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This study investigates the detoxification properties of guanidinylated chitosan against chemical warfare agents and its application to the preparation of military protective clothing. Guanidinylated chitosan was synthesized by chitosan guanidinylation with cyanamide. The detoxification properties of the guanidinylated chitosan were then evaluated using a chemical warfare agent simulant, called diisopropylfluorophosphate (DFP). Cotton fabric was treated with 1 wt.% of guanidinylated chitosan in acetic acid and water solution using the simple and conventional textile treatment method of pad-dry-cure. The detoxification properties of the guanidinylated chitosan-treated cotton fabric were evaluated to investigate the application of guanidinylated chitosan to the preparation of military protective clothing. Subsequently, 71.3% of DFP was hydrolyzed to non-hazardous diisopropylhydrogenphosphate (DHP) in 2 h because of the base organocatalytic activity of 0.02 g guanidinylated chitosan itself. Moreover, 60.1% of DFP was hydrolyzed by the catalytic activity of the guanidinylated chitosan-treated cotton fabric, which contained only 0.0002 g of guanidinylated chitosan. This result shows that the guanidinylated chitosan itself has detoxification properties for hydrolyzing DFP to DHP, and its detoxification properties can be more efficient when applied to cotton fabric because it showed 84.3% of the detoxification properties with only 1 wt.% of guanidinylated chitosan. For the first time, this study shows that guanidinylated chitosan has considerable detoxification properties and can be used as an agent to prepare protective clothing.

Detoxification Properties of Guanidinylated Chitosan Against Chemical Warfare Agents and Its Application to Military Protective Clothing