Developing efficient adsorbents for the removal of organic dyes from aqueous solutions is highly desirable due to the severe environmental and human safety concerns associated with dye-contaminated wastewater. Herein, we report two porous organic polymers (BIPOPs) incorporating BODIPY moieties via the Sonogashira reaction between dibrominated BODIPY and alkynyl-containing aromatics. This incorporation of BODIPY moieties into a porous framework bestows the materials with efficient adsorption functionality, resulting in a significantly enhanced capacity for organic dye adsorption compared to a BODIPY-free porous organic polymer. The developed BIPOPs exhibit remarkable efficacy in capturing various dyes, with a maximum adsorption capacity of 2207 mg g⁻¹ (for rhodamine B adsorbed by BIPOP-1), surpassing or matching those of most known dye adsorbents. The adsorption equilibrium data fit better to a Sips isotherm model (R² > 0.99) in comparison with Langmuir and Freundlich isotherm models, while the adsorption kinetics are well described by the pesudo-second-order kinetic model (R² = 0.99999 for rhodamine B); these results suggest that the adsorption process is predominantly governed by chemisorption. Notably, the adsorbent displays sustained high adsorption capacity even after five cycles of recycling. Mechanistic investigation reveals that the high adsorption capacity of rhodamine B is a direct consequence of the synergistic integration of π–π interactions, hydrogen bonding interactions, and electrostatic interactions, predominantly facilitated by BODIPY units with dyes, alongside the porous structures. This underscores the significance of BODIPY units in the capture of rhodamine B. These findings establish BODIPY-incorporating porous networks as promising candidates for the efficient removal of dyes from aqueous media. This simple strategy can be extended to conceive and fabricate more BODIPY-based dye adsorbents.

中文翻译：

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含有 BODIPY 部分的多孔有机聚合物可有效去除水溶液中的有机染料

由于与染料污染废水相关的严重环境和人类安全问题，开发用于从水溶液中去除有机染料的有效吸附剂是非常必要的。在此，我们报告了两种通过二溴化BODIPY 和含炔基芳烃之间的 Sonogashira 反应结合 BODIPY 部分的多孔有机聚合物（BIPOP）。将 BODIPY 部分纳入多孔框架中赋予材料高效的吸附功能，与不含 BODIPY 的多孔有机聚合物相比，有机染料吸附能力显着增强。所开发的BIPOP在捕获各种染料方面表现出显着的功效，最大吸附容量为2207 mg g ^-1（对于BIPOP-1吸附的罗丹明B），超过或匹配大多数已知的染料吸附剂。与 Langmuir 和 Freundlich 等温线模型相比，吸附平衡数据更适合 Sips 等温线模型（R ² > 0.99），而吸附动力学可以通过伪二级动力学模型很好地描述（罗丹明 B 的R ² = 0.99999） ）；这些结果表明吸附过程主要受化学吸附控制。值得注意的是，即使经过五次回收循环后，吸附剂仍表现出持续的高吸附能力。机理研究表明，罗丹明 B 的高吸附能力是 π-π 相互作用、氢键相互作用和静电相互作用协同整合的直接结果，主要由 BODIPY 单元与染料以及多孔结构促进。这强调了 BODIPY 单元在捕获罗丹明 B 中的重要性。这些发现表明，掺入 BODIPY 的多孔网络是有效去除水介质中染料的有希望的候选者。这种简单的策略可以扩展到构思和制造更多基于 BODIPY 的染料吸附剂。