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

Method for preparing glyceryl oleate through reaction azeotropic distillation

A technology of azeotropic distillation of oleic acid glyceride, which is applied in the preparation of carboxylic acid esters, chemical instruments and methods, and the preparation of organic compounds, can solve the problems of the incompatibility of oleic acid and glycerin as the raw material of the reaction, and achieve the improvement of immiscibility problems, ease of separation, and the effect of increasing the conversion rate

Pending Publication Date: 2021-11-26
NANJING NORMAL UNIVERSITY +1
View PDF1 Cites 1 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, in the existing methods, there is a problem of immiscibility between the reaction raw material oleic acid and glycerin

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
  • Method for preparing glyceryl oleate through reaction azeotropic distillation
  • Method for preparing glyceryl oleate through reaction azeotropic distillation
  • Method for preparing glyceryl oleate through reaction azeotropic distillation

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0021] Add raw materials 3.68g glycerin, 33.8g oleic acid, 18.41g solvent N-methylpyrrolidone and 20g water-carrying agent toluene into the reaction kettle, then weigh 0.75g solid acid catalyst SO 4 2- / ZrO 2 -Al 2 o 3 , the reaction temperature was controlled at 190°C, and the reaction was stirred and rectified for 6h. After the reaction, the product was filtered to separate the catalyst, the solvent N-methylpyrrolidone was removed by washing with water, and the water-carrying agent toluene was removed by rotary evaporation under reduced pressure to obtain a crude glyceryl oleate product.

[0022] The solid acid catalyst SO of the present embodiment 4 2- / ZrO 2 -Al 2 o 3 The preparation method is as follows:

[0023] Dissolve zirconium oxychloride and aluminum nitrate at a molar ratio of 3:1 in deionized water. After dissolving evenly, stir vigorously at room temperature and drop 28% NH 3 ·H 2 O produces a white precipitate. After adjusting the pH of the system to ...

Embodiment 2

[0027] The basic steps are the same as in Example 1, except that the reaction temperature is different. The effects of each reaction temperature on the conversion of glycerol and the selectivity of glycerol oleate are shown in Table 1.

[0028] The reaction temperature of table 1 is to the conversion rate and the selectivity influence of synthetic oleic acid glyceride

[0029] Reaction temperature (°C) Conversion rates(%) selectivity (%) Yield (%) 140.0 59.5 25.0 14.9 150.0 65.4 27.3 17.9 160.0 74.4 28.1 20.9 170.0 83.8 32.7 27.4 180.0 86.2 34.8 30.0 190.0 89.7 37.6 33.7 200.0 90.1 36.5 32.9

[0030] It can be seen from Table 1 that different reaction temperatures have a greater impact on the conversion rate of the olein synthesis process, but a lesser impact on the selectivity. Raising the reaction temperature can speed up the reaction rate and increase the reaction conversion rate. However, when the react...

Embodiment 3

[0032] The preparation steps of glyceryl oleate in this embodiment are the same as those in Example 1, except that the alkyd molar ratio is different. The effect of each alkyd molar ratio on the conversion rate of glycerol and the selectivity of glycerol oleate is shown in Table 2.

[0033] Table 2 Alkyd molar ratio on the conversion rate and selectivity of synthetic olein glycerides

[0034] Alkyd ratio Conversion rates(%) selectivity (%) Yield (%) 1:3.01 89.7 37.6 33.7 1:3.22 91.3 46.5 42.5 1:3.39 89.8 54.1 48.6 1:3.61 90.9 67.5 61.4 1:3.82 90.8 73.0 66.3 1:4.00 90.5 74.5 67.4 1:5.00 90.3 72.7 65.6

[0035] It can be seen from Table 2 that when the molar ratio of alkyd to acid is changed, the conversion of glycerol hardly changes, but the product selectivity is significantly improved. The esterification reaction of oleic acid and glycerin includes the reaction of glycerin and oleic acid to form monooleate,...

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 glyceryl oleate through reaction azeotropic distillation, which is characterized in that glycerol and oleic acid are used as reaction raw materials, N-methyl pyrrolidone is used as a reaction solvent, toluene is used as a water-carrying agent, and the glyceryl oleate is prepared under the catalysis of solid acid. By adding N-methyl pyrrolidone as a reaction solvent, the problem that oleic acid and glycerol are immiscible before reaction is solved, meanwhile, the viscosity of a reaction system is reduced, and a reaction product is conveniently separated from a catalyst; according to the method, toluene is adopted as a water-carrying agent, and because toluene and water form a heterogeneous lowest azeotrope, water generated in the reaction process can be effectively removed in a manner of combining reaction and azeotropic distillation, so that the conversion rate of the reaction process is improved. According to the process disclosed by the invention, the glycerol conversion rate in the reaction process can reach 90.5% or above, and the selectivity of the target product glyceryl oleate can reach 74.5% or above.

Description

technical field [0001] The invention relates to a method for preparing glyceryl oleate, in particular to a method for preparing glyceryl oleate by reactive azeotropic distillation. Background technique [0002] Glyceryl oleate is a kind of unsaturated fatty acid glyceride. It is used as the main raw material of clavulanic acid in the pharmaceutical industry, and can be used as a smoothing agent for processing in the textile industry. It is often used as an emulsifier and wetting agent in the daily chemical industry. [0003] The methods for producing glyceryl oleate mainly include alcoholysis after acyl halide, biological enzyme catalysis, transesterification, and classic esterification. For the classic esterification method, oleic acid and glycerol are used as reaction raw materials, and an acid catalyst is used to synthesize oleic acid glyceride. The reaction is simple to operate, and the yield is high, which is suitable for large-scale industrial production. However, th...

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): C07C67/08C07C67/54C07C69/58
CPCC07C67/08C07C67/54C07C69/58
Inventor 顾正桂胡博葛盛才张佩祥曹晓艳沙玉英
Owner NANJING NORMAL UNIVERSITY
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