烷基苯的侧链α-碳的催化氧化反应

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摘要：烷基笨侧链α-催化氧化反应是指与芳环相连的含α-H键的侧链烃基被氧化，从而生成相应的芳香族醇、醛、酮、羧酸、酸酐、过氧化物等的一类反应。传统上的方法，烷基烷基苯的侧链α-碳催化氧化这一反应是以酸钾重铬酸钾、二氧化锰或醋铬混合酐或者铬酰氯等作为氧化剂来实现的，由于这些氧化剂的成本高，使用量较大，产生废物、废气、废水、严重，所以在工业生产中缺乏竞争力。63217

本文主要探索研究乙苯催化氧化制备苯乙酮。苯乙酮是有机合成工业中重要中间体，有许多可以利用的下游产品。所以苯乙酮被广泛应用于染料、香料、医药等多种工业。研究乙基苯氧化制备苯乙酮反应对石油化工产品的开发、精细化工的发展有重要的意义而且也可以进行饱和碳氢键选择氧化的理论研究。

本文中的实验选用酞菁钴（CoPc）作催化剂，酞菁化合物是一类化学稳定性很高的化合物。酞菁是一种具有大共轭体系的化合物并且具有18个电子，酞菁的结构类似于自然界中广泛存在的卟啉，但是，卟啉作用在生物体内是生物酶，而酞菁完全是人工合成。但是金属酞菁也具有生物酶的活性和选择性, 金属酞菁具有较高的催化活性被应用于一些氧化反应中。由于金属酞菁，只能溶解于｛浓硫酸或其他强极性溶剂，例如 N, N-二甲基乙酰胺( DMAC) ，乙腈，二甲基亚砜( DMSO )｝金属酞菁溶解性比较差，所以金属酞菁在催化氧化反应中的应用受到了限制。近些年来, 制备水溶性金属酞菁衍生物，负载型酞菁催化剂受到国内外科研工作者的关注, 相信金属酞菁在催化领域中的应用会越来越广泛。

本文探索找到合适的反应条件使金属酞菁-分子氧-异丁醛的催化体系成功应用于烷基芳香烃侧链氧化。在此之前金属酞菁-分子氧-异丁醛的催化体系已经成功应用于烯烃的氧化反应。

毕业论文关键词：金属酞菁、异丁醛、乙基苯、苯乙酮。

Alkyl side chain of benzene catalytic oxidation reaction of alpha carbon

Abstract: Alkyl stupid side chain of alpha catalytic oxidation reaction is linked to aromatic ring side chain alkyl containing alpha H bond by oxidation, so as to generate the corresponding aromatic alcohols, aldehydes, ketones, carboxylic acid, acid anhydride, peroxide of reaction.Traditionally, the method of side chain of alkyl, alkyl benzene alpha carbon catalytic oxidation the reaction with potassium dichromate potassium chromium, manganese dioxide, or vinegar mixed anhydride or chromium chloride as oxidant, such as due to the cost of these antioxidants is high, heavy usage, produce waste, waste gas, waste water, severe, so the lack of competitiveness in the industrial production.In this paper, we explore the study of ethylbenzene catalytic oxidation of the preparation of acetophenone.Acetophenone is important intermediates in organic synthesis industry, there are many downstream products are available.So acetophenone was widely used in dye, spices, medicine and other industries.Research on preparation of ethyl benzene oxidation acetophenone reacts to the development of petroleum and chemical products, has an important significance for the development of fine chemical industry and also can carry out the study of the theory of the selective oxidation of saturated hydrocarbon keys.In this paper, the experimental use cobalt phthalocyanine (copc) as catalyst, phthalocyanine compounds are a class of compounds of high chemical stability.Phthalocyanine is one kind has 18 electronic system of big conjugate compounds, institutions of phthalocyanine and widespread porphyrins are similar in nature, however, porphyrin is enzymes in organisms, and phthalocyanine is synthetic.But the metal phthalocyanine also has the activity and selectivity of enzyme, metal phthalocyanine has higher catalytic activity has been applied in some oxidation reaction.Due to the poor solubility of metal phthalocyanine, can only be dissolved in concentrated sulfuric acid or other strong polar solvent, such as N, N - dimethyl acetamide (10-channel DMAC), acetonitrile, dimethyl sulfoxide (DMSO), so the metal phthalocyanine application in catalytic oxidation reaction is limited.In recent years, the preparation of water-soluble metal phthalocyanine derivatives, phthalocyanine load type catalyst at home and abroad by the attention of research workers, believe that the metal phthalocyanine has become more and more extensive application in the field of catalysis.This article explores to find the right reaction conditions make the metal phthalocyanine - molecular oxygen - butyl aldehyde catalysis system successfully applied in alkyl aromatic side chain oxidation.The metal phthalocyanine - molecular oxygen - butyl aldehyde catalysis system has been successfully applied to the oxidation of olefins reaction.