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Polymeric Iodonium Salts to Trigger Free Radical Photopolymerization.
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2020-02-05 , DOI: 10.1002/marc.201900644
Alexandre Baralle 1 , Patxi Garra 1 , Fabrice Morlet-Savary 1 , Céline Dietlin 1 , Jean-Pierre Fouassier 1 , Jacques Lalevée 1
Affiliation  

In a significant breakthrough from classical molecular (i.e., nonpolymeric) iodonium salts in light-induced photochemistry, the synthesis and use of new safer polymeric iodonium salts are reported here. They are shown to be involved in charge transfer complexes (CTCs) while in interaction with a safe amino acid derivative (N-phenylglycine). Also, this study demonstrates i) the formation of CTCs between the iodonium (acceptor) and an aryl/alkyl amine (donor) through UV-vis measurements of the monomer, ii) the formation of radicals in electron spin resonance spin trapping experiments when the CTCs are irradiated by visible light (405 nm), and iii) their efficiency as a photoinitiator to polymerize three different acrylic monomers under LED irradiation at 405 nm under air and their application to 3D resolved laser writing of thick samples (3 mm). High reactivity for polymeric iodonium salts comparable with molecular ones is exhibited with the advantage of potential lower migration. To the best of the authors' knowledge, this is the first reported instance of polymeric iodonium salts acting as polymerization initiators.

中文翻译:

聚合碘盐触发自由基光聚合。

在光致光化学方面,是经典分子(即非聚合)碘鎓盐的重大突破,此处报道了新型和更安全的聚合碘鎓盐的合成和使用。它们与安全的氨基酸衍生物(N-苯基甘氨酸)相互作用时,被证明参与电荷转移复合物(CTC)。此外,这项研究还表明:i)通过单体的UV-vis测量,在碘鎓(受体)和芳基/烷基胺(供体)之间形成四氯化碳; ii)在电子自旋共振自旋俘获实验中,自由基的形成CTC受到可见光(405 nm)的照射,并且iii)它们作为光引发剂的效率在空气中在405 nm的LED辐射下聚合三种不同的丙烯酸单体,并将其应用于厚样品的3D分辨激光写入(3 mm)。具有与分子盐相当的聚合碘鎓盐的高反应性,具有潜在的较低迁移的优点。据作者所知,这是第一个报道的聚合碘鎓盐作为聚合引发剂的实例。
更新日期:2020-02-06
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