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新型苯并噁唑基吡啶盐的合成及其线性光学性质

Synthesis and Linear Optical Properties of Novel Benzoxazolyl Pyridinium Salts

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【作者】 刘庆松汪泽鹏刘丹甘小平周虹屏

【Author】 LIU Qing-song;WANG Ze-peng;LIU Dan;GAN Xiao-ping;ZHOU Hong-ping;School of Chemistry and Chemical Engineering, Anhui University;School of Science, Anhui Agricultural University;

【通讯作者】 甘小平;

【机构】 安徽大学化学化工学院安徽农业大学理学院

【摘要】 以邻氨基苯酚和对甲基苯甲酸为原料,多聚磷酸为溶剂,N2保护下于220℃反应制得中间体L1;L1溴代得中间体L2;L2与三苯基膦反应得膦盐L3,L3与吡啶-3-甲醛通过Wittig反应制得中间体L4,再通过甲基化反应和阴离子置换合成了未见报导的化合物1~6,并利用1H NMR,13C NMR, FT-IR和HR-MS对化合物1~6的结构进行了表征。单晶结构测试表明:化合物1(CCDC:1838541)的阳离子部分的平面性较好。紫外可见吸收光谱和荧光发射光谱结果表明:化合物1~6在不同极性溶剂中均具有良好的光学性质。

【Abstract】 o-Aminophenol, p-toluic acid and polyphosphoric acid(PPA) were refluxed to prepare the intermediate L1 at 220 ℃ in N2. The intermediate L2 was obtained by reacting with N-bromosuccinimide(NBS) and L1, which reacted with triphenylphosphine to give L3. Intermediate L4 was synthesized by Wittig reaction of L3 and 3-pyridinecarboxaldehyde. Finally, six novel compounds 1~6 were synthesized by the methylation reaction and anion exchange reaction. The structures were characterized by 1H NMR, 13C NMR, FT-IR and HR-MS. The crystal structure of compound 1(CCDC: 1838541) indicated that its cationic portion owned good planarity. UV-Vis absorption and fluorescence emission spectra showed that 1~6 possessed good optical properties in different polarity solvents.

【基金】 国家自然科学基金资助项目(51772002,51472002,51432001);安徽大学大学生科研训练项目(KYXM2017019);安徽农业大学引进和稳定人才项目(WD2018-02)
  • 【文献出处】 合成化学 ,Chinese Journal of Synthetic Chemistry , 编辑部邮箱 ,2020年03期
  • 【分类号】O657.3;O626
  • 【被引频次】1
  • 【下载频次】153
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