title: Photoreactive polymer brushes for high-density patterned surface derivatization using a Diels-Alder photoclick reaction.
abstract: Reactive polymer brushes grown on silicon oxide surfaces were derivatized with photoreactive 3-(hydroxymethyl)naphthalene-2-ol (NQMP) moieties. Upon 300 or 350 nm irradiation, NQMP efficiently produces o-naphthoquinone methide (oNQM), which in turn undergoes very rapid Diels-Alder addition to vinyl ether groups attached to a substrate, resulting in the covalent immobilization of the latter. Any unreacted oNQM groups rapidly add water to regenerate NQMP. High-resolution surface patterning is achieved by irradiating NQMP-derivatized surfaces using photolithographic methods. The Diels-Alder photoclick reaction is orthogonal to azide-alkyne click chemistry, enabling sequential photoclick/azide-click derivatizations to generate complex surface functionalities.
authors.affiliation: Department of Chemistry and the Center for Nanoscale Science and Engineering, University of Georgia, Athens, Georgia 30602, USA.
authors.forename: Selvanathan
authors.initials: S
authors.lastname: Arumugam
authors.forename: Sara V
authors.initials: SV
authors.lastname: Orski
authors.forename: Jason
authors.initials: J
authors.lastname: Locklin
authors.forename: Vladimir V
authors.initials: VV
authors.lastname: Popik
mesh_terms: D057930:Click Chemistry; D004952:Esters; D008027:Light; D009281:Naphthalenes / Q000737:chemistry; D055668:Photochemical Processes; D011108:Polymers / Q000737:chemistry*; D013499:Surface Properties
chemical_list: D004952:Esters; D009281:Naphthalenes; D011108:Polymers; C031721:naphthalene