Reusable pyrene-based fluorescent organogels for polychlorinated biphenyl detection and removal

Abstract

Highly toxic hydrophobic polychlorinated biphenyls (PCBs) pollutants are resistant to degradation, and limited methods are available for their elimination, leading to their long-term persistence in ecosystems, which can harm humans and the environment. Therefore, early detection, removal, and continuous monitoring of PCBs are crucial. In this study, a novel fluorescent polymeric probe (P1) to detect PCB congeners (77, 118, and 126) in water was developed. P1 was synthesized by incorporating N,N’-dimethylacrylamide (DMAA) and pyren-1-ylmethyl methacrylate (PyMMA) to form p(DMAA-co-PyMMA). P1 demonstrated high sensitivity toward the most toxic coplanar PCB congeners, 77 and 126, via a fluorescence turn-on mechanism. This sensitivity was attributed to hydrophobic and π–π interactions between the PCBs and PyMMA units of P1. The detection limits for PCB congeners 77 and 126 were determined to be 0.028 and 0.039 mM, respectively. However, PCB 118, a mixed planar congener, exhibited less detection sensitivity than PCB 77 and 126. A porous three-dimensional polymeric organogel (OG) comprising butyl acrylate, PyMMA, and a cross-linker ethylene glycol dimethacrylate was synthesized for practical application. The OG selectively removed PCBs compared to other competing pollutants due to the high hydrophobicity of the PCBs, achieving removal rates of 63 % for PCB 77 and 55 % for PCB 126. The large surface area of the OG facilitated enhanced hydrophobic and π-π interactions between the PCBs and pyrene units. This work emphasizes the efficacy of P1 in detecting PCBs and the potential of using OG in eliminating PCBs, offering a viable method for monitoring and remedying PCB-contaminated environments.