Copper photoredox catalyst “G1”: a new high performance photoinitiator for near-UV and visible LEDs

Mokbel, Haifaa; Anderson, David G.; Plenderleith, Richard; Dietlin, Céline; Morlet‐Savary, Fabrice; Dumur, Frédéric; Gigmès, Didier; Fouassier, Jean Pierre; Lalevée, Jacques

doi:10.1039/c7py01016h

Cited by 72 publications

(89 citation statements)

References 20 publications

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“…For cationic monomers, the polymerization of epoxy and oxetane was followed at 790 cm −1 and 880 cm −1 , respectively; the polymerization of vinylether at 1618 cm −1 (thin samples; 20 μm) and 6190 cm −1 (for thick samples; 1.4 mm) …”

Section: Methodsmentioning

confidence: 99%

Silyl glyoxylates as high‐performance photoinitiators for cationic and hybrid polymerizations: Towards better polymer mechanical properties

Kirschner

Bouzrati-Zerelli

Fouassier

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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Silyl glyoxylates are proposed here as high‐performance photoinitiators (PIs) for the hybrid polymerization of cationic and radical monomers. Recently, silyl glyoxylates were reported as a new class of high‐performance Type I photoinitiators for free radical polymerization under air upon exposure to different near‐UV and blue LEDs. In this article, we report this new class of photoinitiators to initiate cationic polymerization in combination with an iodonium salt. This system can also be used to initiate simultaneously free radical and cationic polymerizations, for example, for the free radical/cationic hybrid polymerization and for the synthesis of interpenetrating polymer networks. The system silyl glyoxylate/iodonium exhibits excellent polymerization performances and exceptional bleaching properties compared to other well established photoinitiators (e.g., camphorquinone). Furthermore, a hybrid monomer is also introduced in this article (2‐vinyloxyethoxyethyl methacrylate [VEEM]) leading to a huge improvement of the mechanical properties of the final polymer through hybrid polymerization. © 2019 Wiley Periodicals, Inc. J. Polym. Sci., Part A: Polym. Chem. 2019, 57, 1420–1429

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Section: Methodsmentioning

confidence: 99%

Silyl glyoxylates as high‐performance photoinitiators for cationic and hybrid polymerizations: Towards better polymer mechanical properties

Kirschner

Bouzrati-Zerelli

Fouassier

et al. 2019

J. Polym. Sci. Part A: Polym. Chem.

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“…The incorporation of photoredox catalysts have also been considered in the cationic polymerization of epoxies where the latter provides the advantage of cheap and safe irradiation source such as LEDs, sunlight etc. [ 88 , 89 , 90 , 91 , 92 ]. In addition, several new compounds have also shown broad visible light absorption in the cationic polymerization of epoxides, such as azahelicenes [ 93 ], rubrene [ 94 ], N -[2-(dimethylamino)ethyl]-1,8-naphthalimide [ 95 ], spiroxanthene [ 96 ], polyoxometalate [ 97 ], nanoparticles and ferrocenium salts [ 98 ], etc.…”

Section: Onium Salt Photoinitiators For Different Epoxy Monomersmentioning

confidence: 99%

Review on UV-Induced Cationic Frontal Polymerization of Epoxy Monomers

et al. 2020

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Ultraviolet (UV)-induced cationic frontal polymerization has emerged as a novel technique that allows rapid curing of various epoxy monomers upon UV irradiation within a few seconds. In the presence of a diaryliodonium salt photoinitiator together with a thermal radical initiator, the cationic ring opening polymerization of an epoxide monomer is auto-accelerated in the form of a self-propagating front upon UV irradiation. This hot propagating front generates the required enthalpy to sustain curing reaction throughout the resin formulation without further need for UV irradiation. This unique reaction pathway makes the cationic frontal polymerization a promising route towards the efficient curing of epoxy-based thermosetting resins and related composite structures. This review represents a comprehensive overview of the mechanism and progress of UV-induced cationic frontal polymerization of epoxy monomers that have been reported so far in literature. At the same time, this review covers important aspects on the frontal polymerization of various epoxide monomers involving the chemistry of the initiators, the effect of appropriate sensitizers, diluents and fillers.

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“…To establish its remarkable photocatalytic properties, a comparison was established with the benchmark photoinitiator Irgacure 819 (BAPO) which also absorbs at 405 nm. The comparison was done under industrial conditions, namely with a model resin (MR 1) and under air (see Figure 12) [96]. More recently, a comparison of Cu-2 with the non-TADF Cu-1 complex has also been established [97].…”

Section: Copper Complexesmentioning

confidence: 99%

“…The light was turned off after 60 seconds. Adapted from[96] with permission from The Royal Society of Chemistry.Catalysts 2019, 9, x FOR PEERREVIEW 19 of Synthetic route to Cu-2.…”

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Recent Advances on Visible Light Metal-Based Photocatalysts for Polymerization under Low Light Intensity

Dumur

2019

Catalysts

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In recent years, polymerization processes activated by light have attracted a great deal of interest due to the wide range of applications in which this polymerization technique is involved. Parallel to the traditional industrial applications ranging from inks, adhesives, and coatings, the development of high-tech applications such as nanotechnology and 3D-printing have given a revival of interest to this polymerization technique known for decades. To initiate a photochemical polymerization, the key element is the molecule capable to interact with light, i.e., the photoinitiator and more generally the photoinitiating system, as a combination of several components is often required to create the reactive species responsible for the polymerization process. With the aim of reducing the photoinitiator content while optimizing the polymerization yield and/or the polymerization speed, photocatalytic systems have been developed, enabling the photosensitizer to be regenerated during the polymerization process. In this review, an overview of the photocatalytic systems developed for polymerizations carried out under a low light intensity and visible light is provided. Over the years, a wide range of organometallic photocatalysts has been proposed, addressing both the polymerization efficiency and/or the toxicity, as well as environmental issues.

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Copper photoredox catalyst “G1”: a new high performance photoinitiator for near-UV and visible LEDs

Abstract: The goal of this paper concerns the development of photoinitiating systems usable in industrial processes for coating applications and the production of thick epoxy/glass fibre composites.

Cited by 72 publications

References 20 publications

Silyl glyoxylates as high‐performance photoinitiators for cationic and hybrid polymerizations: Towards better polymer mechanical properties

Silyl glyoxylates as high‐performance photoinitiators for cationic and hybrid polymerizations: Towards better polymer mechanical properties

Review on UV-Induced Cationic Frontal Polymerization of Epoxy Monomers

Recent Advances on Visible Light Metal-Based Photocatalysts for Polymerization under Low Light Intensity

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