Method for synthesizing diethyltoluenediamine through alkylation of toluenediamine catalyzed by ionic liquid

A technology of diethyltoluenediamine and catalyzed toluenediamine alkane, which is applied in the preparation of amino compounds from amines and organic chemistry. It can solve the problems of expensive catalysts, potential safety hazards, and easy coking of materials, and achieve short reaction times. , reduce potential safety hazards, and increase production efficiency

Inactive Publication Date: 2012-12-05
CHINA UNIV OF PETROLEUM (BEIJING) +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

These types of catalysts all need to catalyze the alkylation reaction under high temperature and high pressure, and there are potential safety hazards; when aluminum trichloride is used a

Method used

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  • Method for synthesizing diethyltoluenediamine through alkylation of toluenediamine catalyzed by ionic liquid
  • Method for synthesizing diethyltoluenediamine through alkylation of toluenediamine catalyzed by ionic liquid
  • Method for synthesizing diethyltoluenediamine through alkylation of toluenediamine catalyzed by ionic liquid

Examples

Experimental program
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Effect test

Embodiment 1

[0044] Triethylamine hydrochloride ([(C 2 h 5 ) 3 NH]Cl) and aluminum trichloride (AlCl 3 ) are mixed at a molar ratio of 1:2, stirred at room temperature for 30-40 minutes, then raised to about 100°C, and stirred continuously at this temperature for about 4-6 hours to form an ionic liquid. cooling, that is, the base ionic liquid (([(C 2 h 5 ) 3 NH]Cl) / AlCl 3 ). Collected in a desiccator for later use.

Embodiment 2

[0046] Triethylamine hydrochloride ([(C 2 h 5 ) 3 NH]Cl) and ferric chloride (FeCl 3 ) in a molar ratio of 1:2 and stirred at room temperature for 30-40 minutes. Then the temperature was raised to about 100° C., and stirring was continued at this temperature for about 4 to 6 hours to form an ionic liquid. cooling, that is, the base ionic liquid (([(C 2 h 5 ) 3 NH]Cl) / FeCl 3 ). Collected in a desiccator for later use.

Embodiment 3

[0048] In the basic ionic liquid of embodiment 1, add the second metal compound CuCl 2 , CuCl 2 with AlCl 3 The molar ratio is 1:8, continue to raise the temperature to about 100-200°C, and stir for about 5-6 hours until the metal compound (CuCl 2 ) also fully participates in the reaction (CuCl 2 Solid completely disappears and transforms into liquid), promptly obtains composite ionic liquid (([(C 2 h 5 ) 3 NH]Cl) / AlCl 3 / CuCl 2 ). Collected in a desiccator for later use.

[0049] Synthesis

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Abstract

The invention discloses a method for synthesizing diethyltoluenediamine through alkylation of toluenediamine catalyzed by ionic liquid. The method is characterized in that toluenediamine and alkylation reagents such as chloroethane and ethylene are used as raw materials, and acidic ionic liquid is used as catalyst; positive ions of the ionic liquid catalyst come from hydrogen halide of amine containing alkyl, or hydrogen halide of phosphorus containing alkyl or halide containing imidazole or a pyridine ring, and negative ions come from one or more metal halides. The method has the advantages of low reaction temperature and reaction pressure, short reaction time, safer process, high toluenediamine conversion rate and high diethyltoluenediamine selectivity. The invention additionally discloses an alkylation device for synthesizing diethyltoluenediamine under the catalytic effect of ionic liquid. The alkylation device at least comprises a reaction unit, a separation unit and a fractionation unit.

Description

technical field [0001] The present invention relates to the technical field of organic synthesis, in particular to a method for catalytically synthesizing diethyltoluenediamine by using toluene diamine (TDA) and alkylating reagents such as ethylene, ethyl chloride, and ethyl bromide as raw materials and using ionic liquid as a catalyst. (DETDA) method. Background technique [0002] With the development of polyurethane, diethyltoluenediamine (DETDA) was industrialized and used in large quantities in the early 1980s. It is a sterically hindered aromatic diamine chain-encapsulating agent, which is a low-viscosity, odorless, non-toxic liquid. Widely used in polyurethane synthesis industry. Polyurethane is one of the six high-growth materials in the 21st century. It is widely used in furniture, chemicals, construction, automobiles, textiles and other fields. China is one of the fastest-growing polyurethane markets in the world, with an average annual growth rate of more than 12%...

Claims

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Application Information

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IPC IPC(8): C07C211/51C07C209/68
Inventor 孟祥海刘植昌张睿徐春明李庆辉陈培
Owner CHINA UNIV OF PETROLEUM (BEIJING)
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