Looking for breakthrough ideas for innovation challenges? Try Patsnap Eureka!

1-(4-morpholinylphenyl)-1-butanone preparation method

A technology of morpholine phenyl and methyl ethyl ketone, which is applied in the field of preparation of α-aminoacetophenone-based photoinitiator intermediates, can solve the problems of cumbersome post-processing, long reaction time, and dangerous addition of materials, so as to reduce the risk of reaction, The effect of shortening the response cycle and reducing risks

Active Publication Date: 2019-05-07
TIANJIN JIURI NEW MATERIALS CO LTD
View PDF3 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0005] First of all, 1-(4-chlorophenyl)-1-butanone has a safety hazard in the reaction process, so its accumulation should be properly controlled
There are two ways to control the accumulation of 1-(4-chlorophenyl)-1-butanone, one is to add continuously for a long time under the reaction temperature and pressure; the other is to use a catalyst such as cuprous chloride to accelerate the reaction to a certain extent; The former has a long reaction time and is dangerous to feed under high temperature and high pressure, and has higher requirements on the reaction equipment. The latter introduces heavy metal ions, especially when the environmental protection regulations of various countries have stricter restrictions on heavy metals. ;
[0006] Secondly, the key intermediate 1-(4-morpholinephenyl)-1-butanone contains a black substance as a by-product, which needs to be decolorized with activated carbon. The post-treatment is cumbersome, and activated carbon is also easy to filter through during filtration.
Therefore, this process has poor industrial operability and is not suitable for industrialized production.

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

Image

Smart Image Click on the blue labels to locate them in the text.
Viewing Examples
Smart Image
  • 1-(4-morpholinylphenyl)-1-butanone preparation method

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0025] Embodiment 1: Preparation of 1-(4-morpholine phenyl)-1-butanone

[0026] Dissolve morpholine (336.5g, 4.0mol) in water (360.0g, 20.0mol), then add 1-(4-chlorophenyl)-1-butanone (182.7, 1.0mol), and stir well, Put it into a 1.5L high-pressure reactor, close the reactor, and heat the reaction solution to 210-215°C within 1.5-2 hours, while the pressure in the reactor is also rising, control the pressure in the reactor at about 20bar, and keep warm for 8 hours Then cool down and crystallize, shake off the filter, wash the filter cake with water, and dry to obtain 222.8 g of beige crystals with a purity of 99.1% and a melting point of 65.5-66.5°C.

[0027] After centrifugation, the filtrate was collected for morpholine recovery, and 40.0 g of sodium hydroxide was added under stirring. After the addition, all fractions of the morpholine and water mixture were collected by heating distillation, and directly applied mechanically.

Embodiment 2

[0028] Embodiment 2: Preparation of 1-(4-morpholine phenyl)-1-butanone

[0029] Dissolve morpholine (261.0g, 3.0mol) in water (360.0g, 20.0mol), then add 1-(4-chlorophenyl)-1-butanone (182.7, 1.0mol), and stir well, Put it into a 1.5L high-pressure reactor, close the reactor, and heat the reaction solution to 210-215°C within 1.5-2 hours, while the pressure in the reactor is also rising, control the pressure in the reactor at about 20bar, and keep warm for 10 hours Then cool down and crystallize, shake off the filter, wash the filter cake with water, and dry to obtain 220.8 g of beige crystals with a purity of 99.3% and a melting point of 65.5-66.5°C.

Embodiment 3

[0030] Example 3: Preparation of 1-(4-morpholine phenyl)-1-butanone

[0031] Dissolve morpholine (217.5g, 2.5mol) in water (360.0g, 20.0mol), then add 1-(4-chlorophenyl)-1-butanone (182.7, 1.0mol), and stir well, Put it into a 1.5L high-pressure reactor, close the reactor, and heat the reaction liquid to 210-215°C within 1.5-2 hours, while the pressure in the reactor is also rising, control the pressure in the reactor at about 20bar, and keep warm for 28 hours Then cool down and crystallize, shake off the filter, wash the filter cake with water, and dry to obtain 186.0 g of beige crystals with a purity of 93.5%.

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 an alpha-aminoacetophenone photoinitiator intermediate preparation method, particularly to a preparation method of an intermediate of photoinitiators 2-benzyl-2-dimethylamino-1-(4-morpholinylphenyl)butanone and 2-(4-methylbenzyl)-2-dimethylamino-1-(4-morpholinylphenyl)butanone. According to the present invention, the disadvantages in the prior art are overcome, and the alpha-aminoacetophenone photoinitiator intermediate preparation method is provided, wherein the method does not require high-temperature and high-pressure feeding, has simple post-treatment, has good product appearance, and is suitable for industrial production.

Description

technical field [0001] The invention relates to a preparation method of an α-aminoacetophenone photoinitiator intermediate, in particular to a photoinitiator 2-benzyl-2-dimethylamino-1-(4-morpholine phenyl) butanone and the preparation method of 2-(4-methylbenzyl)-2-dimethylamino-1-(4-morpholine phenyl) butanone intermediate 1-(4-morpholine phenyl)-1-butanone . Background technique [0002] α-aminoketone photoinitiator is a class of important photoinitiator, in which 2-benzyl-2-dimethylamino-1-(4-morpholine phenyl) butanone and 2-(4-methyl Benzyl)-2-dimethylamino-1-(4-morpholine phenyl) butanone is an α-aminoketone photoinitiator developed by Ciba Company, and its trade names are "Irgacure 369" and "Irgacure 379" respectively , this kind of photoinitiator has good thermal stability, long storage period, good solubility, light color, good anti-yellowing performance, fast photocuring speed, and good deep curing performance, especially used in colored systems, in the field of...

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): C07D295/112
Inventor 罗想武瑞王涛毛桂红张齐
Owner TIANJIN JIURI NEW MATERIALS CO LTD
Who we serve
  • R&D Engineer
  • R&D Manager
  • IP Professional
Why Patsnap Eureka
  • Industry Leading Data Capabilities
  • Powerful AI technology
  • Patent DNA Extraction
Social media
Patsnap Eureka Blog
Learn More
PatSnap group products

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

© 2024 PatSnap. All rights reserved.Legal|Privacy policy|Modern Slavery Act Transparency Statement|Sitemap|About US| Contact US: help@patsnap.com