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Preparation method of antiseptic mono-benzyl-methyl fumarate

A technology of monobenzyl methyl fumarate and monomethyl fumarate, which is applied in the field of synthesis of monobenzyl methyl fumarate and can solve problems such as limited application and large irritation of DMF

Inactive Publication Date: 2012-03-14
JIANGSU UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among them, dimethyl fumarate (DMF) is a representative product, which has the characteristics of high efficiency, broad spectrum, low toxicity and wide range of sound value, but DMF is irritating, which limits its application in food ]

Method used

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  • Preparation method of antiseptic mono-benzyl-methyl fumarate
  • Preparation method of antiseptic mono-benzyl-methyl fumarate
  • Preparation method of antiseptic mono-benzyl-methyl fumarate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0036] For the esterification reaction of acid anhydride and alcohol, the productive rate is higher, without considering the use of catalysts, the test results of reaction temperature and time are as shown in table 1, and as the reaction temperature increases, the reaction speed increases gradually, reaching the point of reaction equilibrium The time is shortened, so 90°C can be selected as the suitable reaction temperature for the esterification of maleic acid monoester.

[0037] Table 1 Effect of reaction temperature and time on esterification rate

[0038]

[0039] Note: The esterification rate exceeds 100%, indicating that a diesterification reaction has occurred

Embodiment 2

[0041] The effect of the molar ratio of maleic anhydride to benzyl alcohol on the yield of monobenzyl maleate, according to figure 1 It shows that increasing the molar ratio of reactant maleic anhydride to benzyl alcohol contributes a lot to the initial esterification rate of the reaction. The conversion rate will be close to 100%, so a 1:1 molar ratio of the reactants is selected for the reaction for 15 minutes.

Embodiment 3

[0043] The effect of isomerization temperature on the isomerization rate Generally speaking, for the two isomers of cis and trans, the trans is more stable than the cis, because the conversion reaction of the cis isomer to the trans isomer is often Exothermic reaction. This is mainly due to the fact that the two larger groups of the cis isomer are on the same side of the double bond, which is relatively crowded, resulting in steric repulsion, so the energy is higher than that of the trans isomer, and the relative stability is poor. This can also be compared by measuring their heat of hydrogenation. The cis-isomer with a higher heat of hydrogenation has higher internal energy than the trans-isomer, so it is more active.

[0044] When other conditions remain unchanged, only the isomerization temperature is changed, and the yield changes as figure 2 shown. The yield increases gradually with the increase of temperature, this is because in the same reaction time, the lower react...

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Abstract

The invention relates to a preparation method of antiseptic mono-benzyl-methyl fumarate, which belongs to the technical field of food antiseptic, and comprises the following steps that: (1) preparing and isomerizating mono-benzyl-methyl fumarate: isomerized catalyst is added into maleic anhydride and phenylcarbinol after being reacted for a period of time under the reaction temperature, and the maleic anhydride and the penylcarbinol are isomerizated for a period of time to obtain the mono-benzyl fumarate under an isomerization temperature. (2) The mono-benzyl fumarate, methanol and catalyst with certain quantity are sequentially added into a flask to obtain the pure mono-benzyl-methly fumarate. The method adopts maleic anhydride, methanol and phenylcarbinol as raw materials to prepare novel fumarate - mono-benzyl-methyl fumarate, so the obtained compound simultaneously has a good bacteriostatic function and a good oxidation resistant function, and a novel though can be provided to develop a novel multifunctional food additive. The product is developed to a series of food additives having multiple functions.

Description

technical field [0001] The invention belongs to the technical field of food preservatives, and in particular relates to a preparation method for synthesizing monobenzyl methyl fumarate. Background technique [0002] Food is the basic material for human beings to survive, and fresh food is the basic condition for ensuring human health. Food contains many nutrients rich in protein, carbohydrates and fats. Under the action of physics, biochemistry and harmful microorganisms, it can lose its original color, aroma, taste and shape and become rotten. Among them, the action of harmful microorganisms is the main cause of food spoilage. Usually, physical methods or chemical methods can be used to prevent the destruction of harmful microorganisms. The physical method is to sterilize or inhibit bacteria through low-temperature refrigeration, air isolation, drying, hypertonicity, high acidity, radiation, etc.; the chemical method is to use preservatives to sterilize or antibacterial. ...

Claims

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Application Information

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IPC IPC(8): C07C69/60C07C67/08A23L3/3517
Inventor 张红印李娜祝子平任晓锋
Owner JIANGSU UNIV
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