Recent advances on phenothiazine-based oxime esters as visible light photoinitiators of polymerization

Dumur, Frédéric

doi:10.1016/j.eurpolymj.2023.112597

Cited by 10 publications

(3 citation statements)

References 157 publications

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“…In recent years, the most innovative technologies for producing polymeric materials are based on processes initiated photochemically, i.e., with light [3][4][5][6][7][8]. This technique is quite common nowadays.…”

Section: Introductionmentioning

confidence: 99%

Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators

Pyszka,

Jędrzejewska

2024

IJMS

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Dyes based on quinoline and quinoxaline skeletons were designed for application as visible light photoinitiators. The obtained compounds absorb electromagnetic radiation on the border between ultraviolet and visible light, which allows the use of dental lamps as light sources during the initiation of the photopolymerization reaction. Their another desirable feature is the ability to create a long-lived excited state, which enables the chain reaction to proceed through the mechanism of intermolecular electron transfer. In two-component photoinitiating systems, in the presence of an electron donor or a hydrogen atom donor, the synthesized compounds show excellent abilities to photoinitiate the polymerization of acrylates. In control tests, the efficiency of photopolymerization using modified quinoline and quinoxaline derivatives is comparable to that obtained using a typical, commercial photoinitiator for dentistry, camphorquinone. Moreover, the use of the tested compounds requires a small amount of photoinitiator (only 0.04% by weight) to initiate the reaction. The research also showed a significant acceleration of the photopolymerization process and shortening of the reaction time. In practice, this means that the new two-component initiating systems can be used in much lower concentrations without slowing down the speed of obtaining polymer materials. It is worth emphasizing that these two features of the new initiating system allow for cost reduction by reducing financial outlays on both materials (photoinitiators) and electricity.

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Section: Introductionmentioning

confidence: 99%

Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators

Pyszka,

Jędrzejewska

2024

IJMS

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“…1 f , g A survey of all the US-FDA-approved sulfur-containing small molecule drugs (from 1900 to 2016) revealed that among the 249 unique structures (out of 288 instances), 29% contain a thioether moiety, which covers three structural categories: β-lactams (12%), thioethers (11%), and phenothiazines (6%). 7 b In addition, sulfide-containing compounds have found widespread applications in polymer science as visible light photoinitiators of polymerization, 14 in developing high energy density catholytes for non-aqueous redox flow batteries, 15 as hole transport materials for perovskite solar cells, 16 etc . 1 f , g…”

Section: Introductionmentioning

confidence: 99%

Vaska's complex–PMHS combination enabled mild and chemoselective reduction of sulfoxides to sulfides with low catalyst loading

Xu,

Ruan,

Huang

2024

Org. Chem. Front.

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“…Photopolymerization is the process of linking monomers into polymers under the influence of a photoinitiator, which, under UV–visible irradiation, decomposes to form active centers that initiate the polymerization reaction. Currently, photochemically initiated processes constitute the basis for most modern technologies for the production of polymeric materials [ 2 , 3 ]. Moreover, the synthesis of polymeric materials carried out by photopolymerization is one of the most productive methods.…”

Section: Introductionmentioning

confidence: 99%

Highly Efficient Photoinitiation Systems Based on Dibenzo[a,c]phenazine Sensitivity to Visible Light for Dentistry

Pyszka,

Jędrzejewska

2024

Materials

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In this work, photoinitiation systems based on dibenzo[a,c]phenazine sensitivity to visible light were designed for their potential application in dentistry. Modification of the structure of dibenzo[a,c]phenazine consisted of introducing electron-donating and electron-withdrawing substituents and heavy atoms into position 11. The synthesized compounds are able to absorb radiation emitted by dental lamps during photoinitiation of the polymerization process. In the presence of acrylates, dibenzo[a,c]phenazines show excellent photoinitiating abilities in systems containing an electron donor or a hydrogen-atom donor as a second component. The developed systems initiate the polymerization process comparable to a commercial photoinitiator, i.e., camphorquinone. Moreover, the performed studies showed a significant shortening of the polymerization time and a reduction in the amount of light absorber. This indicates that polymeric materials are obtained at a similar rate despite a significant reduction in the concentration of the newly developed two-component photoinitiating systems.

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Recent advances on phenothiazine-based oxime esters as visible light photoinitiators of polymerization

Cited by 10 publications

References 157 publications

Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators

Design of Dyes Based on the Quinoline or Quinoxaline Skeleton towards Visible Light Photoinitiators

Vaska's complex–PMHS combination enabled mild and chemoselective reduction of sulfoxides to sulfides with low catalyst loading

Highly Efficient Photoinitiation Systems Based on Dibenzo[a,c]phenazine Sensitivity to Visible Light for Dentistry

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