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Bisphosphonic Acid‐Functionalized Water‐Soluble Photoinitiators
Author(s) -
Eren Tugce Nur,
Lalevée Jacques,
Avci Duygu
Publication year - 2019
Publication title -
macromolecular chemistry and physics
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.57
H-Index - 112
eISSN - 1521-3935
pISSN - 1022-1352
DOI - 10.1002/macp.201900268
Subject(s) - photopolymer , photoinitiator , thioxanthone , benzophenone , photochemistry , chemistry , polymer chemistry , ethylene glycol , polymerization , hexafluorophosphate , polymer , organic chemistry , monomer , catalysis , ionic liquid
Abstract The first bisphosphonic acid‐functionalized benzophenone (BP) and thioxanthone (TX) photoinitiators (PIs), BPBP and TXBP, are synthesized as a new class of water‐soluble PIs for free radical polymerization. BPBP shows excellent solubility (28 g L −1 ) in water at ambient temperature, compared to TXBP (0.05 g L −1 ) and also the commercial PI Irgacure 2959 (5 g L −1 ). BPBP and TXBP show UV–vis absorption at ≈260 (ε = 12912) and 405 (ε = 3314) nm in water. Photopolymerization results demonstrate that they can successfully initiate the photopolymerization of poly(ethylene glycol) diacrylate ( M n = 250 D) in the presence of bis‐(4‐ tert ‐butylphenyl)‐iodonium hexafluorophosphate (Iod). The photochemical mechanisms are investigated by electron‐spin resonance‐spin trapping, fluorescence, and steady‐state photolysis techniques.