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Method for preparing dinitrile from dihydric alcohol by virtue of ammoxidation

A dihydric alcohol and ammoxidation technology, which is applied in the preparation of hydrocarbon ammoxidation, chemical recovery, organic chemistry, etc., can solve the problems of difficult oxidation of fatty alcohols, and achieve the effect of easy separation, less by-products and simple system

Inactive Publication Date: 2015-09-30
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Abstract
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  • Claims
  • Application Information

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Problems solved by technology

However, the oxidation of fatty alcohols is very difficult, so this process is also very challenging

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] 1mmol hexanediol, 0.01mmol CeO 2 Catalyst, 4mmol ammonia water, 0.05mmol mesitylene (internal standard), 10mL acetonitrile were added to a 50mL reaction kettle, the reaction kettle was sealed, and the pressure of air or oxygen was introduced to 0.5MPa, raised to 100°C under stirring, reacted for 5h, cooled , and the catalyst was separated by centrifugation. The obtained samples were qualitatively analyzed by gas chromatography-mass spectrometry, and quantitatively analyzed by gas chromatography. The conversion rate of hexanediol was 80%, and the selectivity of adiponitrile was 92%.

Embodiment 2

[0020] 1mmol butanediol, 0.002mmol ZrO 2 Catalyst, 6mmol urea, 0.05mmol mesitylene (internal standard), 10mL acetonitrile were added to a 50mL reaction kettle, the reaction kettle was sealed, air or oxygen pressure was introduced to 1MPa, and the temperature was raised to 80°C under stirring, reacted for 10h, cooled, The catalyst was separated by centrifugation. The obtained samples were qualitatively analyzed by gas chromatography-mass spectrometry, and quantitatively analyzed by gas chromatography. The conversion rate of butanediol was 91%, and the selectivity of succinonitrile was 95%.

Embodiment 3

[0022] 1mmol ethylene glycol, 0.15mmol Fe 2 o 3 Catalyst, 2mmol of ammonium chloride, 0.05mmol of mesitylene (internal standard), 10mL of dioxane were added to the 50mL reaction kettle, the reaction kettle was sealed, the pressure of air or oxygen was introduced to 1.5MPa, and the temperature was raised to 60°C under stirring , reacted for 24h, cooled, and centrifuged to separate the catalyst. The obtained samples were qualitatively analyzed by gas chromatography-mass spectrometry, and quantitatively analyzed by gas chromatography. The conversion rate of ethylene glycol was 96%, and the selectivity of ethanedinitrile was 97%.

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Abstract

The invention relates to a method for preparing dinitrile from dihydric alcohol by virtue of ammoxidation. The method comprises the steps of carrying out ammoxidation on dihydric alcohol by taking one or two of air or oxygen as an oxygen source and one or two of ammonia gas, ammonia water, urea, ammonium chloride, ammonium carbonate, ammonium sulfate, ammonium phosphate, ammonium hydrogen phosphate and ammonium formate as a nitrogen source under the catalytic action. According to the invention, the ammoxidation efficiency is high, and the product yield is high; by taking air or oxygen as the oxygen source, the method is economic and environmentally friendly; as products and a catalyst are separated, the aftertreatment is simple; the catalyst is easily repeatedly used, so that the method has a good application prospect.

Description

technical field [0001] The invention relates to a method for preparing dibasic nitriles by ammoxidation of glycols. Background technique [0002] Dibasic nitrile is an important basic chemical raw material and an important intermediate used in the synthesis of polyamides, medicines, and fuels. At present, there are three main methods for the preparation of dibasic nitriles: (1) dibasic acid ammonification method; (2) olefin direct hydronitrile method or olefin chlorination nitrilation method; (3) chloride cyanation method. Among them, the dibasic acid ammoniation method needs to be carried out at a relatively high temperature (270-290°C). The other two methods will by-product halides, such as hydrogen chloride, hydrogen bromide, etc., which are corrosive. In particular, the chloride cyanide method uses highly toxic sodium cyanide or potassium cyanide as a raw material. Therefore, it is of great scientific significance and application prospect to develop a green and enviro...

Claims

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Application Information

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IPC IPC(8): C07C255/04C07C253/24
CPCY02P20/584
Inventor 马继平徐杰贾秀全王敏石松高进苗虹
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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