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Naphthodioxinone-1,3-benzodioxole as photochemically masked one-component type II photoinitiator for free radical polymerization

Kumbaraci, Volkan ; Aydogan, Binnur ; Talinli, Naciye ; Yagci, Yusuf

Journal of polymer science. Part A, Polymer chemistry, 2012-07, Vol.50 (13), p.2612-2618

Hoboken: Wiley Subscription Services, Inc., A Wiley Company

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  • Title:
    Naphthodioxinone-1,3-benzodioxole as photochemically masked one-component type II photoinitiator for free radical polymerization
  • Author: Kumbaraci, Volkan ; Aydogan, Binnur ; Talinli, Naciye ; Yagci, Yusuf
  • Subjects: Applied sciences ; Exact sciences and technology ; irradiation ; naphthodioxinone ; photopolymerization ; Physicochemistry of polymers ; Polymerization ; Polymers and radiations ; radical polymerization ; Type II photoinitiator
  • Is Part Of: Journal of polymer science. Part A, Polymer chemistry, 2012-07, Vol.50 (13), p.2612-2618
  • Notes: ArticleID:POLA26034
    ark:/67375/WNG-16FPTV4Z-F
    istex:ECC2B20E7B3511718EEFBE10B37F64A76A1D69F2
  • Description: A 1,3‐benzodioxole derivative of naphthodioxinone, namely 2‐(benzo[d][1,3]dioxol‐5‐yl)‐9‐hydroxy‐2‐phenyl‐4H‐naphtho[2,3‐d][1,3]dioxin‐4‐one was synthesized and characterized. Its capability to act as caged one‐component Type II photoinitiator for free radical polymerization was examined. Upon irradiation, this photoinitiator releases 5‐benzoyl‐1,3‐benzodioxole possessing both benzophenone and 1,3‐dioxole groups in the structure as light absorbing and hydrogen donating sites, respectively. Subsequent photoexcitation of the benzophenone chromophore followed by hydrogen ion generates radicals capable of initiating free radical polymerization of appropriate monomers. © 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem, 2012 A one‐component Type II photoinitiator for free radical polymerization, namely 2‐(benzo[d][1,3]dioxol‐5‐yl)‐9‐hydroxy‐2‐phenyl‐4H‐naphtho[2,3‐d][1,3]dioxin‐4‐one, is synthesized and characterized. The feasible mechanism involves photoinduced formation of 5‐benzoyl‐1,3‐benzodioxole possessing both benzophenone and 1,3‐dioxole groups in the structure as light absorbing and hydrogen donating sites, respectively. Subsequent hydrogen ion of photoexcited benzophenone from 1,3‐dioxole groups generates radicals capable of initiating free radical polymerization of appropriate monomers.
  • Publisher: Hoboken: Wiley Subscription Services, Inc., A Wiley Company
  • Language: English

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