Amidoxime-derived rice husk as biocatalyst and scavenger for organophosphate neutralization and removal

• Published in: Environmental pollution (1987) Vol. 330; p. 121802
• Main Authors: Ferreira, José G.L., Orth, Elisa S.
• Format: Journal Article
• Language: English
• Published: England Elsevier Ltd 01-08-2023
• Subjects: Agriculture; Alpha-nucleophile; Cellulosic residue; Emerging contaminants; Organophosphates; Oryza - chemistry; Oximes; Water Pollutants, Chemical - analysis; Alpha-nucleophile; Emerging contaminants; Cellulosic residue
• ISSN: 0269-7491; 1873-6424
• DOI: 10.1016/j.envpol.2023.121802

Organophosphates are a worldwide threat because of their presence in agrochemicals and chemical warfare. Situations of misuse, apprehensions of prohibited chemicals (e.g. pesticides), undesired stockpiles and chemical attacks require effective measures for neutralization and removal. Herein, a green approach is shown by functionalizing the agricultural waste rice husk with amidoximes leading to heterogeneous catalysts that were applied in the degradation/scavenging of toxic organophosphates. In aqueous medium, the waste-derived catalyst was efficient in the catalytic neutralization of a phosphotriester (increments up to 1 × 104-fold), while allying important features: selective, recyclable and lead to less toxic products. Curiously, the amidoximated rice husk behaved as a scavenger in the aprotic polar solvents MeCN and acetone by covalently bonding to the phosphoryl moiety. Upon addition of water, this bond is broken and the phosphoryl liberated (hydrolyzed) to the aqueous medium. Thus, the scavenging process is reversible and can be used to remove toxic organophosphates. 31P nuclear magnetic resonance spectroscopy was crucial for confirming the overall mechanisms involved. In summary, a sustainable material was synthetized from a waste source and employed as catalyst and scavenger for eliminating threatening organophosphates. This is promising for assuring chemical security such as in chemical emergencies.
[Display omitted]
•Functionalization of the waste rice husk leads to a multifunctional material.•Toxic organophosphates can be catalytically neutralized towards less toxic products.•The amidoxime-based scavenger can remove organophosphates and regenerate after.•Cellulose-based biocatalysts present dual function.