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Synthesizing method of epoxy fatty acid ester

A technology of epoxy fatty acid ester and synthesis method, applied in the direction of organic chemistry, etc., can solve the problems of discontinuous and unsafe processes, and achieve the effects of eliminating cold spots and hot spots, improving safety and rapid control.

Active Publication Date: 2013-05-08
DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] In addition, the process is discontinuous and unsafe, which is difficult to overcome by existing technologies

Method used

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  • Synthesizing method of epoxy fatty acid ester
  • Synthesizing method of epoxy fatty acid ester
  • Synthesizing method of epoxy fatty acid ester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] Use constant flow pump P 1 ,P 2 (Series II digital pump, Chrom Tech, Inc.) to control formic acid feedstock F 1 and hydrogen peroxide raw material F 2 Output, make 50wt.% (catalyst is sulfuric acid 5wt.%, water 45wt.%) hydrogen peroxide solution and the molar ratio of anhydrous formic acid are that the flow of 1.5: 1 passes into microreactor 1 (R 1 ) formic acid inlet I 1 with hydrogen peroxide inlet I 2 , contact and initiate the peroxidation reaction in the first microreactor, so that the initiated peroxidation reaction material is in contact with the microreactor R 1 Exit O 1 Connected capillary extension 1 (R 1 ') to continue the reaction, mixing and reaction total time is 10 minutes, generating peroxyformic acid, by temperature control system T 1 -The temperature of the microreactor 1 and the capillary extension tube 1 is controlled by a constant temperature water bath to 40°C, which is approximately the temperature of the peroxidation reaction, and the conc...

Embodiment 2

[0038] Embodiment 2, microreactor 2 channel dimensions change

[0039] According to the same method as in Example 1, the difference from Example 1 is that a microreactor with a hydraulic diameter of 0.5 mm is used to replace the microreactor 2, i.e. the epoxidation microreactor, and other experimental conditions are the same as those in Implementation 1. The product was analyzed, and the iodine value Iv was 5.8, and the epoxy value Oe was 5.3%. The calculated double bond conversion rate X of soybean oil methyl ester was 95.4%, and the epoxy selectivity S was 69%. It can be seen that the slight adjustment of the scale of the reaction equipment will not have a great impact on the reaction results.

Embodiment 3

[0040] Embodiment 3, hydrogen peroxide concentration and reaction time change

[0041] According to the same method of Example 1, the difference from Example 1 is that increasing the concentration of hydrogen peroxide is 70wt.%, catalyst sulfuric acid 5wt.%, water 25wt.%, and anhydrous formic acid in a microreactor with a molar ratio of 1.5: 1 1 and the contact reaction in the extension tube 1 for 5 minutes, the concentration of peroxyformic acid generated is 1.6mol L -1 be 2.1: 1 to react 5min in microreactor 2 and extension tube 2 with soybean oil methyl ester by the mol ratio of the double bond in the initial hydrogen peroxide and soybean oil methyl ester, and reaction temperature is raised to 70 ℃, and the ring that analyzes obtains The fatty acid ester product was oxidized, and the iodine value was 40.1, and the epoxy value was 5.1%. The calculated double bond conversion rate of soybean oil methyl ester is 68.2%, and the epoxy selectivity is 92%.

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Abstract

The invention relates to a synthesizing method of an epoxy fatty acid ester. According to the method, formic acid (acetic acid) contacts and is mixed with hydrogen peroxide in a first micro-reactor, such that a peroxidation reaction is initiated; when a material of the initiated peroxidation reaction flows out of the micro-reactor, the reaction of the material is continued for several minutes in an extension pipe (capillary or micro-channel) connected to the outlet of the first micro-reactor, such that peroxyformic acid (peroxyacetic acid) is produced; the in-situ produced peroxyformic acid (peroxyacetic acid) contacts and is mixed with non-reacted hydrogen peroxide and fatty acid ester in a second micro-reactor, such that an epoxidation reaction is initiated; the reaction of the material of the initiated epoxidation reaction is continued for several minutes in an extension pipe connected to the outlet of the second micro-reactor, or other kettle-type material storage devices, such that epoxy fatty acid ester is produced. According to the method, organic acid peroxidation and double-bond epoxidation reactions are integrated in series, such that epoxy fatty acid ester is obtained by continuous synthesis. The process is safe and controllable. Under the optimized condition, double bond conversion rate in fatty acid ester is higher than 90%, and epoxy fatty acid ester selectivity is higher than 80%.

Description

technical field [0001] The invention relates to a synthesis method of epoxy fatty acid ester, in particular to a micro-reaction method for synthesizing epoxy fatty acid ester by epoxidation reaction of in-situ generated peroxyacid and unsaturated fatty acid ester. Background technique [0002] Traditional phthalate plasticizers are harmful to the human body and even cause cancer. The international community has begun to gradually restrict the use of phthalate plasticizers. Epoxy fatty acid ester is a new type of environmentally friendly plasticizer with epoxy groups in its molecular structure, mainly including epoxy fatty acid glyceride and epoxy fatty acid methyl ester. Epoxy fatty acid ester plasticizers have the advantages of non-toxicity, heat resistance, good light resistance, anti-aging, impact resistance, and good lubricity. [0003] Epoxy fatty acid ester is prepared by the epoxidation reaction process of unsaturated carbon-carbon double bond in fatty acid ester and...

Claims

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Application Information

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IPC IPC(8): C07D301/16C07D301/12C07D303/42
Inventor 陈光文陈毅征韩梅焦凤军赵玉潮
Owner DALIAN INST OF CHEM PHYSICS CHINESE ACAD OF SCI
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