高等学校化学学报

高等学校化学学报

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ATRP与点击化学相结合制备环状聚甲基丙烯酸甲酯

李娟1, 段明2, 方申文2, 张烈辉2   

    1. 西华师范大学化学化工学院, 南充 637002;
    2. 西南石油大学油气藏地质及开发工程国家重点实验室, 成都 610500
  • 收稿日期:2007-01-18 修回日期:1900-01-01 出版日期:2007-06-10 发布日期:2007-06-10
  • 通讯作者: 段明

Synthesis of Cyclo-PMMA via Click Chemistry Combined with ATRP

LI Juan1, DUAN Ming2*, FANG Shen-Wen2, ZHANG Lie-Hui2   

    1. College of Chemistry and Chemical Engineering, China West Normal University, Nanchong 637002, China;
    2. State Key Laboratory of Oil and Gas Reservoir Geology and Exploitation, Southwest Petroleum University, Chengdu 610500, China
  • Received:2007-01-18 Revised:1900-01-01 Online:2007-06-10 Published:2007-06-10
  • Contact: DUAN Ming

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被引次数

19

摘要： 利用原子转移自由基聚合(ATRP)与点击反应相结合制备环状聚合物. 根据ATRP原理, 用含端炔的有机卤化物作为引发剂时, 产物的一端为炔基, 另一端则为卤素原子, 而卤素原子本身可作为叠氮化物的原料, 从而可利用点击反应使聚合物成环.

关键词: 原子转移自由基聚合(ATRP), 点击化学, 环状聚甲基丙烯酸甲酯制备

Abstract: An efficient route to macrocyclic polymers via “click” cyclization was presented. The α-bromine and ω-alkyne PMMA were prepared using the standard ATRP technique, initiated with propargyl 2-bromoisobutyrate, Cu(Ⅰ)Br and N,N,N',N",N"'-pentamethyldiethylenetriamine (PMDETA). Azidation of the terminal bromine was followed in DMF with sodium azide, and α-azide, ω-alkyne PMMA precursor was obtained. Then the “click” cylcization of precursor between terminal azide and alkyne was carried out under the catalysis of CuBr/PMDETA, during the course of the reaction, a pseudo-high dilution technique was utilized to ensure the favored intramolecular cylcization. The nearly complete cylcization has been confirmed by a combination of IR, 1H NMR and GPC analysis, and cyclo- PMMA with an Mn of 15000, PDI of 1.38 was obtained.

Key words: Atomic transfer radical polymerization(ATRP), Click chemistry, Synthesis of cyclo-PMMA

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