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Method for hydrogenating itaconic acid

A technology for hydrogenating itaconic acid and itaconic acid, which is applied in chemical instruments and methods, preparation of organic compounds, organic chemistry, etc., can solve problems such as large water consumption, and achieve the effects of reducing costs and prolonging service life

Inactive Publication Date: 2010-07-21
IND TECH RES INST
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The purpose of the present invention is to solve the problem of a large amount of water consumption in the prior art, thereby providing a new method for hydrogenating itaconic acid with low energy consumption, suitable for large-scale production, and effectively increasing catalyst life

Method used

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  • Method for hydrogenating itaconic acid

Examples

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Effect test

Embodiment 1

[0011] Embodiment 1, esterification itaconic acid

[0012] Take 50 g of itaconic acid (Aldrich manufacturer and product model I-2920-4), 247 g of methanol, and 3.68 g of p-toluenesulfonic acid in an autoclave reactor, and spontaneously generate 5 bar at a reaction temperature of 150 ° C. After reacting under pressure for 1 hour, the molar yield of dimethyl itaconate was 92.10% with gas chromatographic analysis of crude product composition, and the dimethyl itaconate of 53.21g was obtained through distillation, and the productive rate was 87.53%. The boiling point of dimethyl itaconate is 210°C.

Embodiment 2

[0013] Embodiment 2, esterification itaconic acid

[0014] Take 50 g of itaconic acid (Aldrich manufacturer and product model I-2920-4), 177 g of ethanol, and 3.68 g of p-toluenesulfonic acid in an autoclave reactor, and spontaneously generate 3 bar at a reaction temperature of 100 ° C. After reacting under pressure for 3 hours, the molar yield of diethyl itaconate was 74.69% with gas chromatographic analysis of the crude product composition, and the diethyl itaconate of 50.98g was obtained through distillation, and the yield was 71.26%. The boiling point of diethyl itaconate is 235°C.

Embodiment 3

[0015] Embodiment 3, esterification itaconic acid

[0016] Take 50 g of itaconic acid (Aldrich manufacturer and product model I-2920-4), 352 g of ethanol, and 3.68 g of p-toluenesulfonic acid in an autoclave reactor, and spontaneously generate 3 bar at a reaction temperature of 100 ° C. After reacting under pressure for 3 hours, the molar yield of diethyl itaconate was 91.98% with a gas chromatographic analysis of the crude product composition, and the diethyl itaconate of 61.62g was obtained through distillation, and the yield was 86.11%. The boiling point of diethyl itaconate is 235°C.

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Abstract

The invention discloses a method for hydrogenating itaconic acid. The method comprises the following steps of: performing esterification reaction on the itaconic acid and alcohols to obtain dialkyl itaconate; and hydrogenating the dialkyl itaconate with catalysts to obtain 2-methyl-1,4-butanediol, 2-methylbutyrolactone, 3-methylbutyrolactone and 2-methylsuccinate. According to the method, a two-stage method of esterifying first and then hydrogenate itaconic acid instead of hydrogenating itaconic acid directly is adopted, so the service life of the catalysts is effectively prolonged and the great water consumption in the prior art is solved.

Description

technical field [0001] The present invention relates to itaconic acid, more particularly to a process for the hydrogenation of itaconic acid. Background technique [0002] Converting sugar, fiber, or leaf and stem waste produced by plants into bio-oil products and plasticized intermediate raw materials can reduce the dependence on petroleum, thereby alleviating environmental problems such as energy crisis and greenhouse effect. Itaconic acid (named 2-methyl-1,4-butanedioic acid by IUPAC) is one of the potential biomass material options, which can be produced by fermenting sugar or leaf and stem waste of plants through appropriate strains. It can be converted into 2-methyl-1,4-butanediol after further hydrogenation reaction. The structure of the above diol (diol) is similar to 1,4-butanediol, which is mainly used in polymers such as polyester or polyurethane (PU). [0003] At present, there is no technology or product for mass production of 2-methyl-1,4-butanediol, and only...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C31/20C07C29/149C07D307/33C07C69/40C07C67/303
Inventor 许希彦赵玉山
Owner IND TECH RES INST
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