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Method for synthesizing polysalicylate through ring-opening polymerization

A salicylate, ring-opening polymerization technology, applied in the field of polyester synthesis, can solve the problems of poor controllability, low reaction efficiency, high production cost of melt polycondensation, and achieve the effect of narrow molecular weight distribution and high reaction efficiency

Active Publication Date: 2021-04-23
BEIJING UNIV OF CHEM TECH
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, the production cost of melt polycondensation is high, the reaction efficiency is low and the controllability is poor

Method used

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  • Method for synthesizing polysalicylate through ring-opening polymerization
  • Method for synthesizing polysalicylate through ring-opening polymerization
  • Method for synthesizing polysalicylate through ring-opening polymerization

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0026] Add the salicylic acid solution dropwise to the triphosgene solution at low temperature, after a period of reaction, add the triethylamine solution dropwise, and take it out to normal temperature. After the reaction was completed, it was filtered with suction and concentrated to obtain a crude product. The crude product was recrystallized to obtain salicylic acid cyclic anhydride (SA-OCA) monomer in white crystals.

Embodiment 2

[0028] Add 50 equivalents of SA-OCA monomer and 1 ml of tetrahydrofuran to the reaction tube, stir for 10 minutes, add 1 equivalent of DBU, 1 equivalent of benzyl alcohol, and react at room temperature. After 5 minutes, the conversion rate reaches 95% or more, then stop After reaction, a white polymer was obtained by precipitation. Gel permeation chromatography (GPC) result shows that gained polymer molecular weight M n =4.52KDa, molecular weight distribution

Embodiment 3

[0030] Add 50 equivalents of SA-OCA monomer and 1 ml of tetrahydrofuran to the reaction tube, stir for 10 minutes, add 1 equivalent of DBN, 1 equivalent of benzyl alcohol, and react at room temperature. After 5 minutes, the conversion rate reaches more than 95% and then stop After reaction, a white polymer was obtained by precipitation. Gel permeation chromatography (GPC) result shows that gained polymer molecular weight M n =2.54KDa, molecular weight distribution

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Abstract

The invention discloses a method for synthesizing polysalicylate through ring-opening polymerization, and belongs to the technical field of polyester synthesis. At present, a main way for synthesizing polysalicylate is melt polycondensation, but the way is low in efficiency, high in cost and poor in controllability. According to the invention, salicylic acid is used as a raw material, an organic catalytic system is used for catalyzing controllable ring-opening polymerization of anhydride monomers in salicylic acid rings at room temperature, and cyclic and linear polysalicylate is synthesized. The method has the characteristics of simplicity and convenience in operation, low cost, controllable process, high reaction efficiency and the like, and provides a new way for synthesizing the polysalicylate material.

Description

technical field [0001] The invention belongs to the field of polyester synthesis and discloses a new method for synthesizing polysalicylate through ring-opening polymerization. Specifically, it relates to a method for using an organic catalyst system to catalyze the controlled ring-opening polymerization of salicylic acid internal acid anhydride monomers to synthesize polysalicylate materials. Background technique [0002] [0003] Salicylic acid (2-hydroxybenzoic acid) is a naturally extractable phenolic acid, mainly found in willow leaves and willow bark in nature. effect. Similar to other small molecule drugs, salicylic acid has a short half-life (about 2 hours) in the body, which limits the use of salicylic acid as a drug in the body. Generally, the effective dose of the drug is maintained by taking multiple administrations, but this will bring certain side effects. The most important solution at present is to use small molecule salicylic acid as a repeating unit t...

Claims

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Application Information

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IPC IPC(8): C08G63/06C08G63/87C08G63/83C08G63/84
CPCC08G63/065C08G63/87C08G63/823
Inventor 杨晶韩松
Owner BEIJING UNIV OF CHEM TECH
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