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Facile Preparation of Epoxide-Functionalized Surfaces via Photocurable Copolymer Coatings and Subsequent Immobilization of Iminodiacetic Acids

Year: 2018

Journal: ACS Appl. Mater. Interfaces, Volume 10, NOV 28, page 40871–40879

Authors: Lin, Zhuangsheng; Zhang, Yiren; Ober, Christopher K.; Goddard, Julie M.

Organizations: National Institute of Food and Agriculture, U.S. Department of Agriculture; Agriculture and Food Research Initiative [2015-67017-23119]; National Science Foundation [DMR-1719875]; Hatch [1014103]

Keywords: epoxide-functionalized surface; SET-LRP; photocurable copolymer; metal chelation; surface modification

Herein, we report a simple coat/cure preparation of epoxide-functionalized surfaces using a photocurable copolymer technology. The photocurable copolymer, poly(glycidyl methacrylate-co-butyl acrylate-co-4-benzoylphenyl methacrylate) (GBB), was synthesized by single electron transfer living radical polymerization (SET-LRP). The epoxide content in the copolymer was tuned by controlling the content of glycidyl methacrylate. Three copolymers, GBB(1), GBB(2), and GBB(3), with epoxide contents of 22, 63, and 91 mol %, respectively, were cast onto polypropylene films and photocured by UV-light exposure. Subsequently, iminodiacetic acids (IDA) were immobilized onto the GBB-coated materials via a ring-opening reaction. The IDA-functionalized coatings GBB(1) IDA, GBB(2)-IDA, and GBB(3)-IDA presented IDA contents of 1.47 +/- 0.08, 18.67 +/- 1.46, and 49.05 +/- 2.88 nmol/cm(2), respectively, which increased as the epoxide content increased. The IDA-functionalized GBB coatings exhibited metal chelating capability toward transition metal ions (e.g., iron and copper). The reported photocurable copolymer technology offers a facile and tunable preparation of epoxide-functionalized surfaces, with potential extended applications in biopatterning, active packaging, and nanotechnology.