Fluorescent Brighteners as Visible LED-Light Sensitive Photoinitiators for Free Radical Photopolymerizations

Macromol Rapid Commun. 2016 May;37(10):840-4. doi: 10.1002/marc.201600103. Epub 2016 Apr 13.

Abstract

The photochemical and electrochemical investigations of commercially available, safe, and cheap fluorescent brighteners, namely, triazinylstilbene (commercial name: fluorescent brightener 28) and 2,5-bis(5-tert-butyl-benzoxazol-2-yl)thiophene, as well as their original use as photoinitiators of polymerization upon light emitting diode (LED) irradiation are reported. Remarkably, their excellent near-UV-visible absorption properties combined with outstanding fluorescent properties allow them to act as high-performance photoinitiators when used in combination with diaryliodonium salt. These two-component photoinitiating systems can be employed for free radical polymerizations of acrylate. In addition, this brightener-initiated photopolymerization is able to overcome oxygen inhibition even upon irradiation with low LED light intensity. The underlying photochemical mechanisms are investigated by electron-spin resonance-spin trapping, fluorescence, cyclic voltammetry, and steady-state photolysis techniques.

Keywords: fluorescent brighteners; free radical photopolymerization; light emitting diode (LED); photoinitiator.

MeSH terms

  • Benzenesulfonates / chemistry
  • Benzoxazoles / chemistry
  • Fluorescence*
  • Free Radicals / chemistry*
  • Light
  • Photochemistry
  • Polymerization*
  • Polymers / chemical synthesis
  • Polymers / chemistry*
  • Thiophenes / chemistry

Substances

  • 2,5-bis(5-tert-butylbenzoxazol-2-yl)thiophene
  • Benzenesulfonates
  • Benzoxazoles
  • Free Radicals
  • Polymers
  • Thiophenes
  • C.I. Fluorescent Brightening Agent 28