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The Synthesis of New Type II Polymeric Photoinitiator (thioxantone) via Atom Transfer Radical Polymerization and Their Curing and Migration Studies

  • Emine Arman Kandirmaz
  • Efe N. Gençoğlu
  • Nilhan Kayaman ApohanEmail author
Article
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Abstract

Polymeric photoinitiators are widely used in ultraviolet (UV)-curable printing inks because of their low migration behavior. In this study, a new phenylphosphine oxide-polystyrene-thioxanthone (PPO-PSt-TX) polymeric photoinitiator was synthesized. Bis[(4-hydroxy)phenyl]phenyl phosphine oxide (BHPPO) that was synthesized by Grignard technique, was functionalized with 2-bromopropionyl bromide (atom transfer radical polymerization (ATRP) initiator) and then used in styrene polymerization. The bromine end-capped polystyrene was then reacted with 2-thioxanthone-thioacetic acid and final polymeric photoinitiator PPO-PSt-TX was obtained. Proton nuclear magnetic resonance (1H NMR), attenuated total reflectance- Fourier transform infrared spectroscopy (ATR-FTIR), gel permeation chromatography (GPC) and ultraviolet-visible spectroscopy (UV-Vis) confirmed the obtained structure. The curing characteristic of PPO-PSt-TX was compared with a standard flexographic printing varnish formulation containing thioxanthone (TX). The photopolymerization kinetics were determined by photo differential scanning calorimetry (Photo-DSC). The conversion of methylmethacrylate polymerization by using macrophotoinitiator is 78%. The migration behavior of PPO-PSt-TX was identified with liquid chromatography-mass spectrometry (LC-MS). It was shown that PPOPSt- TX macro photoinitiator is suitable for flexographic varnish and the migration level of photoinitiator is reduced by using polymeric photoinitiator.

Keywords

polymeric photoinitiator photopolymerization thioxanthone migration flexographic varnish 

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Notes

Acknowledgments

This work was supported by Marmara University, Commission of Scientific Research Project (M.U.BAPKO) under grant FEN-CDRP- 120514-0163. The authors would like to thank Prof.Dr. Duygu Avcı for their valuable help in photo DSC studies.

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Copyright information

© The Polymer Society of Korea and Springer 2019

Authors and Affiliations

  • Emine Arman Kandirmaz
    • 1
  • Efe N. Gençoğlu
    • 1
  • Nilhan Kayaman Apohan
    • 2
    Email author
  1. 1.School of Applied Science, Printing Technology DepartmentMarmara UniversityGoztepe -IstanbulTurkey
  2. 2.Department of Chemistry, Faculty of Art & ScienceMarmara UniversityGoztepe-IstanbulTurkey

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