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

Preparation method of anti-oxidizing agent

An anti-oxidant and solvent technology, applied in the field of N, can solve the problems of conversion rate and selectivity that are difficult to reach the theoretical level, waste of raw materials, environmental pollution, etc., and achieve the effects of saving raw material consumption, increasing yield, and strong operability

Inactive Publication Date: 2008-07-23
RIANLON
View PDF1 Cites 4 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0006] In the above-mentioned preparation process, in order to improve N, N '-bis (2-hydroxyethyl) oxalamide-bis [3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate] Productive rate, reaction process uses excessive 3-(3,5-di-tert-butyl-4-hydroxyl phenyl) propionate methyl ester, but conversion rate and selectivity of reaction process are still difficult to reach theoretical level, the actual amount of product The crystallization yield is based on N,N'-bis(hydroxyethyl)oxamide, which is usually only at the level of 85-90%, and there are more unreacted raw materials and target products and single ester compounds, which not only wastes raw materials, increases costs, but also causes environmental pollution

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
  • Preparation method of anti-oxidizing agent
  • Preparation method of anti-oxidizing agent

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0015] Add 50ml of xylene to a 250ml four-necked flask equipped with a stirrer, a thermometer, a nitrogen conduit, a water trap and a condenser, start stirring, and add 17.6g of N,N'-bis(2-hydroxyethyl)oxamide ( 0.10mol), 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid 61.2g (0.22mol), monobutyl stannoic acid 0.4g (0.0019mol), feed nitrogen, be heated to reflux, keep The temperature of the reaction solution is about 160°C, and the reaction is refluxed for 6.0 hours, and the amount of dehydration is 3.5-3.6g. Cool down to 100°C, add 2.0g of activated carbon, keep stirring at 120-130°C for 30 minutes, cool down to 80-100°C, and filter. Remove the xylene reaction solvent by distilling the reaction solution at 180°C under normal pressure and under reduced pressure (20mmHg), cool it down to 75-80°C, add 200ml of isopropanol to crystallize the material, cool it down to room temperature, filter through a Buchner funnel, and use isopropanol Rinse with alcohol and dry to obtain 6...

Embodiment 2

[0017] The process and conditions of Example 1 were repeated, and xylene was replaced with toluene, and the amount of toluene was 35ml. Obtained 60.1 g of N,N'-bis(2-hydroxyethyl)oxalamide-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, melting point 172-174°C, purity 98.8%, yield 86.23% [calculated by N, N'-bis(2-hydroxyethyl)oxamide]. Reclaim 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid 10.4g, final product yield 94.38% [according to 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid meter].

Embodiment 3

[0019] Repeat the technique and condition of embodiment 1, decolorizing agent changes gac into activated clay, isopropanol is replaced as ethanol. Obtained 61.1 g of N,N'-bis(2-hydroxyethyl)oxalamide-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, melting point 172-174°C, purity 98.7%, yield 87.66% [calculated by N, N'-bis(2-hydroxyethyl)oxamide]. Reclaim 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid 10.7g, final product yield 96.51% [according to 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid meter].

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 antioxidant for N, N'-bis (2-hydroxyethyl) oxamide-di [3-(3, 5-di-tert-butyl-4-hydroxyphenyl) propionate], which is characterized in that: 3-(3, 5-i-tert-butyl-4-hydroxyphenyl-4-hydroxyphenyl) propionic acid and N, N'-bis (2- hydroxyethyl) oxalamide and mono-n-butyltin stannonic acid are added in xylene or toluene for jointly boiling, water removing and esterification reaction; active carbon or active clay is used for decoloring and filtering; the filtrate removes the solvent to get melt liquid comprising antioxidant; crystallization solvent is added into the melt liquid to get antioxidant through crystallizing and filtering; the crystallization solvent is recovered from the filtrate, thereby getting distill residue liquid; sodium hydroxide is added into the residue liquid for hydrosis reaction before sulfate is added for acidization reaction; the reaction liquid is crystallized and filtered, thereby recovering 3-(3, 5-di-tert-butyl-4-hydroxyphenyl) propionic acid. The preparation method of antioxidant for N, N'-bis oxamide-di propionate has the advantages of fully recovering and using 3-(3, 5-i-tert-butyl-4-hydroxyphenyl) propionic acid and improving the yield of products.

Description

technical field [0001] The present invention relates to a kind of preparation method of antioxidant, relate to a kind of N,N'-bis(2-hydroxyethyl)oxalamide-bis[3-(3,5-di-tert-butyl-4 -Hydroxyphenyl) propionate] the preparation method of antioxidant belongs to the preparation technology of antioxidant. Background technique [0002] The preparation method of N, N'-di(2-hydroxyethyl) oxalamide-bis[3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionate] antioxidant, prior art There are mainly the following two types: one of which is to use 3-(3,5-di-tert-butyl-4-hydroxyphenyl) propionic acid to react with thionyl chloride to generate 3-(3,5-di-tert-butyl -4-hydroxyphenyl) propionyl chloride, and the product is then esterified with N, N'-bis(hydroxyethyl) oxalamide to synthesize the target product, as reported in US 4145556 (Monsant CO.). This method produces sulfur dioxide gas and hydrogen chloride gas as by-products during the reaction process, which pollutes the environment and has...

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): C07C233/56C07C231/12C09K15/22
Inventor 李克国李海平孙春光汤翠祥曹学华
Owner RIANLON
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