Process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine

A technology of trimethylcyclohexylamine and aminomethyl, which is applied in the field of preparing 3-aminomethyl-3 and can solve problems such as production stoppage and the like

Inactive Publication Date: 2012-07-04
EVONIK DEGUSSA GMBH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The distillation column must be shut down and cleaned regularly, so that the alkali metal modification indirectly leads to production shutdown

Method used

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  • Process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine
  • Process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine
  • Process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0223] According to I

[0224] Embodiment, according to the present invention:

[0225] The crude isophorone mixture consisting of isophorone, low-boiling components, high-boiling components as well as water and catalyst produced in the manner described above is removed from the hydrolysis unit, cooled to about 40-60° C. and phase-separated. The comparison is 1 part organic phase, 4 parts aqueous phase. The aqueous phase then still contains 1% by weight of isophorone, which corresponds to approximately 4% by weight of the organic phase. During the subsequent distillation of the waste water, almost the entire isophorone fraction, and up to 75% by weight of water, are evaporated and introduced into the hydrolysis plant.

[0226] When the bottom product of the waste water column is cooled, the remaining 25% by weight of water is recovered by evaporation under reduced pressure.

[0227] For the calculation of 1 ton of isophorone product: increase the production of 4% by weight ...

Embodiment 1

[0261] In the above test parameters, 21.5% IPN ammonia solution when LHSV is 1.8l Lsg l Kat -1 h -1 Amination and hydrogenation. Cobalt catalyst supported on diatomaceous earth was used as catalyst. The pressure in the device was 252 bar. The temperature profile adjusted in the hydrogenation reaction conforms to the adiabatic reaction process, the temperature of the reactor inlet is 70 °C, and the outlet is 115 °C. The mixture leaving the reaction portion was studied by gas chromatography. The composition is given in Table 1.

[0262] Table I:

[0263]

Embodiment 2

[0265] As in Example 1, but after the imidization reactor, an additional 40 g / h of 10% aqueous KCN were metered in. This corresponds to a HCN loading of 1000 ppmw relative to IPN. The results of gas chromatographic analysis of the reaction products are given in Table 2.

[0266] Table 2:

[0267]

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Abstract

The invention relates to an improved process for preparing 3-aminomethyl-3,5,5-trimethylcyclohexylamine, referred to hereinafter as isophoronediamine or, in abbreviated form, IPDA, by: I. preparation of isophorone by catalyzed aldol condensations with acetone as reactant; II. Reaction of isophorone with HCN to form isophoronenitrile (IPN, 3-cyano-3,5,5-trimethylcyclohexanone); III. catalytic hydrogenation and / or catalytic reductive amination (also referred to as aminative hydrogenation) of 3-cyano-3,5,5-trimethylcyclohexanone, hereinafter called isophoronenitrile or, in abbreviated form, IPN, to give the isophoronediamine.

Description

technical field [0001] The present invention relates to an improved process for the preparation of 3-aminomethyl-3,5,5-trimethylcyclohexylamine (hereinafter referred to as isophoronediamine or abbreviated as IPDA), which process is carried out by: [0002] I. Preparation of isophorone by catalytic aldol condensation with acetone as feed, [0003] II. Reaction of isophorone with HCN to form isophoronenitrile (IPN, 3-cyano-3,5,5-trimethylcyclohexanone); [0004] III. Catalytic hydrogenation and / or catalytic reductive amination (also called aminated hydrogenation) of 3-cyano-3,5,5-trimethylcyclohexanone (hereinafter referred to as isophoronenitrile or abbreviated as IPN) (aminierende Hydrierung)) to form isophoronediamine. Background technique [0005] I's prior art [0006] Isophorone is used especially as a high-boiling solvent in the paints, printing inks, adhesives and plant protection industries. According to the known prior art, isophorone can be further worked up, f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/36C07C209/26C02F1/04
CPCC07C253/10C07C209/48C07C209/26C07C2101/14C07C45/74C07C209/52Y02P20/582C07C2601/14Y02P20/10C07C211/36C07C255/46C07C49/603
Inventor G·施特罗伊肯斯M·盖尔G·格伦德A·亨格斯特曼M·D·欣顿R·赫希R·詹森C·诺普C·莱特曼J·利普M·梅尔J-J·尼茨M·奥尔斯切尔M·奥尔特尔特N·里克特A·里克斯M·施瓦茨
Owner EVONIK DEGUSSA GMBH
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