Polymer Functional Nanodiamonds by Light-Induced Ligation

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• 作者：Kilian N. R. Wuest ; Vanessa Trouillet ; Anja S. Goldmann ; Martina H. Stenzel ; Christopher Barner-Kowollik
• 刊名：Macromolecules
• 出版年：2016
• 出版时间：March 8, 2016
• 年：2016
• 卷：49
• 期：5
• 页码：1712-1721
• 全文大小：593K
• ISSN：1520-5835

文摘

A light-triggered strategy to functionalize nanodiamonds (NDs) with well-defined functional polymers is presented. The employed grafting approach is based on o-methylbenzaldehydes, which upon UV irradiation form o-quinodimethanes that undergo Diels–Alder reactions with dienophiles. A series of well-defined maleimide end-group functional polymers, i.e., poly(styrene) (M_n = 5800 g mol^–1; Đ = 1.2), poly(N-isopropylacrylamide) (M_n = 5800 g mol^–1, Đ = 1.2), and poly(2-(2′,3′,4′,6′-tetra-O-acetyl-α-d-mannosyloxy)ethyl methacrylate) (M_n = 24 300, 39 000, and 58 800 g mol^–1, Đ ≤ 1.3), were prepared via reversible addition–fragmentation chain transfer (RAFT) polymerization of protected maleimide functional RAFT agents. After deprotection of the furan-protected maleimide end groups, the polymers were photografted to o-methylbenzaldehyde functional NDs and characterized in detail via infrared (IR) spectroscopy, X-ray photoelectron spectroscopy (XPS), and thermogravimetric analysis (TGA). The grafting density decreases with increasing polymer chain length (6.9–3.8 μmol g^–1). Moreover, the binding of the glycopolymer functional NDs to the lectin Concanavalin A was demonstrated with a turbidity assay.