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Catalyst for reductive amination of isophorone nitrile to synthesize isophorone diamine and preparation method and applications thereof

A technology of isophorone diamine and isophorone nitrile is applied in the field of catalysts to achieve high yield and selectivity

Active Publication Date: 2018-10-23
ZHEJIANG UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] However, it is clear that the loading of active components in the catalyst is relatively high, and there is still room for further improvement in both the conversion rate of the substrate and the yield of the product.

Method used

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  • Catalyst for reductive amination of isophorone nitrile to synthesize isophorone diamine and preparation method and applications thereof
  • Catalyst for reductive amination of isophorone nitrile to synthesize isophorone diamine and preparation method and applications thereof
  • Catalyst for reductive amination of isophorone nitrile to synthesize isophorone diamine and preparation method and applications thereof

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0039] (1) Preparation of Co metal / activated carbon (AC) catalyst by isometric impregnation method

[0040] First calculate the saturated water absorption of the activated carbon (AC) carrier, and calculate the quality of the required cobalt salt as required (in terms of the total mass of the catalyst, the Co metal loading is 20%), and the cobalt salt is fully and uniformly dissolved in water, Slowly add a certain mass of carrier, impregnate with an equal volume for 24 hours, place it in a vacuum oven at 110°C for 10 hours to dry to obtain a catalyst precursor, and finally roast the catalyst precursor at 500°C for 3 hours in a nitrogen atmosphere to obtain a Co metal / activated carbon catalyst.

[0041] (2) Catalytic reductive amination of isophorone nitrile to synthesize isophorone diamine

[0042] Reaction is carried out in reactor, in still, add Co metal / activated carbon catalyst and solvent methanol prepared by isophorone nitrile, step (1), wherein the mass volume ratio of ...

Embodiment 2

[0047]The test was carried out in a reaction kettle, and isophoronenitrile, catalyst Raney Co and solvent methanol were added to the kettle, wherein the mass volume ratio of isophoronenitrile and solvent methanol was 1kg: 16L, and the catalyst Raney Co accounted for the proportion of the reactant isophoronenitrile. The quality of ketone nitrile is 52%, and reaction temperature is 80 ℃, and reaction time is 8h, and reaction pressure is 8.2Mpa, and wherein ammonia partial pressure is 0.2MPa, and hydrogen partial pressure is 8MPa, after reaction finishes, quench with water, cool to room temperature, sampled, and detected by gas chromatography.

[0048] Tested:

[0049] The conversion rate of isophorone nitrile was 100%, the selectivity of isophorone diamine was 80.4%, and the yield of isophorone diamine was 80.4%.

[0050] In the synthesis of isophoronediamine by one-pot catalytic reductive amination of isophoronenitrile, the Co metal / activated carbon catalyst was compared with ...

Embodiment 3～7

[0058] The preparation process of the catalyst is the same as that in Example 1, the only difference is the loading amount of Co metal, which is specifically listed in Table 2 below.

[0059] Catalyzing the reductive amination of isophorone nitrile to synthesize isophorone diamine. The isophoronenitrile conversion, isophoronediamine selectivity and yield are listed in Table 2 below.

[0060] Table 2

[0061]

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Abstract

The invention discloses a catalyst for reductive amination of isophorone nitrile to synthesize isophorone diamine. The catalyst comprises an active component and a carrier. The active component is cobalt, the carrier is active carbon, and cobalt has a fcc crystal form when being loaded on active carbon. The disclosed novel catalyst has the advantages of little using amount, high catalytic activity, good stability, and resistance to inactivation and is capable of efficiently catalyzing the reductive amination of isophorone nitrile to synthesize isophorone diamine without a hydrogen reduction technology.

Description

technical field [0001] The invention relates to the field of catalysts, in particular to a catalyst for reductive amination of isophoronenitrile to synthesize isophoronediamine, a preparation method and application thereof. Background technique [0002] Isophorone diamine (IPDA) is an important diamine compound, which is mainly used as a curing agent for epoxy resin, a crosslinking agent and coupling agent for polyurethane, and an amine component of polyamide. Application prospects. [0003] The Chinese patent document with the publication number CN 104761455 A discloses a method of synthesizing 3-nitromethyl-3,5,5-tri-3-nitromethyl-3,5,5-trimethylol-3 from isophorone and nitromethane under the condition of using an organic amine as a catalyst. Methylcyclohexanone, followed by 3-nitromethyl-3,5,5-trimethylcyclohexanone, are reacted under the conditions of liquid ammonia, hydrogen and metal cobalt catalyst to generate isophoronediamine. The raw material nitromethane used in...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): B01J23/75C07C209/42C07C211/36
CPCB01J23/75C07C209/42C07C2601/14C07C211/36
Inventor 魏作君洪国庆周阔刘迎新
Owner ZHEJIANG UNIV
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