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Preparation method of multifunctional light stabilizer

A light stabilizer and multifunctional technology, which is applied in the field of multifunctional light stabilizers and preparations, can solve the problems of triazine compounds such as heavy color, yellowing of materials, and limitations, and achieve the effect of excellent ultraviolet absorption spectral characteristics

Pending Publication Date: 2020-11-03
ZHENXING FINE CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Among the current light stabilizers, triazine compounds are widely used in various fields. However, in the course of research, it was found that the ability of triazine compounds to absorb ultraviolet light is related to the individuality of the adjacent hydroxyl group. However, the color of triazine compounds containing two or more hydroxyphenyl substituents is relatively heavy, and the material will have characteristics such as yellowing, which limits the application of triazine light stabilizers in many daily products. application

Method used

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  • Preparation method of multifunctional light stabilizer
  • Preparation method of multifunctional light stabilizer
  • Preparation method of multifunctional light stabilizer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0037] a) Take a dry 500ml three-necked round-bottom flask, install a thermometer on the left side, install a condensing reflux device in the middle, and install a constant pressure dropping funnel on the right side, add ZJ-702 (10.00g), cyclohexyl formaldehyde (6.58g), ethanol 20ml, stir and dissolve at room temperature, add o-phenanthroline copper complex (5mol%), slowly drop 10ml 30% hydrogen peroxide aqueous solution, after the dropwise addition, heat the oil bath to 35-45°C, and react for 8h. The solvent was distilled off under reduced pressure, and the pure compound N-cyclohexyloxytetramethylpiperidone was obtained as a white foamy solid through column chromatography.

[0038] b) Put the product obtained in step a into a 500ml single-necked round bottom flask, add 50ml of absolute ethanol as a solvent, add 5g of activated 4A-molecular sieve, stir, slowly add an equimolar amount of n-butylamine dropwise and assemble a condenser , heated in an oil bath, refluxed, and TLC d...

Embodiment 2

[0046] a) Take a dry 500ml three-necked round-bottom flask, install a thermometer on the left, install a condensing reflux device in the middle, and install a constant pressure dropping funnel on the right, add ZJ-702 (10.00g), cyclohexene (4.92g), ethanol 20ml, stir and dissolve at room temperature, add 2,2'-bipyridine copper complex (5mol%), slowly drop 10ml 30% hydrogen peroxide aqueous solution, after the dropwise addition, heat the oil bath to 35-45°C, and react for 8h . The solvent was distilled off under reduced pressure, and the pure compound N-cyclohexyloxytetramethylpiperidone was obtained as a white foamy solid through column chromatography.

[0047] b) the product obtained in step a is dropped into a 500ml single-necked round-bottomed flask, add 50ml of absolute ethanol as solvent, add 4g of anhydrous sodium sulfate, stir, and slowly add dropwise an equimolar amount of n-butylamine to assemble a condenser. Oil bath heating, reflux, TLC detects that the reaction pr...

Embodiment 3

[0052] a) Take a dry 200ml single-necked round bottom flask and add ZJ-702 (10.00g), sodium ascorbate (11.65g) and 50ml of water. After stirring at room temperature, a suspension appeared, which was then extracted with dichloromethane. Dry and remove solvent. 1-Hydroxy-2,2,6,6,-tetramethylpiperidin-4-one was obtained as a white solid.

[0053] b) The product obtained in step a is put into a 500ml single-necked round-bottomed flask, and 50ml of absolute ethanol is added as a solvent, stirred, slowly added dropwise in an equimolar amount of n-butylamine and assembled with a Dean-Stark device. Oil bath heating, reflux, TLC detects that the reaction proceeds, and after the reaction finishes, the solvent is distilled off under reduced pressure to obtain an intermediate product, an oil.

[0054] c) The product obtained in the step b is added to a 200ml autoclave, 50ml hexanaphthene is added, and 5mol% palladium carbon catalyst is added. Filled with 1.5MPa H 2 , reacted at 60-120...

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Abstract

The invention provides a preparation method of a multifunctional light stabilizer, and particularly relates to the field of light stabilizers; the structure of the multifunctional light stabilizer isshown as follows, wherein the R1 is any one of oxygen, hydrogen, hydroxyl, halogen, C1-C20 alkyl, C4-C10 naphthenic base, C1-C12 alkoxy, C4-C12 naphthenyloxy, C1-C10 chain enyloxy or cyclic enyloxy, C1-C10 cyano substituted alkyloxy and C1-C15 aromatic alkoxy; and R2 is hydrogen, a C1-C20 alkyl group or an oxygen atom substituted C1-C20 alkyl group. The triazine multifunctional light stabilizer with the double hindered amine piperidine groups can be prepared, and the triazine multifunctional light stabilizer has more excellent ultraviolet absorption spectrum characteristics, free radical capturing capacity and high polymer compatibility and also has certain flame retardant characteristics.

Description

[0001] The invention belongs to the field of light stabilizers, and in particular relates to a multifunctional light stabilizer and a preparation method. Background technique [0002] The light stabilizer is a kind of light stability that can improve the polymer material, and slow down the impact of the environment on the performance and service life of the polymer material. Among the current light stabilizers, triazine compounds are widely used in various fields. However, in the course of research, it was found that the ability of triazine compounds to absorb ultraviolet light is related to the individuality of the adjacent hydroxyl group. However, the color of triazine compounds containing two or more hydroxyphenyl substituents is relatively heavy, and the material will have characteristics such as yellowing, which limits the application of triazine light stabilizers in many daily products. application. Chinese patent CN1216985A reports an amino- and hydroxyl-substituted tr...

Claims

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Application Information

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IPC IPC(8): C07D401/14C08K5/3492
CPCC07D401/14C08K5/34926
Inventor 柯友斌潘行平张晓静李军刘石葛一刘周衡
Owner ZHENXING FINE CHEM CO LTD
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