Abstract
This article deals with three cellulose-based fluorescent macromolecular sensors by introducing 1,8-naphthalimide fluorophore to cellulose. First, through the etherification reaction of cellulose with BrCH2CH2NH2, –NH2 group–bearing cellulose CS 1 was obtained. Then, the –NH2 group reacts with 4-bromo-1,8-naphthalic anhydride to synthesize a naphthalimide cellulose derivative (CS 2). Finally, the recognition group was introduced by substituting Br atoms, and three cellulose fluorescent probes (CS 3, CS 4, and CS 5) were obtained eventually. Structure and fluorescence properties of the macromolecular sensors were characterized and confirmed. Fluorescence detection measurements show that these probes can be used as selective and sensitive fluorescent sensors to 2,4,6-trinitrophenol (TNP). The detection limits are 0.52 μM, 0.76 μM, and 0.81 μM, indicating good detection performance. This work provides a new method for the selective detection of TNP and also a method to enlarge the application scope of cellulose.
Highlights
As an important reagent in chemical industry such as dyes and pesticides, nitroaromatic compounds are widely used (Dhiman et al 2020)
The results show that the new fluorescent cellulose derivatives have potential applications in the field of chemical sensing
Cellulose derivatives (CS 1, CS 2, CS 3, CS 4 and CS 5, their structures could be seen in Scheme 1) containing functional monomer naphthalimide groups were prepared, and the synthesis routes were shown in scheme 1
Summary
As an important reagent in chemical industry such as dyes and pesticides, nitroaromatic compounds are widely used (Dhiman et al 2020). It is necessary to develop and improve rapid real-time monitoring and on-site detection methods for such chemicals (Saini et al 2020) This requires the detector to have the virtue of high sensitivity, good reliability, low detection limit, convenient carrying and easy operation (Xiao et al 2020; Xiong et al 2019). As a polyhydroxyl linear polymer, cellulose could undergo typical etherification (You et al 2013), esterification (Kusuma et al 2019), oxidation (Imamura et al 2020) and other reactions (Fuchs and Zhang 2019) These reactions endow functional cellulose derivatives being prepared, and expanding the application of cellulose (Jasmani et al 2016). BrCH2CH2NH2 was successfully introduced into the cellulose backbone (CS 1) by Williamson synthesis firstly It reacted with 4-bromo-1, 8-naphthalenedicarboxylic acid anhydride to synthesize naphthalimide fluorescent cellulose derivative (CS 2). The results show that the new fluorescent cellulose derivatives have potential applications in the field of chemical sensing
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