Tris(1-alkoxy-4-hydroxy-2,2,6,6-tetramethyl piperidinol)phosphite and preparation method thereof

A technology of tetramethylpiperidinol and phosphite, which is applied in the field of phosphite triester and its preparation, can solve the problems affecting the popularization and use of NORs, complex structure and synthesis process, few varieties of NORs, etc. The effect of simple structure and excellent acid resistance

Inactive Publication Date: 2017-07-04
QINGDAO UNIV OF SCI & TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

The structure and synthesis process of Tinuvin 152 are similar to those of Flamestab NOR 116, and the synthesis process is also very complicated
[0023] In short, there are very few NORs species reported so far, and the structures and synthesis processes of the existing species are very complex, which affects the popularization and use of NORs

Method used

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  • Tris(1-alkoxy-4-hydroxy-2,2,6,6-tetramethyl piperidinol)phosphite and preparation method thereof
  • Tris(1-alkoxy-4-hydroxy-2,2,6,6-tetramethyl piperidinol)phosphite and preparation method thereof
  • Tris(1-alkoxy-4-hydroxy-2,2,6,6-tetramethyl piperidinol)phosphite and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0062] The preparation technology of tris (1-ethoxy-4-hydroxyl-2,2,6,6-tetramethylpiperidinol) phosphite comprises the steps:

[0063] (1) Synthesis of 1-ethoxy-4-hydroxy-2,2,6,6-tetramethylpiperidinol

[0064] 0.036mol (6.2g) 4-hydroxy-2,2,6,6-4 methylpiperidine nitroxide free radical, 0.432mol (31.2g) butanone, 20mL30%H 2 o 2 Add it into a stirred 100mL three-necked flask, add 0.21g CuCl at 5-13°C, stir for 20min, adjust the pH to about 3.5, raise the temperature to 30°C, and react for 18h; after the reaction, add 60mL ethyl acetate for extraction, and use Wash 3 times with 40mL×3 deionized water, distill off ethyl acetate and unreacted butanone, add 50mL deionized water to the kettle residue and stir for 5min, filter, wash the filter cake 3 times with 50mL×3 deionized water, and then Dry at about 80°C to constant weight to obtain the crude product; the crude product is crystallized at 60°C with 15mL of ethanol / water (mass ratio = 3:7) mixed solvent, filtered, and the filt...

Embodiment 2

[0074] The preparation technology of tris (1-propoxy-4-hydroxyl-2,2,6,6-tetramethylpiperidinol) phosphite comprises the steps:

[0075] With 0.03mol (6.4g) 1-propoxy-4-hydroxyl-2,2,6,6-tetramethylpiperidinol (synthesized by the method in reference example 1, replacing butanone with n-butyraldehyde, the content 98.6%), 0.09mol (9.1g) of triethylamine and 50mL of chloroform were added into a dried 100mL three-neck flask with mechanical stirring, and the temperature of the material was lowered to below 15°C with an ice bath, and then slowly added 0.01mol (1.37 g) PCl 3 , and then heated the temperature of the material to 50°C with a water bath, and reacted at this temperature for 12 hours; after the reaction, washed 3 times with 100mL×3 deionized water, distilled the chloroform from the oil phase to obtain a crude product, then added 50mL of absolute ethanol and stirred 5min, filtered, the filter cake was washed twice with 30mL×2 absolute ethanol, and dried at about 80°C to cons...

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Abstract

The invention discloses a new N-alkoxy hindered amine compound-tris(1-alkoxy-4-hydroxy-2,2,6,6-tetramethyl piperidinol)phosphite and a preparation method thereof; the compound has the following structural formula described in the specification, wherein in the formula, R is C[n]H[2n+1]-, and n is 1, 2, 3...... The compound can be used as a multifunctional light stabilizer, and has extremely weak alkalinity; due to excellent acid resistance, the compound is especially suitable for agricultural plastic greenhouses and flame retardant plastics. The compound is prepared by esterification of 1-alkoxy-4-hydroxyl-2,2,6,6-tetramethyl piperidinol and PCl3. Compared with conventional similar products, the compound has the advantages of simple structure and easy synthesis.

Description

technical field [0001] The present invention relates to a new class of N-alkoxy hindered amine compounds and a preparation method thereof, specifically tris(1-alkoxy-4-hydroxyl-2,2,6,6-tetramethylphosphite) Basepiperidinol) ester and preparation method thereof, the compound can be used as a multifunctional light stabilizer, and belongs to the field of chemical industry and polymer material additives. Background technique [0002] Hindered amine (HALS) light stabilizers are widely used in polyolefin agricultural films, polymer coatings, artificial carpets and leather, engineering plastics, etc. Field [Wang Yangdong, Liu Tao, Sun Dejiang, etc. Research progress of antioxidants and light stabilizers for polyolefins. China Plastics, 2008, 22(6): 5-11]. [0003] Hindered amines mainly refer to piperidine derivatives. This type of compound contains a nitrogen-containing six-membered heterocyclic ring and has a strong steric hindrance effect. The general chemical structure is as f...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07F9/59C08K5/524
CPCC07F9/59C08K5/524
Inventor 唐林生吴鸿志杨晶巍赵静侯小敏杜玉莹朱鑫
Owner QINGDAO UNIV OF SCI & TECH
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