Max Planck Institute for Polymer Research, Ackermannweg 10, 55128, Mainz, Germany.
Institute for Physical Chemistry, Johannes Gutenberg University Mainz, Duesbergweg 10-14, 55128, Mainz, Germany.
Chemistry. 2022 Nov 7;28(62):e202202291. doi: 10.1002/chem.202202291. Epub 2022 Aug 29.
A series of near-infrared (NIR) organic absorbers, named FNs and FPs, have been obtained with absorption maxima from 870 nm to 1100 nm and thus falling into the attractive second near-infrared region (NIR-II). The synthesis of their extended aromatic cores utilized an initial aryl-amination between 4-aminonaphthalene-1,8-dicarboximide (NMI-NH ) or 9-aminoperylene-3,4-dicarboximide (PMI-NH ) with chloro-substituted 9,10-anthraquinones followed by a novel base-induced cyclodehydrogenation. A NIR-II pigment, compound FPP, was obtained through de-alkylation of a soluble precursor. The synthesis of this photostable pigment is high-yielding and avoids column chromatographic purification which is important for many applications.
一系列近红外（NIR）有机吸收剂，命名为 FNs 和 FPs，其吸收最大值从 870nm 到 1100nm，因此落入了有吸引力的第二近红外区（NIR-II）。它们的扩展芳核的合成利用了 4-氨基萘-1,8-二羧酸二酰亚胺（NMI-NH）或 9-氨基苝-3,4-二羧酸二酰亚胺（PMI-NH）与氯取代的 9,10-蒽醌之间的初始芳基-胺化反应，然后是一种新型的碱诱导环脱氢反应。一种 NIR-II 颜料，化合物 FPP，是通过可溶前体的脱烷基化得到的。这种光稳定颜料的合成产率高，避免了柱色谱纯化，这对于许多应用很重要。
