Silicone derivatives for contact lenses: functionalization, chemical characterization, and cell compatibility assessment.
Epoxy ring-opening functionalization of polymers at random sites along chains with various chemical groups has been demonstrated. The reaction is performed in an aqueous solution under mild conditions in order to minimize degradation of the macromolecular chains. Silicone lenses made of copolymers with epoxy side chains were functionalized with 4-hydroxybutyric acid, sodium salt. The carboxylated silicone derivatives were characterized by ESCA and radiotracers. A mean value of 30% reaction yield was concluded, based upon data from both methods; nevertheless, the latter can be improved up to 50% or more if the conditions of preparation of the epoxydized silicone lenses are optimized. Derivatized silicones were coated in the wells of culture plates to evaluate the cell compatibility of these new polymers with a fibroblast cell line (McCoy's). No cellular toxicity was observed.
Migonney
V
V
Laboratoire de Recherches sur les Macromolécules, CNRS URA 502, Institut Galilée, Université Paris-Nord, Villetaneuse.
Lacroix
M D
MD
Ratner
B D
BD
Jozefowicz
M
M
D001596:Benzylamines / Q000737:chemistry; D001672:Biocompatible Materials / Q000592:standards; D002455:Cell Division / Q000187:drug effects; D002460:Cell Line; D002478:Cells, Cultured; D003261:Contact Lenses / Q000592:standards*; D003432:Cross-Linking Reagents; D004355:Drug Stability; D004852:Epoxy Compounds; D005347:Fibroblasts / Q000166:cytology / Q000187:drug effects / Q000378:metabolism*; D011108:Polymers; D012828:Silicones / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D012978:Sodium Oxybate / Q000737:chemistry
D001596:Benzylamines; D001672:Biocompatible Materials; D003432:Cross-Linking Reagents; D004852:Epoxy Compounds; D011108:Polymers; D012828:Silicones; D012978:Sodium Oxybate; C030796:benzylamine