Method for preparing alpha-olefine acid by olefin oxidation

A technology of alkenoic acid and olefin, which is applied in the direction of organic chemical methods, chemical instruments and methods, and the preparation of organic compounds. It can solve the problems of difficult catalyst preparation, high production cost, and high reaction temperature, and achieve high conversion rate and selectivity. The effect of less reaction by-products and low reaction temperature

Inactive Publication Date: 2006-10-25
HUNAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

The reaction temperature of these methods is high, the preparation of catalyst is difficult, and the production cost is relatively large.

Method used

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  • Method for preparing alpha-olefine acid by olefin oxidation
  • Method for preparing alpha-olefine acid by olefin oxidation
  • Method for preparing alpha-olefine acid by olefin oxidation

Examples

Experimental program
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Effect test

Embodiment 1

[0014] In the fixed-bed column-and-tube reactor, load solid-carrying 5ppm structure formula (I) metal porphyrin molecular sieve catalyst, in the formula R 1 = H, R 2 =R 3 =CH 3 , M=Mn, the reaction gas containing propylene 10% air is passed through the bottom of the tubular reactor, the reaction pressure is 1 atm, the reaction temperature is 180 ° C, the control of propylene and air flow rate makes the residence time less than 1 minute. The oxidized liquid from the tubular reactor is cooled and separated to obtain acrylic acid. The conversion rate of propylene is 100%, and the selectivity of acrylic acid is 95%.

Embodiment 2

[0016] Implementation process is the same as embodiment 1. Catalyst is the metalloporphyrin of silica gel immobilization 20ppm structural formula (II), wherein R 1 =R 2 =OH, R 3 =Cl,M 1 = M 2 = Fe. Reaction gas composition: isobutene 15%, air 40%, nitrogen 45%. The reaction pressure is 1.5 atm, the reaction temperature is 150° C., the conversion rate of isobutene is 100%, and the selectivity of 2-methacrylic acid is 87%.

Embodiment 3

[0018] Implementation process is the same as embodiment 2. Catalyst is the metalloporphyrin of diatomite immobilized 30ppm structural formula (I), R 1 =OCH 3 , R 2 =R 3 =OH, M=Co. Reaction gas composition: 20% of 2-butene, 22% of oxygen, and 58% of nitrogen. The reaction pressure is 3 atm, the reaction temperature is 160°C, the conversion rate of 2-butene is 95%, and the selectivity of 2-butenoic acid is 92%.

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Abstract

This invention relates to alkene contain alpha-hydrocarbon chain selective oxidation prepare alpha-olefine acid. 1-100ppm metalloporphyrin catalyst is filled into fixed bed row cast reactor, propylene contain 1-5atm 8 to 30 percent, isobutene or 2-butene dioxygen or gas contain molecular state oxygen is sent in. reaction temperature is 80-250 degrees centigrade, the alpha-hydrocarbon chain alkene is oxidized into alpha-olefine acid by molecular state oxygen. The reaction temperature is low, conversion and selectivity is high, reaction by-product is few, catalysis efficiency is high.

Description

technical field [0001] The invention relates to a method for preparing alpha-enoic acid through the selective oxidation of alkenes containing alpha-carbon-hydrogen bonds catalyzed by immobilized metal porphyrin. Background technique [0002] Oxidation of α-carbon-hydrogen bonds of olefins can produce α-alkeno acids, but it needs to be carried out under noble metal catalysis and high temperature conditions. CN 02142436 discloses a method for preparing acrylic acid by oxidizing acrolein in a fixed bed tubular reactor using a noble metal oxide immobilized catalyst. CN 01111960 discloses a method for preparing acrylic acid by oxidizing propylene in a fixed-bed tubular reactor using a multi-component metal oxide immobilized catalyst. The reaction temperature of these methods is high, the preparation of the catalyst is difficult, and the production cost is relatively large. Contents of the invention [0003] T...

Claims

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Application Information

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IPC IPC(8): C07C51/25B01J31/12C07B41/08C07C57/03
Inventor 郭灿城刘强江国防
Owner HUNAN UNIV
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