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Technology for controlled synthesis of polylactic acid through lactide activity ring-opening polymerization under catalytic action of organic guanidine-nontoxic alcohol

A technology for alcohol-catalyzed lactide and ring-opening polymerization, which is applied in the field of biodegradable polylactic acid to achieve the effects of high catalytic activity, high biosafety and wide application range

Inactive Publication Date: 2015-09-09
NANJING UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Professor Li Hong, a Chinese scholar, once reported the use of non-toxic bicyclic guanidine acetate as a catalyst to realize the active ring-opening polymerization of lactide (CN101318960A). Although the polymerization reaction rate is fast, it can only be used to synthesize M n 4 PLLA

Method used

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  • Technology for controlled synthesis of polylactic acid through lactide activity ring-opening polymerization under catalytic action of organic guanidine-nontoxic alcohol
  • Technology for controlled synthesis of polylactic acid through lactide activity ring-opening polymerization under catalytic action of organic guanidine-nontoxic alcohol
  • Technology for controlled synthesis of polylactic acid through lactide activity ring-opening polymerization under catalytic action of organic guanidine-nontoxic alcohol

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Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] Add 50.0g (0.347mol) of monomer LLA, 0.048g (0.231mmol) of catalyst 2-aminobenzimidazole glycolate and 0.461g (10.000mmol) of initiator ethanol into the polymerization reactor, and pass through three times of "vacuumizing-nitrogen Circular operation to drive out the air in the polymerization kettle, seal the reaction kettle after the pressure in the kettle is constant at 1.0 torr, raise the temperature to 96°C within 30min with stirring, and then react at 130±1°C for 5min. Product PLLA: M n 0.5×10 4 , PDI 1.14, monomer conversion rate 100%, white color.

Embodiment 2

[0025] 50.0g (0.347mol) of monomer DLA, 0.060g (0.231mmol) of catalyst 1,5,7-triazabicyclo[5.5.0]dec-5-ene benzoate and 0.230g (5.000mmol) of initiator ethanol mmol) was added to the polymerization reactor, and the air in the polymerization reactor was removed through three "vacuumizing-nitrogen filling" cycle operations. After the pressure in the reactor was constant at 1.0 torr, the reactor was sealed, and the temperature was raised to 96 ° C within 30 minutes under stirring, and then React at 125±1°C for 30 minutes. Product PLLA: M n 1.0×10 4 , PDI 1.15, monomer conversion rate 100%, white color.

Embodiment 3

[0027] The monomer DLLA 100.0g (0.694mol), the catalyst 2,3,5,6-tetrahydro-1H-imidazo[1,2-A]imidazole lactate 0.095g (0.463mmol) and the initiator ethanol 0.307g (6.667mmol) was added to the polymerization reactor, and the air in the polymerization reactor was removed by three "vacuumizing-nitrogen filling" cycle operations. After the pressure in the reactor was constant at 0.6torr, the reactor was sealed, and the temperature was raised to 96°C within 30min under stirring. Then react at 118±1°C for 60 minutes. Product PLLA: M n 1.5×10 4 , PDI 1.10, monomer conversion rate 100%, white color.

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Abstract

The invention discloses a technology for controlled synthesis of polylactic acid through a lactide active ring-opening polymerization reaction under the catalytic action of organic guanidine-nontoxic alcohol serving as a catalyst. According to the technology, nontoxic organic RCOOCG is adopted as the catalyst, nontoxic organic alcohol is adopted as an initiating agent, and the lactide active ring-opening polymerization reaction is performed according to a noumenon fusion and polymerization method. The technology is characterized in that the catalyst activity is high; the temperature of the polymerization reaction is low; the reaction time is short; a polymer product, namely polylactic acid, can be subjected to controlled synthesis within a range (Mn: 0.5*10<4>-5.0*10<4>) of the actual application requirement for the number-average molecular weight; the molecular weight distribution of the polymer product is narrow (PDI: 1.10-1.25); no monomer is remained in the polymer product (monomer conversion rate: 100%); the polymer product is snow-white in color and high in biological safety.

Description

technical field [0001] The invention belongs to the field of synthetic chemistry of biodegradable polymers, and in particular relates to a process for controlling the synthesis of biodegradable polylactic acid by using organic guanidine-nontoxic alcohol to catalyze the active bulk ring-opening polymerization of lactide. Background technique [0002] In recent years, with the rapid development of the field of biomedicine, the demand for medical degradable materials with excellent biocompatibility and safety is also increasing rapidly at home and abroad. Polylactic acid PLA is a synthetic polyester with excellent biodegradability. It has been used in many important applications in the field of biomedicine. The advantage of reducing toxic side effects. When PLA is used as a controlled-release drug carrier material, it is required: (1) The number-average molecular weight M of PLA n According to the different needs of practical applications, M n 0.5×10 4 ~5.0×10 4 (2) PLA s...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/87C08G63/08
CPCC08G63/08C08G63/823
Inventor 李弘张全兴黄伟盛家业李爱民
Owner NANJING UNIV
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