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Light stabilizer bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate and preparation method thereof

A technology of dimethyl sebacate and sebacic acid is applied in the field of light stabilizer sebacate diester and its production, which can solve the problems of large pollution, high risk, and easily corroded equipment, and achieve simplified separation Purification process, short reaction time, small effect of environmental pollution

Inactive Publication Date: 2010-03-10
南通惠康国际企业有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] At present, the synthetic method of preparing sebacate di(2,2,6,6-tetramethyl-4-piperidinyl) ester is to combine dimethyl sebacate with 2,2,6,6-tetramethyl- 4-Hydroxypiperidine is used as a raw material, and the transesterification reaction is carried out under the condition of using sodium methoxide as a catalyst. Due to the instability of the sodium methoxide catalyst, the solubility is small, the danger is high, and the waste water generated by post-treatment is polluted, so it is not suitable for industrial production.
According to literature reports, adopting Lewis acid, alkali etc. as catalyst to carry out transesterification reaction, catalyst is easy to corrode equipment, the pollution that post-processing produces is big, and product quality is poor
A solid acid catalyst is used to catalyze the transesterification reaction. Although the product and the catalyst are easily separated, the corrosion to the equipment is small, and the catalyst can be recycled, but the selectivity and activity are low.

Method used

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  • Light stabilizer bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate and preparation method thereof

Examples

Experimental program
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Effect test

Embodiment 1

[0017] In a 250mL four-necked flask equipped with a thermometer, add xylene 40g, dimethyl sebacate 23.0g (0.1mol), 2,2,6,6-tetramethyl-4-hydroxypiperidine 33.03g ( 0.21mol), catalyzer 1g, this catalyzer is dibutyl tin oxide, loads on condenser, starts agitator, when heating up to 110-130 ℃, the methyl alcohol that generates constantly is steamed out in the reaction process, reaction time 6h (using liquid phase Chromatographic monitoring of the reaction). After the reaction, filter and wash with water, collect the organic phase, remove water, decolorize and crystallize the organic phase, and filter to obtain white crystalline powder sebacic acid bis(2,2,6,6-tetramethyl-4-piperidine Base) ester, the product yield is 97.85%.

Embodiment 2

[0019] In a 250mL four-necked flask equipped with a thermometer, add xylene 40g, dimethyl sebacate 23.0g (0.1mol), 2,2,6,6-tetramethyl-4-hydroxypiperidine 33.03g ( 0.21mol), catalyzer 1.2g, this catalyzer is dibutyltin oxide, puts on condenser, starts agitator, when heating up to 110-130 ℃, the methyl alcohol that generates constantly is steamed out in the reaction process, reaction time 6h (with liquid The reaction was monitored by phase chromatography). After the reaction, filter and wash with water, collect the organic phase, remove water, decolorize and crystallize the organic phase, and filter to obtain white crystalline powder sebacic acid bis(2,2,6,6-tetramethyl-4-piperidine Base) ester, the product yield is 98.06%.

Embodiment 3

[0021] In a 250mL four-necked flask equipped with a thermometer, add xylene 40g, dimethyl sebacate 23.0g (0.1mol), 2,2,6,6-tetramethyl-4-hydroxypiperidine 33.82g ( 0.215mol), catalyzer 1.0g, this catalyzer is dibutyl tin oxide, puts on condenser, starts agitator, when heating up to 110-130 ℃, the methyl alcohol that generates constantly is distilled in the reaction process, reaction time 6h (with liquid The reaction was monitored by phase chromatography). After the reaction, filter and wash with water, collect the organic phase, remove water, decolorize and crystallize the organic phase, and filter to obtain white crystalline powder sebacic acid bis(2,2,6,6-tetramethyl-4-piperidine Base) ester, the product yield is 98.05%.

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Abstract

The invention discloses a light stabilizer bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate and a preparation method thereof. Dimethyl sebacate and 2,2,6,6-tetramethyl-4-hydroxypiperidine are taken as raw materials, and then the raw materials react in the presence of catalyst to prepare bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate. The invention uses dimethyl sebacate and 2,2,6,6-tetramethyl-4-hydroxypiperidine as the raw materials to synthesize the bis(2,2,6,6-tetramethyl-4-piperidinyl)sebacate and adopts dibutyltin oxide as the catalyst, and thereby the separation and purification process issimplified, the reaction time is short, and the product yield is as high as more than 97 percent; the obtained product has high purity, reduced energy consumption, little environmental pollution andlow cost, and therefore, the invention is an ideal process for realizing industrial production.

Description

Technical field: [0001] The invention relates to a light stabilizer sebacic acid bis(2,2,6,6-tetramethyl-4-piperidinyl) ester and a production method thereof. Background technique: [0002] Di(2,2,6,6-tetramethyl-4-piperidinyl) sebacate is a hindered amine light stabilizer with low molecular weight, high efficiency and low toxicity, which can prolong the use of various plastics and coatings in outdoor exposure time. During use and processing, it will not produce odor with polymers, nor will it affect the original color of the material. The product is not easy to volatilize during high temperature processing. It has good miscibility with most industrial solvents, has excellent polymer compatibility, is suitable for polypropylene, polyethylene plastics and fiber products, and has significant anti-photooxidative aging (sun protection) effect, especially for polypropylene and high-density polyethylene. The atmospheric aging resistance of ethylene is far superior to general ul...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D211/46B01J31/12
Inventor 孙冬兵王树清夏明姚淑玉杜承贤祁云
Owner 南通惠康国际企业有限公司
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