Issue 33, 2014

Redox-responsive, reversibly fluorescent nanoparticles from sustainable cellulose derivatives

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

Associated articles

Supplementary files

Article information

Article type
Paper
Submitted
29 Apr 2014
Accepted
18 Jun 2014
First published
18 Jun 2014
This article is Open Access
Creative Commons BY license

J. Mater. Chem. A, 2014,2, 13675-13681

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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