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Preparation method of high-molecular-weight hindered amine light stabilizer

A hindered amine light stabilizer, high molecular weight technology, applied in the direction of organic chemistry, bulk chemical production, etc., can solve the problems of complicated steps, difficult molecular weight control, etc., and achieve excellent quality, high atom utilization rate, and excellent anti-oxidation effect Effect

Pending Publication Date: 2022-07-12
宿迁联盛助剂有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0008] Although the common polymeric hindered amine light stabilizers on the market have excellent performance, the steps in the synthesis process are complicated and the molecular weight is difficult to control

Method used

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  • Preparation method of high-molecular-weight hindered amine light stabilizer
  • Preparation method of high-molecular-weight hindered amine light stabilizer
  • Preparation method of high-molecular-weight hindered amine light stabilizer

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0043] S1: put 450g of tert-octylamine, 450g of triacetoneamine, 80g of skeleton copper into the 3L hydrogenation kettle, nitrogen replacement, turn on stirring and heat up to 95°C, pass 5.5g of hydrogen, then keep the reaction for 10h, distill and desolvate, prepare 739.34 g of 2,2,6,6-tetramethyl-N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine were obtained.

[0044] The structural formula is as follows:

[0045]

[0046] The infrared spectrum of 2,2,6,6-tetramethyl-N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine is as follows figure 1 shown at 2955cm -1 , 1455cm -1 , 1398cm -1 absorption peak, indicating the presence of -CH 3 , -CH 2 - The stretching and bending vibrations vC-H. At 3260cm -1 There is an absorption peak of vN-H at 1237cm -1 There is a characteristic absorption peak of vC-N at , indicating the presence of secondary amines in the molecule.

[0047] S2: put 600g of xylene, 115g of cyanuric chloride into the 5L flask, open stirring and dropwise add 2...

Embodiment 2

[0060] S1: put 1380g of tert-octylamine, 1400g of triacetoneamine, 120g of skeleton copper into the 5L hydrogenation kettle, nitrogen replacement, turn on stirring and heat up to 90°C, pass 22.5g of hydrogen, then keep the reaction for 15h, distill and desolvate, prepare 1938.12 g of 2,2,6,6-tetramethyl-N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine were obtained.

[0061] S2: put 3200g of xylene, 1430g of cyanuric chloride into the 10L glass reaction kettle, start stirring and dropwise add 1938.12g of 2,2,6,6-tetramethyl-N-(2,4,4-trimethyl) Pentan-2-yl)piperidin-4-amine, control the reaction temperature to be 95°C during the dropwise addition, control the dropwise flow rate to be 15g / min, and dropwise add 750g of 2,2,6,6-tetramethyl- After N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine, 1875g of liquid caustic soda (mass fraction 32%) was added dropwise at the same time, and the flow rate of liquid caustic soda was controlled to be 15g / min. Then the temperature was raise...

Embodiment 3

[0065] S1: put 680g of tertiary octylamine, 590g of triacetoneamine, 40g of skeleton nickel into the 3L hydrogenation kettle, nitrogen replacement, start stirring and be heated to 90°C, pass 8.8g of hydrogen, then keep the reaction for 12h, distill and desolvate, and prepare 939.6 g of 2,2,6,6-tetramethyl-N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine were obtained.

[0066] S2: put 800g of xylene, 635g of cyanuric chloride into the 10L glass reaction kettle, start stirring and dropwise add 939.6g of 2,2,6,6-tetramethyl-N-(2,4,4-trimethyl) Pentan-2-yl)piperidin-4-amine, control the reaction temperature to be 95°C during the dropwise addition, control the dropwise flow rate to be 15g / min, dropwise add 450g of 2,2,6,6-tetramethyl- After N-(2,4,4-trimethylpentan-2-yl)piperidin-4-amine, 600g of liquid caustic soda (mass fraction 32%) was added dropwise at the same time, and the flow rate of liquid caustic soda was controlled to be 15g / min. Then the temperature was raised to 90...

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Abstract

The preparation method of the high-molecular-weight hindered amine light stabilizer comprises the following steps: S1, introducing hydrogen, and carrying out hydrogenation reaction on tert-octylamine and triacetonamine under the action of a catalyst I; s2, carrying out substitution reaction on the product in the step S1 and cyanuric chloride under the action of a catalyst II; s3, carrying out methylation reaction on the product in the step S2 and formaldehyde under the action of a catalyst III; s4, carrying out substitution reaction on the product in the step S3 and N, N '-bis (3-aminopropyl)-ethylenediamine under the action of a catalyst IV to obtain a high-molecular-weight hindered amine light stabilizer product; the adopted raw material triacetonamine is a basic raw material of the company, resources are rich, and the quality is excellent; the prepared high-molecular-weight hindered amine light stabilizer product has an excellent antioxidant effect; the preparation method is simple, high in atom utilization rate and environment-friendly.

Description

technical field [0001] The invention belongs to the technical field of light stabilizers, and particularly relates to a preparation method of a high molecular weight hindered amine light stabilizer. Background technique [0002] After rapid development in recent decades, hindered amine light stabilizers have become the most widely used and the largest market share in the field of light stabilizers. Nowadays, how to better improve the light stabilization effect of hindered amine light stabilizers, better match them with polymer materials, and better adapt to the application environment is the development of hindered amine light stabilizers Trends and development directions. [0003] The traditional hindered amine light stabilizer developed in the early stage has a good light stabilization effect, but its molecular weight is generally small and the extraction resistance is poor, especially for polymer materials with small thickness such as agricultural films, in the process o...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D401/14C08K5/3492
CPCC07D401/14C08K5/34926Y02P20/52
Inventor 韩炎项瞻波蔡裕伟胡方洲王章胡新利李兆亮项然
Owner 宿迁联盛助剂有限公司