Synthesis and free radical photopolymerization of triphenylamine-based oxime ester photoinitiators

2021 ◽  
Vol 12 (9) ◽  
pp. 1286-1297
Author(s):  
Zhong-Han Lee ◽  
Fatima Hammoud ◽  
Akram Hijazi ◽  
Bernadette Graff ◽  
Jacques Lalevée ◽  
...  
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Photochemical Reaction ◽  
Free Radical Photopolymerization

Four visible light triphenylamine-based oxime ester photoinitiators (TP-1–4) were synthesized successfully. Photochemical reaction, photoreactivity and 3D pattern experiments were also conducted.

Substituent Effects on Photoinitiation Ability of Coumarin-Based Oxime-Ester Photoinitiators for Free Radical Photopolymerization

2021 ◽  
Author(s):  
Jacques Lalevée ◽  
Fatima Hammoud ◽  
Nicolas giacoletto ◽  
Guillaume Noirbent ◽  
Bernadette Graff ◽  
...  
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Substituent Effects ◽  
Free Radical Photopolymerization

In this paper, a series of coumarin chromophore-based oxime-esters was designed and synthesized as visible light photoinitiators (PIs). Interestingly, upon exposure to irradiation of a LED at 405 nm, the...

scholarly journals Ketone Number and Substitution Effect of Benzophenone Derivatives on the Free Radical Photopolymerization of Visible-Light Type-II Photoinitiators

Polymers ◽  
2021 ◽  
Vol 13 (11) ◽  
pp. 1801
Author(s):  
Tung-Liang Huang ◽  
Yung-Chung Chen
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Substitution Effect ◽  
Cyclic Voltammograms ◽  
Reaction Behavior ◽  
Free Radical Photopolymerization ◽  
Spin Resonance ◽  
Double Bond Conversion ◽  
Uv Lamp ◽  
Electron Donating Groups

Three novel visible-light absorbing benzophenone-based hydrogen acceptors (BPD-D, BPDM-D and BPDP-D) were designed on the basis of a donor–benzophenone–donor structural backbone. Mono or diketone units and double diphenylamine electron-donating groups in para-or meta-positions were introduced to comprehend the electronic and structural effects on free radical photopolymerization (FRPP). Such a structural change leads not only to a red-shift of the absorption maxima but strongly enhances their molar extinction coefficients compared to the commercial phototinitiators such as benzophenone (BP) and 4,4′-bis(diethylamino) benzophenone (EMK). In addition, excellent melting points and thermal decomposition temperatures were achieved for those novel compounds. Further, the photochemical reaction behavior was studied by cyclic voltammograms (CV), photolysis and electron spin resonance (ESR) spectroscopy. Finally, benzophenone derivatives in combination with an amine (TEA, triethylamine) as a co-initiator were prepared and initiated the FRPP of trimethylolpropane trimethacrylate (TMPTMA) using a UV lamp as a light source. When used in stoichiometric amounts, the BPDP-D/TEA had the best double bond conversion efficiency among all the compounds studied, and were even superior to the reference compounds of BP/TEA and EMK/TEA. The results and conclusions could provide the fundamental rules applicable for the structural design of benzophenone derivative-based photoinitiators.

Design, Synthesis and Use of Phthalocyanines as a New Class of Visible-Light Photoinitiators for Free-Radical and Cationic Polymerizations

2021 ◽  
Author(s):  
Davy-Louis Versace ◽  
Louise Breloy ◽  
Yusuf Yagci ◽  
Ismail Yilmaz ◽  
Ozgur Yavuz
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Design Synthesis ◽  
New Class ◽  
Optical Stability ◽  
Cationic Polymerizations

Phthalocyanines (Pcs) are interesting molecules offering a fascinating chemistry world which received tremendous interest in the last decade. Their certain features such as high thermal, chemical, and optical stability as...

scholarly journals Cubane Cu4I4(phosphine)4 Complexes as New Co-initiator for Free Radical Photopolymerization: Towards Aromatic Amine-Free Systems

2021 ◽  
Author(s):  
Jacques Lalevée ◽  
Fatima Hammoud ◽  
Mahmoud Rahal ◽  
Julien Egly ◽  
Fabrice Morlet-Savary ◽  
...  
Keyword(s):  
Free Radical ◽  
Radical Polymerization ◽  
Aromatic Amine ◽  
Free Radical Polymerization ◽  
Copper Iodide ◽  
Free Radical Photopolymerization ◽  
Acrylate Monomers ◽  
First Time

The investigation of copper-iodide cubane derivatives as new co-initiators for the free radical polymerization (FRP) of acrylate monomers under mild irradiation conditions is described for the first time here. These...

scholarly journals Panchromatic Copper Complexes for Visible Light Photopolymerization

Photochem ◽  
2021 ◽  
Vol 1 (2) ◽  
pp. 167-189
Author(s):  
Alexandre Mau ◽  
Guillaume Noirbent ◽  
Céline Dietlin ◽  
Bernadette Graff ◽  
Didier Gigmes ◽  
...  
Keyword(s):  
Free Radical ◽  
Visible Light ◽  
Radical Polymerization ◽  
Copper Complexes ◽  
Free Radical Polymerization ◽  
Photoluminescence Properties ◽  
System Formation ◽  
Iodonium Salt ◽  
Visible Light Photopolymerization ◽  
Cationic Polymerizations

In this work, eleven heteroleptic copper complexes were designed and studied as photoinitiators of polymerization in three-component photoinitiating systems in combination with an iodonium salt and an amine. Notably, ten of them exhibited panchromatic behavior and could be used for long wavelengths. Ferrocene-free copper complexes were capable of efficiently initiating both the radical and cationic polymerizations and exhibited similar performances to that of the benchmark G1 system. Formation of acrylate/epoxy IPNs was also successfully performed even upon irradiation at 455 nm or at 530 nm. Interestingly, all copper complexes containing the 1,1′-bis(diphenylphosphino)ferrocene ligand were not photoluminescent, evidencing that ferrocene could efficiently quench the photoluminescence properties of copper complexes. Besides, these ferrocene-based complexes were capable of efficiently initiating free radical polymerization processes. The ferrocene moiety introduced in the different copper complexes affected neither their panchromatic behaviors nor their abilities to initiate free radical polymerizations.

scholarly journals Free Radical Chemistry Enabled by Visible Light-Induced Electron Transfer

2016 ◽  
Vol 49 (10) ◽  
pp. 2295-2306 ◽  
Author(s):  
Daryl Staveness ◽  
Irene Bosque ◽  
Corey R. J. Stephenson
Keyword(s):  
Electron Transfer ◽  
Free Radical ◽  
Visible Light ◽  
Radical Chemistry ◽  
Free Radical Chemistry
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