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Preparation process of 1, 3-cyclohexanediamine

A technology for the preparation of cyclohexyldimethylamine, which is applied in the field of preparation technology of 1,3-cyclohexanedimethylamine, can solve the problems of high cost, harsh reaction conditions, poor selectivity, etc., and achieve mild reaction conditions and high reaction yield. The effect of high efficiency and cheap and easy-to-obtain raw materials

Active Publication Date: 2021-03-12
WANHUA CHEM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0003] The document technology of producing 1,3-BAC by IPN method is shown in US5371293A, US4070399A, US3998881A, adopts different loaded catalysts to prepare respectively, but generally has the shortcoming of poor selectivity
The document technology of producing 1,3-BAC by MXDA method is shown in EP0703213B1 and US4181680A, but the cost of producing 1,3-BAC by MXDA method is too high and the reaction conditions are relatively harsh

Method used

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  • Preparation process of 1, 3-cyclohexanediamine
  • Preparation process of 1, 3-cyclohexanediamine
  • Preparation process of 1, 3-cyclohexanediamine

Examples

Experimental program
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Effect test

Embodiment 1

[0052] [Preparation Example 1] Preparation of Isomerization Dehydrogenation Catalysts A~F

[0053] Prepare isomerization dehydrogenation catalyst A~F respectively according to different conditions in table 1, preparation method is as follows:

[0054] Break the copper-based catalyst into powder, prepare 2500mL of a certain concentration of sodium phosphate solution, add 500g of copper-based catalyst powder into the sodium phosphate aqueous solution, shake it well, and place it in a water bath constant temperature oscillator for 24 hours. During this period, keep the temperature of the water bath at Around 80°C, the shaking speed is 140r / min. Then maintain the temperature and continue to shake, dropwise add 2500mL lithium chloride solution, control the dropping rate to finish adding within 1.5h, continue to shake at this temperature for 6h, filter, place the obtained sample in concentrated ammonia water, shake well, place Put them in a constant temperature shaker in a water ba...

Embodiment 2-11

[0081] Carry out embodiment 2~11 according to the method in embodiment 1, difference only lies in the difference of reaction condition and result in table 3.

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Abstract

The invention discloses a preparation process of 1, 3-cyclohexane dimethylamine, and the process comprises the following steps: 1) isomerization dehydrogenation of cyclohexene oxide: converting cyclohexene oxide into cyclohexenone under the action of an isomerization dehydrogenation catalyst; 2) addition of cyclohexenone and hydrocyanic acid: reacting cyclohexenone under the action of hydrocyanicacid and an alkaline addition catalyst to generate 1, 3-dicyano-1-cyclohexanol; 3) dehydration and hydrogenation of 1, 3-dicyano-1-cyclohexanol: carrying out dehydration and hydrogenation on the obtained 1, 3-dicyano-1-cyclohexanol in the presence of hydrogen and a hydrogenation catalyst to generate 1, 3-cyclohexanediamine. Compared with the prior art, the invention has the beneficial effects thatthe raw materials are cheap and easy to obtain; the reaction yield is high, and the total yield is greater than or equal to 90%; the reaction conditions are mild and suitable for industrialization.

Description

technical field [0001] The invention relates to a preparation process, in particular to a preparation process of 1,3-cyclohexanedimethylamine. Background technique [0002] 1,3-Cyclohexanedimethylamine (1,3-BAC) has important applications in the fields of epoxy resin curing agent, polyurethane intermediate and anti-corrosion and anti-rust agent. At present, its international production technology is only mastered by Mitsubishi Gas and BASF In the hands of a few companies, it seriously restricts the application of the product. According to the classification of raw materials used, the preparation methods of 1,3-BAC are divided into IPN (isophthalonitrile) method and MXDA (m-xylylenediamine) method. [0003] The documented techniques for producing 1,3-BAC by the IPN method are shown in US5371293A, US4070399A, and US3998881A. Different supported catalysts are used for preparation respectively, but generally have the disadvantage of poor selectivity. The documented technology ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C209/48C07C211/18C07C253/10C07C255/46C07C45/58C07C49/603B01J27/18B01J37/03B01J37/08B01J23/755B01J23/75B01J29/00B01J37/02B01J37/34
CPCC07C209/48C07C253/10C07C45/58B01J27/1806B01J23/002B01J37/031B01J37/082B01J23/755B01J23/75B01J29/00B01J37/0201B01J37/344C07C2601/14C07C2601/16C07C49/603C07C255/46C07C211/18Y02P20/584
Inventor 杨洋刘运海王磊丁可宋延方李凤闯陈永蒋玉鑫
Owner WANHUA CHEM GRP CO LTD
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