A benzophenone-naphthalimide derivative as versatile photoinitiator of polymerization under near UV and visible lights

Jing Zhang, Nicolas Zivic, Frédéric Dumur, Pu Xiao, Bernadette Graff, Didier Gigmes, Jean Pierre Fouassier, Jacques Lalevée

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92 Citations (Scopus)

Abstract

A benzophenone-naphthalimide derivative (BPND) bearing tertiary amine groups has been developed as a high-performance photoinitiator in combination with 2,4,6-tris(trichloromethyl)-1,3,5-triazine or an iodonium salt for both the free radical polymerization (FRP) of acrylates and the cationic polymerization (CP) of epoxides upon exposure to near UV and visible LEDs (385-470 nm). BPND can even produce radicals without any added hydrogen donor. The photochemical mechanisms are studied by molecular orbital calculations, steady state photolysis, electron spin resonance spin trapping, fluorescence, cyclic voltammetry and laser flash photolysis techniques. These novel BPND based photoinitiating systems exhibit an efficiency higher than that of the well-known camphorquinone-based systems (FRP and CP) or comparable to that of bis(2,4, 6-trimethylbenzoyl)-phenylphosphineoxide (FRP at λ ≤ 455 nm).

Original languageEnglish
Pages (from-to)445-451
Number of pages7
JournalJournal of Polymer Science, Part A: Polymer Chemistry
Volume53
Issue number3
DOIs
Publication statusPublished - 1 Feb 2015
Externally publishedYes

Keywords

  • Benzophenone-naphthalimide derivative
  • Near UV and visible LEDs
  • Photochemistry
  • Photoinitiator
  • Photopolymerization
  • Radical polymerization

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