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Biomimetics 2017, 2(4), 22; doi:10.3390/biomimetics2040022

Copolymerization of a Catechol and a Diamine as a Versatile Polydopamine-Like Platform for Surface Functionalization: The Case of a Hydrophobic Coating

Catalan Institute of Nanoscience and Nanotechnology (ICN2), CSIC and BIST, Campus UAB, Bellaterra, 08193 Barcelona, Spain
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Academic Editor: Josep Samitier
Received: 6 October 2017 / Revised: 2 November 2017 / Accepted: 7 November 2017 / Published: 13 November 2017
(This article belongs to the Special Issue Bioinspired Catechol-based Systems: Chemistry and Applications)
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Abstract

The covalent functionalization of surfaces with molecules capable of providing new properties to the treated substrate, such as hydrophobicity or bioactivity, has been attracting a lot of interest in the last decades. For achieving this goal, the generation of a universally functionalizable primer coating in one-pot reaction and under relatively mild conditions is especially attractive due to its potential versatility and ease of application. The aim of the present work is to obtain such a functionalizable coating by a cross-linking reaction between pyrocatechol and hexamethylenediamine (HDMA) under oxidizing conditions. For demonstrating the efficacy of this approach, different substrates (glass, gold, silicon, and fabric) have been coated and later functionalized with two different alkylated species (1-hexadecanamine and stearoyl chloride). The success of their attachment has been demonstrated by evaluating the hydrophobicity conferred to the surface by contact angle measurements. Interestingly, these results, together with its chemical characterization by means of X-ray photoelectron spectroscopy (XPS) and Fourier-transform infrared spectroscopy (FT-IR), have proven that the reactivity of the primer coating towards the functionalizing agent can be tuned in function of its generation time. View Full-Text
Keywords: catechol; coating; surface modification; hydrophobicity; cross-linking; polydopamine; surface functionalization catechol; coating; surface modification; hydrophobicity; cross-linking; polydopamine; surface functionalization
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. (CC BY 4.0).

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MDPI and ACS Style

Suárez-García, S.; Sedó, J.; Saiz-Poseu, J.; Ruiz-Molina, D. Copolymerization of a Catechol and a Diamine as a Versatile Polydopamine-Like Platform for Surface Functionalization: The Case of a Hydrophobic Coating. Biomimetics 2017, 2, 22.

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