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论文编号:ZY082 论文字数:13555,页数:32
摘 要：本文首先介绍了各种取代基苯硼酸的合成进展与应用研究，展望了其发展趋势，然后对对位取代基苯硼酸的制备及工艺改进进行了研究，重点研究和改进了对叔丁基苯硼酸的制备工艺，从而确定了它的优化合成条件。应用正交设计实验分析法对影响对叔丁基苯硼酸产率的诸因素如反应时间、反应温度和反应物的物质的量比进行了分析，确定了在影响对叔丁基苯硼酸产率的因素中，影响最大的为反应温度，其余依次为反应时间和反应物的物质的量比，确定优化合成条件为：亲核取代温度为-20℃，反应物质对溴叔丁基苯与硼酸三甲酯的物质的量之比为1/1.5，反应时间为140 min，总产率高达69.5%；此外还应用质谱和高效液相色谱对目标产品进行了分析表征，结果表明所得产物与目标产物结构一致。
关键词：对叔丁基苯硼酸；合成；表征
Abstract: This article reviewed the synthesis and the application of benzene boric acid''''s s, and introduced its trend of development. Then we conducted the research of the o-position substituting group of benzene boric acid''''s and improved its technics, studied and improved the relative substituent benzene boric acid’s preparation craft, thus has determined the respective optimized synthesis condition. The article used orthogonal design experiment analytic method to analysis various factors like reaction time, the reaction temperature and the reactant material quantity to compared with the relative substituent benzene boric acid production rate’s affections, it had determined that among the relative substituent benzene boric acid’s production rate affect factors, what affected biggest was the reaction temperature, other were in turn the reaction time and the reactant material quantity ratio, the determination optimization synthesis condition are: The pro-nucleophilic substitution temperature for - 20℃, reactant confrontation bromine relative substituent benzene and the trimethyl borate material''''s ratio of quantity was 1/1.5, the reaction time was 140 min, the overall yield reaches as high as 69.5%; In addition, the article had also analysis the goal produce with the mass spectrum and the highly effective liquid chromatography, finally indicated that the obtained product was consistent with the goal product structure..
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Keywords：4-tert-Butylphenylboronic acid; Synthesis;Characterization
目录
中文摘要：……………………………………………………………………………Ⅰ英文摘要：……………………………………………………………………………Ⅱ目录：…………………………………………………………………………………Ⅲ
绪论…………………………………………………………………………………1
1.1前言……………………………………………………………………………1
1.2概述……………………………………………………………………………1
1.2.1取代基苯硼酸的应用现状……………………………………………1
1.2.2取代芳环硼酸化合物的合成方法……………………………………5
1.2.3取代基苯硼酸的前景展望……………………………………………10
1.2.4格氏试剂法反应机理的研究…………………………………………11
1.3小结……………………………………………………………………………14
2.实验部分……………………………………………………………………………15
2.1实验仪器、试剂及预处理……………………………………………………15
2.1.1实验仪器………………………………………………………………15
2.1.2实验试剂………………………………………………………………15
2.1.3主要试剂的预处理……………………………………………………15
2.2合成路线………………………………………………………………………17
2.3对叔丁基苯硼酸的合成步骤…………………………………………………17
3.结果与讨论…………………………………………………………………………19
3.1对叔丁基苯硼酸的表征和含量检测…………………………………………19
3.2对叔丁基苯硼酸的合成条件的研究…………………………………………21
3.2.1溶剂对产率的影响……………………………………………………21
3.2.2反应时间对产率的影响………………………………………………21
3.2.3反应问对对产率的影响………………………………………………22
3.2.4金属镁对产率的影响…………………………………………………23
3.2.5水解后处理对产率的影响……………………………………………23
3.3影响对叔丁基苯硼酸的合成产率因素的正交实验分析…………………24
3.4小结…………………………………………………………………………26
4.总结与展望…………………………………………………………………………27
致 谢…………………………………………………………………………………28
参考文献………………………………………………………………………………29
附录……………………………………………………………………………………32
