Naphthyl-Naphthalimides as High-Performance Visible Light Photoinitiators for 3D Printing and Photocomposites Synthesis

Autor: Frédéric Dumur, Malika Ibrahim-Ouali, Jacques Lalevée, Mahmoud Rahal, Bernadette Graff, Joumana Toufaily, Tayssir Hamieh
Přispěvatelé: Institut de Science des Matériaux de Mulhouse (IS2M), Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Matériaux et Nanosciences Grand-Est (MNGE), Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Réseau nanophotonique et optique, Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Centre National de la Recherche Scientifique (CNRS), Laboratoire de Matériaux, Catalyse, Environnement et Méthodes Analytiques (MCEMA), MCEMA, Institut des Sciences Moléculaires de Marseille (ISM2), Aix Marseille Université (AMU)-École Centrale de Marseille (ECM)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), Institut de Chimie Radicalaire (ICR), Aix Marseille Université (AMU)-Institut de Chimie du CNRS (INC)-Centre National de la Recherche Scientifique (CNRS), ANR-17-CE08-0054,VISICAT,Nouveaux Photocatalyseurs Redox pour la Synthèse sous Lumière Visible de Réseaux Polymères Interpénétrés(2017), Dumur, Frederic, Centre National de la Recherche Scientifique (CNRS)-Matériaux et nanosciences d'Alsace (FMNGE), Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Institut de Chimie du CNRS (INC)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Institut National de la Santé et de la Recherche Médicale (INSERM)-Centre National de la Recherche Scientifique (CNRS)-Réseau nanophotonique et optique, Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA)-Université de Haute-Alsace (UHA) Mulhouse - Colmar (Université de Haute-Alsace (UHA))-Centre National de la Recherche Scientifique (CNRS)-Université de Strasbourg (UNISTRA), Maastricht Science Programme, RS: FSE MSP
Jazyk: angličtina
Rok vydání: 2021
Předmět:
Materials science
Absorption spectroscopy
Radical polymerization
photocomposites
TP1-1185
010402 general chemistry
Photochemistry
01 natural sciences
Catalysis
Fluorescence spectroscopy
LED
3D printing
and cyclic voltammetry naphthalimide
steady-state photolysis
chemistry.chemical_compound
DESIGN
SYSTEMS
PHOTOCATALYSTS
RADICAL PHOTOPOLYMERIZATIONS
time-resolved fluorescence spectroscopy
cationic polymerization
ANHYDRIDE DERIVATIVES
Physical and Theoretical Chemistry
QD1-999
chemistry.chemical_classification
[CHIM.MATE] Chemical Sciences/Material chemistry
free radical polymerization
010405 organic chemistry
LEDS
Chemical technology
POLYMERIZATION REACTIONS
Cationic polymerization
Polymer
[CHIM.MATE]Chemical Sciences/Material chemistry
naphthalimide
0104 chemical sciences
Fluorescence quenching
Chemistry
visible absorption spectroscopy
FTIR spectroscopy
Monomer
Photopolymer
Polymerization
chemistry
Zdroj: Catalysts
Catalysts, 2021, 11 (11), pp.1269. ⟨10.3390/catal11111269⟩
Volume 11
Issue 11
Catalysts, MDPI, 2021, 11 (11), pp.1269. ⟨10.3390/catal11111269⟩
Catalysts, Vol 11, Iss 1269, p 1269 (2021)
Catalysts, 11(11):1269, 1269-1285. Multidisciplinary Digital Publishing Institute (MDPI)
ISSN: 2073-4344
DOI: 10.3390/catal11111269⟩
Popis: In this article, five new organic dyes based on the naphthalimide scaffold (Napht-1–Napht-5) were synthesized and tested as high-performance photoinitiators for both the Free Radical Photopolymerization (FRP) of acrylates and the Cationic Polymerization (CP) of epoxides using blue Light-Emitting Diodes (LEDs) as a safe irradiation source (LED @405 nm and 455). In fact, very good photopolymerization profiles (high final conversions and high polymerization rates) were obtained once these photoinitiators were combined with an Iodonium salt (Iod) or Iod/amine NPG and NVK). Remarkably, these dyes were able to generate interpenetrating polymer networks (IPN) by polymerization of a blend of monomers. These experiments were carried out to improve the polymerization profiles as well as the mechanical properties of the obtained materials. Due to their high photoinitiation abilities, these compounds were used in some applications such as photocomposite synthesis, direct laser write, and 3D printing experiments. To determine the chemical mechanisms, the photochemical/photophysical properties of these compounds were studied using different characterization techniques such as UV–visible absorption spectroscopy, steady-state photolysis, Fluorescence quenching, time-resolved fluorescence spectroscopy, FTIR spectroscopy, and cyclic voltammetry
Databáze: OpenAIRE
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