School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China.
School of Chemistry and Environmental Engineering, Wuhan Institute of Technology, Wuhan 430073, China.
Int J Biol Macromol. 2023 Dec 31;253(Pt 6):127393. doi: 10.1016/j.ijbiomac.2023.127393. Epub 2023 Oct 11.
Cellulose is an economical, biodegradable, widely available, and eco-friendly natural macromolecule. But its utilization has been restricted due to its insolubility in water and common organic solvents. In this work, soluble fluorescent probes based on cellulose were synthesized. Firstly, the primary hydroxyl group in glucose units was reacted with SOCl to introduce Cl and obtain chloro-cellulose (Cell-Cl). This operation breaks down the regular structure and hydrogen bonding of the original cellulose, enabling it to dissolve in DMSO. Secondly, the Cell-Cl reacted with CS and 2-mercaptobenzothiazole to obtain a cellulose-based macromolecular RAFT reagent (Cell-CTA). Finally, the fluorescent monomers which bears -C=C- and naphthalimide, and methacrylic acid (MAA) were grafted onto the main chain of cellulose through RAFT polymerization. Thus, cellulose-based readily soluble macromolecular fluorescent probes were obtained. The cellulose-based probes can specifically recognize Fe in pure water and can be recycled and regenerated. Additionally, the cellulose-based probes exhibit remarkable adsorption and separation properties for Fe ions. The modification of cellulose decreases its crystallinity and introduces hydrophilic groups and fluorophores, which enables cellulose to be soluble in both pure water and the organic solvent DMSO. This work expands the application range of cellulose-based copolymers.
纤维素是一种经济、可生物降解、来源广泛且环保的天然高分子。但其在水中和常见有机溶剂中不溶的特性限制了它的应用。本工作合成了基于纤维素的可溶性荧光探针。首先,葡萄糖单元的伯羟基与 SOCl2 反应引入 Cl 得到氯代纤维素(Cell-Cl)。这一操作破坏了纤维素原有的规整结构和氢键,使其能够溶解于 DMSO 中。其次,Cell-Cl 与 CS 和 2-巯基苯并噻唑反应得到基于纤维素的大分子 RAFT 试剂(Cell-CTA)。最后,通过 RAFT 聚合将带有 -C=C-和萘酰亚胺的荧光单体以及甲基丙烯酸(MAA)接枝到纤维素主链上。由此得到了基于纤维素的易溶性大分子荧光探针。基于纤维素的探针可以在纯水中特异性识别 Fe,并且可以回收和再生。此外,基于纤维素的探针对 Fe 离子表现出显著的吸附和分离性能。纤维素的修饰降低了其结晶度并引入了亲水性基团和荧光团,使得纤维素能够在纯水和有机溶剂 DMSO 中溶解。本工作扩展了基于纤维素的共聚物的应用范围。