Ecotoxicity of the Adipate Plasticizers: Influence of the Structure of the Alcohol Substituent

Molecules. 2021 Aug 10;26(16):4833. doi: 10.3390/molecules26164833.

Abstract

A significant increase in the production of plastic materials and the expansion of their areas of application contributed to the accumulation of a large amount of waste of polymeric materials. Most of the polymer composition is made up of plasticizers. Phthalate plasticizers have been recognized as potentially hazardous to humans and the environment due to the long period of their biodegradation and the formation of persistent toxic metabolites. It is known that the industrial plasticizer dioctyl adipate is characterized by reduced toxicity and a short biodegradation period. The paper describes the synthesis of a number of new asymmetric esters based on adipic acid and ethoxylated butanol by azeotropic esterification. The receipt of the products was confirmed by IR spectra. The physicochemical properties of the synthesized compounds were investigated. The glass transition temperatures of PVC composites plasticized with alkyl butoxyethyl adipates were determined using DSC analysis. The ecological safety of esters was assessed by the phytotesting method. Samples of adipates were tested for fungal resistance, and the process of their biodegradation in soil was also studied. It is shown that the synthesized esters have good plasticizing properties and are environmentally safe. When utilized under natural conditions, they can serve as a potential source of carbon for soil microorganisms and do not form stable toxic metabolites; therefore, they are not able to accumulate in nature; when the plasticizers under study are disposed of in the soil, toxic substances do not enter.

Keywords: adipate plasticizer; biodegradable; environmental damage; esterification; polyvinyl chloride.

MeSH terms

  • Adipates / chemical synthesis
  • Adipates / chemistry
  • Adipates / toxicity*
  • Biodegradation, Environmental
  • Calorimetry, Differential Scanning
  • Ecotoxicology*
  • Ethanol / chemical synthesis
  • Ethanol / chemistry*
  • Fungi / drug effects
  • Glass / chemistry
  • Lepidium / drug effects
  • Plasticizers / toxicity*
  • Polyvinyl Chloride / chemistry
  • Raphanus / drug effects
  • Soil
  • Spectrophotometry, Infrared
  • Transition Temperature

Substances

  • Adipates
  • Plasticizers
  • Soil
  • Ethanol
  • adipic acid
  • Polyvinyl Chloride