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9,9'-二芴-9,9'-二醇的合成及其引发甲基丙烯酸甲酯自由基溶液聚合的研究
引用本文:何剑,邓建元,杨万泰.9,9'-二芴-9,9'-二醇的合成及其引发甲基丙烯酸甲酯自由基溶液聚合的研究[J].北京化工大学学报(自然科学版),2013,40(5):22-28.
作者姓名:何剑  邓建元  杨万泰
作者单位:北京化工大学材料科学与工程学院,北京,100029;北京化工大学材料科学与工程学院,北京,100029;北京化工大学材料科学与工程学院,北京,100029
摘    要:采用Zn-ZnCl2还原偶联法,在四氢呋喃水溶液中合成了9,9′-二芴-9,9′-二醇(BFDOL),反应温度为30℃时转化率可达81.5%。使用傅立叶变换红外光谱仪、紫外-可见光分光光度计以及质子核磁共振谱仪对BFDOL的结构进行了表征确认。进而将BFDOL作为自由基引发剂,对其引发的甲基丙烯酸甲酯(MMA)溶液聚合进行了研究,结果表明,BFDOL在四氢呋喃、甲苯和苯甲醚中均可引发聚合反应,尤其是在四氢呋喃溶剂中,低温条件也可引发MMA聚合反应;温度对聚合反应速率及聚合物分子量的影响符合自由基聚合的特点;自由基聚合的引发反应通过氢转移引发途径实现。

关 键 词:9  9’-二芴-9  9’-二醇  自由基引发剂  半频哪醇自由基  氢转移引发
收稿时间:2013-01-14

Synthesis of 9,9'-bifluorene-9,9'-diol and its application as a radical initiator in the solution polymerization of methyl methacrylate
HE Jian , DENG JianYuan , YANG WanTai.Synthesis of 9,9'-bifluorene-9,9'-diol and its application as a radical initiator in the solution polymerization of methyl methacrylate[J].Journal of Beijing University of Chemical Technology,2013,40(5):22-28.
Authors:HE Jian  DENG JianYuan  YANG WanTai
Institution:College of Materials Science and Engineering, Beijing University of Chemical Technology, Beijing 100029, China
Abstract:9,9′-Bifluorene-9,9′-diol (BFDOL) has been synthesized by a redox-coupling method with Zn-ZnCl2 in aqueous tetrahydrofuran (THF). At the optimum reaction temperature, 30℃, the yield reached 81.5%. The structure was confirmed by FT-IR spectroscopy, UV-Vis spectroscopy and 1H-NMR spectroscopy. BFDOL was investigated as an initiator for methyl methacrylate (MMA) polymerization in different solvents. The influence on the polymerization of varying the temperature was the same as that for conventional radical polymerization. BFDOL could initiate the polymerization of methyl methacrylate at 40℃ in THF, showing for the first time that it is not simply a high temperature initiator. The results showed that the primary radical is likely to initiate MMA polymerization mainly through a hydrogen atom transfer process.
Keywords:9  9'-bifluorene-9  9'-diol  radical initiator  semi-pinacol radical  hydrogen atom transfer process
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