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Preparation method of polyester

A polyester and cyclic lactone technology, applied in the fields of organic catalysis and polymer materials, can solve the problems of catalyst recovery, high cost, and inability to simultaneously reflect

Active Publication Date: 2017-07-14
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

Due to the lack of DMAP catalysis, several ways can be adopted to load DMAP with the carrier system, but few methods have been reported and the activity and recyclability of the catalyst cannot be reflected at the same time.
Incorporating DMAP with nanomaterials, the disadvantage is that very little catalyst can be recovered
Fluorine tagging and recycling works well, but is expensive

Method used

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  • Preparation method of polyester
  • Preparation method of polyester
  • Preparation method of polyester

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0080] In a 10 mL polymerization tube, add butyrolactone (0.3856 g, 2.88 mmol), benzyl alcohol (10 μl, 0.096 mmol), and the compound shown in No. 13 (0.029 g, 0.096 mmol), and stir magnetically at 90 ° C for 2 h . After the reaction, the obtained crude product was dissolved in a minimum amount of dichloromethane, and then added into a cold methanol solution, and a polymer was precipitated. Centrifugation obtained 0.23 g of white solid, which was transferred to a vacuum drying oven for drying. polymer structure through 1 H NMR with 13 C NMR identification, the molecular weight and dispersion of the polymer were determined by GPC. After determination, the conversion rate of polymer is 90.6%, and the number average molecular weight M n 2600g mol -1 , M n / M w is 1.36. The compound shown in No. 13 of the present invention, in a 250ml reaction bottle, add the compound shown in No. 1 (12.27mmol, 1.5g), saccharin (12.27mmol, 1.5g), and stir overnight at 60°C in tetrahydrofura...

Embodiment 2

[0082] In a 10 mL polymerization tube, add valerolactone (0.288 g, 2.88 mmol), benzyl alcohol (10 microliters, 0.096 mmol), and the compound shown in No. 14 (0.0375 g, 0.096 mmol), and stir magnetically at 90 ° C for 1 h . After the reaction, the obtained crude product was dissolved in a minimum amount of dichloromethane, and then added into a cold methanol solution, and a polymer was precipitated. Centrifugation obtained 0.21 g of white solid, which was transferred to a vacuum drying oven for drying. polymer structure through 1 H NMR with 13 C NMR identification, the molecular weight and dispersion of the polymer were determined by GPC. After determination, the transformation rate of polymer is 92.8%, and the number average molecular weight M n 2900g mol -1 , M n / M w is 1.21. The compound shown in No. 14 of the present invention, in a 250ml reaction bottle, add the compound shown in No. 2 (12.27mmol, 1.5g), saccharin (12.27mmol, 1.5g), and stir overnight at 60°C in t...

Embodiment 3

[0084]In a 10 mL polymerization tube, add caprolactone (0.328 g, 2.88 mmol), benzyl alcohol (10 microliters, 0.096 mmol), and the compound shown in No. 16 (0.038 g, 0.096 mmol), and stir magnetically at 100 ° C for 1 h . After the reaction, the obtained crude product was dissolved in a minimum amount of dichloromethane, and then added into a cold methanol solution, and a polymer was precipitated. Centrifugation obtained 0.23 g of white solid, which was transferred to a vacuum drying oven for drying. polymer structure through 1 H NMR with 13 C NMR identification, the molecular weight and dispersion of the polymer were determined by GPC. After determination, the transformation rate of polymer is 98.7%, and the number average molecular weight M n 3500g mol -1 ,M n / M w is 1.37. The compound shown in No. 16 of the present invention, in a 250ml reaction bottle, add the compound shown in No. 4 (12.27mmol, 1.5g), saccharin (12.27mmol, 1.5g), and stir overnight at 60°C in tetr...

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Abstract

The invention discloses a preparation method of polyester. The preparation method of the polyester belongs to the technical field of organocatalysis and high polymer materials. The preparation method comprises the steps of (1) preparing pyridine saccharin salt through adding pyridine and saccharin (1:1) in tetrahydrofuran at the temperature of 60 DEG C, and separating out from methyl alcohol and hexane;(2) separating a little pyridine out of the pyridine saccharin salt at a heating state, and jointly catalyzing cyclic lactone or carbonic ester ring opening polymerization to form a polyester, wherein no other compound residual exists in a system; (3) in the presence of an alcohol initiator, catalyzing cyclic lactone ring opening polymerization through the pyridine saccharin salt to obtain the polyester. The accurate polylactone can be efficiently synthesized through the catalytic system, and compared with a synthesized polymer containing a metal catalyst in the prior art, the polymer is widely applied, has no metal residue, is narrow in molecular weight distribution, has no chain transesterification reaction, and has a great business application potential in a biological medicine field and a microelectronic field.

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 polyester with pyridine saccharin salt. Background technique [0002] Bioengineering materials are an important branch of biomedicine. It is an interdisciplinary subject of medicine, biology and material chemistry. To be precise, it is "a non-living material that is used for medical purposes and used to contact tissues to form functions." Polylactic acid, polycaprolactone, polyvalerolactone and polycarbonate, as biodegradable and bioabsorbable polymer materials, are easy to blend with other polymer materials and can improve the degradability of polymer materials. As a fully degradable and environmentally friendly material derived from renewable resource crops, it has attracted widespread attention and research from people all over the world. [0003] There have been a lot of researches on the preparation methods ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C08G63/08C08G63/87
CPCC08G63/08C08G63/823C08G64/30C08G63/42
Inventor 郭凯魏福兰李振江朱慧陈思明高宇
Owner NANJING TECH UNIV
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