Methacrylated calix[4]arene phosphonic acids as functionalized crosslinker for radical polymerization |
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Authors: | Bernd Garska Monir Tabatabai Urs Fischer Norbert Moszner Andreas Utterodt Helmut Ritter |
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Affiliation: | 1. Institut für Organische Chemie und Makromolekulare Chemie, Heinrich‐Heine‐Universit?t Düsseldorf, Universit?tsstra?e 1, 40225 Düsseldorf, Germany;2. Ivoclar Vivadent AG, Bendererstrasse 2, FL‐9494 Schaan, Principality of Liechtenstein;3. Heraeus Kulzer GmbH, Philipp‐Reis‐Stra?e 8, 61273 Wehrheim, Germany |
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Abstract: | We describe the synthesis of 5,11,17,23‐tetra‐tert‐butyl‐25,27‐dioxypropylphosphonic acid‐26,28‐dimethacryloyloxy‐calix [4]arene and 5,11,17,23‐tetra‐tert‐butyl‐25‐oxypropylphosphonic acid‐27‐hydroxy‐26,28‐dimethacryloyloxy‐calix[4]arene starting from para‐tert‐butyl‐calix[4]arene. The complete reaction was proved by matrix‐assisted laser desorption ionization time of flight mass spectrometry and nuclear magnetic resonance spectroscopy. The influence of these compounds on the kinetics of the radical polymerization of methyl methacrylate was shown by dilatometry. Furthermore, the adhesive properties of dental adhesives containing these calix[4]arene derivatives were investigated. Copyright © 2012 Society of Chemical Industry |
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Keywords: | adhesive properties calix[4]arene‐phosphonic acid crosslinker dental adhesive radical polymerization |
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