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Methacrylated Calix[6]arenes as Low Shrinking Additives for Dental Restorative Composites
Author(s) -
Moszner Norbert,
Angermann Jörg,
Fischer Urs,
Gianasmidis Alexandros,
Tabatabai Monir,
Ritter Helmut,
Utterodt Andreas
Publication year - 2011
Publication title -
macromolecular materials and engineering
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.913
H-Index - 96
eISSN - 1439-2054
pISSN - 1438-7492
DOI - 10.1002/mame.201100021
Subject(s) - materials science , polymerization , monomer , methacrylate , shrinkage , polymer chemistry , composite material , methacrylic acid , solubility , succinic anhydride , polymer , organic chemistry , chemistry
p‐ tert ‐Butylcalix[6]arene was acylated with different carboxylic acid anhydrides to improve their solubility in dimethacrylate cross‐linkers. An esterification of p‐ tert ‐butylcalix[6]arene 1 with octanoic anhydride followed by methacrylation of the residual hydroxy groups with methacrylic anhydride resulted mainly in the formation of a pentaoctanoatemonomethacrylate 2a . In the radical polymerization of methyl methacrylate the inhibition effect of residual hydroxy groups in 2a was evaluated. Dimethacrylate containing composites based on a monomer matrix of cross‐linking dimethacrylates and 0–30 wt.% of 2a were prepared. The addition of 2a resulted in a significant decrease of the polymerization shrinkage, whereas the modulus of elasticity of the visible light cured composites was not affected.