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3,4-epoxy-1-butene preparation method

A technology of butene and epoxy, which is applied in the field of preparation of 3,4-epoxy-1-butene, can solve the problems of waste, low conversion rate of raw materials and low product yield, and achieve good technical effect and technical economy Good results

Active Publication Date: 2016-01-27
CHINA PETROLEUM & CHEM CORP +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] The technical problem to be solved by the present invention is that the existing technology has the problems of low conversion rate of raw materials and low product yield, and serious waste. A new preparation method of 3,4-epoxy-1-butene is provided

Method used

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  • 3,4-epoxy-1-butene preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0033] Under the conditions of 160°C, 0.4MPa, and controlling the volume content of tail oxygen to less than 5%, ethylbenzene and air undergo peroxidation reaction to obtain hydrogen peroxide ethylbenzene oxidation solution with a weight concentration of 10%, which is obtained by vacuum concentration. Concentration of 30% ethylbenzene hydrogen peroxide (EBHP) oxidation solution.

[0034] The above-mentioned ethylbenzene hydrogen peroxide oxidation solution with a weight concentration of 30% is carried out in a fixed bed reactor with 1,3-butadiene in the presence of a Ti-HMS catalyst (the weight percentage of titanium is 1.6%) Epoxidation produces 3,4-epoxy-1-butene, α-methylbenzyl alcohol and a small amount of acetophenone. Wherein 1,3-butadiene / EBHP=4 (molar ratio), the gravimetric space velocity of EBHP=3 hours -1 , the reaction temperature is 105°C, and the reaction pressure is 3.5MPa.

[0035] Pass the reaction mixture into a 1,3-butadiene recovery tower to recover exces...

Embodiment 2

[0037] Under the conditions of 150°C, 0.3MPa, and controlling the volume content of tail oxygen to less than 5%, ethylbenzene and air undergo peroxidation reaction to obtain hydrogen peroxide ethylbenzene oxidation solution with a weight concentration of 10%, which is obtained by vacuum concentration. Concentration of 28% ethylbenzene hydroperoxide (EBHP) oxidation solution.

[0038] The above weight concentration is 28% ethylbenzene hydrogen peroxide oxidation solution in the presence of Ti-MCM41 catalyst (the weight percentage of titanium is 2.0%), and 1,3-butadiene is cyclized in a fixed bed reactor The oxidation reaction generates 3,4-epoxy-1-butene, α-methylbenzyl alcohol and a small amount of acetophenone. Wherein 1,3-butadiene / EBHP=4 (molar ratio), the gravimetric space velocity of EBHP=3 hours -1 , the reaction temperature is 105°C, and the reaction pressure is 3.5MPa.

[0039] Pass the reaction mixture into the butadiene recovery tower to recover excess 1,3-butadien...

Embodiment 3

[0041] Under the conditions of 155°C, 0.35MPa, and controlling the volume content of tail oxygen to less than 5%, ethylbenzene and air undergo peroxidation reaction to obtain hydrogen peroxide ethylbenzene oxidation solution with a weight concentration of 10%, which is obtained by vacuum concentration. Concentration of 30% ethylbenzene hydrogen peroxide (EBHP) oxidation solution.

[0042] The above weight concentration is 30% ethylbenzene hydrogen peroxide oxidation solution in the presence of Ti-TUD-1 catalyst (the weight percentage of titanium is 1.5%), in a fixed bed reactor and 1,3-butadiene The epoxidation reaction generates 3,4-epoxy-1-butene, α-methyl benzyl alcohol and a small amount of acetophenone. Wherein 1,3-butadiene / EBHP=4 (molar ratio), the gravimetric space velocity of EBHP=3 hours -1 , the reaction temperature is 105°C, and the reaction pressure is 3.5MPa.

[0043] Pass the reaction mixture into the butadiene recovery tower to recover excess 1,3-butadiene fo...

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Abstract

The present invention relates to a 3,4-epoxy-1-butene preparation method. A purpose of the present invention is mainly to solve the problems of low raw material conversion rate, low product yield and serious waste in the prior art. The technical scheme comprises the following steps that: a) ethylbenzene and air are subjected to a peroxidation reaction to obtain a hydrogen peroxide ethylbenzene oxidation liquid; b) the hydrogen peroxide ethylbenzene oxidation liquid and 1,3-butadiene are subjected to a selective oxidation reaction under a liquid phase condition under the effect of a catalyst to generate 3,4-epoxy-1-butene, alpha-methylbenzyl alcohol and acetophenone; c) the alpha-methylbenzyl alcohol is subjected to dehydration to generate styrene; and d) the acetophenone is subjected to hydrogenation to generate alpha-methylbenzyl alcohol, the generated alpha-methylbenzyl alcohol returns to the step c), and the alpha-methylbenzyl alcohol returned to the step c) and the alpha-methylbenzyl alcohol generated in the step b) are subjected to hydrogenation to generate styrene. With the technical scheme, the problem in the prior art is well solved, and the method can be used for preparation of 3,4-epoxy-1-butene and co-production of styrene in the industrial production.

Description

technical field [0001] The invention relates to a preparation method of 3,4-epoxy-1-butene. Background technique [0002] 3,4-epoxy-1-butene (EPB) is a new type of fine chemical intermediate, which is synthesized by epoxidation of 1,3-butadiene, and has broad market potential. , and double bonds, is a rare intermediate containing two important functional groups, and few organic intermediates have such a wide range of uses. However, for a long time due to high production costs, it has not received market attention. [0003] Starting from 3,4-epoxy-1-butene, hundreds of important follow-up products can be prepared, involving various fields such as bulk chemicals, fine chemicals and specialty chemicals, and are various pharmaceutical intermediates and chiral compounds , new flame retardants, and the best synthetic raw materials for functional polymer materials are fine chemicals that are in short supply at home and abroad. For example, starting from 3,4-epoxy-1-butene, dihyd...

Claims

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Application Information

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IPC IPC(8): C07D301/19C07D303/04C07C1/24C07C15/46
Inventor 金国杰康陈军高焕新杨洪云黄政丁琳
Owner CHINA PETROLEUM & CHEM CORP
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