Carboxyl functionalized covalent organic framework material for selective adsorption of methylene blue in aqueous solutions

IF 1.5 4区化学 Q3 CHEMISTRY, ORGANIC Tetrahedron Letters Pub Date : 2024-08-25 DOI:10.1016/j.tetlet.2024.155281

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Abstract

In this paper, M-TzDha-COF composed of 4,4′,4″-(1,3,5-triazine-2,4,6-triyl) trianiline (Tz) and 2,5-dihydroxy-1,4-benzenedicarboxaldehyde (Dha) was synthesized by grafting carboxyl groups onto COF framework via the solvent-free esterification. M-TzDha-COF retains the porous structure and has good crystallinity and high thermal stability. M-TzDha-COF exhibits selective adsorption and efficient removal of methylene blue dye with the maximum adsorption capacity of 95 mg·g⁻¹. M-TzDha-COF can adsorb methylene blue rapidly and maintain high adsorption efficiency after several cyclic applications. The adsorption of methylene blue on M-TzDha-COF is consistent with the pseudo-second-order adsorption kinetic model and Langmuir adsorption model. Adsorption is caused by three interactions: π-π stacking between the triazine group and methylene blue, electrostatic interaction between the carboxyl group and the methylene blue cationic portion, and hydrogen bonding interaction. Fast kinetics, high adsorption capacity and good reusability make carboxyl functionalized COF have great potential in removing methylene blue dye from water.

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用于选择性吸附水溶液中亚甲基蓝的羧基官能化共价有机框架材料

本文通过无溶剂酯化法在 COF 框架上接枝羧基，合成了由 4,4′,4″-（1,3,5-三嗪-2,4,6-三基）三苯胺（Tz）和 2,5-二羟基-1,4-苯二甲醛（Dha）组成的 M-TzDha-COF。M-TzDha-COF 保留了多孔结构，具有良好的结晶性和较高的热稳定性。M-TzDha-COF 对亚甲基蓝染料具有选择性吸附和高效去除作用，最大吸附容量为 95 mg-g-1。M-TzDha-COF 能快速吸附亚甲基蓝，并在多次循环使用后保持较高的吸附效率。亚甲基蓝在 M-TzDha-COF 上的吸附符合假二阶吸附动力学模型和 Langmuir 吸附模型。吸附是由三种相互作用引起的：三嗪基团与亚甲基蓝之间的π-π堆叠作用、羧基与亚甲基蓝阳离子部分之间的静电作用以及氢键作用。羧基官能化 COF 具有动力学速度快、吸附容量大和重复利用率高的特点，因此在去除水中的亚甲基蓝染料方面具有很大的潜力。

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来源期刊

Tetrahedron Letters 化学-有机化学

CiteScore

3.50

自引率

5.60%

发文量

521

审稿时长

28 days

期刊介绍： Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.