Amine Volatilization from Herbicide Salts: Implications for Herbicide Formulations and Atmospheric Chemistry

Environ Sci Technol. 2022 Oct 4;56(19):13644-13653. doi: 10.1021/acs.est.2c03740. Epub 2022 Sep 23.

Abstract

Amines are frequently included in formulations of the herbicides glyphosate, 2,4-D, and dicamba to increase herbicide solubility and reduce herbicide volatilization by producing herbicide-amine salts. Amines, which typically have higher vapor pressures than the corresponding herbicides, could potentially volatilize from these salts and enter the atmosphere, where they may impact atmospheric chemistry, human health, and climate. Amine volatilization from herbicide-amine salts may additionally contribute to volatilization of dicamba and 2,4-D. In this study, we established that amines applied in herbicide-amine salt formulations undergo extensive volatilization. Both dimethylamine and isopropylamine volatilized when aqueous salt solutions were dried to a residue at ∼20 °C, while lower-vapor pressure amines like diglycolamine and n,n-bis-(3-aminopropyl)methylamine did not. However, all four amines volatilized from salt residues at 40-80 °C. Because amine loss typically exceeded herbicide loss, we proposed that neutral amines dominated volatilization and that higher temperatures altered their protonation state and vapor pressure. Due to an estimated 4.0 Gg N/yr applied as amines to major U.S. crops, amine emissions from herbicide-amine salts may be important on regional scales. Further characterization of worldwide herbicide-amine use would enable this contribution to be compared to the 285 Gg N/yr of methylamines emitted globally.

Keywords: 2,4-dichlorophenoxyacetic acid (2,4-D); agrochemicals; alkylamines; dicamba; glyphosate.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • 2,4-Dichlorophenoxyacetic Acid
  • Amines
  • Dicamba* / chemistry
  • Dimethylamines
  • Herbicides* / chemistry
  • Humans
  • Methylamines
  • Salts
  • Volatilization

Substances

  • Amines
  • Dimethylamines
  • Herbicides
  • Methylamines
  • Salts
  • 2,4-Dichlorophenoxyacetic Acid
  • Dicamba