| 邻苯胺基取代的1，1，4，4-四氰基丁二烯的合成、表征与性质研究 |
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| 引用本文： | 彭丽亚,罗大鹏,刘海洪,刘苗青,舒立金,章连众.邻苯胺基取代的1，1，4，4-四氰基丁二烯的合成、表征与性质研究[J].杭州师范学院学报(自然科学版),2014(3):291-297. |
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| 作者姓名： | 彭丽亚 罗大鹏 刘海洪 刘苗青 舒立金 章连众 |
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| 作者单位： | [1]浙江工业大学化学工程与材料学院,浙江杭州310014 [2]杭州师范大学有机硅化学及材料技术教育部重点实验室,浙江杭州311121 |
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| 基金项目： | 浙江省自然科学基金项目（LY12804004）;杭州师范大学科研启动基金项目（2012ZX032）. |
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| 摘 要： | 以2，5‐二溴‐4‐己基苯胺为起始原料，经与三异丙基硅炔进行Pd/Cu催化Sonogashira 偶联反应得到二炔基取代的苯胺．用TBAF可选择性去保护得到单、双脱的端炔化合物．这些化合物能与四氰基乙烯经2＋2]加成开环得到同时带推吸电子的产物5和6．通过1 H NMR、13C NMR、红外光谱等表征了化合物的结构．由紫外吸收光谱分析发现化合物5和6存在明显的溶剂效应．电化学测量发现所得的目标化合物适合作为新型发光二极管（OLED ）材料．
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| 关 键 词： | 四氰基乙烯 Sonogashira偶联反应 电化学 |
The Synthesis,Characterization and Properties of Ortho-substituted Aniline 1,1,4,4-tetracyanoquinodimethane Butadiene |
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| PENG Liya,LUO Dapeng,LIU Haihong,LIU Miaoqing,SHU Lijin,ZHANG Lianzhong.The Synthesis,Characterization and Properties of Ortho-substituted Aniline 1,1,4,4-tetracyanoquinodimethane Butadiene[J].Journal of Hangzhou Teachers College(Natural Science),2014(3):291-297. |
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| Authors: | PENG Liya LUO Dapeng LIU Haihong LIU Miaoqing SHU Lijin ZHANG Lianzhong |
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| Institution: | 1. College of Chemical Engineering ＆Materials Science, Zhejiang University of Technology, Hangzhou 310014, China; 2. Key Laboratory of Organosilicon Chemistry and Material Technology of Ministry of Education, Hangzhou Normal University, Hangzh0u 311121, China) |
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| Abstract: | Taking 2 ,5‐dibromo‐4‐hexylbenzenamine as the starting material ,diynyl substituted aniline is obtained by using Pd/Cu catalyzed Sonogashira coupling reaction with triisopropylsilicon alkyne . The resulted compounds can be selectively deprotected by TBAF ,which are subjected to the 2 ＋ 2] cycloaddition reaction with tetracyanoethylene to provide compounds 5 and 6 .The structures of the compounds are characterized by 1 H NMR ,13C NMR and FTIR .The analysis of ultraviolet absorption spectrum finds that the compounds 5 and 6 have significant solvent effect . The electrochemical tests indicate that the target compounds are suitable to be used as novel OLED materials . |
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| Keywords: | tetracyanoethylene Sonogashira coupling reaction electrochemistry |
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