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Method for preparing polylactone through ring opening

一种聚内酯、开环聚合的技术，应用在有机催化和高分子材料领域，能够解决没有完全代替DMAP使用等问题，达到降低不利影响、应用广泛、条件简单的效果

Active Publication Date: 2017-09-08
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In 2010, Kadota et al. (Frederik Nederberg, Eric F. Connor et al. Chem. Commun., 2001, 2066-2067) proposed the synergistic catalytic mechanism of DMAP and DMAP·HCl to catalyze LA ring-opening polymerization and achieved good results. But still not completely replace the use of DMAP

Method used

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  • Method for preparing polylactone through ring opening
  • Method for preparing polylactone through ring opening
  • Method for preparing polylactone through ring opening

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0047] In a 3ml polymerization tube, add L-lactide (0.4147g, 2.88mmol, 30equiv), catalyst (compound as No. 16) (0.0152g, 0.096mmol, 1.0equiv), benzyl alcohol (10μL, 0.096mmol , 1.0equiv), under the condition of 140 ℃, mechanically stirred for 1.5 hours. After the reaction was over, the reaction was terminated. The obtained crude product was slowly dropped into cold methanol, and the polymer was obtained by centrifugal precipitation, which was filtered and dried to constant weight to obtain 0.3855g white Solid, conversion rate 96.0%, number average molecular weight M n It is 4300g / mol, and the degree of dispersion PDI is 1.03.

Embodiment 2

[0049] In a 3ml polymerization tube, add L-lactide (1.660g, 11.52mmol, 120equiv), catalyst (compound as shown in No. 16) (0.0152g, 0.096mmol, 1.0equiv), benzyl alcohol (10μL, 0.096mmol , 1.0equiv), mechanically stirred for 7 hours at 140°C. After the reaction was over, the reaction was terminated. The obtained crude product was slowly dropped into cold methanol, and the polymer was obtained by centrifugal precipitation, which was filtered and dried to constant weight to obtain 1.403g white Solid, conversion rate 84.7%, number average molecular weight M n It is 13610g / mol, and the dispersion PDI is 1.04.

Embodiment 3

[0051] In a 3ml polymerization tube, add trimethylene carbonate (0.2937g, 2.88mmol, 30equiv), catalyst (compound as shown in No. 16) (0.0152g, 0.096mmol, 1.0equiv), benzyl alcohol (10μL, 0.096mmol , 1.0equiv), mechanically stirred at 60°C for 24 hours. After the reaction was over, the reaction was terminated. The obtained crude product was slowly dropped into cold methanol, and the polymer was obtained by centrifugal precipitation, filtered and dried to constant weight to obtain 0.2620g transparent Oil, conversion rate 91.0%, number average molecular weight M n It is 2850g / mol, and the degree of dispersion PDI is 1.04.

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Abstract

The invention discloses a method for preparing polylactone through ring opening, and belongs to the technical field of organic catalysis and high polymer materials. A novel catalytic mechanism is put forward, organic alcohol is adopted as an initiator, under the catalysis of an organic catalyst, ring opening polymerization of a cyclic monomer is initiated, and polylactone is obtained; the catalyst is pyridine salt, the method has the advantages that no toxin is generated during the reaction, conditions are simple, and the process is controllable, compared with 4-(N,N-dimethyl amino) pyridine catalysis, during solvent-free polymerization, narrow molecular distribution can be obtained, and the transesterification can be effectively restrained.

Description

technical field [0001] The invention belongs to the technical field of organic catalysis and polymer materials, and in particular relates to a method for preparing polylactone by using pyridinium salt ring-opening catalysis. Background technique [0002] As a bio-based degradable material that has been marketed at present, polylactone has the advantages of recyclable degradation, saving water, energy and raw material consumption, and reducing waste discharge, making it widely used in industrial production fields such as biodegradable plastics. It has important application value in medical fields such as surgical sutures, drug controlled release carriers, and tooth bone materials. [0003] As far as polylactic acid is concerned, there are currently two main polymerization methods: direct polycondensation of lactic acid and ring-opening polymerization of lactide. In the process of direct polycondensation of lactic acid to polyester, it is difficult to remove trace moisture in ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/08C08G63/87
CPCC08G63/08C08G63/823C08G63/87C08G64/30B01J31/0237
Inventor 郭凯朱慧李振江魏福兰陈思明高宇
Owner NANJING TECH UNIV
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