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摘要：苯乙烯类环氧化合物是一类重要的应用广泛的有机合成中间体。其结构中的三元环觉有特殊张力，此类化合物的环氧化是获得精细化学品的重要环节。因此苯乙烯类化合物的环氧化反应引起了研究者的关注，近年来在绿色和可持续化学理念的引领下，更多研究者致力于开发温和条件下的以分子氧为氧化剂的催化环氧化反应。
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催化分子氧环氧化苯乙烯类化合物反应只需要一个氧原子，直接用氧气使烯烃发生环氧化是较为困难的，因此选择适合的催化剂成为环氧化反应的关键。金属离子-酞菁配体具有独特的催化活性，在温和的条件下就能催化氧化各类有机反应，本文选用金属酞菁作催化剂，并将其用于苯乙烯与α-甲基苯乙烯的分子氧催化环氧化反应。
本论文尝试进行苯乙烯与α-甲基苯乙烯的环氧化反应，并且着重探索了α-甲基苯乙烯的环氧化反应，考察催化剂的性能，对该反应的影响因素进行了讨论，得出最佳的反应条件为：反应温度25℃，反应时间4h，CoPc/Al2O3催化剂用量3%，醛烯比为2:1，原料转化率几乎为100%，环氧化物产率为40.78%；而当反应温度为10℃，其余反应条件不改变时，龙葵醛的产率为59.18%。提出了α-苯乙烯环氧化反应可能的自由基反应机理。8584
本论文在环氧化成功的基础上尝试对2-苯基环氧丙烷与环氧苯乙烷的开环反应。本次实验采用在酸性条件下水解，体系的pH值控制在2左右时，转化率几乎为100%。
关键词： 苯乙烯；α-甲基苯乙烯；龙葵醛；2-苯基环氧丙烷；金属酞菁
Study on the Epoxidation of Styrene Compounds
Abstract:Styrene compound is an organic intermediates in the synthesis of an important class of applications widely. The three membered ring in its structure with special tension, epoxidation of such compounds is an important step to obtain fine chemicals.Therefore, the epoxidation reaction of Styrene compounds has aroused the interests of researchers.In recent years,under the guidance of the concept of green and sustainable chemistry,more researchers dedicate to research the catalytic epoxidation reaction with molecular oxygen as oxidant under mild conditions.
The catalytic epoxidation of Styrene compounds with molecular oxygen requires only one oxygen atom. It is difficult to form olefin epoxidation directly using oxygen. Therefore, it is a key to select suitable catalysts in the epoxidation reaction. Metal ion phthalocyanine ligand has a unique catalytic activity and can catalyze the oxidation of all kinds of organic reactions under mild conditions. In this paper the metal phthalocyanine was selected as the catalyst. It was used for the catalytic epoxidation of Styrene and alpha methyl styrene with molecular oxygen.
The epoxidation of styrene and alpha methyl styrene was studies in this paper.In order to explore the epoxidation reaction of alpha methyl styrene,to investigate the catalysts properties, and to discuss the reaction factor.The optimum condition was obtained with 25℃, time 4 h, amount of CoPc/Al2O3 catalyst 2%, ratio of aldehyde and cyclohexene 3:1, with almost 100% raw material conversion and 40.78% epoxide product. When the reaction temperature is 10℃, the other reaction conditions are not changed, Selective Hydratropic aldehyde 59.18%.Free radical mechanism had been proposed for the epoxidation of alpha methyl styrene.
The ring-opening reaction of styrene and alpha methyl styrene was studied using after the success of the epoxidation in this paper.The experimental conditions used in the acid hydrolysis, control the pH value of system about 2, the conversion and the yield rate were 100%
Key Words: Styrene; methyl styrene; hydratropic aldehyde; 2- phenyl oxirane; metal phthalocyanine
目录
1 引言 1
1.1 苯乙烯的简介、作用及开发 1