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Environment friendly method for synthesizing oxygen heterocyclic compound by catalytic oxidation of 1,5-cyclooctadiene

A cyclooctadiene and catalytic oxidation technology, applied in the chemical industry, can solve the problems of large acid pollution, unfavorable large-scale industrial production, environmental pollution, etc., and achieve the effect of low cost and environment-friendly catalytic conversion process

Inactive Publication Date: 2011-05-04
FUDAN UNIV
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Problems solved by technology

[0003] In the traditional oxidation of 1,5-cyclooctadiene, there are many synthetic methods of such compounds reported in literature at home and abroad, which are generally very complicated. The oxidants used are all chemical oxidants, generally peroxyacid, permanganate Potassium, etc. These oxidants have some general disadvantages, such as serious environmental pollution, large acid pollution, large amount of three wastes, difficult separation and purification of products, etc., which are not conducive to large-scale industrial production

Method used

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  • Environment friendly method for synthesizing oxygen heterocyclic compound by catalytic oxidation of 1,5-cyclooctadiene

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Embodiment 1

[0014] Embodiment 1: the preparation of homogeneous tungstic acid: with 0.019g WO 3 .H 2 O dissolved in 1.4 mL 50% H 2 o 2 , and stirred at 60°C for 0.5h to obtain a homogeneous tungstic acid catalyst. Then, add 10.6mL of tert-butanol, add 1.06mL of 1,5-cyclooctadiene, heat through an oil bath, control the bath temperature to 35°C, and the molar ratio of hydrogen peroxide to cyclooctadiene is 3:1, react 24 hours. Record it as 1#. After the reaction is completed, the analysis results are shown in Table 1.

Embodiment 2

[0015] Embodiment 2: 0.032g WO 3 .H 2 O dissolved in 2.6ml 27.5% H 2 o 2 , Stir at 50°C for 2h to obtain a homogeneous tungstic acid catalyst. Other charging amount, operating process are all with embodiment 1, reacted 12 hours, are recorded as 2#. After the reaction is completed, the analysis results are shown in Table 1.

Embodiment 3

[0016] Embodiment 3: 0.059g WO 3 .H 2 O dissolved in 2.0ml 35% H 2 o 2 , Stir at 40°C for 5h to obtain a homogeneous tungstic acid catalyst. Other charging amount, operating process are all with embodiment 1, reacted 4 hours, are recorded as 3#. After the reaction is completed, the analysis results are shown in Table 1.

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Abstract

The invention relates to a method for catalyzing oxidating the octadiene to synthesize heterocyclic oxygen compound belonging to chemical engineering. The method has a given tungstenic acid, tungstophosphoric acid or tungstosilicic acid as catalyzer, tert-butyl alcohol as solvent and catalyzes and oxidates the octadiene to synthesize heterocyclic oxygen compound in a specific temperature. The inventive method uses the commercial octadiene as material, which can get a total yield of the heterocyclic oxygen compound to 97-99% in a gentle reaction condition. Meanwhile, because having the hydrogen peroxide water solution as oxidant, it avoids the environment pollution brought by traditional oxidation process such as potassium permanganate, peroxy acids and attains the purpose of catalytic conversion without pollution. The method has a low cost and can be applied for producing heterocyclic oxygen compound.

Description

technical field [0001] The invention belongs to the technical field of chemical industry, and in particular relates to an environment-friendly method for synthesizing oxygen heterocyclic compounds by catalytic oxidation of 1,5-cyclooctadiene by aqueous hydrogen peroxide solution. Background technique [0002] In the research field of selective oxidation of olefins to prepare high value-added fine chemicals, the pollution-free hydrogen peroxide oxidant has naturally become the preferred choice of many researchers. As an environmentally friendly oxidant, hydrogen peroxide is considered to be an environmentally friendly oxidant with wide application potential because its product is only water. However, pure hydrogen peroxide cannot make the reaction proceed in the expected direction, and a specific catalyst must be added. In the present invention, hydrogen peroxide is used as oxidant, tungstic acid, phosphotungstic acid or tungstosilicate is used as catalyst, and 1,5-cycloocta...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D493/08C07D301/12C07C29/48C07C35/20C07C45/33B01J27/188B01J23/30
Inventor 戴维林高瑞华曹勇范康年
Owner FUDAN UNIV
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