Naphthodioxinone-1,3-benzodioxole as Photochemically Masked One-Component Type II Photoinitiator for Free Radical Polymerization

Kumbaraci V., Aydogan B., Talinli N., Yağcı Y.

JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY, vol.50, no.13, pp.2612-2618, 2012 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 50 Issue: 13
  • Publication Date: 2012
  • Doi Number: 10.1002/pola.26034
  • Journal Name: JOURNAL OF POLYMER SCIENCE PART A-POLYMER CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.2612-2618
  • Keywords: irradiation, naphthodioxinone, photopolymerization, radical polymerization, Type II photoinitiator, PHOTOPOLYMERIZATION, XANTHENES, ACID
  • Bezmialem Vakıf University Affiliated: Yes

Abstract

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 abstraction generates radicals capable of initiating free radical polymerization of appropriate monomers. (C) 2012 Wiley Periodicals, Inc. J Polym Sci Part A: Polym Chem 50: 2612-2618, 2012