Binary colloidal hetero-coagulation for raspberry-like particles through azide–alkyne click reaction

Binary colloidal hetero-coagulation for raspberry-like particles through azide–alkyne click reaction
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DOI:
10.1016/j.colsurfa.2013.08.033
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发表时间:
2013-09
期刊:
Colloids and Surfaces A: Physicochemical and Engineering Aspects
影响因子:
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通讯作者:
B. Liu;Meijun Zhou;Hongli Liu;Xiaoman Wang;Xinlin Yang
B. Liu;Meijun Zhou;Hongli Liu;Xiaoman Wang;Xinlin Yang
中科院分区:
其他
文献类型:
--
作者:
B. Liu;Meijun Zhou;Hongli Liu;Xiaoman Wang;Xinlin Yang

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通过叠氮基和炔基之间的点击反应,采用二元胶体共凝聚法制备了具有覆盆子状结构的核冠状杂化粒子。以叠氮功能化的聚甲基丙烯酸乙二醇酯-甲基丙烯酸羟乙酯(P(EGDMA-co-HEMA))微球为核心,以炔基修饰的聚(N,N-亚甲基双丙烯酰胺-甲基丙烯酸)(P(MBA-co-MAA))微球为电晕。在这种方法中,P(EGDMA-co-HEMA)微球上的羟基通过与α-溴异丁酰溴的逐次酯化和随后的叠氮化钠的亲核取代来转化叠氮基。以dicyclohexylcarbodiimide/4-dimethylamiopryidine为脱水剂,通过羧基与丙叉胺的酰胺化反应,在P(mBMA-co-MAA)微球表面赋予了炔基。以CuBr/PMDETA为催化剂,通过惠氏1,3-偶极环加成反应,将叠氮基功能化P(EGDMA-co-HEMA)微球与炔基功能化P(MBA-co-MAA)微球进行点击反应,实现胶体共凝聚。通过将电晕馈送到核心微球上来调节电晕对核心微球的覆盖率。用透射电子显微镜、扫描电子显微镜和傅立叶变换红外光谱对聚合物微球和树莓状粒子进行了表征。
The core–corona hybrid particles with a raspberry-like structure were prepared by a binary colloidal hetero-coagulation through a click reaction between azide group and alkynyl group. The azide functionalized poly(ethylene glycol dimethacrylate-co-2-hydroxyethyl methacrylate) (P(EGDMA-co-HEMA)) microspheres behaved as the core and the alkynyl group modified poly(N,N-methylene diacrylamide-co-methacrylic acid) (P(MBA-co-MAA)) microspheres acted as the corona. In this approach, the azide groups were converted from the hydroxyl groups on P(EGDMA-co-HEMA) microspheres through the successive esterification with α-bromoisobutyryl bromide and the subsequent nucleophilic substitution with sodium azide. The alkynyl groups were endowed onto the P(MBA-co-MAA) microspheres through the amidation between the carboxyl groups and the propargylamine in the presence of dicyclohexylcarbodiimide/4-dimethylamiopryidine (DCC/DMAP) as the dehydrating reagents. The colloidal hetero-coagulation was performed through click reaction between the azide group functionalized P(EGDMA-co-HEMA) microspheres and alkynyl functionalized P(MBA-co-MAA) microspheres via Huisgen 1,3-dipolar cycloaddition with CuBr/PMDETA as catalyst. The coverage of the corona on the core microspheres was tuned through the feed of the corona to the core. The resultant polymer microspheres and raspberry like particles were characterized by transmission electron microscopy (TEM), scanning electron microscopy (SEM) and Fourier transform spectra (FT-IR).