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Method for preparing polylactone through ring-opening polymerization

A technology of ring-opening polymerization and polylactone is applied in the field of organic sulfonic acid catalyzing lactone to prepare polylactone, and achieves the effects of low dispersion, mild reaction conditions and high conversion rate

Inactive Publication Date: 2016-03-16
NANJING UNIV OF TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

In the current report, there is no 2.4-dinitrobenzenesulfonic acid as an organic acid to catalyze the ring-opening polymerization of valerolactone

Method used

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

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0023] In a 10mL single-necked bottle, add δ-valerolactone (0.181ml, 2mmol), acetonitrile 2mL, 2.4-dinitrobenzenesulfonic acid (0.0124g, 0.05mmol), benzyl alcohol (5.2ul, 0.05mmol), monomer The concentration was 1 mol / L, and mechanically stirred at 25°C for 8 hours. After the reaction was over, the reaction was terminated. The reaction solution was rotary evaporated, and 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. Centrifuge to obtain a white solid, which is transferred to a vacuum oven for drying. The conversion rate was 53.1%. The final polymer obtained by 1 HNMR identification, molecular weight and dispersion properties of the polymer were determined by size exclusion chromatography.

Embodiment 2

[0025] In a 10mL single-necked bottle, add δ-valerolactone (0.181ml, 2mmol), acetonitrile 1mL, 2.4-dinitrobenzenesulfonic acid (0.0124g, 0.05mmol), benzyl alcohol (5.2ul, 0.05mmol), monomer The concentration was 2 mol / L, and mechanically stirred for 10 hours at 25°C. After the reaction was over, the reaction was terminated. The reaction solution was rotary evaporated, and 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. Centrifuge to obtain a white solid, which is transferred to a vacuum oven for drying. The conversion rate was 72.9%. The final polymer obtained by 1 HNMR identification, molecular weight and dispersion properties of the polymer were determined by size exclusion chromatography.

Embodiment 3

[0027] In a 10mL single-necked bottle, add δ-valerolactone (0.181ml, 2mmol), acetonitrile 0.67mL, 2.4-dinitrobenzenesulfonic acid (0.0124g, 0.05mmol), benzyl alcohol (5.2ul, 0.05mmol), single The volume concentration was 3 mol / L, and mechanically stirred for 10 hours at 25°C. After the reaction was over, the reaction was terminated. The reaction solution was rotary evaporated, and 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. Centrifuge to obtain a white solid, which is transferred to a vacuum oven for drying. The conversion rate was 85.3%. The final polymer obtained by 1 HNMR identification, molecular weight and dispersion properties of the polymer were determined by size exclusion chromatography.

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PUM

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Abstract

The invention discloses a method for preparing polylactone through ring-opening polymerization and belongs to the high-molecular material synthesis field. The preparation method is as follows: in presence of an organic sulfonic acid catalyst in an organic solvent, lactone is employed as reaction monomers, a reaction is carried out with organic alcohol as an initiator, the monomers are subjected to ring-opening polymerization, and polylactone prepared. The organic sulfonic acid is 2,4-Dinitrobenzenesulfonic acid. The polylactone prepared through catalysis of organic sulfonic acid has no metal residues, restriction of medical material aspect applications is avoided, and the high-efficiency polymerization reaction without high temperature shows green low energy consumption.

Description

technical field [0001] The invention belongs to the technical field of polymer material synthesis, and refers to a method for preparing polylactone by catalyzing lactone with organic sulfonic acid. Background technique [0002] Polylactone is a kind of biocompatible and biodegradable material. It is a kind of polymer with good mechanical properties. It is widely used in food packaging, plastic film and other fields. Polylactone can also be prepared by some synthetic methods. Polymers with different functional group terminals have been widely used in drug carriers, tissue engineering materials, medical sutures, and medical screws. Therefore, polylactone has always been a hot spot for chemists and researchers as bio-alternative materials. [0003] Can obtain the method for polylactone at present, mainly is to prepare by metal catalyst, as CN102834172A, these unavoidably have metal residue, thereby limit the scope of use of polymkeric substance; Or react in higher reaction con...

Claims

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Application Information

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IPC IPC(8): C08G63/08C08G63/87
CPCC08G63/08C08G63/87
Inventor 郭凯王慧颖李振江智绪潘先福赵成旭陈诚
Owner NANJING UNIV OF TECH
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