Unlock instant, AI-driven research and patent intelligence for your innovation.

Preparation method of N<1>-(2-aminoethyl)ethane-1,2-diamine

An ethylenediamine and aminoethyl technology, which is applied in the preparation of amino compounds, the preparation of organic compounds, chemical instruments and methods, etc., can solve the problems of unstable composition of the reaction solution, reduced catalyst activity, difficult product separation, etc. Production of piperazine and some other high boilers, inhibition of polymerization and decomposition phenomena, and the effect of simple subsequent separation

Active Publication Date: 2012-06-06
WANHUA CHEM GRP CO LTD +1
View PDF8 Cites 12 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The dichloroethane method adopts a liquid phase environment, the process is severely corroded, the product is difficult to separate, and a large amount of amine-containing wastewater will be generated, which is difficult to treat, high in energy consumption, and seriously pollutes the environment.
[0006] WO2008104583A1 introduces a method for preparing DETA and EDA by hydrogenating a mixture of aminoacetonitrile and iminodiacetonitrile. Since aminoacetonitrile is easy to polymerize and decompose at room temperature, unnecessary impurities are introduced to make the composition of the product complex and changeable. The unstable composition of the reaction solution is not conducive to the subsequent separation of various vinylamines. In addition, the HCN decomposed from the aminoacetonitrile produced by the decomposition will also lead to the reduction or even deactivation of the catalyst activity.

Method used

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
View more

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0031] Use the styrene-divinylbenzene strongly basic anion exchange resin after 0.6g transformation and the X-type molecular sieve that 60g has been processed with potassium nitrate, and 20g amorphous cobalt catalyst, its cobalt content is 97.5% (weight), will 60g of commercially available iminodiacetonitrile, 400ml of methanol, 12.0ml of 0.1wt% concentration of potassium hydroxide in methanol are mixed and put into a 1L stainless steel autoclave; 300 rev / min) and heated to 90°C. At this time, the system pressure is 8.0Mpa, and the hydrogen gas is passed to 14Mpa, and the pressure is maintained until there is no obvious absorption of hydrogen gas (about 5 hours). Stand to cool to room temperature, open the exhaust valve to release the pressure to 2-3Mpa, collect the reaction liquid from the liquid discharge port, it is a colorless transparent liquid, and analyze and measure it by GC (the normalized result after deducting the solvent and auxiliary agent, the following Same), im...

Embodiment 2

[0033] Use the styrene-divinylbenzene strongly basic anion exchange resin after 50g transformation and the Y type molecular sieve that 10g handles with cesium acetate, and the catalyzer (its cobalt content is 27.5%, weight) of 20g diatomite load, with 50g Iminodiacetonitrile, 400ml of methanol, and 2.2ml of 40% potassium hydroxide aqueous solution are mixed and placed in a stainless steel high-pressure reactor with a volume of 1L. After nitrogen replacement, 300g of liquid ammonia is added, heated and stirred, and hydrogen is charged to maintain the reaction. The temperature was 100°C and the pressure was 16Mpa. After the reaction was complete, the reaction liquid was collected. GC analysis showed that the conversion rate of IDAN was 99.04%, the selectivity of DETA was 85.52%, and the selectivity of piperazine was 13.17%.

Embodiment 3

[0035] Use the acrylic acid basic anion exchange resin after 12g conversion and 0.3g with the Y-type molecular sieve of cesium acetate process and 0.64g ruthenium / carbon catalyst, its ruthenium content is 0.5% (weight), with 60g iminodiacetonitrile and 400ml ethanol and After mixing, put it into a stainless steel high-pressure reactor with a volume of 1L, and then add 7.6ml of 5% potassium hydroxide ethanol solution. After nitrogen replacement, add 34g of liquid ammonia, heat and stir, and fill with hydrogen to maintain the reaction temperature. The temperature was 90°C, the pressure was 10Mpa, after the reaction was complete, the reaction liquid was collected, and the GC analysis showed that the conversion rate of IDAN was 100%, the selectivity of DETA was 91.73%, and the selectivity of piperazine was 6.93%.

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

PUM

No PUM Login to View More

Abstract

The invention relates to a preparation method of N<1>-(2-aminoethyl)ethane-1,2-diamine. The method comprises the following steps: dissolving iminodiacetonitrile in an organic solvent, adding an ion exchange resin and an iminodiacetonitrile stabilizing agent, and carrying out a hydrogenation reaction on above stances and hydrogen in a high pressure hydrogenation reactor in the presence of a hydrogenation catalyst and an assistant under conditions that the reaction temperature is 50-150DEG C and the reaction pressure is 5-25MPa to generate N<1>-(2-aminoethyl)ethane-1,2-diamine and a byproduct waterless piperazine. Compared with present technologies, the method of the invention, which can inhibit the decomposition of iminodiacetonitrile and eliminate poison factors of the catalyst, has the characteristics of long service life of the catalyst, high efficiency of the process, and high product purity.

Description

technical field [0001] The present invention relates to a kind of N 1 -The preparation method of (2-aminoethyl)-1,2-ethylenediamine. Background technique [0002] N 1 -(2-aminoethyl)-1,2-ethylenediamine, molecular formula C 4 h 13 N 3 , referred to as DETA, commonly known as diethylenetriamine, diethylenetriamine, diethylenetriamine, diethylenetriamine, bis(β-aminoethyl)amine, di-(2-aminoethyl)amine, etc. English name: N 1 -(2-aminoethyl)ethane-1, 2-diamine, Diethylenetriamine, is a saturated fatty amine, yellow transparent viscous liquid with hygroscopicity, irritating ammonia odor, easy to absorb moisture and carbon dioxide in the air. It is mainly used as a solvent and organic synthesis intermediate, and can be used to prepare carbon dioxide absorbers, lubricating oil additives, emulsifiers, photographic chemicals, surfactants, fabric finishing agents, paper strengthening agents, ammonia carboxy complexing agents, ashless additives , metal chelating agent, heavy me...

Claims

the structure of the environmentally friendly knitted fabric provided by the present invention; figure 2 Flow chart of the yarn wrapping machine for environmentally friendly knitted fabrics and storage devices; image 3 Is the parameter map of the yarn covering machine
Login to View More

Application Information

Patent Timeline
no application Login to View More
IPC IPC(8): C07C211/14C07C209/48
Inventor 李付国黎源丁可赵文娟于学丽华卫琦
Owner WANHUA CHEM GRP CO LTD