Synthesis and evaluations of novel photoinitiators with side-chain benzophenone, derived from alkyl alpha-hydroxymethacrylates

Karahan O., Balta D., ARSU N., Avci D.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, cilt.274, ss.43-49, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 274
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.jphotochem.2013.09.010
  • Dergi Adı: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.43-49
  • Anahtar Kelimeler: Photopolymerization, Polymeric photoinitiator, Benzophenone, Synthesis, Alkyl alpha-hydroxymethacrylates, FREE-RADICAL POLYMERIZATION, COINITIATOR AMINE, MAIN-CHAIN, PHOTOPOLYMERIZATION, MOIETIES, THIOXANTHONE, POLYMERS, STATE
  • Yıldız Teknik Üniversitesi Adresli: Evet

Özet

A novel monomeric photoinitiator, tert-butyl 2-((4-benzoylphenoxy)methyl)acrylate (1), with a side-chain benzophenone (BP) group was synthesized from tert-butyl alpha-bromo methacrylate (TBBr) and 4-hyroxybenzophenone. It was thermally homo- and copolymerized with a coinitiator, N,N-dimethylaminoethyl methacrylate (DMAEM), using free radical polymerization to give the corresponding polymeric photoinitiators (poly-1 and poly(1-co-DMAEM)). The polymeric photoinitiators showed similar UV absorption spectra to 1, which were red-shifted compared to BP. Photophysical studies such as phosphorescence and laser flash photolysis in addition to photopolymerization of methacrylates were performed. The photopolymerizations of triethylene glycol dimethacrylate (TEGDMA) and 1,6-hexanedioldiacrylate (HDDA) initiated by 1, poly-1, poly(1-co-DMAEM) and BP were studied by photo-DSC. The polymeric initiator (poly-1) was found to have higher efficiency than BP and monomeric initiatior 1. (C) 2013 Elsevier B.V. All rights reserved.