Method for preparing 3-aminomethyl-3,5,5-trimethyl cyclohexylamine

A technology of trimethylcyclohexylamine and trimethylcyclohexanone, which is applied in the field of preparation of aliphatic amines, can solve problems such as failure to obtain and cumbersome temperature control process, and achieve the effect of reducing production costs

Active Publication Date: 2010-07-07
WANHUA CHEM GRP CO LTD +1
View PDF5 Cites 9 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The disadvantage of this method is that the two-step temperature control process is cumbersome
The highest yield of its IPDA is 92%, but repeats its embodiment but fails to obtain same yield

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

[0024] 80 g of isophoronenitrile was dissolved in 300 g of methanol, and 25 g of 90% wt formic acid aqueous solution was added thereto. Add the above solution into a stainless steel pressure-resistant reactor, seal the reactor, then add 16.5g of liquid ammonia into the reactor using a convection pump, start stirring at 300 rpm, gradually raise the temperature of the reactor to 150°C, and maintain about After 2 hours, the reaction liquid was taken and analyzed by gas chromatography, and the content of 3-cyano-3,5,5-trimethylcyclohexylamine was obtained to be 75.4%.

[0025] The above reaction solution was taken out, heated, and the ammonia was removed by distillation, and then 36.8gNaBH was added to the reaction solution 4 , react at room temperature for 30 minutes, sample analysis, wherein the content of 3-aminomethyl-3,5,5-trimethylcyclohexylamine is 50%.

Embodiment 2

[0027] 80 g of isophoronenitrile was dissolved in 300 g of methanol, and 50 g of 90% wt formic acid aqueous solution was added thereto. Add the above solution into the reaction kettle, then add 16.5g of liquid ammonia into the reaction kettle using a convection pump, start stirring to 300 rpm, raise the temperature of the reaction kettle to 150°C, and keep it for about 2h, take the reaction solution, and carry out gas phase Chromatographic analysis showed that the content of 3-cyano-3,5,5-trimethylcyclohexylamine was 66%.

[0028] The above reaction solution was taken out, heated to remove the ammonia therein, and then 36.8gNaBH was added to the reaction solution 4 , reacted at room temperature for 30 minutes, and sampled and analyzed, the content of 3-aminomethyl-3,5,5-trimethylcyclohexylamine was 45%.

Embodiment 3

[0030] 80 g of isophoronenitrile was dissolved in 300 g of methanol, and 25 g of 90% wt formic acid aqueous solution was added thereto. Add the above solution into the reaction kettle, then add 32g of liquid ammonia into the reaction kettle using a convection pump, start stirring to 300 rpm, raise the temperature of the reaction kettle to 150°C, and keep it for about 2h, then take the reaction solution and perform gas chromatography Analysis gave a 3-cyano-3,5,5-trimethylcyclohexylamine content of 65%.

[0031] The above reaction solution was taken out, heated to remove the ammonia therein, and then 36.8gNaBH was added to the reaction solution 4 , react at room temperature for 30 minutes, sample analysis, wherein the content of 3-aminomethyl-3,5,5-trimethylcyclohexylamine is 36%.

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 discloses a method for preparing 3-aminomethyl-3,5,5-trimethyl cyclohexylamine (IPDA) by using 3-cyano-3,3,5-trimethylcyclohexanone (IPN), which comprises: a) reacting the 3-cyano-3,3,5-trimethylcyclohexanone with formic acid and ammonia or with ammonium formate) at 140 to 180 DEG C in an organic solvent to obtain the 3-cyano-3,5,5-trimethyl cyclohexylamine; and b) performing a reduction reaction of the 3-cyano-3,5,5-trimethyl cyclohexylamine and a hydrogen anion-containing compound at 20 to 50 DEG C to obtain 3-aminomethyl-3,5,5-trimethyl cyclohexylamine. The method can prepareIPDA under simple and convenient conditions.

Description

technical field [0001] The present invention relates to a preparation method of aliphatic amine, more specifically to a preparation method of 3-aminomethyl-3,5,5-trimethylcyclohexylamine (isophoronediamine, referred to as IPDA). Background technique [0002] 3-Aminomethyl-3,5,5-trimethylcyclohexylamine is a raw material for preparing isophorone diisocyanate (abbreviated as IPDI), polyamide, etc., and it can also be used as a hardener for epoxy resin. IPDA is usually prepared by amination and hydrogenation of 3-cyano-3,5,5-trimethylcyclohexanone (isophorone nitrile, IPN for short), ammonia and hydrogen under the action of a hydrogenation catalyst. Various methods for the preparation of IPDA have been described in the prior art. [0003] US patent application US 3,352,913 discloses a method for preparing IPDA by reacting IPN with ammonia and hydrogen under the action of a Group VIII metal-supported catalyst. In the method, the molar ratio of ammonia to IPN is 10 to 30, the r...

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
Patent Type & Authority Applications(China)
IPC IPC(8): C07C211/36C07C209/48
Inventor 黎源陈长生崔娇英崔洪寅王鑫赵文娟华卫琦
Owner WANHUA CHEM GRP CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Try Eureka
PatSnap group products

Browse by: Latest US Patents, China's latest patents, Technical Efficacy Thesaurus, Application Domain, Technology Topic.

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap