The three-dimensional quantitative structure-activity relationship (3D-QSAR) model is established for polychlorinated naphthalenes (PCNs) using the biological degradability (total score) results to modify CN-56 to design 37 new derivatives with higher degradability (increased by 14.55-38.79%). Furthermore, five new CN-56 derivatives are selected through evaluation of their persistent organic pollutant properties (toxicity, bioconcentration, long-range transport) and practicability (stability, insulativity, flame retardancy) using 3D-QSAR, density functional theory (DFT) and molecular docking methods. Environmental and health-based risk assessments are conducted using the multimedia fugacity model and fuzzy theory for complete screening of the new CN-56 derivatives. Whereas CN-56 is classed as high risk, three new derivatives can be classed as medium risk. The biodegradability mechanism analysis of the PCNs indicates that the electrostatic property is the main factor that affects the degradability, which provides a favorable theoretical reference to obtain environmentally friendly fire retardant and insulating materials.
Keywords: Biological degradability; Derivatives modification; Environmental and health-based risk assessment; Molecular docking; Polychlorinated naphthalenes; Three-dimensional quantitative structure-activity relationship.