Solubilities of selected organic electronic materials in pressurized hot water and estimations of aqueous solubilities at 298.15 K

Chemosphere. 2013 Feb;90(6):2035-40. doi: 10.1016/j.chemosphere.2012.10.085. Epub 2012 Nov 21.

Abstract

Increasing production and disposal of organic light-emitting diode (OLED) displays for smartphones and tablets may have impact on the environment depending on the aqueous solubility of the pertinent chemicals. Here, aqueous solubilities are presented for several compounds, mostly aromatic amines, used as hole transport materials in the OLED displays. Solute selection includes 1,4-bis(diphenylamino)benzene, tetra-N-phenylbenzidine, 4,4'-bis(N-carbazolyl)-1,1'-biphenyl, 1,3,5-tris(diphenylamino)benzene, and 9,10-bis(phenylethynyl)anthracene. The solubilities are those in pressurized hot water (PHW), i.e., measured at elevated temperature (up to 260 °C) and pressure. The semi-quantitative estimates of room-temperature solubilities of the solutes have been obtained from extrapolations of the solubilities in PHW. For the compounds studied, the estimated aqueous solubilities at room temperature do not exceed 2×10(-11) g of the solute per 1 kg of water. Aqueous solubilities of triphenylamine have also been measured and used to upgrade a recent group-contribution model of aqueous solubilities of organic nonelectrolytes with the parameters for the nitrogen atom in aromatic amines.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkynes / analysis
  • Alkynes / chemistry
  • Amines / chemistry
  • Anthracenes / analysis
  • Anthracenes / chemistry
  • Benzene / analysis
  • Benzene / chemistry
  • Cell Phone*
  • Electronic Waste / analysis*
  • Hot Temperature*
  • Models, Chemical
  • Pressure*
  • Refuse Disposal / methods
  • Solubility
  • Water Pollutants, Chemical / analysis
  • Water Pollutants, Chemical / chemistry*

Substances

  • Alkynes
  • Amines
  • Anthracenes
  • Water Pollutants, Chemical
  • 9,10-bis(phenylethynyl)anthracene
  • Benzene