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基于点击化学反应的聚乙二醇壳聚糖接枝共聚物的合成及其表征

Synthesis and characterization of graft chitosan-mPEG copolymers by “click chemistry” reaction

  • 摘要: 聚乙二醇壳聚糖接枝共聚物在合成上存在过量的聚乙二醇难以后处理的困难,利用点击化学反应能够简单有效的解决这个问题。以天然的壳聚糖为原料,首次通过溴丙炔的卤代反应在其2-NH2上引入炔基得到炔基化壳聚糖,再通过点击化学反应(一价铜催化的叠氮基与端基炔的1,3-环极化反应)将叠氮化单甲氧基聚乙二醇与炔基化壳聚糖合成为一系列聚乙二醇壳聚糖接枝共聚物。通过1H NMR、FT-IR对其结构进行表征,通过差示扫描量热法(DSC)及热重分析(TG)对其物理性质进行表征。共聚物结构经1H NMR、FT-IR确证正确。通过1H NMR测定共聚物中聚乙二醇取代度约11%,DSC证明共聚物的结晶度降低,TG证明共聚物的热稳定性提高,该类共聚物有望作为药物载体材料。

     

    Abstract: The “click chemistry” reaction was used to solve the problem to remove excess PEG from graft chitosan-mPEG copolymers for synthesis.A series of graft chitosan-mPEG copolymers were first synthesized via “click chemistry” reaction between azido-end monomethoxypolyethylene glycol and alkynyl chitosans that were synthesized by N-alkylation of chitosans with propargyl bromide.The chemical structures of the copolymers were characterized by 1H NMR and FT-IR and their physical properties were measured by differential scanning calorimetry(DSC) and thermogravimetric analysis(TG).The graft rate of PEG in copolymers was determined to be about 11% with 1H NMR.The DSC analyses showed that the crystallinity of the copolymers decreased. The TG analyses proved that the thermal stability of the copolymers increased. The graft chitosan-mPEG copolymers may be used as drug carriers.

     

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