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Solubilities of Selected Organic Electronic Materials in Pressurized Hot Water and Estimations of Aqueous Solubilities at 298.15 K

Pavel Karásek, Barbora Hohnová, Josef Planeta, Lenka Št'avíková, Michal Roth

Chemosphere. 2013 Feb;90(6):2035-40.

PMID: 23177709

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.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP126717235 1,3,5-Tris(diphenylamino)benzene 1,3,5-Tris(diphenylamino)benzene 126717-23-5 Price
AP15546437 Tetra-N-phenylbenzidine Tetra-N-phenylbenzidine 15546-43-7 Price
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