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含二苯甲酮基团的硝基偶氮苯染料的合成、光谱学及光化学

Synthesis, spectroscopy and photochemistry of nitro-azobenzene dyes bearing benzophenone parts.

作者信息

Gao Fang, Wang Jianchao, Liu XiaoJiao, Yang Long, Hu Nvdan, Xie Ting, Li Hongru, Zhang Shengtao

机构信息

College of Chemistry and Chemical Engineering, Chongqing University, Chongqing, China.

出版信息

J Fluoresc. 2009 May;19(3):533-44. doi: 10.1007/s10895-008-0442-y. Epub 2008 Nov 19.

DOI:10.1007/s10895-008-0442-y
PMID:19016313
Abstract

Novel nitro-azobenzene dyes bearing one or two benzophenone branches were proposed and synthesized to improve their photophysical and photochemical properties. The new dyes exhibited double UV/visible bands, and they displayed weak fluorescence emission as excited at 350 nm. Single crystal X-ray diffraction data showed that two phenyl rings of azobenzene was almost coplanar, and the benzophenone part was neither coplanar nor linear connection with azobenzene via ether bridged bond, which have good fit with molecular geometry optimization calculation results. The cyclic voltammeric results of nitro-azobenzene dyes were firstly reported in this paper, which demonstrated that the electrochemical properties of nitro-azobenzene dyes was altered by the substitution of benzophenone part. Thermal stabilities of the new dyes were studied by the analysis of differential scanning calorimetry (DSC) and thermograving (TG) in this paper. Efficient visible-light photoinitiating polymerization of methyl methacrylate (MMA) by the novel nitro-azobenzene dyes was presented and discussed.

摘要

为改善其光物理和光化学性质,人们提出并合成了带有一个或两个二苯甲酮支链的新型硝基偶氮苯染料。这些新染料呈现出双重紫外/可见吸收带,在350 nm激发时表现出微弱的荧光发射。单晶X射线衍射数据表明,偶氮苯的两个苯环几乎共面,且二苯甲酮部分既不与偶氮苯共面,也不是通过醚桥键与偶氮苯呈线性连接,这与分子几何优化计算结果吻合良好。本文首次报道了硝基偶氮苯染料的循环伏安结果,结果表明二苯甲酮部分的取代改变了硝基偶氮苯染料的电化学性质。本文通过差示扫描量热法(DSC)和热重分析(TG)对新染料进行了热稳定性研究。本文还展示并讨论了新型硝基偶氮苯染料对甲基丙烯酸甲酯(MMA)的高效可见光光引发聚合作用。

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引用本文的文献

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本文引用的文献

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Fluorescence sensors for monosaccharides based on the 6-methylquinolinium nucleus and boronic acid moiety: potential application to ophthalmic diagnostics.基于6-甲基喹啉鎓核和硼酸部分的单糖荧光传感器:在眼科诊断中的潜在应用
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