SuFEx on the Surface: A Flexible Platform for Postpolymerization Modification of Polymer Brushes

Angewandte Chemie
Jeremy YatvinJason Locklin

Abstract

Polymer brushes present a unique architecture for tailoring surface functionalities due to their distinctive physicochemical properties. However, the polymerization chemistries used to grow brushes place limitations on the monomers that can be grown directly from the surface. Several forms of click chemistry have previously been used to modify polymer brushes by postpolymerization modification with high efficiency, however, it is usually difficult to include the unprotected moieties in the original monomer. We present the use of a new form of click chemistry known as SuFEx (sulfur(VI) fluoride exchange), which allows a silyl ether to be rapidly and quantitatively clicked to a polymer brush grown by free-radical polymerization containing native -SO2F groups with rapid pseudo-first-order rates as high as 0.04 s(-1). Furthermore, we demonstrate the use of SuFEx to facilely add a variety of other chemical functional groups to brush substrates that have highly useful and orthogonal reactivity, including alkynes, thiols, and dienes.

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Citations

Jun 10, 2016·Langmuir : the ACS Journal of Surfaces and Colloids·Karson DurieJason Locklin
Nov 3, 2016·Chemistry : a European Journal·Jeremy YatvinJason Locklin
Jan 25, 2017·Organic & Biomolecular Chemistry·Alessandro Dondoni, Alberto Marra
Jun 28, 2018·Chemistry : a European Journal·Digvijay GahtoryHan Zuilhof
Aug 17, 2018·Angewandte Chemie·Taha HmissaArsalan Mirjafari
Sep 27, 2018·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·James D RandallLuke C Henderson
Mar 8, 2019·Chemical Communications : Chem Comm·Andrew J KassickSaadyah Averick
Aug 1, 2019·Chemical Society Reviews·A S BarrowJ E Moses
Sep 6, 2019·Proceedings of the National Academy of Sciences of the United States of America·Qinheng ZhengK Barry Sharpless
Jun 5, 2020·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Shengjie LiuHong Chen
Jul 28, 2018·Journal of Materials Chemistry. B, Materials for Biology and Medicine·Yishi DongHong Chen
Jun 15, 2021·ACS Catalysis·Cayo LeeNicholas D Ball
Jul 11, 2021·Proceedings of the National Academy of Sciences of the United States of America·Jiong ZhangK Barry Sharpless
Sep 23, 2020·The Journal of Organic Chemistry·Zai-Wei ZhangHua-Li Qin
Aug 18, 2021·Nature Chemistry·Suhua LiK Barry Sharpless
Sep 14, 2017·Organic Letters·Cedrick VeryserWim M De Borggraeve
Feb 17, 2018·Journal of the American Chemical Society·Zilei LiuPeng Wu
Sep 20, 2018·ACS Applied Materials & Interfaces·Seungjae ParkEunsung Lee
Nov 11, 2021·Angewandte Chemie·Christopher J SmedleyJohn E Moses

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