Achieving Win–Win Ecotoxicological Safety and Fungicidal Activity of Pyraclostrobin-Loaded Polyurea Microcapsules by Selecting Proper Polyamines

The fungicide pyraclostrobin is highly toxic to aquatic organisms. Microencapsulation is an effective way to reduce the exposure of pyraclostrobin to aquatic organisms but it also reduces the contact probability between the fungicide and plant pathogens. Hence, winning a balance between the toxicity and bioactivity of pyraclostrobin is very necessary. In this study, triethylenetetramine (TETA), ethylenediamine (EDA), hexamethylenediamine (HAD), and isophoronediamine (IPDA) were selected as cross-linkers to prepare the pyraclostrobin-loaded polyurea microcapsules (PU-MCs) by interfacial polymerization. TETA formed the shells with the highest degree of cross-linking, the slowest release profile, and the best protection against ultraviolet (UV). In terms of MCs fabricated by diamines, higher leaking, weaker UV resistance of the shells was observed with increasing carbon skeleton. TETA-MCs showed the highest safety to zebrafish (LC₅₀ of 10.086 mg/L), whereas EDA-MCs, HAD-MCs, and IPDA-MCs were 5.342, 3.967, and 0.767 mg/L, respectively. TETA-MCs had the best long-term disease management, while the control efficacies of other MCs were higher at the early stage of disease development. Overall, a balance between the aquatic toxicities and fungicidal activities of pyraclostrobin-loaded PU-MCs could be reached through a simple selection of polyamines in the fabrication.