Functionalization of Micelles and Shell Cross-linked Nanoparticles Using Click Chemistry

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• 作者：Rachel K. O'Reilly ; Maisie J. Joralemon ; Karen L. Wooley ; and Craig J. Hawker
• 刊名：Chemistry of Materials
• 出版年：2005
• 出版时间：November 29, 2005
• 年：2005
• 卷：17
• 期：24
• 页码：5976 - 5988
• 全文大小：1036K
• 年卷期：v.17,no.24(November 29, 2005)
• ISSN：1520-5002

文摘

Shell cross-linked nanoparticles (SCKs) presenting Click-reactive functional groups in either thehydrophilic shell or the hydrophobic core region of block copolymer micelles in aqueous solution weresynthesized by two routes. The first route utilized amidation chemistry to functionalize poly(acrylic acid)within the micelle shell with either azido or alkynyl groups. The second route employed latent functionalityto introduce azido groups into the polystyrene core of the micelles. These Click-functionalized micelleswere then cross-linked in an intramicellar fashion via amidation reactions within the shell layer to affordthe SCKs bearing alkynyl groups in the shell or azido in the shell or core domains. The availability andreactivity of the functional groups in these nanoparticles toward Click chemistry was demonstrated byreaction with complementary Click-functionalized fluorescent dyes. The hydrodynamic diameters (D_h)of the micelles and nanoparticles were typically ca. 25 nm, as determined by dynamic light scattering.The dimensions of the nanoparticles were also characterized as deposited on substrates using tapping-mode atomic force microscopy to obtain the heights and transmission electron microscopy for measurementof the diameters. Studies by analytical ultracentrifugation sedimentation equilibrium equipped with UV-vis detection optics confirmed the covalent attachment of the fluorescent tags in the core or shell regionof the nanoparticles.