Preparation method of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine

A technology of trimethylcyclohexylamine and trimethylcyclohexanone, which is applied in the field of preparation of aliphatic diamines, can solve the problems of limited IPDA yield, low space velocity in the imidization step, and formation of aminoalcohol bis-IPDA Large volume and other issues

Active Publication Date: 2015-02-25
WANHUA CHEM GRP CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is that the generation amount of aminoalcohol (c), secondary amine (d) and two-IPDA (e) is relatively large, thereby the yield of IPDA is limited
[0012] In summary, the existing IPDA preparation process cannot overcome the defects of many by-products and low space velocity in the imidization step, so it is necessary to find a new IPDA preparation process to overcome the above-mentioned technical defects

Method used

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  • Preparation method of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine
  • Preparation method of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine
  • Preparation method of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine

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Embodiment 1

[0067] a) The acid value of IPN is controlled at 0.30mgKOH / g, and is fed into the primary imidization reactor 1 together with liquid ammonia, the IPN feed rate is 700g / h, the feed rate of liquid ammonia is 2850g / h, and the hydrogen flow rate 9500 standard L / h, the temperature is controlled at 40°C, and the reaction pressure is 20MPa to obtain a partially imidized reaction solution;

[0068] b) Add NaOH solid with an initial IPN molar mass of 3‰ to the partially imidized reaction solution before entering the secondary imidization reactor 2, and then enter the secondary imidization reactor 2, with the temperature controlled at 20°C , the reaction pressure is 20MPa;

[0069]c) The product obtained in step b) is fed into the hydrogenation reactor 3, the inlet temperature of the hydrogenation reactor 3 is controlled at 80° C., the outlet temperature is controlled at 100° C., and the reaction pressure is 20 MPa. The space velocity above the catalyst in each reactor is shown in Tabl...

Embodiment 2

[0076] a) The acid value of IPN is controlled at 0.15mgKOH / g, and is fed into the primary imidization reactor 1 together with liquid ammonia, the feed rate of IPN is 800g / h, the feed rate of liquid ammonia is 1645g / h, and the temperature is controlled At 50°C, with a reaction pressure of 15MPa, a partially imidized reaction solution was obtained;

[0077] b) Add LiOH solid with an initial IPN molar mass of 1.5‰ to the partially imidized reaction solution before entering the secondary imidization reactor 2, and then enter the secondary imidization reactor 2, with the temperature controlled at 30°C , the reaction pressure is 15MPa;

[0078] c) The product obtained in step b) was fed into the hydrogenation reactor 3, and hydrogen gas was introduced at a flow rate of 2170 standard L / h. The inlet temperature of the hydrogenation reactor 3 was controlled at 80° C., the outlet temperature was controlled at 100° C., and the reaction pressure was 15 MPa. The space velocity above the c...

Embodiment 3

[0085] a) The acid value of IPN is controlled at 0.05mgKOH / g, and is fed into the primary imidization reactor 1 together with liquid ammonia, the IPN feed rate is 1000g / h, the feed rate of liquid ammonia is 5150g / h, and the hydrogen flow rate 10,000 standard L / h, the temperature is controlled at 60°C, and the reaction pressure is 20MPa to obtain a partially imidized reaction solution;

[0086] b) Add NaOH solid with an initial IPN molar mass of 0.5‰ to the partially imidized reaction solution before entering the secondary imidization reactor 2, and then enter the secondary imidization reactor 2, with the temperature controlled at 40°C , the reaction pressure is 20MPa;

[0087] c) The product obtained in step b) is fed into the hydrogenation reactor 3, the inlet temperature of the hydrogenation reactor 3 is controlled at 90° C., the outlet temperature is controlled at 120° C., and the reaction pressure is 20 MPa. The space velocity above the catalyst in each reactor is shown i...

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Abstract

The invention discloses a preparation method of 3-aminomethyl-3,5,5-trimethyl cyclohexylamine. The method comprises the steps: a) controlling an acid value of a raw material 3-cyano-3,5,5-trimethyl cyclohexanone at 0.02-0.50 mg KOH/g, carrying out a reaction with liquid ammonia, and thus obtaining a partial-imidization reaction liquid; b) adding an alkaline acid value regulator into the partial-imidization reaction liquid obtained in the step a) with the adding amount of 0.02-0.5% of the molar weight of the raw material 3-cyano-3,5,5-trimethyl cyclohexanone, and continuing to carry out an imidization reaction; and c) carrying out hydrogenation on the product obtained in the step b) in the presence of hydrogen, liquid ammonia and a catalyst, to produce 3-aminomethyl-3,5,5-trimethyl cyclohexylamine. The preparation method has the 3-aminomethyl-3,5,5-trimethyl cyclohexylamine yield close to 99%, the air speed is increased, the reaction efficiency is increased, and the cost of the catalyst and equipment are saved.

Description

technical field [0001] The invention relates to a preparation method of aliphatic diamine, in particular to a preparation method of 3-aminomethyl-3,5,5-trimethylcyclohexylamine. Background technique [0002] 3-Aminomethyl-3,5,5-trimethylcyclohexylamine (also known as isophorone diamine, referred to as IPDA) is the preparation of 3-isocyanate group methylene-3,5,5-trimethyl Cyclohexyl isocyanate (also known as isophorone diisocyanate, referred to as IPDI), polyamide and other raw materials can also be used as a curing agent for epoxy resin. [0003] At present, on an industrial scale, the mainstream preparation method of IPDA usually includes an imidization step and a hydrogenation step. First, 3-cyano-3,5,5-trimethylcyclohexanone (also known as isophorone nitrile, IPN for short) reacts with liquid ammonia to form 3-cyano-3,5,5-trimethylcyclohexyl imine (also known as isophorone nitrile imine, referred to as IPNI), and then IPNI and hydrogen in the presence of liquid ammonia...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/36C07C209/52C07C209/48
CPCC07C209/48C07C209/52C07C211/36
Inventor 王坤陈长生姜庆梅黎源崔娇英邵仁龙陈忠英蒋万凯李昂丁可胡江林
Owner WANHUA CHEM GRP CO LTD
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