Theoretical Design of Biodegradable Phthalic Acid Ester Derivatives in Marine and Freshwater Environments

Abstract

The biodegradability of phtalic acid esters in marine and freshwater environments was characterized by their binding free energy with corresponding degrading enzymes. According to comprehensive biodegradation effects weights, the binding free energy values were converted into dimensionless efficacy coefficient using ratio normalization method. Then, considering comprehensive dual biodegradation effects value and the structural parameters of PAEs in both marine and freshwater environments, a 3D‐QSAR pharmacophore model was constructed, five PAE derivatives (DBP−COOH, DBP−CHO, DBP−OH, DINP−NH2, and DINP−NO2) were screened out based on their environmental friendliness, functionality and stability. The prediction of biodegradation effects on five PAE derivatives by biodegradation models in marine and freshwater environment increased by 15.90 %, 15.84 %, 27.21 %, 12.33 %, and 8.32 %, and 21.57 %, 15.21 %, 20.99 %, 15.10 %, and 9.74 %, respectively. By simulating the photodegradation path of the PAE derivative molecular, it was found that DBP−OH can generate .OH and provides free radicals for the photodegradation of microplastics in the environment.

Stability Enhancement of a Plastic Additive (Dimethyl Phthalate,DdMP) with Environment-Friendly Based on 3d-QSAR Model

“…biotoxicity, and enrichment multi-effect 3D-QSAR model for PAEs was developed, and it has been successfully applied to the modification of PAEs with high flame retardancy, low biological toxicity and low enrichment. Zhang et al [28] constructed a 3D-QSAR pharmacophore model with dual biodegradation effects and designed PAE derivative molecules with high biodegradability in marine and freshwater environments based on the model. Zhang et al [29] constructed a 3D-QSAR model of the comprehensive biodegradability of PAEs and designed for PAE derivatives suitable for degradation by plasticizer-degrading bacteria.…”