Post-polymerization modification via the Biginelli reaction to prepare water-soluble polymer adhesives
Post-polymerization modification via the Biginelli reaction to prepare water-soluble polymer adhesives
复制标题
Biginelli反应后聚合改性制备水溶性聚合物粘合剂
DOI：
10.1039/c7py01163f
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发表时间：
2017
影响因子：
4.6
通讯作者：
Tao Lei
中科院分区：
文献类型：
--
作者：
Wang Zilin;Yu Ying;Li Yongsan;Yang Lei;Zhao Yuan;Liu Guoqiang;Wei Yen;Wang Xing;Tao Lei
聚合后改性（PPM）是通过有效的有机反应在聚合物前体上引入功能基团来制备新型功能聚合物的一种方法。大多数修饰反应仅作为偶联工具进行研究，而忽略了修饰反应所带来的独特功能。本文采用含β-酮基酯的商品化单体制备水溶性共聚物前体，并利用三组分Biginelli反应作为侧链改性途径制备了一系列新型聚合物。Biginelli连接基除了具有优异的改性性能（反应速度快，改性率可达100%以上）外，还具有新的粘接功能。结果，当通过Biginelli反应引入其他粘合剂官能团时，可以实现与商业胶水相当的水溶性聚合物粘合剂（在黄铜基材上为1.775MPa）。此外，含有苯基硼酸基团的共聚物不仅是不同类型的基材（金属，塑料，骨）上的有效粘合剂，而且在体内测试中是安全的，表明这种聚合物在生物相关领域的潜在应用。这些结果表明，通过新生成的功能键引入功能基团可以简单地通过多组分反应实现，为通过PPM策略制备功能聚合物开辟了一条新的途径。
Post-polymerization modification (PPM) has been widely applied to achieve new functional polymers by introducing functional groups to polymer precursors via efficient organic reactions. Most modification reactions were only studied as the coupling tools, and the unique functions stemming from the modification reactions were usually neglected. Here, a commercial monomer containing a β-keto-ester was used to prepare a water soluble copolymer precursor, and the tri-component Biginelli reaction has been utilized as the side chain modification approach to prepare a series of new polymers. Besides giving outstanding modification performance (rapid reaction rate, ∼100% modification yield), the Biginelli linking group also possesses the new function of adhesion. As a result, when other adhesive functional groups were introduced through the Biginelli reaction, water soluble polymer adhesives comparable to commercial glues could be realized (∼7.55 MPa on a brass substrate). Moreover, the copolymer containing a phenylboronic acid group is not only an effective adhesive on different types of substrates (metal, plastic, bone), but also safe in the in vivo test, indicating the potential application of this polymer in bio-related fields. All these results suggested that the introduction of functional groups through a newly generated functional linkage can be simply realized by some multicomponent reactions, opening a new way to prepare functional polymers through the PPM strategy.