An anthraquinone-based oxime ester as a visible-light photoinitiator for 3D photoprinting applications

Versace, Davy‐Louis; Sampedro, Diego; Sanosa, Nil; Bogliotti, Nicolas; Elian, Christine; Herrero, Christian

doi:10.1039/d3py00681f

“…[53] In order to get a sufficient absorption in the visible range, chromophores different from those used in benchmark photoinitiators have to be used or structurally modified in order to improve their absorptions in the visible range. Thus, anthraquinone, [62] coumarins, [55,[63][64][65][66] carbazole, [67][68][69][70][71][72][73][74][75] carbazole-fused coumarins, [14,76,77] pyrene, [78] anthracene, [78] naphthalene, [79] triphenylamine, [80][81][82][83][84] thioxanthone, [85] phenylthioether thiophene, [86,87] bis-chalcones, [88] fluorophenyl derivatives, [89] stilbene derivatives, [90] thiophene derivatives, [91] naphthoquinones, [92] naphthalimides [93] and chalcones [94] have notably been examined as chromophores for the design of oxime esters. Among potential structures, phenothiazine has recently been used for the design of Type II and Type I photoinitiators.…”

Section: Introductionmentioning

confidence: 99%

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

Dumur

2024

European Polymer Journal

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High Photoinitiating Efficiency of Benzothioxanthene‐Based Oxime Esters in Photopolymerization via Photocleavage and/or Single Electron Transfer under Visible Light and Sunlight

Zhang,

Song,

Liu

et al. 2024

Angewandte Chemie

0

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In this work, six benzothioxanthene‐based oxime esters were employed as photoinitiators for photopolymerization with visible light (LED) and sunlight. Their abilities to behave as Type I photoinitiators by mean of a photocleavage mechanism of oxime esters but also in multicomponent photoinitiating system with an iodonium salt (through an electron transfer mechanism) were both explored with the different structures. Due to their broad absorption spectra tailing up 600 nm, photoinitiating properties of the benzothioxanthene‐based oxime esters were systematically tested under excitation with low‐intensity LED light at wavelengths of 405 nm and 450 nm. Additionally, to the polymerization tests done under artificial light, different benzothioxanthene‐based oxime esters were also investigated as solar photoinitiators and displayed a high reactivity in France (Western Europe) even in winter conditions. For the best candidates i.e. the most reactive structures, direct laser write experiments were carried out, evidencing the interest of these structures.

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High Photoinitiating Efficiency of Benzothioxanthene‐Based Oxime Esters in Photopolymerization via Photocleavage and/or Single Electron Transfer under Visible Light and Sunlight

Zhang,

Song,

Liu

et al. 2024

Angew Chem Int Ed

0

View full text Add to dashboard Cite

In this work, six benzothioxanthene‐based oxime esters were employed as photoinitiators for photopolymerization with visible light (LED) and sunlight. Their abilities to behave as Type I photoinitiators by mean of a photocleavage mechanism of oxime esters but also in multicomponent photoinitiating system with an iodonium salt (through an electron transfer mechanism) were both explored with the different structures. Due to their broad absorption spectra tailing up 600 nm, photoinitiating properties of the benzothioxanthene‐based oxime esters were systematically tested under excitation with low‐intensity LED light at wavelengths of 405 nm and 450 nm. Additionally, to the polymerization tests done under artificial light, different benzothioxanthene‐based oxime esters were also investigated as solar photoinitiators and displayed a high reactivity in France (Western Europe) even in winter conditions. For the best candidates i.e. the most reactive structures, direct laser write experiments were carried out, evidencing the interest of these structures.

show abstract

An anthraquinone-based oxime ester as a visible-light photoinitiator for 3D photoprinting applications

Abstract: A novel anthraquinone-based oxime ester system (AQ-Ox) was successfully synthesized and used as a Type I visible-light photoinitiating system. The introduction of anthraquinone moeity to the oxime ester group makes...

Cited by 12 publications

References 53 publications

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

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

High Photoinitiating Efficiency of Benzothioxanthene‐Based Oxime Esters in Photopolymerization via Photocleavage and/or Single Electron Transfer under Visible Light and Sunlight

High Photoinitiating Efficiency of Benzothioxanthene‐Based Oxime Esters in Photopolymerization via Photocleavage and/or Single Electron Transfer under Visible Light and Sunlight

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