Degradation and detoxification of 6PPD-quinone in water by ultraviolet-activated peroxymonosulfate: Mechanisms, byproducts, and impact on sediment microbial community

Water Res. 2024 Oct 1:263:122210. doi: 10.1016/j.watres.2024.122210. Epub 2024 Aug 3.

Abstract

N-(1,3-dimethylbutyl)-N'-phenyl-p-phenylenediamine quinone (6PPD-Q) has been identified to induce acute toxicity to multifarious aquatic organisms at exceptionally low concentrations. The ubiquity and harmful effects of 6PPD-Q emphasize the critical need for its degradation from water ecosystems. Herein, we explored the transformation of 6PPD-Q by an ultraviolet-activated peroxymonosulfate (UV/PMS) system, focusing on mechanism, products and toxicity variation. Results showed that complete degradation of 6PPD-Q was achieved when the initial ratio of PMS and 6PPD-Q was 60:1. The quenching experiments and EPR tests indicated that SO4•- and •OH radicals were primarily responsible for 6PPD-Q removal. Twenty-one degradation products were determined through high-resolution orbitrap mass spectrometry, and it was postulated that hydroxylation, oxidative cleavage, quinone decomposition, ring oxidation, as well as rearrangement and deamination were the major transformation pathways of 6PPD-Q. Toxicity prediction revealed that all identified products exhibited lower acute and chronic toxicities to fish, daphnid and green algae compared to 6PPD-Q. Exposure experiments also uncovered that 6PPD-Q considerably reduced the community diversity and altered the community assembly and functional traits of the sediment microbiome. However, we discovered that the toxicity of 6PPD-Q degradation solutions was effectively decreased, suggesting the superior detoxifying capability of the UV/PMS system for 6PPD-Q. These findings highlight the underlying detrimental impacts of 6PPD-Q on aquatic ecosystems and enrich our understanding of the photochemical oxidation behavior of 6PPD-Q.

Keywords: 6PPD-Q; Degradation mechanisms; Sediment microbial community; Toxicity assessments; Transformation pathways; UV/PMS system.

MeSH terms

  • Animals
  • Geologic Sediments / chemistry
  • Microbiota
  • Oxidation-Reduction
  • Peroxides / chemistry
  • Quinones / chemistry
  • Ultraviolet Rays*
  • Water Pollutants, Chemical* / chemistry
  • Water Pollutants, Chemical* / toxicity

Substances

  • Water Pollutants, Chemical
  • peroxymonosulfate
  • Peroxides
  • Quinones