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含吡啶环双元噁二唑衍生物的合成及其光谱性质和电化学性质
引用本文:陈桐滨,张熊禄,范小林,李勋.含吡啶环双元噁二唑衍生物的合成及其光谱性质和电化学性质[J].精细化工,2008,25(9).
作者姓名:陈桐滨  张熊禄  范小林  李勋
作者单位:赣南师范学院,江西省有机药物化学重点实验室,江西,赣州,341000
摘    要:合成了6个含吡啶环的双元噁二唑化合物,产率51%~78%。用1HNMR、FTIR、MS对其结构进行了表征。考察了它们的UV-Vis吸收光谱、荧光光谱,并用循环伏安法测定了其电化学性能。吸收光谱表明:a~c能有效地形成共轭,λmax分别为278、309、282 nm,d~f的共轭效应差,吸收光谱基本相同,λmax分别为273、272 nm和270 nm。荧光光谱表明:目标化合物的DMF溶液发射强的紫色荧光,a和b最大发射波长为398 nm和396 nm,c蓝移到364 nm;d~f出现双发射峰,d和e最大发射峰都在334 nm和345 nm,f红移到342 nm和356 nm,而固体发射强的紫蓝色荧光,在376~414 nm出现最大发射峰;电子亲和势为2.57~3.11 eV,离子势为5.97~6.70eV,说明目标化合物的电子传输性能良好(PBD:EA=2.82 eV)。

关 键 词:吡啶环  1  3  4-噁二唑  荧光  功能材料

Synthesis and Properties of Dioxadiazole Derivatives Incorporating Pyridine Ring
CHEN Tong-bin,ZHANG Xiong-lu,FAN Xiao-lin,LI Xun.Synthesis and Properties of Dioxadiazole Derivatives Incorporating Pyridine Ring[J].Fine Chemicals,2008,25(9).
Authors:CHEN Tong-bin  ZHANG Xiong-lu  FAN Xiao-lin  LI Xun
Abstract:Six dioxadiazole derivatives incorporating pyridine ring were synthesized in 51%~78% yield,and characterized by 1HNMR,FTIR and MS.Their absorptive spectroscopy,as well as fluorescent spectroscopy and electrochemical properties were studied.Compounds a,b and c form conjugate structures effectively,and their maximum absorptive wavelengths λmax are 278,309 and 282 nm respectively.Compounds d,e and f have unconjugate structures,their absorptive spectra are similar,and the λmax are 273,272 and 270 nm respectively.The target compounds emit strong purple fluorescence in DMF solution.The maximum emissive wavelengths of a,b and c are 398,396 and 364 nm respectively.Compounds d,e and f have dual emissive wavelengths,for d and e 334 nm and 345 nm,and for f 342 nm and 356 nm.The target compounds in solid-state emit strong purple and blue fluorescence,with maximum emissive wavelength from 375 nm to 415 nm.The target compounds keep high electron affinity(2.57~3.11 eV) and ionization potential(5.97~6.70 eV),indicating that they are good electron transfer materials(PBD:EA=2.82 eV).
Keywords:pyridine ring  1  3  4-oxadiazole  fluorescence  functional materials
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