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固体酸和固体碱催化下的有机合成反应的研究及其产物结构的表征

Studies on the Organic Reactions Catalyzed by Solid Acids or Solid Bases & Structural Analysis

【作者】 郭俊杰

【导师】 靳通收;

【作者基本信息】 河北大学 , 有机化学, 2002, 硕士

【摘要】 本文共分四部分: 第一部分:固体超强酸TiO2/SO42-作为一种廉价易得的固体酸型催化剂可用于多种有机化学反应中,它在催化活性和实验操作上均具有优越的性能。在TiO2/SO42-固体超强酸催化下,芳香族醛、酮与盐酸羟胺作用生成了系列芳香族肟。该方法优于传统方法,具有无污染、反应条件温和、产率高、以及操作和后处理简便等特点。 第二部分:醇与二甲氧基甲烷在固体超强酸TiO2/SO42-的作用下生成了甲氧基甲基醚,保护了醇羟基并取得了满意的结果。传统方法是以硫酸为催化剂,该催化剂腐蚀设备、污染环境、不能回收重复使用、副反应多、产率低。本文采用固体超强酸为催化剂,发展了保护羟基化合物的实用新方法,解决了环境污染、缩短了反应时间、提高了反应收率。 第三部分:以固体超强酸为催化剂合成了系列取代香豆素化合物。传统上合成取代香豆素的方法多以浓硫酸为催化剂,腐蚀设备,污染环境,收率低。本文采用固体超强酸为催化剂,发展了香豆素制备的新方法,减小了环境污染、缩短了反应时间、提高了反应收率。 第四部分:以固体碱为催化剂合成了系列芳叉化合物,收率为80-99%。合成芳叉化合物传统上以液体碱为催化剂,后处理繁杂,且污染环境。本文采用固体碱为催化剂,使反应条件温和,提高了产品收率,解决了环境污染,为工业生产提供了新方法和新技术。

【Abstract】 This thesis consists of four parts.In the first part. Solid superacid TiO2/SO4 2-" is found to be cheap solid acidic catalysts for many organic reactions, it has much more efficient behavior in catalysis and simple work-up than conventional counterparts. TiO2/SO4 2 as an efficient and convenient catalyst for the preparation of aromatic oximes has been presented. It is well known that traditional acidic catalysts such as sulfuric acid, phosphoric acid and hydrochloric acid can cause severe environmental problems. The present methods have the additional advantages of non-corrosivity, mild reaction conditions, high yield and selectivity, easy of set-up and work-up over the class methods.In the second part, TiO2/SO4 2-", An efficient catalyst for the methoxymethylation of alcohols Dimethoxymethyl ethers are prepared by condensation of alcohols and dimethoxymethane and it gives satisfactory results. The typical .advantages of the catalyst are easy and simple operation in the workup, non-toxic, non-corrosive, recyclable, more economical and environmentally friendly.In the third part, Coumarins were successfully synthesized by reaction of phenols with ethyl acetoacetate or methyl acetoacetate in the presence of ZrO2/SO4 2- or TiO2/SO4 2-solid superacid. The scope and limitation of the method have been investigated. Coumarins exhibit useful and diverse biological activity such as molluscacides, have anthelmintic, hypnotic and insecticidal properties, or serve as fluorescent brighteners. In this paper we have demonstrated a facile method for the formation of coumarins.In the fourth part, Studying on the condensation of ethyl cyanoacetate with aromatic aldehydes catalyzed by Al2O3-OK solid base in.ethanol results ethyl a-cyanocinnamates in 80-99% yields, alpha-cyanocinnamates are a kind of useful organic compounds for they can "be used as ultraviolet filter composition for protecting light-sensitive foods, wood-product, paper, dyes, fibers, plastics etc. The obvious advantage of solid base is operational simplicity and environmental friendly.

  • 【网络出版投稿人】 河北大学
  • 【网络出版年期】2004年 02期
  • 【分类号】O621.25
  • 【被引频次】1
  • 【下载频次】341
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