title: Thermotriggered Catalyst-Free Modification of a Glass Surface with an Orthogonal Agent Possessing Nitrile N-Oxide and Masked Ketene Functions.
abstract: The thermotriggered modification of surfaces was performed under catalyst-free conditions using an orthogonal agent possessing both nitrile N-oxide and Meldrum's acid moieties. The nitrile N-oxide moiety of the orthogonal agent successfully underwent catalyst-free 1,3-dipolar cycloaddition to unsaturated bonds of glass surfaces to produce Meldrum's acid-functionalized surfaces. The subsequent thermal decomposition of Meldrum's acid moiety in the presence of nucleophiles afforded versatile nucleophile-modified surfaces (e.g., wet, waterproof, and photoactive surfaces). Surface characteristics were investigated with the water contact angle, time-of-flight secondary ion mass spectrometry (TOF-SIMS), and X-ray photoelectron spectroscopy (XPS). In addition, the surface modification of silica nanoparticles using the orthogonal agent was also achieved to evaluate the density of the functional group concentration on the surface.
authors.affiliation: Department of Organic and Polymeric Materials, Tokyo Institute of Technology , 2-12-1 (H-126), Ookayama, Meguro, Tokyo 152-8552, Japan.
authors.forename: Sumitra
authors.initials: S
authors.lastname: Cheawchan
authors.affiliation: Department of Organic and Polymeric Materials, Tokyo Institute of Technology , 2-12-1 (H-126), Ookayama, Meguro, Tokyo 152-8552, Japan.
authors.forename: Satoshi
authors.initials: S
authors.lastname: Uchida
authors.affiliation: Department of Organic and Polymeric Materials, Tokyo Institute of Technology , 2-12-1 (H-126), Ookayama, Meguro, Tokyo 152-8552, Japan.
authors.forename: Hiromitsu
authors.initials: H
authors.lastname: Sogawa
authors.affiliation: Institute for Catalysis, Hokkaido University , N21 (W10), Kita-ku, Sapporo 001-0021, Japan.
authors.forename: Yasuhito
authors.initials: Y
authors.lastname: Koyama
authors.affiliation: Department of Organic and Polymeric Materials, Tokyo Institute of Technology , 2-12-1 (H-126), Ookayama, Meguro, Tokyo 152-8552, Japan.
authors.forename: Toshikazu
authors.initials: T
authors.lastname: Takata