Preparation method of triallyl isocyanurate

A technology of triallyl isocyanurate and sodium isocyanurate, applied in the direction of organic chemistry and the like, can solve problems such as being unsuitable for industrial production, and achieve the effects of high product yield, good product quality and low price

Active Publication Date: 2013-01-23
江苏科利新材料有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The product quality in this method is good, and its raw material TAC comes from the reaction of cyanuric chloride and allyl alcohol, but the preparation cost of only TAC has surpassed above-mentioned two methods in China, is not suitable for industrialized production

Method used

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  • Preparation method of triallyl isocyanurate

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0022] Add 195g of sodium isocyanurate and 600g of acetonitrile into a four-necked flask with a condenser. At the same time add 2g of cuprous chloride and 8g of triethylamine. The temperature is raised to 70-75℃, and 345g of chloropropene is slowly added dropwise. The time is 3.5-4 hours. After the chloropropene is added dropwise, the temperature is maintained at 80-85°C for 4 hours. After the reaction, the solid phase was filtered off with suction. After recovering all the solvents in the liquid phase, 205g of a colorless and transparent liquid triallyl isocyanurate product was distilled out at 113~115℃ / 133.3Pa. The yield was 82.16% (in isocyanate As sodium urate), the content is 98. 12% (HPLC).

Embodiment 2

[0024] Add 195g of sodium isocyanurate and 500g of N,N-dimethylformamide into a four-necked flask with a condenser. At the same time, add 2g of cuprous chloride and 8g of tributylamine. The temperature is increased to 80-85°C, and it starts to drip slowly. Add 345 g of chloropropene for 3 to 3.5 hours, and keep the temperature at 90-95°C for 3 hours after the chloropropene is added. After the reaction, the solid phase was filtered off with suction, and all the solvents were recovered under reduced pressure in the liquid phase. After distilling out 215 g of a colorless and transparent liquid triallyl isocyanurate product at 113~115℃ / 133.3Pa, the yield was 86.17%. As sodium isocyanurate), the content is 98.46% (HPLC).

Embodiment 3

[0026] Add 195g of sodium isocyanurate and 500g of dimethyl sulfoxide into a four-necked flask with a condenser. At the same time, add 2g of copper powder and 8g of triethylamine. The temperature is increased to 90-95℃, and 345g of chloropropene is slowly added dropwise. The addition time is 3-3.5 hours. After the chloropropene is added dropwise, the temperature is maintained at 100-105°C to react for 3 hours. After the reaction, the solid phase was filtered off with suction, and all the solvents were recovered in the liquid phase under reduced pressure. After distilling out 212g of a colorless and transparent liquid triallyl isocyanurate product at 113~115℃ / 133.3Pa, the yield was 84.97% (with As sodium isocyanurate), the content is 98. 71% (HPLC).

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Abstract

The invention relates to the synthesis field of triallyl isocyanurate, and specifically provides a method for preparing triallyl isocyanurate by using a catalytic system. The isocyanurate and a catalyst are added into solvent. Chloropropene is dropwise added under the temperature of 70-105 DEG C for reaction. After reacting for 4-8 hours, the reactant is cooled to room temperature and filtered to remove solid phases. The filtrate subjected to solvent recovery is distilled under 113-115 DEG C / 133.3Pa to obtain the triallyl isocyanurate product, wherein the catalyst is the catalytic system of a copper catalyst and a phase transfer catalyst. According to the invention, a solvent method is adopted, and no water is brought in the reaction solution, so that the raw material chloropropene cannot be hydrolysized, the excessive chloropropene can be recycled at the end of the reaction, and the triallyl isocyanurate product obtained by the reaction has good quality.

Description

technical field [0001] The invention relates to the field of synthesis of triallyl isocyanurate, and specifically provides a method for preparing triallyl isocyanurate by using a catalytic system. Background technique [0002] Triallyl isocyanurate (hereinafter referred to as TAIC), scientific name 1,3,5-triallyl-s-triazine-2,4,6-trione, is an aromatic-containing compound developed in the 1980s. It is a high molecular weight monomer of heterocyclic multifunctional olefin, which is a fine chemical product with a wide range of uses. It can be used in combination with organic peroxides such as DCP for polyolefin, polyvinyl chloride, polyester, polyamide, ethylene-propylene rubber, Crosslinking of thermoplastic materials such as silicone rubber; its unique triazine structure can improve the heat resistance, mechanical strength, oil resistance and air permeability of crosslinked products; it can also be polymerized with other unsaturated monomers to form transparent, hard, resist...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D251/34
Inventor 孙锦伟孔诚刘毓红周春江景伟马振伟
Owner 江苏科利新材料有限公司
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