含肉桂酸酯基螺噁嗪的合成及性质研究有机化学.pdfVIP

DOI: 10.6023/cjoc201308040 研究论文 有机化学 Chinese Journal of Organic Chemistry ARTICLE 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) 摘要 通过缩合法合成了含有肉桂酸酯基的双功能螺噁嗪类化合物, 用红外光谱、核磁共振氢谱、碳谱和 X 射线单晶 衍射对其结构进行了表征. 紫外-可见光谱研究结果表明: 当用400 W 高压汞灯照射后化合物在有机溶剂以及高分子膜 中都表现出了很好的可逆光致变色性. 化合物也显示出了酸致变色性能. 此外着重研究了化合物酸致变色荧光性能以 及在 150 W 氙灯照射前后的荧光光谱. 加入酸后和光照前后荧光光谱的改变使其有望作为荧光分子开关、非破坏性数 据的读取存储介质材料. 关键词 螺噁嗪; 光致变色; 肉桂酸; 酸致变色; 荧光 Synthesis and Properties of a Novel Spirooxazine Dye Yang, Suhua*,a Yan, Sujunb Huan, Linga a ( School of Chemistry and Chemical Engineering, Chifeng College, Chifeng 024000) b ( School of Chemistry and Chemical Engineering, Sun Yat-Sen University, Guangzhou 510275) Abstract 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 ex