Synthesis method of light stabilizer N,N-bis-(2,2,6,6-tetramethyl-4-piperidyl) isophthalamide

A technology of isophthalamide and isophthaloyl chloride, which is applied in light stabilizer N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide In the field of formamide synthesis, it can solve the problems of weak acid chlorination ability and low yield, and achieve the effects of low environmental pollution, high product purity and moderate reaction time

Active Publication Date: 2016-04-13
RUDONG JINKANGTAI CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] Its appearance is a white crystalline solid with a melting point of 270-275°C. The synthesis methods of N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide mainly include Direct esterification method, Williamson (A.W.Williamson) method and phase transfer catalysis method, the above methods can generate N,N,-bis-(2,2,6,6-tetramethyl-4-piperidine in theory) base) isophthalamide, which can usually be obtained by condensation reaction of isophthalic acid, 2,2,6,6-tetramethyl-4-piperidinamine and thionyl chloride as raw materials, but oxychloride The acid chlorination ability of sulfone is relatively weak, and an excessive amount of thionyl chloride needs to be used. Even so, the yield of the product is also very low, so it is more reasonable to choose isophthaloyl dichloride

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0013] Example 1: In a four-necked reaction flask equipped with an electric stirrer, a reflux condenser and a thermometer, 20.3 g of isophthaloyl chloride, 2,2,6,6-tetramethyl-4-piperidinamine were sequentially added 32g, 35g of solvent, 0.55g of catalyst, install a reflux condenser and a thermometer, start the agitator, when the temperature rises to 110°C, start timing, the reaction time is 4.5-10h, after the reaction is completed, under strong stirring, slowly pour the reactants into In the aqueous alkali solution, remove the unreacted isophthaloyl chloride, then reflux to divide the water, cool down to 15-20°C for crystallization, and filter to obtain the light stabilizer N,N,-bis-(2,2,6 ,6-tetramethyl-4-piperidinyl)isophthalamide, light stabilizer N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide The yield of diformamide reaches 96.12%, and the melting point is 270-275°C.

Embodiment 2

[0014] Example 2: In a four-necked reaction flask equipped with an electric stirrer, a reflux condenser and a thermometer, 20.3 g of isophthaloyl chloride, 2,2,6,6-tetramethyl-4-piperidinamine were sequentially added 33.6g, 35g of solvent, 0.55g of catalyst, install a reflux condenser and a thermometer, start the agitator, when the temperature rises to 110°C, start timing, the reaction time is 4.5-10h, after the reaction is completed, under strong stirring, slowly pour the reactant into an aqueous alkali solution to remove unreacted isophthaloyl chloride, then reflux to separate water, cool down to 15-20°C for crystallization, and filter to obtain the light stabilizer N,N,-bis-(2,2, 6,6-tetramethyl-4-piperidinyl)isophthalamide, light stabilizer N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)m The yield of phthalamide reaches 96.78%, and the melting point is 270-275°C.

Embodiment 3

[0015] Example 3: In a four-necked reaction flask equipped with an electric stirrer, a reflux condenser and a thermometer, 20.3 g of isophthaloyl chloride, 2,2,6,6-tetramethyl-4-piperidinamine were sequentially added 33.6g, solvent 45g, catalyst 0.55g, install a reflux condenser, a thermometer, start the agitator, when the temperature rises to 110°C, start timing, the reaction time is 4.5-10h, after the reaction is completed, under strong stirring, slowly pour the reactant into an aqueous alkali solution to remove unreacted isophthaloyl chloride, then reflux to separate water, cool down to 15-20°C for crystallization, and filter to obtain the light stabilizer N,N,-bis-(2,2, 6,6-tetramethyl-4-piperidinyl)isophthalamide, light stabilizer N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)m The yield of phthalamide reaches 96.35%, and the melting point is 270-275°C.

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Abstract

The invention discloses a synthesis method of light stabilizer N,N-bis-(2,2,6,6-tetramethyl-4-piperidyl) isophthalamide. Isophthaloyl dichloride and 2,2,6,6-tetramethyl-4-piperidyl are taken as raw materials and react in the presence of a catalyst and a solvent, and N,N-bis-(2,2,6,6-tetramethyl-4-piperidyl) isophthalamide is prepared. According to the synthesis method of the N,N-bis-(2,2,6,6-tetramethyl-4-piperidyl) isophthalamide, the separation and purification process is simple, the reaction time is short, the product yield can be higher than 96%, the product purity is higher, the energy consumption is low, the environmental pollution is small, the cost is low, and the method is a more ideal process for industrial production.

Description

technical field [0001] The invention relates to a method for synthesizing light stabilizer N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide. Background technique [0002] N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide, white crystalline solid, is an excellent light stabilizer, with little coloring and low volatility , Acid and alkali resistance. Light stabilizer suitable for polypropylene, polyethylene and polyvinyl chloride plastics. It can be used alone or in combination with benzophenone UV absorbers or phosphite antioxidants. It has a good synergistic effect. Its molecular formula for C 26 h 42 o 2 N 4 , molecular weight is 442.56, molecular structure formula: [0003] Its appearance is a white crystalline solid with a melting point of 270-275°C. The synthesis methods of N,N,-bis-(2,2,6,6-tetramethyl-4-piperidinyl)isophthalamide mainly include Direct esterification method, Williamson (A.W.Williamson) method and phase transfer catalysis method...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D211/58
CPCC07D211/58
Inventor 郭徐良万学明吉启洲
Owner RUDONG JINKANGTAI CHEM CO LTD
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