Solubilities of Organic Semiconductors and Nonsteroidal Anti-inflammatory Drugs in Pure and Mixed Organic Solvents: Measurement and Modeling with Hansen Solubility Parameter

Abstract

The solubilities of five organic semiconductors and four nonsteroidal anti-inflammatory drugs (NSAIDs) were measured by a static analytical method in a set of seven representative organic solvents at 298.15 K and 0.10 MPa to determine the Hansen solubility parameter (HSP) of the solutes by a quantitative correlation with the extended Hansen model. Solubilities of the organic semiconductors (N,N′-di-1-naphthyl-N,N′-diphenylbenzidine (NPB), 4,4′-bis(9H-carbazol-9-yl)biphenyl (CBP), anthracene, tetracene, and perylene) exhibited similar solvent dependence to each other, increasing in the order of ethanol < acetonitrile < hexane < acetone < carbon tetrachloride < chlorobenzene ≈ chloroform due to the large dispersion parameter δD ≈ 21 and the small polarity and hydrogen bonding parameters (δP, δH) ≈ (5, 5) of the solutes. In contrast, the solubilities of NSAIDs (naproxen, diclofenac, indomethacin, and niflumic acid) were hexane < carbon tetrachloride < acetonitrile ≈ chlorobenzene < ethanol ≈ chloroform < ace...