Properties of a Novel Spirooxazine Dye

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