Two-step industrial synthesis method of beta-(3,5-di tertiary butyl-4-hydroxyl phenyl )octadecyl propionate

A technology of stearyl propionate and hydroxyphenyl, which is applied in the synthesis field of β-stearyl propionate, can solve the problems of deepening the color of the reaction solution, decreasing the quality of the product, limiting the efficiency, etc. Quality improvement, the effect of improving quality

Inactive Publication Date: 2006-02-15
TIANJIN CHENGUANG CHEM
View PDF0 Cites 11 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0011] 3. In the addition reaction, because methyl acrylate is prone to white polymerization when the reaction temperature is high, forming dimers or polymers, dimers or polymers are viscous substances. When the reaction temperature is greater than 150 ° C, The dimer or polymer will be further oxidized, causing the color of the reaction solution to deepen
[0012] 4. Since the transesterification reaction is limited by the effectiveness of the catalyst, the yield can only be increased by increasing the reaction temperature and prolonging the reaction time
Excessively high temperature and excessively long reaction time will deepen the color of the reaction solution, resulting in the need for transesterification reactants to undergo crystallization and recrystallization twice post-treatment, which not only makes the process complicated, but also reduces the quality of the product

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
  • Two-step industrial synthesis method of beta-(3,5-di tertiary butyl-4-hydroxyl phenyl )octadecyl propionate
  • Two-step industrial synthesis method of beta-(3,5-di tertiary butyl-4-hydroxyl phenyl )octadecyl propionate

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0041]558kg (55°C) of preheated 2.6 di-tert-butylphenol was sucked into the addition reaction kettle by negative pressure, and at the same time, the stirring was started, and nitrogen was filled; 16.74Kg of catalyst sodium methoxide was added, and dripped into the addition reaction kettle Add 280Kg of methyl acrylate, and the time for the dropwise addition is 30 minutes. During the dropwise addition, the reaction temperature is kept between 90-110° C. After the dropwise addition, the temperature of the addition reactor was kept at 110-124° C., and the reaction ended after 4 hours. Add 27Kg of acetic acid to the addition reactor for neutralization for 15 minutes, add 400Kg of aqueous 14% methanol solution to dissolve, and transfer it to a crystallization tank at 65°C for crystallization and separation to obtain 705Kg of 3.5 methyl esters.

[0042] Put 230Kg of the above 3.5 methyl esters, 200Kg of stearyl alcohol, and 3Kg of catalyst dibutyltin oxide into the transesterificatio...

Embodiment 2

[0046] 558kg (55°C) of preheated 2.6 di-tert-butylphenol was sucked into the addition reaction kettle by negative pressure, and at the same time, stirring was started, and nitrogen was filled; 14Kg of catalyst sodium methoxide was added, and added dropwise 255Kg of methyl acrylate was added dropwise for 25 minutes. During the dropwise addition, the reaction temperature was maintained at 90°C. After the dropwise addition, the temperature of the addition reactor was kept at 110° C., and the reaction ended after 4 hours. Add 17Kg of acetic acid to the addition reactor at 78°C for neutralization for 15 minutes until pH = 6.5, add 340Kg of 13.8% aqueous methanol solution to dissolve it, and transfer it to the crystallization kettle at 65°C for crystallization and separation to obtain 3.5 methyl ester 700Kg.

[0047] Put 210Kg of the above 3.5 methyl esters, 200Kg of stearyl alcohol, and 2Kg of catalyst dibutyltin oxide into the transesterification kettle successively. The tempera...

Embodiment 3

[0051] 558kg (55°C) of preheated 2.6 di-tert-butylphenol was sucked into the addition reaction kettle by negative pressure, and at the same time, stirring was started, and nitrogen was filled; 20Kg of catalyst sodium methoxide was added, and added dropwise 300Kg of methyl acrylate was added dropwise for 25 minutes. During the dropwise addition, the reaction temperature was maintained at 105°C. After the dropwise addition, the temperature of the addition reactor was kept at 124° C., and the reaction ended after 4.5 hours. At 80°C, add 30Kg of acetic acid to the addition reaction kettle for neutralization for 15 minutes to make the pH = 6.5; add 500Kg of 14% aqueous methanol solution to dissolve the reaction product and soluble salt, and transfer it to the crystallization kettle at 65°C Crystallization and separation were carried out to obtain 700Kg of 3.5 methyl esters.

[0052] Put 250Kg of the above 3.5 methyl esters, 200Kg of stearyl alcohol, and 4Kg of catalyst dibutyltin ...

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

PropertyMeasurementUnit
boiling pointaaaaaaaaaa
melting pointaaaaaaaaaa
melting pointaaaaaaaaaa
Login to view more

Abstract

The invention provides a process for two-step industrial synthesis of octadecyl-Beta-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate, wherein the first step comprises hot melting 2,6-ditertiary butyl phenol at 46-56 deg C, purging nitrogen and charging sodium methoxide as catalyst, between a reaction temperature of 90-105 deg. C, dripping methylacrylate, maintaining 4-4.5 hours at 110-124 deg. C, charging acetic acid and water solution of methanol at 8-80 deg C, carrying out crystallization separation, and the second step comprises reacting octadecyl alcohol, 3,5 methyl ester and dibutyl stannic oxide catalyst, after the reaction finishes, charging acetic acid and water solution of methanol for crystallization.

Description

Technical field: [0001] The invention relates to a synthesis method of beta-(3.5-di-tert-butyl-4-hydroxyphenyl) octadecyl propionate. In particular, a two-step industrial synthesis method of β-(3.5-di-tert-butyl-4 hydroxyphenyl) octadecyl propionate. Background technique: [0002] β-(3.5-di-tert-butyl-4-hydroxyphenyl) octadecyl propionate, referred to as antioxidant 1076; is an antioxidant, which belongs to hindered phenolic antioxidants, and is a synthetic polyolefin, plastic, Indispensable additives for rubber and oil products. [0003] At present, the technology for synthesizing antioxidant 1076 in China is mostly a one-step synthesis method. That is: use 2.6-di-tert-butylphenol and methyl acrylate to carry out addition reaction under the action of sodium methoxide or sodium potassium tert-butoxide to generate 3.5-di-tert-butyl-4-hydroxyphenylpropionate methyl ester (referred to as 3.5 methyl esters), the reactant is not separated, and then stearyl alcohol and basic ca...

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): C07C69/732C07C67/02
Inventor 王雷王辰邢燕红殷立建李秀玫
Owner TIANJIN CHENGUANG CHEM
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