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A novel class of photoinitiators with a thermally activated delayed fluorescence (TADF) property
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-01-15 00:00:00 , DOI: 10.1039/c7nj04394e Mariem Bouzrati-Zerelli 1, 2, 3, 4, 5 , Noirbent Guillaume 6, 7, 8 , Fabrice Goubard 6, 7, 8 , Thanh-Tuan Bui 6, 7, 8 , Ségolène Villotte 8, 9, 10, 11 , Céline Dietlin 1, 2, 3, 4, 5 , Fabrice Morlet-Savary 1, 2, 3, 4, 5 , Didier Gigmes 8, 9, 10, 11 , Jean Pierre Fouassier 1, 2, 3, 4, 5 , Frédéric Dumur 8, 9, 10, 11 , Jacques Lalevée 1, 2, 3, 4, 5
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-01-15 00:00:00 , DOI: 10.1039/c7nj04394e Mariem Bouzrati-Zerelli 1, 2, 3, 4, 5 , Noirbent Guillaume 6, 7, 8 , Fabrice Goubard 6, 7, 8 , Thanh-Tuan Bui 6, 7, 8 , Ségolène Villotte 8, 9, 10, 11 , Céline Dietlin 1, 2, 3, 4, 5 , Fabrice Morlet-Savary 1, 2, 3, 4, 5 , Didier Gigmes 8, 9, 10, 11 , Jean Pierre Fouassier 1, 2, 3, 4, 5 , Frédéric Dumur 8, 9, 10, 11 , Jacques Lalevée 1, 2, 3, 4, 5
Affiliation
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Photoinitiators exhibiting efficient thermally activated delayed fluorescence (TADF) are investigated. Known TADF metal complexes (copper-based structures) and purely organic molecules (carbazole/sulfone based organic structures) are used, for the first time, in the FRP of methacrylates, the CP of diepoxides and the synthesis of acrylate/diepoxide interpenetrated polymer networks, in thick films (1.4 mm), under air, under soft conditions using violet light delivered by a LED emitting at 405 nm. They are incorporated into two-component systems in combination with an iodonium salt and/or into three-component systems with iodonium salt/amine or N-vinylcarbazole or 9H-carbazole-9-ethanol (CARET) systems. A comparison with non-TADF analogues highlights the benefits of the TADF process. Using the copper complexes, the performances are better than those achieved with a conventional reference photoinitiator (bis acylphosphineoxide); the organic structures are noticeably less efficient. These systems exhibit a photoredox catalyst behavior. The involved chemical mechanism has been investigated using steady state photolysis, cyclic voltammetry, fluorescence spectroscopy, laser flash photolysis and electron spin resonance spin trapping techniques. The TADF property is found to be very important in increasing the excited state lifetime of the photoredox catalyst for better interactions with additives (i.e. a longer excited state lifetime is important to increase the yields of bimolecular reactions).
中文翻译：
具有热激活延迟荧光（TADF）特性的新型光引发剂
研究了表现出有效的热活化延迟荧光（TADF）的光引发剂。已知的TADF金属络合物（铜基结构）和纯有机分子（咔唑/砜基有机结构）首次用于甲基丙烯酸酯的FRP，二环氧化合物的CP和丙烯酸酯/二环氧氧化物互穿的聚合物网络的合成在厚膜（1.4毫米）中，在空气中，在柔和的条件下，使用由405 nm发射的LED发出的紫光。它们与碘鎓盐组合加入两组分体系和/或与碘鎓盐/胺或N-乙烯基咔唑或9 H引入三组分体系-咔唑-9-乙醇（CARET）系统。与非TADF类似物的比较突出了TADF工艺的好处。使用铜络合物，其性能要优于使用常规参比光引发剂（双酰基氧化膦）所获得的性能。有机结构的效率明显较低。这些系统表现出光氧化还原催化剂的行为。已使用稳态光解，循环伏安法，荧光光谱，激光闪光光解和电子自旋共振自旋俘获技术研究了涉及的化学机理。该TADF属性被发现在增加photoredox催化剂的激发态的寿命用添加剂更好的交流非常重要（即 更长的激发态寿命对于增加双分子反应的产率很重要。
更新日期：2018-01-15
中文翻译：
具有热激活延迟荧光（TADF）特性的新型光引发剂
研究了表现出有效的热活化延迟荧光（TADF）的光引发剂。已知的TADF金属络合物（铜基结构）和纯有机分子（咔唑/砜基有机结构）首次用于甲基丙烯酸酯的FRP，二环氧化合物的CP和丙烯酸酯/二环氧氧化物互穿的聚合物网络的合成在厚膜（1.4毫米）中，在空气中，在柔和的条件下，使用由405 nm发射的LED发出的紫光。它们与碘鎓盐组合加入两组分体系和/或与碘鎓盐/胺或N-乙烯基咔唑或9 H引入三组分体系-咔唑-9-乙醇（CARET）系统。与非TADF类似物的比较突出了TADF工艺的好处。使用铜络合物，其性能要优于使用常规参比光引发剂（双酰基氧化膦）所获得的性能。有机结构的效率明显较低。这些系统表现出光氧化还原催化剂的行为。已使用稳态光解，循环伏安法，荧光光谱，激光闪光光解和电子自旋共振自旋俘获技术研究了涉及的化学机理。该TADF属性被发现在增加photoredox催化剂的激发态的寿命用添加剂更好的交流非常重要（即 更长的激发态寿命对于增加双分子反应的产率很重要。
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