Substituent group effects on the solubilization of polar aromatic solutes (phenols, anilines, and benzaldehydes) by N-hexadecylpyridinium chloride

Journal Article · Thu Jan 10 00:00:00 EST 1991 · Journal of Physical Chemistry; (USA)

DOI:https://doi.org/10.1021/j100154a065· OSTI ID:5925972

Lee, Byunghwan; Christian, S D; Tucker, E E; Scamehorn, J F ^[1]

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1. Univ. of Oklahoma, Norman (USA)

Solubilization isotherms of polar aromatic solutes (phenols, anilines, and benzaldehydes) in N-hexadecylpyridinium chloride micelles have been determined at 25{degree}C by using the semiequilibrium dialysis method. Effects of various substituent groups (H, F, Cl, Br, CH{sub 3}O, NO{sub 2}, CH{sub 3}, Et, i-Pr, and CF{sub 3}) have been studied for the solubilization of phenol, aniline, and benzaldehyde derivatives in aqueous solutions of the surfactant. Both hydrophobic and electrostatic effects are shown to be important in influencing the solubilization behavior. The simple expression, K = K{sub 0}(1 {minus} BX){sup 2}, is used to correlate the solubilization equilibrium constant (K) with the mole fraction of solute in the micelles (X). Linear free energy relationships can be used to correlate the solubilization results for the different classes of compounds.

• OSTI ID: 5925972
• Journal Information: Journal of Physical Chemistry; (USA), Vol. 95:1; ISSN 0022-3654
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
ANILINE
SOLUBILITY
BENZALDEHYDE
PHENOLS
CHLORIDES
EXPERIMENTAL DATA
MEASURING METHODS
MEDIUM TEMPERATURE
SURFACTANTS
ALDEHYDES
AMINES
AROMATICS
CHLORINE COMPOUNDS
DATA
HALIDES
HALOGEN COMPOUNDS
HYDROXY COMPOUNDS
INFORMATION
NUMERICAL DATA
ORGANIC COMPOUNDS
400201* - Chemical & Physicochemical Properties