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A star-shaped molecular structure hindered phenolic compound and its application in the synthesis of polyester amide

A polyester amide and molecular structure technology, applied in the field of polyester amide resin, can solve the problems that antioxidants are difficult to achieve ideal effects, and the thermal stability and compatibility requirements of antioxidants are relatively high. Excellent performance and good compatibility

Active Publication Date: 2022-03-18
CATHAY R&D CENT CO LTD +1
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

During the high-temperature melt polymerization process of polyester amide (temperature reaches 270°C), the thermal stability and compatibility of the antioxidants used are required to be high, and it is difficult for general antioxidants to achieve the desired effect.

Method used

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  • A star-shaped molecular structure hindered phenolic compound and its application in the synthesis of polyester amide
  • A star-shaped molecular structure hindered phenolic compound and its application in the synthesis of polyester amide
  • A star-shaped molecular structure hindered phenolic compound and its application in the synthesis of polyester amide

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0044] Synthetic compound MPCP (n=0)

[0045]Add 100G of methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate and 200G of ethylene glycol into the reaction flask. The temperature was raised to 40° C., stirring was started, and 0.45 g of tetraisopropyl titanate was added. The reaction temperature was raised to 75°C and distillate methanol began to collect. The reaction temperature was raised up to 95°C until there was no methanol distillate, and the reaction lasted for 5 hours. After the reaction was stopped, 200 mL of toluene was added to the reaction mixture, and the organic phase was washed three times with 300 mL of saturated brine, and once with 150 mL of pure water. The collected organic phase was concentrated by vacuum distillation to remove all volatile substances to obtain light yellow viscous liquid (ie compound MPCP) 110G.

[0046] Synthesis of Compound I (n=0)

[0047] 150 mL of dichloromethane, 13 G of TEA and 31 G of trimesoyl chloride were added to the reac...

Embodiment 2

[0051] Synthetic compound MPCP(n=1)

[0052] Add 100G of methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate and 265G of diethylene glycol into the reaction flask. The temperature was raised to 40° C., stirring was started, and 0.45 g of tetrabutyl titanate was added. The reaction temperature was raised to 75°C and distillate methanol began to collect. The reaction temperature was raised up to 105°C until there was no methanol distillate, and the reaction lasted for 5 hours. After the reaction was stopped, 200 mL of toluene was added to the reaction mixture, and the organic phase was washed three times with 300 mL of saturated brine, and once with 150 mL of pure water. The collected organic phase was concentrated by vacuum distillation to remove all volatile substances to obtain light yellow viscous liquid (ie compound MPCP) 126G.

[0053] Synthesis of Compound I (n=1)

[0054] 150 mL of dichloromethane, 13 G of TEA and 31 G of trimesoyl chloride were added to the react...

Embodiment 3

[0058] Synthetic compound MPCP(n=2)

[0059] Add 100G of methyl 3-(3,5-di-tert-butyl-4-hydroxyphenyl)propionate and 450G of triethylene glycol into the reaction flask. The temperature was raised to 40° C., stirring was started, and 0.75 g of tetraisopropyl titanate was added. The reaction temperature was raised to 75°C and distillate methanol began to collect. The reaction temperature was raised up to 110°C until no methanol distillate was present, and the reaction was carried out for a total of 6 hours. After the reaction stopped, 350 mL of toluene was added to the reaction mixture, and the excess triethylene glycol in the lower layer was separated under heating conditions (temperature 50° C.). The organic phase was washed once with 50 mL of pure water, and the collected organic phase was concentrated by vacuum distillation to remove all volatile substances to obtain a light yellow viscous substance (ie compound MPCP) 145G.

[0060] Synthesis of Compound I (n=2)

[0061] ...

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Abstract

The invention provides a hindered phenolic compound with a star-like molecular structure and its application in the synthesis of polyester amide. The hindered phenolic compound in the invention belongs to the phenolic ester compound. The synthetic structural unit of the compound is non-toxic and can be used as an environmental Friendly antioxidant. At the same time, the star-like molecular structure is a highly branched molecular structure with good dispersion properties. Compounds with this structure are more compatible with products when used as catalysts or additives in polymer synthesis or modification processes. The polyester amide described in the present invention uses a star molecular structure compound as an antioxidant, and has achieved remarkable effects in the process of high-temperature melt polymerization.

Description

technical field [0001] The invention relates to the field of polyester amide resins, in particular to a star-like molecular structure hindered phenolic compound and its application in the synthesis of polyester amide. Background technique [0002] Aliphatic polyester amide (PEA) is a new type of biodegradable polymer material. Compared with aliphatic polyester, due to the introduction of amide groups, the formation of hydrogen bonds between amide groups makes the polymer have better mechanical properties. Performance and strength, while the presence of ester bonds endows the material with good biodegradability, making it have a wide range of application prospects. The amide group and the ester group coexist in the polymer chain of the polyester amide, and the interaction and influence of the two chemical groups reduce the regularity of the linear polymer chain and reduce the thermal stability of the polyester amide. During the high-temperature melt polymerization of polyest...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C08G65/332C08L71/02C08K5/134C08G69/44C08L77/12D01F6/90D01F1/10C07C67/03C07C69/732C07C67/14C07C69/76
CPCC08L77/02C08K5/1345C08G65/3326C08G69/44C08L77/12D01F6/90D01F1/10C07C67/03C07C69/732C07C69/76C07C67/14C08L71/02
Inventor 樊爱龙秦兵兵刘修才
Owner CATHAY R&D CENT CO LTD
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