Method for synthesizing citric acid ester type compound

A technology of citric acid esters and synthetic methods, which is applied in the preparation of organic compounds, chemical instruments and methods, and preparation of carboxylate esters. It can solve the problems of long process flow, low yield, and many wastes, and shorten the synthetic process. , increase productivity, reduce the effect of three wastes

Inactive Publication Date: 2010-09-15
NORTHWEST NORMAL UNIVERSITY
View PDF3 Cites 21 Cited by
  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The traditional two-step synthesis of acetyl citrate has to go through two processes of neutralization, washing, decolorization, drying and distillation. The process

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

Example Embodiment

[0040] Example 1: Synthesis of Triethyl Citrate

[0041] In a three-necked flask with a stirrer and a water separator, 0.2 mol (42.0 g) of citric acid monohydrate, 0.3 g of benzenesulfonic acid, 90 ml of 95% (V / V) ethanol and 80 ml of benzene with water were added sequentially. Heat to 63~90℃ to boil, reflux for 21~49 hours, benzene-ethanol-water forms the lowest azeotrope of ternary distillate. When cooled to room temperature, the distillate is divided into organic phase and water phase, organic phase is refluxed, and water phase is separated Out. After the esterification reaction, the excess benzene and ethanol are evaporated under reduced pressure. Cool to below 60℃, add 2ml saturated Na 2 CO 3 The solution was stirred and neutralized to pH>8, then transferred to a separatory funnel and allowed to stand for 30 minutes. The brine was separated from the organic phase, the brine was released, and the organic phase was washed with tap water to neutrality. The crude product after...

Example Embodiment

[0044] Example 2 Synthesis of acetyl triethyl citrate

[0045] In a three-necked flask with a stirrer and a water separator, 0.2 mol (42.0 g) of citric acid monohydrate, 0.3 g of benzene sulfonic acid, 90 ml of 95% (V / V) ethanol and 80 ml of benzene (with water agent) were sequentially added. Heat to 63~90℃ to boil, reflux for 21~49 hours, benzene-ethanol-water forms the lowest azeotrope of ternary distillate. When cooled to room temperature, the distillate is divided into organic phase and water phase, organic phase is refluxed, and water phase is separated Out. After the esterification reaction, the excess benzene and ethanol are evaporated under reduced pressure. Then 0.23 mol of acetic anhydride is added, and the acetylation reaction is carried out at 70°C to 90°C for 60 to 90 minutes; after the acylation reaction is completed, the generated acetic acid and unreacted anhydride are evaporated under reduced pressure with a jet pump. Cool to below 60℃, add 2ml saturated Na 2 C...

Example Embodiment

[0047] Example 3 Synthesis of Tributyl Citrate

[0048] Add 0.2mol (42.0g) of citric acid monohydrate, 0.3g of benzenesulfonic acid and 74g of n-butanol to a three-necked flask equipped with a stirrer and a water separator, and heat to liquid phase 100~140℃ with oil bath under stirring. , Reflux for 2.5 hours, the n-butanol-water form binary lowest azeotrope is distilled out. When cooled to room temperature, the distillate is divided into organic phase and water phase. The organic phase is refluxed and the water phase is separated according to the volume of the separated water layer. Determine the end of the reaction. After the esterification reaction, excess butanol was distilled off under reduced pressure. Cool to below 60℃, add 2ml saturated Na 2 CO 3 The solution was stirred and neutralized to pH>8, then transferred to a separatory funnel and allowed to stand for 30 minutes. The brine was separated from the organic phase, the brine was released, and the organic phase was was...

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 synthesizing a citric acid ester type compound, which belongs to the technical field of chemical synthesis. The method comprises the following steps of: using citric acid and fatty alcohol as main raw materials, and using benzene sulfonic acid or amino benzene sulfonic acid as a catalyst; and performing esterification and the purification processes of acetylation, neutralization, washing, drying, distillation and the like. The catalyst has rich sources, a low cost and high activity, can be separated from an esterification liquid easily after the neutralization, is coke-free during the distillation, has less corrosion to equipment, and is safe and environment-friendly; the water generated by the esterification is separated out by adopting a binary heterogeneous separation technique, and no water separating agent is additionally added; and acetyl citric acid ester is produced by adopting an esterification-acetylation continuous synthesis method, the flow is greatly simplified, and a synthesis process is shortened. The citric acid ester prepared by the method has the advantages of high quality, high purity, low degree of color and wide applicationrange.

Description

technical field [0001] The invention belongs to the technical field of chemical synthesis, and relates to a synthesis process of citrate compounds, in particular to a method for synthesizing citrate compounds with citric acid as the main raw material and benzenesulfonic acid or aminobenzenesulfonic acid as the catalyst. Background technique [0002] 1. Use of citric acid ester [0003] Citrate compounds are non-toxic, safe and environment-friendly plasticizers that are preferred at home and abroad to replace phthalates. It has the advantages of good compatibility with plastics, high plasticizing efficiency, non-toxic, and low volatility. The plasticized material has good low-temperature flexural performance, is heat-stable when melt-sealed, does not change color, and has excellent cold resistance, light resistance, water resistance, and mildew resistance. It is mainly used for food and vegetable packaging, plastic wrap production, plastic toy processing, pharmaceutical pac...

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): C07C69/704C07C67/08C07C69/67C07C67/313C07C67/54C07C67/56
Inventor 胡昌秋王永成魏太保李政胡东成严军郭效军郭惠霞查飞刘颖唐小华
Owner NORTHWEST NORMAL UNIVERSITY
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