3-Carboxylic Acid and Formyl-Derived Coumarins as Photoinitiators in Photo-Oxidation or Photo-Reduction Processes for Photopolymerization upon Visible Light: Photocomposite Synthesis and 3D Printing Applications

Mahmoud Rahal, Bernadette Graff, Joumana Toufaily, Tayssir Hamieh, Guillaume Noirbent, Didier Gigmes, Frederic Dumur*, Jacques Lalevee*

*Corresponding author for this work

Research output: Contribution to journalArticleAcademicpeer-review

20 Citations (Web of Science)

Abstract

In this paper, nine organic compounds based on the coumarin scaffold and different substituents were synthesized and used as high-performance photoinitiators for free radical photopolymerization (FRP) of meth(acrylate) functions under visible light irradiation using LED at 405 nm. In fact, these compounds showed a very high initiation capacity and very good polymerization profiles (both high rate of polymerization (Rp) and final conversion (FC)) using two and three-component photoinitiating systems based on coum/iodonium salt (0.1%/1% w/w) and coum/iodonium salt/amine (0.1%/1%/1% w/w/w), respectively. To demonstrate the efficiency of the initiation of photopolymerization, several techniques were used to study the photophysical and photochemical properties of coumarins, such as: UV-visible absorption spectroscopy, steady-state photolysis, real-time FTIR, and cyclic voltammetry. On the other hand, these compounds were also tested in direct laser write experiments (3D printing). The synthesis of photocomposites based on glass fiber or carbon fiber using an LED conveyor at 385 nm (0.7 W/cm(2)) was also examined.

Original languageEnglish
Article number1753
Number of pages20
JournalMolecules
Volume26
Issue number6
DOIs
Publication statusPublished - Mar 2021
Externally publishedYes

Keywords

  • coumarin
  • free radical polymerization
  • LED
  • photocomposites
  • direct laser write
  • POLYMERIZATION
  • DESIGN
  • PHOTOCATALYSTS
  • DERIVATIVES
  • LEDS

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