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Method for synthesizing 2-methyl triethylene diamine by catalyzing ethylenimine

A technology of methyltriethylenediamine and methylpiperazine, which is applied in the field of catalyzing ethyleneimine and 2-methylpiperazine to synthesize 2-methyltriethylenediamine, and can solve the problems of multiple synthesis steps and product selectivity. Low-level problems to achieve obvious advantages

Active Publication Date: 2018-12-14
XIAN MODERN CHEM RES INST
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0005] The technical problem to be solved in the present invention is to provide a method for one-step catalytic synthesis of 2-methyltriethylenediamine from ethyleneimine and 2-methylpiperazine for the problems of many synthesis steps and low product selectivity in the prior art. method, as shown below:

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  • Method for synthesizing 2-methyl triethylene diamine by catalyzing ethylenimine

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Embodiment 1

[0017] A fixed bed reactor is adopted, and the size of the reactor is 700mm×Φ40mm×6mm. The reaction is carried out under normal pressure, with HZSM-5 (n(Si / Al)=200) as the catalyst, the loading volume is 30mL, and the ethyleneimine aqueous solution of 2-methylpiperazine is used as the raw material, wherein the ethyleneimine: The mass ratio of 2-methylpiperazine: water is 5:20:80, firstly through the advection pump, then preheated by the preheater and then enter the fixed bed reactor, the reaction temperature is 370°C, and the liquid space velocity is 1h -1 . After the reaction was stable for 6 hours, sampling and analysis showed that the conversion rate of 2-methylpiperazine was 51.1%, and the selectivity of 2-methyltriethylenediamine was 75.8%.

Embodiment 2

[0019] Adopt fixed bed reactor, reactor size is the same as embodiment 1. The reaction is carried out under normal pressure, using HZSM-11 (n(Si / Al)=120) as the catalyst, the loading capacity is 30mL, and the ethyleneimine aqueous solution of 2-methylpiperazine is used as the raw material, wherein the ethyleneimine: The mass ratio of 2-methylpiperazine: water is 10:18:70, firstly through the advection pump, then preheated by the preheater and then enter the fixed bed reactor, the reaction temperature is 360°C, and the liquid space velocity is 1h -1 . After the reaction was stable for 6 hours, sampling and analysis showed that the conversion rate of 2-methylpiperazine was 63.7%, and the selectivity of 2-methyltriethylenediamine was 68.6%.

Embodiment 3

[0021] Adopt fixed bed reactor, reactor size is the same as embodiment 1. The reaction is carried out under normal pressure, with Mn-ZSM-5 (n(Si / Mn)=210) as the catalyst, the loading capacity is 30mL, and the ethyleneimine aqueous solution of 2-methylpiperazine is used as the raw material, wherein the ethyleneimine The mass ratio of amine:2-methylpiperazine:ammonia water is 8:20:80. It first passes through the advection pump, then preheats through the preheater and then enters the fixed bed reactor. The reaction temperature is 350°C and the liquid space velocity is 0.8h -1 . After the reaction was stable for 6 hours, sampling and analysis showed that the conversion rate of 2-methylpiperazine was 47.3%, and the selectivity of 2-methyltriethylenediamine was 58.7%.

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Abstract

The invention discloses a method for synthesizing 2-methyl triethylene diamine by catalyzing ethylenimine, and aims at solving the problems of more synthesis steps and low product selectivity of the existing method. The method is applied to the reaction for synthesizing 2-methyl triethylene diamine from ethylenimine and 2-methyl piperazine taken as the raw materials and Pentasil zeolite taken as the catalyst through one-step catalysis and the method has the advantages of less synthesis steps and high product selectivity.

Description

technical field [0001] The invention belongs to the field of fine chemicals, and in particular relates to a method for synthesizing 2-methyltriethylenediamine by catalyzing ethyleneimine and 2-methylpiperazine. Background technique [0002] 2-Methyltriethylenediamine, also known as 2-methyl-1,4-diazabicyclo[2.2.2]octane, is a new type of polyurethane foaming amination catalyst. Compared with the traditional catalyst triethylenediamine, 2-methyltriethylenediamine has a higher boiling point (184-186°C) and lower melting point (<0°C), and has low hygroscopicity and simple production method , which has a wider range of applications and is expected to become a perfect substitute for triethylenediamine. [0003] At present, the synthesis of 2-methyltriethylenediamine is mainly synthesized by using hydroxyethylpiperazine derivatives as reactants, such as CN103641836, CN201610761294.9, US4754036 and JP2016199471A disclose the use of 1-hydroxyethyl-3-methylpiperazine , 1-hydroxy...

Claims

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Application Information

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IPC IPC(8): C07D487/08
CPCC07D487/08
Inventor 张前杨建明王为强余秦伟赵锋伟惠丰袁俊梅苏宁李亚妮李江伟吕剑
Owner XIAN MODERN CHEM RES INST
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