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Method for preparing 1,3-cyclohexanebis(methylamine)

A technology of cyclohexanedimethylamine and m-xylylenediamine, which is applied in the preparation of amino compounds, chemical instruments and methods, preparation of organic compounds, etc., can solve the problems of only 58% and low selectivity of target products, and achieves a reduction in Effects of reaction pressure and energy consumption

Inactive Publication Date: 2012-09-26
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

Among them, USP 6,045,920, 6,215,030 and 6,245,920 disclose the use of Raney Ru as a hydrogenation catalyst to convert isophthalonitrile into 1,3-cyclohexanedimethylamine patents, but the yield is only 58%. Japanese Patent 42-26783 discloses the use of Ru is a catalyst, using water or an aqueous organic acid as a solvent to hydrogenate m-xylylenediamine to 1,3-cyclohexanedimethylamine, but the selectivity of the target product is low

Method used

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  • Method for preparing 1,3-cyclohexanebis(methylamine)

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Experimental program
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Embodiment 1

[0017] The catalyst used is 5% Ru-1% Pd / Al 2 o 3 . The carrier adopts Al 2 o 3 , Sieve into 20-40 mesh. The catalyst active components Ru and Pd were supported on the carrier Al by conventional impregnation method. 2 o 3 superior. 3.0 grams of catalyst were activated by hydrogen before the reaction, and the activation conditions were: GHSV=1000h -1 , 0.2MPaG, 300°C, reduction time 5 hours. A trickle bed reactor is used. At a reaction temperature of 130°C and a reaction pressure of 10.0MPaG, H 2 / m-xylylenediamine=120 (molar ratio), m-xylylenediamine / NH 3 =20:80 (weight ratio), m-xylylenediamine liquid space velocity is 0.5h -1 , the reaction time is 50h, sampling analysis. SE-30 capillary column, FID detector. Normalized by area. The results of the reactions are summarized in Table 1.

Embodiment 2

[0019] Adopting reaction temperature is 110 ℃, other conditions are identical with embodiment 1.

Embodiment 3

[0021] Adopting reaction temperature is 150 ℃, other conditions are identical with embodiment 1.

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Abstract

The invention discloses a method for preparing 1,3-cyclohexanebis(methylamine). The method is characterized in that a reaction system comprises m-xylylenediamine, ammonia (or an organic amine), hydrogen and a catalyst; a reaction temperature is in a range of 90 to 200 DEG C; reaction pressure is in a range of 1.0 to 20.0MPa; a mole ratio of H2 to m-xylylenediamine is in a range of 10-200; a weight ratio of m-xylylenediamine to NH3(or an organic amine) is (3 to 40): (60 to 94); an airspeed of a m-xylylenediamine liquid is in a range of 0.3 to 1.8h<-1>; the catalyst adopts Al2O3, active carbon or SiO2 as a carrier and is loaded with one or more of precious metals of Ru and Pd as active ingredients and preferably, is loaded with Ru; one or more auxiliary agents are selected from Ni, Cr, Co, Fe and their oxides; and in a trickle-bed reactor, under the ammonia (or an organic amine) reaction of the catalyst, the high activity and high selectivity transformation of a m-xylylenediamine liquid into 1,3-cyclohexanebis(methylamine) is realized.

Description

technical field [0001] The present invention relates to a method for preparing 1,3-cyclohexanedimethylamine by hydrogenation of ammonia (or organic amine) with m-xylylenediamine as raw material, specifically a method for using m-xylylenediamine as A method for hydrogenating raw material ammonia (or organic amine) into 1,3-cyclohexanedimethylamine. technical background [0002] 1,3-cyclohexanedimethylamine, also known as 1,3-diaminomethylcyclohexane or 1,3-bis(aminomethyl)cyclohexane, English name: 1,3-Cyclohexanebis(methylamine), is An alicyclic amine, 1,3-cyclohexanedimethylamine is a colorless transparent liquid. It is an epoxy resin curing agent with excellent performance and wide application. It has excellent yellowing resistance, good toughness and fast curing speed. It can be used in epoxy curing agent; floor paint, especially in occasions that require high color stability; civil engineering adhesives; polyamide; polyurethane chain extension. It is characterized by ...

Claims

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Application Information

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IPC IPC(8): C07C211/18C07C209/72B01J23/89B01J23/652B01J37/18B01J37/08
Inventor 丁云杰严丽王涛吕元马立新
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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