Design and preparation of a novel fluorescent naphthalimide derivative supramolecular self-assembly system and its bioimaging application

A novel fluorescent naphthalimide derivative gelator (N-18) was designed and characterised which could form a stable gel in 1,4-dioxane/H 2 O (2/1, v/v), methyl sulfoxide (DMSO), ethanol/H 2 O (4/1, v/v), acetone/H 2 O (2/1, v/v) and methanol. The self-assembly process of molecule N-18 in the five s...

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Bibliographic Details
Published in:Supramolecular chemistry 2019-09, Vol.31 (9), p.625-633
Main Authors: Li, Yiran, Li, Qiongya, Gao, Aiping, Wu, Jie, Wu, Yongquan, Cao, Xinhua
Format: Article
Language:English
Subjects:
Absorption spectra
Acetone
bioimaging
Contact angle
Dimethyl sulfoxide
Electron microscopes
Emission analysis
Emission spectra
Ethanol
Field emission microscopy
Fluorescence
Fluorescent
Fourier transforms
Hydrogen bonding
Infrared spectra
Medical imaging
Nanofibers
naphthalimide derivative
Self-assembly
Solvents
Spectrum analysis
X ray powder diffraction
Xerogels
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Summary:A novel fluorescent naphthalimide derivative gelator (N-18) was designed and characterised which could form a stable gel in 1,4-dioxane/H 2 O (2/1, v/v), methyl sulfoxide (DMSO), ethanol/H 2 O (4/1, v/v), acetone/H 2 O (2/1, v/v) and methanol. The self-assembly process of molecule N-18 in the five solvents was carefully investigated by the field emission scanning electron microscope, UV-vis absorption spectra, fluorescence emission spectra, fourier transform infrared spectroscopy (FTIR), X-ray powder diffraction (XRD) and water contact angle experiments. Different structures from microbelts to helical nanofibers were formed in the self-assembly process. Hydrogen bonding and π-π stacking interaction were the mainly driving forces for the formation of gel. At the same time, the hydrophobic surface with the contact angles of 133°-142° was observed on the xerogel films N-18 from the above five solvents. Interestingly, molecule N-18 could be applied in bioimaging in a living cell.
ISSN:1061-0278
1029-0478
DOI:10.1080/10610278.2019.1632856