| 含溴丁氧基的手性偶氮苯化合物的合成及其光异构化 |
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| 引用本文： | 赵常礼,何延胜,刘坤.含溴丁氧基的手性偶氮苯化合物的合成及其光异构化[J].沈阳化工学院学报,2012,26(3):224-229,269. |
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| 作者姓名： | 赵常礼 何延胜 刘坤 |
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| 作者单位： | 沈阳化工大学材料科学与工程学院,辽宁沈阳,110142 |
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| 基金项目： | 辽宁省教育厅高等学校科研项目 |
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| 摘 要： | 以4-羧基-4＇-羟基偶氮苯（CH-Azo）为偶氮苯化合物母体,经溴代烷取代、水解反应,再与S（-）-2-甲基-1-丁醇发生酯化反应,制备得到含溴代烷氧基反应性基团的手性偶氮苯化合物——4-（羧酸-2-甲基丁酯基）-4＇-（1-溴丁氧基）偶氮苯（CMB-Azo）.利用红外光谱（FT-IR）、核磁共振氢谱（1H-NMR）对其结构进行表征.通过紫外、可见光交替照射观察CMB-Azo和4-（羧酸-1-溴丁酯基）-4＇-（1-溴丁氧基）偶氮苯（CBB-Azo）在甲醇溶液中的紫外可见吸收光谱变化.结果表明：在355 nm紫外光和455 nm可见光交替照射下,CMB-Azo和CBB-Azo均发生由反式到顺式和由顺式到反式的光异构化反应.由于手性碳原子的引入,顺式的CMB-Azo仅60%恢复到原来的反式结构.
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| 关 键 词： | 偶氮苯 手性碳 溴丁氧基 光异构化 |
Synthesis and Photoisomerization of Azobenzene Compound Containing Bromobutoxy Group and Chiral Carbon |
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| ZHAO Chang-li,HE Yan-sheng,LIU Kun.Synthesis and Photoisomerization of Azobenzene Compound Containing Bromobutoxy Group and Chiral Carbon[J].Journal of Shenyang Institute of Chemical Technolgy,2012,26(3):224-229,269. |
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| Authors: | ZHAO Chang-li HE Yan-sheng LIU Kun |
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| Affiliation: | (Shenyang University of Chemical Technology,Shenyang 110142,China) |
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| Abstract: | A novel azobenzene compound containing bromobutoxy group and chiral carbon,4-(2-methyl butylcarboxylate)-4′-(1-bromobutoxy) azobenzene(CMB-Azo) was synthesized by subsequent reactions of substitution,hydrolysis and esterification.The structure of CMB-Azo was characterized by FT-IR and 1H-NMR.The Changes in UV-Vis spectra of CMB-Azo and 4-(1-bromobutyl carboxylate)-4′-(1-bromobutoxy) azobenzene(CBB-Azo) irradiated by the light were detected.The results showed that CMB-Azo and CBB-Azo in MeOH could undergo trans→cis isomerization irradiated with 355 nm UV-light,and cis→trans isomerization irradiated subsequently with 445 nm visible light.Compared with that of CBB-Azo,the photoisomerization of CMB-Azo changed slowly due to the introduction of chiral carbon. |
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| Keywords: | azobenzene chiral carbon bromobutoxy group photoisomerization |
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