Well-defined cyclopropenone-masked dibenzocyclooctyne functionalized polymers from atom transfer radical polymerization

Well-defined cyclopropenone-masked dibenzocyclooctyne functionalized polymers from atom transfer radical polymerization
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DOI:
10.1016/j.polymer.2014.10.041
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发表时间:
2015-05
期刊:
影响因子:
4.6
通讯作者:
Peng Sun;Guowei Yan;Qingquan Tang;Yongming Chen;Ke Zhang
Peng Sun;Guowei Yan;Qingquan Tang;Yongming Chen;Ke Zhang
中科院分区:
化学2区
文献类型:
--
作者:
Peng Sun;Guowei Yan;Qingquan Tang;Yongming Chen;Ke Zhang

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合成了两种功能原子转移自由基聚合(ATRP)引发剂(I-2和I-3)。然后,基于这些新型引发剂,对三种主要的自由基聚合单体--丙烯酸酯、苯乙烯和甲基丙烯酸酯进行了ATRP研究。通过一个标准的ATRP协议,聚合行为显示了所有三种情况的活性特征,并且可以方便地生产相应的定义良好的环丙烯掩蔽二苯并环辛基末端或中间官能化聚合物。由于紫外光照射环丙烯掩蔽的二苯并环辛炔可以定量释放在菌种促进的叠氮-炔环加成生物正交点击反应中广泛使用的二苯并环辛炔,这些新型的ATRP引发剂和得到的规整聚合物在制备拓扑聚合物和生物合成聚合物共轭化合物等许多相关领域都将发挥重要作用。
Two functional atom transfer radical polymerization (ATRP) initiators (I-2andI-3) were developed bearing a cyclopropenone-masked dibenzocyclooctyne group. ATRP was then explored on three main kinds of monomers for radical polymerization including acrylates, styrenics, and methacrylates based on these novel initiators. By a standard ATRP protocol, the polymerization behavior demonstrated the living characteristics for all three cases and the corresponding well-defined cyclopropenone-masked dibenzocyclooctyne end or middle functionalized polymers were produced conveniently. Since UV irradiation of the cyclopropenone-masked dibenzocyclooctynes could quantitatively release the dibenzocyclooctynes widely used in strain promoted azide-alkyne cycloaddition bioorthogonal click reaction, these novel ATRP initiators and the resultant well-defined polymers should play an important role in the preparation of topological polymers and bio-synthetic polymer conjugates and many other related fields.