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Method for synthesizing 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol

A glycidyl ether and xylylene technology, which is applied in the field of organic synthesis, can solve the problems of increasing production costs and waste treatment costs, high boiling point, and increasing the discharge of harmful substances, and saves production costs, waste treatment costs and product yield. High, responsive effect

Active Publication Date: 2017-01-11
NANTONG SYNASIA NEW MATERIAL CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, it uses N,N-dimethylformamide as a solvent, has a high boiling point (152.8°C), is difficult to recover and apply, and is not suitable for industrial production
At the same time, N,N-dimethylformamide will decompose under the condition of strong alkali, and dimethylamine will be generated at about 70 degrees, which will increase the emission of harmful substances
The alkali used in the above two methods is used as a consumable for the HCl generated in the neutralization reaction, so as the HCl produced increases, the more alkali is consumed, a large amount of solid product will be generated in the production process , and these solid products cannot be recovered for the next reaction, increasing the production cost and waste disposal cost

Method used

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  • Method for synthesizing 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol
  • Method for synthesizing 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol
  • Method for synthesizing 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol

Examples

Experimental program
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Effect test

Embodiment 1

[0027] Example 1 20% Fluorapatite and a reaction temperature of 100°C (chloroform dissolves the reaction product)

[0028] 5 grams of 4-[4,6-di(2,4-xylyl)-1,3,5-triazin-2-yl]-1,3-resorcinol, 1 gram of fluorapatite 1. Add 50 milliliters of epichlorohydrin to a 100 milliliter three-necked flask, install a reflux condenser and a thermometer. Heat to 100°C and heat at this temperature for 12 hours, complete consumption of starting material is followed by TLC. Cool to room temperature and filter. The resulting solid was dissolved in 5 ml of chloroform and filtered to remove fluorapatite. The resulting filtrate was concentrated to dryness and dried in vacuo to obtain 5.25 g of crude product (yield 92%).

Embodiment 2

[0029] Example 2 20% fluorapatite and a reaction temperature of 118°C (chloroform dissolves the reaction product)

[0030] 5 grams of 4-[4,6-di(2,4-xylyl)-1,3,5-triazin-2-yl]-1,3-resorcinol, 1 gram of fluorapatite 1. Add 50 milliliters of epichlorohydrin into a 100 milliliter three-necked flask, and install a reflux condenser. Heat to reflux (the boiling point of epichlorohydrin is 117.9° C.), heat at this temperature for 7 hours, and use thin layer chromatography to track that the starting material is consumed. Cool to room temperature and filter. The resulting solid was dissolved in 5 ml of chloroform and filtered to remove fluorapatite. The resulting filtrate was concentrated to dryness and dried in vacuo to obtain 5.14 g of crude product (yield 90%).

Embodiment 3

[0031] Example 3 15% fluorapatite and a reaction temperature of 118°C (chloroform dissolves the reaction product)

[0032] 5 grams of 4-[4,6-bis(2,4-xylyl)-1,3,5-triazin-2-yl]-1,3-resorcinol, 0.75 grams of fluorapatite 1. Add 50 milliliters of epichlorohydrin into a 100 milliliter three-necked flask, and install a reflux condenser. Heat to reflux (the boiling point of epichlorohydrin is 117.9° C.), heat at this temperature for 7 hours, and use thin layer chromatography to track that the starting material is consumed. Cool to room temperature and filter. The resulting solid was dissolved in 5 ml of chloroform and filtered to remove fluorapatite. The resulting filtrate was concentrated to dryness and dried in vacuo to obtain 5.20 g of crude product (yield 91%).

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Abstract

The invention relates to a method for synthesizing 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol. The method includes: using fluorapatite as a catalyst to catalyze the alkylation reaction of epichlorohydrin and 4-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-1,3-resorcinol under the temperature ranging from 100DEG C to 118DEG C to obtain the 2-(4,6-di(2,4-xylyl)-1,3,5-triazine-2-base)-5-glycidyl ether phenol. The method has the advantages that the fluorapatite is used to catalyze the alkylation reaction, produced HC1 is released from a system under a heating condition, sufficient reaction is achieved, product yield is high, recycled fluorapatite can be used for the alkylation reaction once more via activation after the reaction, and accordingly production of a great deal of solid waste during production can be avoided, and production cost and waste disposal cost are saved.

Description

technical field [0001] The present invention relates to the field of organic synthesis, more particularly, to a method for synthesizing 2-(4,6-bis(2,4-xylyl)-1,3,5-triazin-2-yl)-5-shrink Glyceryl ether phenol method. Background technique [0002] 2-(4,6-bis(2,4-xylyl)-1,3,5-triazin-2-yl)-5-glycidyl ether phenol is a new type of triazine UV absorber, which can It is added to some skin care products to shield the human body from ultraviolet rays, and it can also be added to some building materials, paints, printing, inks, dyeings or fabrics to improve the durability of items under light. Therefore, 2-(4,6-bis(2,4-xylyl)-1,3,5-triazin-2-yl)-5-glycidyl ether phenol has a wide range of applications and a very high demand. Big. [0003] At present, the synthesis of 2-(4,6-bis(2,4-xylyl)-1,3,5-triazin-2-yl)-5-glycidyl ether phenol is mainly based on cyanuric chloride Starting point, then replace the chlorine on its 4 and 6 positions with m-xylene, and then replace the chlorine ...

Claims

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Application Information

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IPC IPC(8): C07D405/12
CPCC07D405/12
Inventor 安礼涛沈正佳周叶春
Owner NANTONG SYNASIA NEW MATERIAL CO LTD
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