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A kind of preparation method of 1,2-cyclohexanediamine

A technology of cyclohexanediamine and cyclohexanediol, which is applied in the field of medicine and chemical industry, can solve the problems of 1,2-cyclohexanediamine production capacity limitation, high production equipment requirements, high reaction temperature, etc., and achieve simple purification and high conversion rate Effect of high, pure product yield

Active Publication Date: 2018-10-19
JIANGSU QINGQUAN CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The starting raw material that above-mentioned synthesis method uses has greatly reduced compared with other schemes in terms of cost, but because solvent consumption is bigger (solvent consumption is 50~99wt% correspondingly) in this reaction, and this synthesis process is a batch reaction, The reaction temperature is also required to be high, and the reaction temperature used is 150-220°C, which is 130-150°C higher than the general industrial steam temperature, so the reaction can only use electric heating and other heating methods
Using the above method to produce 1,2-cyclohexanediamine still has problems such as limited production capacity and high requirements for production equipment

Method used

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  • A kind of preparation method of 1,2-cyclohexanediamine
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  • A kind of preparation method of 1,2-cyclohexanediamine

Examples

Experimental program
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Effect test

Embodiment 1

[0025] A kind of method utilizing fixed-bed reactor to prepare 1,2-cyclohexanediamine, the reaction operation process is as follows:

[0026] Will be loaded on Al 2 o 3 The above ruthenium catalyst is filled into the fixed-bed reactor, and then "1,2-cyclohexanediol and liquid ammonia" are metered by a metering pump and entered into the pre-mixer at a certain volume ratio to heat up and mix, and then passed into the fixed-bed reaction Then feed hydrogen into the fixed bed reactor to control the reaction at a certain pressure. The material discharged from the lower end of the reactor enters a small gas-liquid separator, and the obtained liquid phase product is sampled by GC to detect the reaction progress. The liquid phase product is subjected to atmospheric distillation to separate water, and vacuum rectification to obtain the product-1,2-cyclohexanediamine, and the rectified 1,2-cyclohexanediol reenters the amination reaction system.

[0027] The specific setting reaction co...

Embodiment 2

[0029] Except for the following changes, the other conditions are the same as in Example 1, and the specific changes are as follows: the reaction temperature in the middle section of the fixed-bed reactor is 130°C, and the volume ratio of 1,2-cyclohexanediol:liquid ammonia is 1:5. The reaction results are: the conversion rate of 1,2-cyclohexanediol is 93%, the selectivity of 1,2-cyclohexanediamine is 87%, and the product distillation yield is 68%.

Embodiment 3

[0031] Except for the following changes, the rest of the conditions are the same as in Example 1, and the specific changes are as follows: the fixed bed reaction pressure is 2.5MPa, and the volume ratio of 1,2-cyclohexanediol:liquid ammonia is 1:6. The reaction results are: the conversion rate of 1,2-cyclohexanediol is 94%, the selectivity of 1,2-cyclohexanediamine is 84%, and the product distillation yield is 66%.

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Abstract

The invention provides a preparation method of 1,2-cyclohexyldiamine. The method comprises the following steps: carrying out reaction on 1,2-cyclohexanediol in the presence of ammonia, hydrogen and a ruthenium-containing catalyst to generate 1,2-cyclohexyldiamine, wherein the reaction temperature is 100-145 DEG C, the reaction pressure in the reactor is regulated to 1-5 MPa by a hydrogen-containing gas, and the ruthenium-containing catalyst is arranged in the fixed-bed reactor; and purifying the reaction product to obtain the 1,2-cyclohexyldiamine. By considering the raw material cost, technical operation convenience, industrial continuous large-scale production and other factors, the invention develops a novel preparation method of 1,2-cyclohexyldiamine. The 1,2-cyclohexyldiamine prepared by the invention has the advantages of high purity, higher product yield and favorable technical economy.

Description

technical field [0001] The invention relates to the field of medicine and chemical industry, in particular to a preparation method of 1,2-cyclohexanediamine. Background technique [0002] 1,2-cyclohexanediamine is an important chemical raw material, which has a wide range of uses in many fields, for example, in the paper industry and water treatment industry, it can be used to synthesize chelating agents, which can be combined with metal ions to reduce water pollution. concentration of metal ions; in the coating industry, it can be used as a basic epoxy resin curing agent, which can make epoxy resin cross-linked and cured at room temperature; in addition, in the polymer material industry, it can be used as a monomer for synthesis Polyamide, polyurethane, etc.; and in the field of pharmaceutical intermediates, it can be used as a key intermediate in the synthesis of anticancer drugs - "Oxaliplatin". [0003] Since 1,2-cyclohexanediamine is widely used, there are many researc...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07C209/16C07C211/36
CPCC07C209/16C07C211/36
Inventor 陶永峰冯博郭家成曹华鹏卢满意杜程
Owner JIANGSU QINGQUAN CHEM CO LTD