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Photoinduced Crosslinking of Polymers Containing Pendant Hydroxyl Groups by Using Bisbenzodioxinones
Author(s) -
Kumbaraci Volkan,
Talinli Naciye,
Yagci Yusuf
Publication year - 2007
Publication title -
macromolecular rapid communications
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.348
H-Index - 154
eISSN - 1521-3927
pISSN - 1022-1336
DOI - 10.1002/marc.200600653
Subject(s) - polymer chemistry , bifunctional , copolymer , dichloromethane , polymer , chemistry , methyl methacrylate , methacrylate , irradiation , photochemistry , organic chemistry , catalysis , physics , solvent , nuclear physics
Abstract In the present study, it has been demonstrated that polymers containing pendant hydroxyl groups can undergo photoinduced crosslinking upon irradiation in the presence of bifunctional benzodioxinone. Irradiation of the copolymers of 2‐hydroxyethyl methacrylate (HEMA) and methyl methacrylate (MMA) in dichloromethane and THF solutions or in films containing bisbenzodioxinone, namely 5‐[9‐(4‐oxo‐2,2‐diphenyl‐4H‐benzo[d][1,3]dioxin‐5‐yloxy) nonyloxy]‐2,2‐diphenyl‐4H‐benzo[d][1,3]dioxin‐4‐one resulted in the formation of insoluble networks. Model studies using monofunctional napthodioxinone, namely 7‐hydroxy‐2,2‐diphenyl‐4H‐naphtho[2,3‐d][1,3]dioxin‐4‐one, revealed that crosslinking occurs via inter‐chain ester formation between photochemically generated keten intermediates and pendant hydroxyl groups.