Photo-induced functionalization of spherical and planar surfaces via caged thioaldehyde end-functional polymers

Kaupp, M., Quick, A. S., Rodriguez-Emmenegger, C., Welle, A., Trouillet, V., Pop-Georgievski, O., Wegener, M., & Barner-Kowollik, C. (2014) Photo-induced functionalization of spherical and planar surfaces via caged thioaldehyde end-functional polymers. Advanced Functional Materials.

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Abstract

The synthesis and application of a novel reversible addition-fragmentation chain transfer (RAFT) agent carrying a photocaged thioaldehyde moiety is described (λmax = 355 nm). RAFT polymerization of styrene, dimethylacrylamide and a glycomonomer is evidenced (3600 g mol-1 ≤ Mn ≤ 15 000 g mol-1; 1.07 ≤ D{stroke} ≤ 1.20) with excellent end-group fidelity. The photogenerated thioaldehyde on the chain ends can undergo hetero Diels-Alder reactions with dienes as well as reactions with nucleophiles. The terminal photoreactive polymers are photografted to porous diene-reactive polymeric microspheres. The grafted particles are in-depth characterized via scanning electron microscopy, elemental analysis, X-ray photoelectron spectroscopy, and high resolution FT-IR microscopy, leading to a qualitative as well as quantitative image of the core-shell objects. Grafting densities up to 0.10 molecules nm-2 are reached. The versatility of the thioaldehyde ligation is evidenced by spatially resolved grafting of polystyrene onto nucleophilic groups present in poly (dopamine) (PDA)-coated glass slides and silicon wafers via two-photon direct laser writing (DLW) imaged by ToF-SIMS. The combination of thioaldehyde ligation, RAFT polymerization, and DLW allows for the spatially resolved grafting of a vast range of polymers onto various substrates in any desired pattern with sub-micrometer resolution. © 2014 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

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1 citations in Scopus
12 citations in Web of Science®
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ID Code: 99391
Item Type: Journal Article
Refereed: Yes
Additional Information: Export Date: 5 September 2016
Article in Press
Correspondence Address: Barner-Kowollik, C.; Preparative Macromolecular Chemistry Institut für Technische Chemie und Polymerchemie Karlsruheemail: christopher.barner-kowollik@kit.edu
Keywords: Glycopolymers, Porous materials, RAFT polymerization, Reversible addition fragmentation chain transfer polymerization, Spatially resolved surface patterning, Surface modification
DOI: 10.1002/adfm.201400609
ISSN: 1616301X
Divisions: Current > Schools > School of Chemistry, Physics & Mechanical Engineering
Current > Institutes > Institute for Future Environments
Current > QUT Faculties and Divisions > Science & Engineering Faculty
Deposited On: 22 Sep 2016 04:50
Last Modified: 27 Sep 2016 04:00

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