Volume 27, Issue 67 p. 16601-16605
Communication

The Preparation of a Water-Soluble Phospholate-Based Macrocycle for Constructing Artificial Light-Harvesting Systems

Jianmin Jiao

Jianmin Jiao

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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Dr. Guangping Sun

Dr. Guangping Sun

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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Jikun Zhang

Jikun Zhang

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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Prof. Dr. Chen Lin

Corresponding Author

Prof. Dr. Chen Lin

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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Prof. Dr. Juli Jiang

Corresponding Author

Prof. Dr. Juli Jiang

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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Prof. Dr. Leyong Wang

Prof. Dr. Leyong Wang

Key Laboratory of Mesoscopic Chemistry of MOE, Jiangsu Key Laboratory of Advanced Organic Materials, School of Chemistry and Chemical Engineering, Nanjing University, Nanjing, 210023 P. R. China

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First published: 01 October 2021
Citations: 10

Graphical Abstract

A novel water-soluble phospholate-based macrocycle (WPCTX) was prepared with satisfying yield and its host-guest properties were investigated. Based on this, tetraphenylethylene guest molecules (G) self-assembled with WPCTX to form WPCTX⊃G nanoparticles (NPs) acting as donors in water. Moreover, two hydrophobic fluorescent dyes, Eosin Y (ESY) and Nile red (NiR), were encapsulated in NPs to construct artificial light-harvesting systems with high antenna effect.

Abstract

On the basis of cyclotrixylohydroquinoylene (CTX), a novel water-soluble phospholate-based CTX derivative (WPCTX) was prepared with facile synthetic procedure and satisfying yield. Several model guest molecules were selected to investigate WPCTX′s host-guest properties. Based on the study of the host and model guest complexation, a tetraphenylethylene derivative from model guest was employed as a guest molecule (G) to form WPCTX⊃G nanoparticles (NPs) with WPCTX through further supramolecular self-assembly in water. Moreover, a hydrophobic fluorescent dye, Eosin Y(ESY) or Nile red (NiR), was encapsulated in WPCTX⊃G NPs to construct two types of artificial light-harvesting systems. Their high antenna effect demonstrated such NPs successfully mimicked light-harvesting systems in nature.

Conflict of interest

The authors declare no conflict of interest.