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Synthesis method for antioxidant 1790

A synthetic method and anti-oxidant technology, applied in the direction of organic chemistry, etc., can solve the problems of unfriendly environment, long reaction time, increased cost, etc., and achieve the effect of favorable environment, low cost and less waste water

Inactive Publication Date: 2014-01-01
RIANLON
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0007] The above synthesis method has disadvantages such as long reaction time, and after the reaction, the reaction solution is poured into water for extraction, which not only wastes solvent, increases the cost, but also produces a large amount of waste water, which is not friendly to the environment.

Method used

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  • Synthesis method for antioxidant 1790
  • Synthesis method for antioxidant 1790

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0018] Add 81g of N,N‐dimethylformamide and 16.2g (0.2mol) of potassium cyanate into a 500ml four-necked bottle, drop in 0.08g of tributylphosphine, protect it with nitrogen, heat to 80 degrees, add 22.3g (0.1mol) 2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl chloride, after the addition, heat and react for 8 hours, remove the solvent under reduced pressure, slowly add water, stir to precipitate a solid, The crude product was obtained by filtration, and the filter cake was washed with water, and crystallized with ethanol and water to obtain 9.1 g of the product, yield: 35%

Embodiment 2

[0020] Add 162g of anhydrous N,N‐dimethylformamide and anhydrous 16.2g (0.2mol) potassium cyanate into a 500ml four-necked bottle, drop 0.3g of tributylphosphine, pass into nitrogen protection, and heat to At 130 degrees, add 45.3g (0.2mol) 2,6-dimethyl-4-tert-butyl-3-hydroxybenzyl chloride, heat the reaction for 8 hours after the addition, remove the solvent under reduced pressure, and slowly add water, Stir to precipitate a solid, filter, wash the filter cake with water, filter to obtain a crude product, and crystallize with ethanol and water to obtain 25 g of the product, with a yield of 47.8%.

Embodiment 3

[0022] Add 950g of N,N‐dimethylformamide to a 2L flask, then add 121g (1.5mol) of potassium cyanate, drop in 2g of tributylphosphine, heat to 95 degrees, then add 226.7g (1mol) of 2 , 6-dimethyl-4-tert-butyl-3-hydroxybenzyl chloride, heated for 9 hours after adding, removed the solvent under reduced pressure, slowly added water, stirred and precipitated solid, filtered to obtain crude product, used for filter cake After washing with water, recrystallize with ethanol and water, and dry to obtain 162.2 g of the product, with a yield of 62%.

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Abstract

The invention discloses a synthesis method for antioxidant 1790. Raw materials include potassium cyanate, aprotic polar solvent, 2,6-dimethyl-4-tertiary butyl-5-hydroxy benzyl chloride and catalysts, wherein the molar ratio between the potassium cyanate and the 2,6-dimethyl-4-tertiary butyl-5-hydroxy benzyl chloride is 1-2: 1. Firstly, the potassium cyanate is added to aprotic polar solvents, the catalysts are added, heating is carried out until the temperature is 80-140 DEG C, the 2,6-dimethyl-4-tertiary butyl-5-hydroxy benzyl chloride is added, reaction continues for 8-14 hours, pressure is reduced after the reaction is finished, the aprotic polar solvents are removed, water is added, a crude product is obtained after filtering, washing is carried out, the crude product is recrystallized through ethyl alcohol and water, and finally the antioxidant 1790 is obtained. The synthesis method for the antioxidant 1790 is simple in process, relatively moderate in condition, short in reaction time, high in product purity, high in yield, low in cost, little in generated waste water, and beneficial to the environment and industrial production.

Description

technical field [0001] The invention relates to the technical field of chemical industry, in particular to a synthesis method of antioxidant 1790. Background technique [0002] The chemical name of antioxidant 1790 is 1,3,5-tris(4-tert-butyl-3-hydroxy-2,6-dimethylbenzyl)-1,3,5-triazine-2,4,6 -(1H,3H,5H)-trione, the structural formula is as follows: [0003] [0004] Antioxidant 1790 is a hindered phenolic antioxidant with the characteristics of no pollution and no coloring. It is mainly used as an antioxidant for synthetic rubber, polyolefin plastics, engineering plastics and other polymer materials; its synthesis method was first published by Ciba-Geigy in the United States Patent US3862053, the synthesis method is as follows: [0005] [0006] After JP2004051576, the compound was synthesized, but the same raw material and synthesis method were used. [0007] The above synthesis method has disadvantages such as long reaction time, and after the reaction, the reacti...

Claims

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Application Information

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IPC IPC(8): C07D251/30
CPCC07D251/34
Inventor 彭啸孙春光汤翠祥李海平云会霞范小鹏徐丁
Owner RIANLON
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