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Macrocyclic Confined Purely Organic Room‐Temperature Phosphorescence Three‐Photon Targeted Imaging

Fang‐Fang Shen, Zhixue Liu, Hua‐Jiang Yu, Haoran Wang, Xiufang Xu, Yu Liu

2022Advanced Optical Materials25 citationsDOI

Abstract

Abstract A purely organic supramolecular assembly emitting three‐photon room‐temperature phosphorescence (RTP) is constructed from a macrocyclic host, cucurbit[8]uril (CB[8]), and 4‐bromophenyl pyridine salt having an alkyl chain length of 6 or 12 carbon atoms ( 6C and 12C , respectively). Benefiting from macrocyclic host confined guests, the encapsulation of 12C and 6C in the CB[8] cavity results in three‐photon absorption and subsequent near‐infrared (NIR) phosphorescence emission. Notably, secondary assembly with sulfonated β‐cyclodextrin (SCD) further enhances the phosphorescence emission of the multilevel supramolecular assembly. NIR‐delayed fluorescence via a light‐harvesting phosphorescent energy transfer system is achieved by adding Nile blue as a substrate. Comparison of 12C /CB[8]/SCD and 6C /CB[8]/SCD shows that a long hydrophobic layer is more conducive to stabilizing NIR‐delayed fluorescence emission. These findings indicate that multilevel supramolecular assemblies can be used for three‐photon‐excited NIR‐delayed fluorescence and RTP imaging of cancer cells, which greatly expands the biological applications of pure organic RTP materials.

Topics & Concepts

PhosphorescenceFluorescenceNile redSupramolecular chemistryMaterials sciencePhotochemistryChromophoreLuminescenceOptoelectronicsChemistryMoleculeOrganic chemistryOpticsPhysicsLuminescence and Fluorescent MaterialsMolecular Sensors and Ion DetectionSupramolecular Chemistry and Complexes