Synthesis of stabilizing agent with polyamide

A polyamide and stabilizer technology, applied in the field of synthesis of polyamide stabilizer N,N'-bis-1,4-phthalamide (I), can solve the problem of no preparation instructions, no literature on synthesis and physical and chemical properties Issues such as reports, no synthesis instructions and synthesis examples

Inactive Publication Date: 2017-06-13
XIANGTAN UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0003] However, the synthesis and physicochemical properties of N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-benzenedicarboxamide (I) are hardly reported in the literature, JP 2015224286 , WO 2009144044 (equivalent to DE 102008026075, CN102037080A, CN 102037080B, EP 2128198), WO 2005103345 (equivalent to EP 1738002 US20050239927 CN 1942613A), JP 2000239924 only mentioned N, N'-Double (2,6,6,6,6,6,6,6,6,24 Application description and claims of methyl-4-piperidinyl)-1,4-benzenedicarboxamide, but no preparation instructions, no synthesis examples and application

Method used

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  • Synthesis of stabilizing agent with polyamide
  • Synthesis of stabilizing agent with polyamide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0017] Add 6.0 kg of dimethyl terephthalate and 22.0 kg of 2,2,6,6-tetramethyl-4-aminopiperidine into the reactor, and close all the inlets and outlets of the reactor. First react at 190°C for 2 hours, then raise the temperature to 230°C for 5 hours. Cool down to crystallize, and recover excess 2,2,6,6-tetramethyl-4-aminopiperidine by filtration. Then wash the generated N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-benzenedicarboxamide with water, filter and dry to obtain 12.3 kg Square flaky white crystal product with a yield of 89.9%.

Embodiment 2

[0019] Add 6.6 kg of diethyl terephthalate and 24.0 kg of 2,2,6,6-tetramethyl-4-aminopiperidine into the reactor, and close all the inlets and outlets of the reactor. First react at 190°C for 2 hours, then raise the temperature to 230°C for 6 hours. Cool down to crystallize, and recover excess 2,2,6,6-tetramethyl-4-aminopiperidine by filtration. Then the resulting N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-benzenedicarboxamide was washed with water, filtered and dried to obtain 11.5 kg Square flaky white crystal product with a yield of 87.5%.

Embodiment 3

[0021] Add 6.0 kg of dimethyl terephthalate and 22.0 kg of recovered and purified 2,2,6,6-tetramethyl-4-aminopiperidine into the reactor, and close all inlets and outlets of the reactor. First react at 190°C for 2 hours, then raise the temperature to 230°C for 5 hours. Cool down to crystallize, and recover excess 2,2,6,6-tetramethyl-4-aminopiperidine by filtration. Then wash the generated N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-benzenedicarboxamide with water, filter and dry to obtain 12.1 kg Square flaky white crystal product with a yield of 88.4%.

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Abstract

The invention relates to a method for synthesizing a polyamide stabilizing agent N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,4-phthalic diamide. The method comprises the following steps: enabling dimethyl terephthalate or dimethyl terephthalate and 2,2,6,6-tetramethyl-4-aminopiperidine serving as raw materials to react for 1-2 hours at 190 DEG C without using a solvent or a catalyst; heating to 220-240 DEG C, reacting for 3-6 hours, and directly performing aminolysis to prepare N,N'-bis(2,2,6,6-tetramethyl-4-piperidyl)-1,4-phthalic diamide.

Description

technical field [0001] The invention relates to a synthesis method of polyamide stabilizer N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-phthalamide (I). (I). Background technique [0002] N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,3-benzenedicarboxamide has been reported as a light stabilizer and processing aid for polyamide ;以下专利报道了其合成方法:EP 1556350( 等同CN 1671664A,CN 1279024C, WO 2004016591A1, US 7632949 ),CN 105481759A,CN 104974075A,CN103554009A, CN 103554009B,CN 103508938A, CN 103508938B,CN 103030588A。 [0003] However, the synthesis and physicochemical properties of N,N'-bis(2,2,6,6-tetramethyl-4-piperidinyl)-1,4-benzenedicarboxamide (I) are hardly reported in the literature, JP 2015224286 , WO 2009144044 (equivalent to DE 102008026075, CN102037080A, CN 102037080B, EP 2128198), WO 2005103345 (equivalent to EP 1738002 US20050239927 CN 1942613A), JP 2000239924 only mentioned N, N'-Double (2,6,6,6,6,6,6,6,6,24 Application description and claims of methyl-4-piperidi...

Claims

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Application Information

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IPC IPC(8): C07D211/58
CPCC07D211/58
Inventor 罗志强刘梦燕周计徐力群周华群任杰张令君张劲彭文平潘明德
Owner XIANGTAN UNIV
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