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Process for the manufacture of nitriles and their corresponding amines

A manufacturing method and amide technology, applied in chemical instruments and methods, carboxylic acid amide dehydration preparation, organic compound preparation, etc., can solve the side reaction of reaction material loss, difficult to effectively improve the quality and yield of nitrile products, and is not suitable for industrialization Production and other issues

Active Publication Date: 2017-10-10
SINOPEC YANGZI PETROCHEM +1
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The traditional preparation methods of aromatic dibasic nitriles include sandmeyer reaction, direct cyanation of halogenated hydrocarbons and cyanides, dehydration of aromatic aldehydes through aldoxime or gas-phase catalytic ammoniation, etc. These methods generally have long reaction routes, complicated processes, and difficult separation and purification. , serious pollution, especially raw materials are difficult to obtain or more expensive reagents need to be used, so the production cost is high, and it is not suitable for industrial production
[0004] At present, the main method used in the production of aromatic dibasic nitriles is aromatic hydrocarbon ammoxidation technology. Compared with the traditional method, the ammoxidation method has the advantages of cheap and easy-to-obtain raw materials, short reaction routes, and easy-to-handle products, but there are still The following four serious problems: (1) in order to improve the yield, NH3 consumption is too large; (2) a large amount of waste ammonia water is produced in the reaction process, which causes great pressure to the environment and post-treatment; (3) the scope of the reaction substrate Narrow, low selectivity when preparing alkyl mononitriles; (4) high reaction temperature (above 410°C), high requirements for catalyst preparation
[0006] But, the inventor of the present invention finds by research, and prior art is when producing corresponding aliphatic polyhydric nitrile by aliphatic polycarboxylic acid ammoniation method, in order to make ammoniation reaction fully carry out, this technology must be in the whole carboxylic acid During the ammoniation process or during a long reaction time, the ammonia source (ammonia gas) is continuously supplied (introduced) into the reaction system as a raw material, so the amount of ammonia gas is huge, resulting in the actual amount of ammonia gas far exceeding the ammoniation reaction. The amount used may be tens of millions of times the actual reaction requirement, resulting in extremely low utilization of ammonia gas
In addition, due to the extremely low utilization rate of ammonia, the ammonification reaction produces a large amount of waste ammonia water but cannot be recycled. After discharge, it will cause huge pressure on the environment, which is inconsistent with the current green production concept.
Moreover, since the ammoniation reaction of this technology adopts an overall higher reaction temperature (for example, exceeding 300° C.) and an overall longer reaction time, the energy consumption is higher, resulting in higher production costs, and there are also reactions during the reaction process. Severe material loss (for example, the reaction material is entrained out of the reaction system due to the continuous feeding of ammonia gas flow) and many side reactions, which make it difficult to effectively improve the quality and yield of nitrile products, etc.

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  • Process for the manufacture of nitriles and their corresponding amines
  • Process for the manufacture of nitriles and their corresponding amines
  • Process for the manufacture of nitriles and their corresponding amines

Examples

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Embodiment

[0122] The following examples will be used to illustrate the present invention in further detail, but the present invention is not limited to these examples.

[0123] Preparation example of amide intermediate

[0124] Add 500g carboxylic acid raw material (chemically pure) in 1L reactor, and fill the ammonia gas (water content is 0.5wt%, industrial product) that molarity is 1.3 times of the carboxyl group contained in this carboxylic acid raw material, or add ammonium ion Mole number is the ammonium bicarbonate powder (chemically pure) of 1.4 times of the contained carboxyl groups of this carboxylic acid raw material, and the closed reactor is opened to stir (600r / min). Make the reaction at the reaction temperature T A T C Hours later, the contents of the reactor were sampled for H NMR and elemental analysis to characterize the amide intermediate. The specific reaction conditions and characterization results are shown in the following Table A-1, Table A-2, Table A-3 and Tab...

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Abstract

The present invention relates to a method for producing nitrile. Compared with the prior art, the invention has the characteristics of significantly reducing the consumption of ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of nitrile products, and can obtain structure more complex nitriles. The present invention also relates to a process for producing the corresponding amines from the nitriles.

Description

technical field [0001] The invention relates to a process for the production of nitriles and a process for producing corresponding amines from the nitriles. Background technique [0002] Aromatic polynary nitriles such as aromatic dibasic nitriles are fine chemical intermediates with a wide range of uses. Using the chemical activity of their cyano groups, they can synthesize a series of pesticides, medicines, dyes, spices, etc., and are widely used in various fields of the national economy. field. [0003] The traditional preparation methods of aromatic dibasic nitriles include sandmeyer reaction, direct cyanation of halogenated hydrocarbons and cyanides, dehydration of aromatic aldehydes through aldoxime or gas-phase catalytic ammoniation, etc. These methods generally have long reaction routes, complicated processes, and difficult separation and purification. , serious pollution, especially raw materials are difficult to obtain or more expensive reagents need to be used, s...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07B43/08C07B43/04C07C253/20C07C255/58C07C255/51C07C255/59C07C255/52C07C255/53C07D215/48C07D213/85C07D333/38C07D215/54C07D277/06C07D275/03C07D401/04C07C209/48C07C211/27C07C211/30C07D277/04C07D275/02
Inventor 孙海龙缪军李娜高以龙魏延雨陈新华阚林柏基业陈韶辉杨爱武许岳兴
Owner SINOPEC YANGZI PETROCHEM