Title: Photografting of perfluoroalkanes onto polyethylene surfaces via azide/nitrene chemistry
Authors : Siegmann, Konstantin
Inauen, Jan
Villamaina, Diego
Winkler, Martin
Published in : Applied Surface Science
Volume(Issue) : 396
Pages : 672
Pages to: 680
Issue Date: Feb-2017
License (according to publishing contract) : Licence according to publishing contract
Type of review: Peer review (Publication)
Language : English
Subjects : Nitrene; Azide; Insertion; Polyethylene; Photografting; Perfluorinated compounds
Subject (DDC) : 660: Chemical engineering
Abstract: The purpose of this study is to render polyethylene surfaces strongly and permanently hydrophobic. Polyethylene is a common plastic and, because of its inertness, difficult to graft. We chose polyethylene as example because of its ubiquity and model character. As graft chains linear perfluoroalkyl residues (−C4F9, −C6F13, −C8F17 and −C10F21) were chosen, and photografting was selected as grafting method. Photolytically generated nitrenes can insert into carbon–hydrogen bonds and are therefore suited for binding to polyethylene. Hydrophobic photo reactive surface modifiers based on azide/nitrene chemistry are designed, synthesized in high yield and characterized. Four new molecules are described. Water contact angles exceeding 110° were achieved on grafted polyethylene. One problem is to demonstrate that the photografted surface modifiers are bound covalently to the polyethylene. Abrasion tests show that all new molecules, when photografted to polyethylene, have a higher abrasion resistance than a polyethylene surface coated with a long-chain perfluoroalkane. Relative abrasion resitances of 1.4, 2.0, 2.1 and 2.5 compared to the fluoroalkane coating were obtained for the four compounds. An abrasion model using ice is developed. Although all four compounds have the same λmax of 266 nm in acetonitrile solution, their molar extincition coefficients increase from 1.6·104 to 2.2·104 with increasing length of the fluorotelomer chain. Exitonic coupling of the chromophores of the surface modifiers is observed for specific molecules in the neat state. A linear correlation of water contact angle with fluorine surface content, as measured by photoelectron spectroscopy, in grafted polyethylene surfaces is established.
Departement: School of Engineering
Organisational Unit: Institute of Materials and Process Engineering (IMPE)
Publication type: Article in scientific Journal
DOI : 10.1016/j.apsusc.2016.11.007
ISSN: 0169-4332
URI: https://digitalcollection.zhaw.ch/handle/11475/8964
Appears in Collections:Publikationen School of Engineering

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