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Issue 33, 2014
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Redox-responsive, reversibly fluorescent nanoparticles from sustainable cellulose derivatives

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Abstract

In comparison to single-stimuli responsive cellulose derivatives, multi-stimuli and reversibly responsive compounds from cellulose are still scarce. In this report, the fabrication of redox-controllable nanoparticles (NPs) from novel cellulose derivatives containing thiol groups and rhodamine spiroamide showing reversible fluorescence is described. The thiol groups were introduced into cellulose chains after esterification by 3,3′-dithiodipropionic acid and further reductive cleavage of disulfide bonds. Then, rhodamine spiroamide was immobilized via thiol–ene reaction between cellulose thiopropionyl ester and rhodamine B methacrylamide. The obtained cellulose derivative containing rhodamine spiroamide (cellulose-RhBMA) could be transformed into NPs in aqueous medium and dissolved again via redox reactions on thiol groups. At the same time, cellulose-RhBMA exhibited reversible fluorescence that could be switched using pH (protons) or UV-illumination/heating as external stimuli. In total, we demonstrated the fabrication of redox-controllable NPs with reversible fluorescence, and a novel platform for the chemical modification of cellulose via thiol–ene reaction.

Graphical abstract: Redox-responsive, reversibly fluorescent nanoparticles from sustainable cellulose derivatives

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Submitted
29 Apr 2014
Accepted
18 Jun 2014
First published
18 Jun 2014

This article is Open Access

J. Mater. Chem. A, 2014,2, 13675-13681
Article type
Paper
Author version available

Redox-responsive, reversibly fluorescent nanoparticles from sustainable cellulose derivatives

W. Li, W. Wang, Y. Yang and K. Zhang, J. Mater. Chem. A, 2014, 2, 13675
DOI: 10.1039/C4TA02126F

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