Chemiluminescence-Induced Free Radical-Promoted Cationic Polymerization

Macromol Rapid Commun. 2020 Apr;41(8):e2000004. doi: 10.1002/marc.202000004. Epub 2020 Feb 26.

Abstract

Chemiluminescence (CL) has recently been featured as a new external light source for various photoinduced reactions with attractive features such as eliminating continuous energy supply and advanced light source setups. In the present study, the free-radical-promoted cationic polymerization of cyclohexene oxide, n-butyl vinyl ether, and N-vinyl carbazole under CL irradiation is described. The method is based on the visible-light-induced generation of electron donor radicals from bis-(4-methoxybenzoyl)diethyl germane (BAG), bis(2,4,6-trimethylbenzoyl) phenyl phosphinate, and camphorquinone by CL illumination followed by electron transfer to diphenyl iodonium hexafluorophosphate (Ph2 I+ PF6 - ) to form corresponding cations capable of initiating cationic polymerization. The applicability of the process to network formation is also demonstrated by using a bifunctional monomer, tri(ethylene glycol) divinyl ether.

Keywords: cationic polymerization; chemiluminescence; iodonium salt; photoinitiators.

MeSH terms

  • Carbazoles / chemistry*
  • Cations / chemical synthesis
  • Cations / chemistry
  • Cyclohexenes / chemistry*
  • Ethers / chemistry*
  • Free Radicals / chemistry
  • Light
  • Luminescence*
  • Molecular Structure
  • Polymerization
  • Vinyl Compounds / chemistry*

Substances

  • Carbazoles
  • Cations
  • Cyclohexenes
  • Ethers
  • Free Radicals
  • Vinyl Compounds
  • butyl vinyl ether
  • carbazole
  • cyclohexene oxide