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Light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound and preparation method thereof

A technology for ester compounds and light stabilizers, which is applied in the field of intermediates for the preparation of hindered amine light stabilizers, can solve the problems of difficult control, reduced by-products, complicated preparation methods, etc. The effect of corroded equipment

Active Publication Date: 2016-05-11
SHANGHAI DONGSHENG NEW MATERIALS
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The preparation method is complicated and difficult to control. The purity of the alkali intermediate produced by the first step reaction is not high, and side reactions will occur in the second step hydrogenation process, which will affect the selectivity and quality of the product, and further increase the complexity of the production process.
[0004] On this basis, Chinese patent CN1159296C discloses a three-step method for preparing light stabilizer 2,2,6,6-tetramethyl-4-piperidinamine compounds, which further reduces by-products and improves product yield and purity. High, but the preparation method is still relatively complicated

Method used

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  • Light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound and preparation method thereof
  • Light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound and preparation method thereof
  • Light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound and preparation method thereof

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Effect test

Embodiment 1

[0039] The synthetic method of formula (II) 2,2,6,6-tetramethyl-4-piperidine ester light stabilizer comprises the steps of: adding and dissolving in 300 parts of absolute ethanol in a four-necked flask equipped with stirring 100 parts of 2,2,6,6-tetramethylpiperidinol and 50 parts of muconic acid in the solvent, then add 1 part of potassium thiocyanate, 0.1 part of sodium rhodium chloride, 1 part of 98% concentrated sulfuric acid, 5 parts (SO 4 ) 2- / TiO 2 -ZnO mixed crystal solid acid carrier coordination catalyst, under the condition of 60 ℃, reflux reaction for 6 hours, after the reaction, let it stand for 1 hour, separate the lower sediment, and then carry out vacuum distillation, when it reaches the slurry state, then mix with two Mix and stir 200 parts of sub-distilled water, let it stand for 20 minutes, and take the upper part; mix and stir the upper part with 200 parts of twice-distilled water, let it stand for 20 minutes, and then take the upper part; dry under redu...

Embodiment 2

[0046] The synthetic method of formula (II) 2,2,6,6-tetramethyl-4-piperidine ester light stabilizer comprises the steps of: adding and dissolving in 300 parts of absolute ethanol in a four-necked flask equipped with stirring 200 parts of 2,2,6,6-tetramethylpiperidinol and 100 parts of muconic acid in the solvent, then add 3 parts of potassium thiocyanate, 0.3 parts of sodium rhodium chloride, 3 parts of 98% concentrated sulfuric acid, 10 parts (SO 4 ) 2- / TiO 2-ZnO mixed crystal solid acid carrier coordination catalyst, under the condition of 70 ℃, reflux reaction for 5 hours, after the reaction, let it stand for 1 hour, separate the lower precipitate, and then carry out vacuum distillation, when it reaches the slurry state, then mix with two Mix and stir 200 parts of sub-distilled water, let it stand for 20 minutes, and take the upper part; mix and stir the upper part with 200 parts of twice-distilled water, let it stand for 20 minutes, and then take the upper part; dry und...

Embodiment 3

[0049] The synthetic method of formula (II) 2,2,6,6-tetramethyl-4-piperidine ester light stabilizer comprises the steps of: adding and dissolving in 300 parts of absolute ethanol in a four-necked flask equipped with stirring 150 parts of 2,2,6,6-tetramethylpiperidinol and 75 parts of muconic acid in the solvent, then add 2 parts of potassium thiocyanate, 0.2 parts of sodium rhodium chloride, 2 parts of 98% concentrated sulfuric acid, 8 parts (SO 4 ) 2- / TiO 2 -ZnO mixed crystal solid acid carrier coordination catalyst, under the condition of 65 ℃, reflux reaction for 5.5 hours, after the reaction, let it stand for 1 hour, separate the lower precipitate, and then carry out vacuum distillation, when it is in a slurry state, then mix with two Mix and stir 200 parts of sub-distilled water, let it stand for 20 minutes, and take the upper part; mix and stir the upper part with 200 parts of twice-distilled water, let it stand for 20 minutes, and then take the upper part; dry under ...

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Abstract

The invention provides a preparation method of a light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound (1) obtained by chemical reaction of both 2,2,6,6-tetramethyl-piperidine and unsaturated organic dibasic acid shown in the formula (II). The invention further provides a 2,2,6,6-tetramethyl-4-piperidine ester light stabilizer conforming to the formula (I), and the light stabilizer is mainly applied to plastic films, coatings, paper-making, engineering plastics and other high polymer materials, and can directly participate in chemical reaction and remarkably improve the product light aging resistance and prolong the product service life. As a (SO4)2- / TiO2-ZnO mixed crystal solid-acid support coordination catalyst is adopted, the advantages of easy separation from a reaction system, no equipment corrosion and good environmental protection performance are achieved.

Description

technical field [0001] The invention relates to a light stabilizer intermediate 2,2,6,6-tetramethyl-4-piperidine ester compound and a preparation method thereof, in particular to a 2,2,6,6-tetramethyl The invention relates to a method for preparing an intermediate of a hindered amine light stabilizer by reacting piperidinol with an alkyldiacid. Background technique [0002] Light stabilizers are a sunrise industry and technology. Most of the light stabilizers used in the world are varieties developed in recent decades. Light stabilizers involve multiple disciplines and industries, involving photochemistry and polymer physics. Reasonable use of light stabilizers can save tens of millions of tons of materials every year, and save a lot of natural resources such as oil for human beings. It can not only protect the original ecology, but also reduce emissions, which has important economic and social value. [0003] At present, light stabilizers belong to high-fine chemistry, and...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D211/46C08K5/3435B01J27/24B01J31/30B01J31/16B01J27/053
Inventor 施晓旦郭和森
Owner SHANGHAI DONGSHENG NEW MATERIALS
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