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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

Yijun Zhang, Bin Song, Zheng Liu, Adel Noon, Céline Dietlin, Fabrice Morlet‐Savary, Michael Schmitt, Didier Gigmès, Frédéric Dumur, Jacques Lalevée

2024Angewandte Chemie International Edition29 citationsDOIOpen Access PDF

Abstract

In this work, six benzothioxanthene-based oxime esters were employed as photoinitiators for photopolymerization under 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 systems 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, parallel to the polymerization tests done under artificial light, the 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.

Topics & Concepts

PhotopolymerPhotochemistryOximePolymerizationChemistryPhotoinitiatorVisible spectrumElectron transferMaterials sciencePolymerOrganic chemistryOptoelectronicsMonomerPhotopolymerization techniques and applicationsDental materials and restorationsPhotodynamic Therapy Research Studies
High Photoinitiating Efficiency of Benzothioxanthene‐Based Oxime Esters in Photopolymerization via Photocleavage and/or Single Electron Transfer under Visible Light and Sunlight | Litcius