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Photoclickable surfaces for profluorescent covalent polymer coatings

Dietrich, Mathias, Delaittre, Guillaume, Blinco, James P., Inglis, Andrew J., Bruns, Michael, & Barner-Kowollik, Christopher (2012) Photoclickable surfaces for profluorescent covalent polymer coatings. Advanced Functional Materials, 22(2), pp. 304-312.

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Abstract

The nitrile imine-mediated tetrazole-ene cycloaddition reaction (NITEC) is introduced as a powerful and versatile conjugation tool to covalently ligate macromolecules onto variable (bio)surfaces. The NITEC approach is initiated by UV irradiation and proceeds rapidly at ambient temperature yielding a highly fluorescent linkage. Initially, the formation of block copolymers by the NITEC methodology is studied to evidence its efficacy as a macromolecular conjugation tool. The grafting of polymers onto inorganic (silicon) and bioorganic (cellulose) surfaces is subsequently carried out employing the optimized reaction conditions obtained from the macromolecular ligation experiments and evidenced by surface characterization techniques, including X-ray photoelectron spectroscopy and FT-IR microscopy. In addition, the patterned immobilization of variable polymer chains onto profluorescent cellulose is achieved through a simple masking process during the irradiation. Photoinduced nitrile imine-alkene 1,3-dipolar cycloaddition (NITEC) is employed to covalently bind well-defined polymers onto silicon oxide or cellulose. A diaryl tetrazole-functionalized molecule is grafted via silanization or amidification, respectively. Under UV light, a reactive nitrile imine rapidly forms and reacts with maleimide-functionalized polymers yielding a fluorescent linkage. Via a masking method, polymeric fluorescent patterns are achieved.

Impact and interest:

24 citations in Scopus
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25 citations in Web of Science®

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227 since deposited on 21 Jun 2012
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ID Code: 51004
Item Type: Journal Article
Keywords: cellulose, grafting, photochemistry, surface patterning, X-ray photoelectron spectroscopy, 1 , 3-Dipolarcycloaddition, Amidification, Cycloaddition reaction, Optimized reaction conditions, Photo-induced, Polymer chains, Polymer Coating, Silanizations, Surface characterization, UV irradiation, Block copolymers, Cyanides, Cycloaddition, Fluorescence, Grafting (chemical), Irradiation, Macromolecules, Olefins, Photochemical reactions, Photons, Silicon compounds, Silicon oxides, X ray photoelectron spectroscopy, Functional polymers
DOI: 10.1002/adfm.201102068
ISSN: 1616-301X
Subjects: Australian and New Zealand Standard Research Classification > ENGINEERING (090000)
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Copyright Owner: Copyright 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Deposited On: 21 Jun 2012 14:16
Last Modified: 21 Jun 2012 15:06

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