Journal
JOURNAL OF MOLECULAR LIQUIDS
Volume 292, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.molliq.2019.111331
Keywords
Aggregation-induced emission; Salicylaldehyde-containing fluorogens; Excited-state intramolecular proton transfer; Fluorescent organic nanoparticles; Biological imaging
Funding
- National Natural Science Foundation of China [21788102, 51363016, 21474057, 21564006, 21561022, 21644014]
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A novel AIE-active fluorogen with large Stokes shift and polymerizable group was synthesized through a onestep conjugation of 4-allyloxy-2-hydroxybenzophenone using hydrazine monohydrate. The obtained 6,6'-((1E,1'E)-hydrazine-1,2-diylidenebis(phenylmethanylylidene))bis(3-(allyloxy)phe-nol) (named as HDPMA) shows AIE feature through excited-state intramolecular proton transfer (ESIPT) mechanism. To examine its potential biomedical applications, the hydrophobic HDPMA was copolymerized with a commercial available, hydrophilic and biocompatible monomer hydrophilic poly(ethylene glycol) methyl ether methacrylate (PEGMA) through reversible addition-fragmentation chain transfer (RAFT) polymerization. The successful synthesis of the HDPMA and final AIE-active poly(PEGMA-co-HDPMA) copolymers was evidenced by a series of characterization techniques. After self-assembly, the amphiphilic poly(PEGMA-co-HDPMA) copolymers could form uniform spherical micelles and showed high water dispersibility, bright yellow-green fluorescence, preeminent photostability, low critical micelle concentration. More importantly, poly(PEGMA-co-HDPMA) FONs show outstanding biocompatibility and low cytotoxicity. With these noticeable superiorities, poly(PEGMA-co-HDPMA) FONs will become promising candidates in biochemical sensing analysis, and cell imaging, even applied in more various important fields. (C) 2019 Elsevier B.V. All rights reserved.
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