基于咔唑支架的光引发剂/光氧化还原催化剂：面向新型高性能光引发系统及其在LED投影仪3D印刷树脂中的应用,Macromolecules

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基于咔唑支架的光引发剂/光氧化还原催化剂：面向新型高性能光引发系统及其在LED投影仪3D印刷树脂中的应用
Macromolecules ( IF 5.1 ) Pub Date : 2017-03-22 00:00:00 , DOI: 10.1021/acs.macromol.7b00210
Assi Al Mousawi _{1,

2} , Frederic Dumur ₃ , Patxi Garra ₁ , Joumana Toufaily ₂ , Tayssir Hamieh ₂ , Bernadette Graff ₁ , Didier Gigmes ₃ , Jean Pierre Fouassier ₁ , Jacques Lalevée ₁

Affiliation

合成了四种新的咔唑衍生物（C1-C4），并被建议用作高性能的可见光光引发剂/光氧化还原催化剂，用于在可见光下使用的（甲基）丙烯酸酯的自由基聚合（FRP）和环氧化物的阳离子聚合（CP）。 405、455和477 nm的发光二极管（LED）。发现优异的聚合引发能力，并且获得高的最终反应性官能团转化率。有趣的是，与参考紫外吸收咔唑（CARET，9 H-咔唑-9-乙醇），表明新的取代基引起了人们对所提出的光引发剂吸收的红移的极大兴趣。更引人注目的是，与碘鎓盐组合使用时，C1-C4在温和的辐照条件下也比众所周知的双（2,4,6-三甲基苯甲酰基）苯基膦氧化物（BAPO）光引发剂更好，从而突出了它们的出色反应性。特别概述了它们在用于LED投影仪3D打印的新型阳离子树脂中的用途。提供了所涉及的光化学机理的全貌。最初，这些咔唑表现为在氧化和还原循环中均具有活性的不含金属的光氧化还原催化剂。

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Carbazole Scaffold Based Photoinitiator/Photoredox Catalysts: Toward New High Performance Photoinitiating Systems and Application in LED Projector 3D Printing Resins

Four new carbazole derivatives (C1–C4) are synthesized and proposed as high performance visible light photoinitiators/photoredox catalysts for both the free radical polymerization (FRP) of (meth)acrylates and the cationic polymerization (CP) of epoxides upon visible light exposure using light-emitting diodes (LEDs) at 405, 455, and 477 nm. Excellent polymerization initiating abilities are found, and high final reactive function conversions are obtained. Interestingly, these new derivatives exhibit much better visible light polymerization initiating ability compared to a reference UV-absorbing carbazole (CARET, 9H-carbazole-9-ethanol) showing that the new substituents are of great interest to red-shift the absorption of the proposed photoinitiators. More remarkably, in combination with an iodonium salt, C1–C4 are also better than the well-known bis(2,4,6-trimethylbenzoyl)phenylphosphine oxide (BAPO) photoinitiator for mild irradiation conditions highlighting their outstanding reactivity. Their use in new cationic resins for LED projector 3D printing is particularly outlined. A full picture of the involved photochemical mechanisms is provided. Originally, these carbazoles behave as metal-free photoredox catalysts active in both oxidative and reductive cycles.

更新日期：2017-03-22

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