HYDROPHOBIC EFFECT AT THE ORIGIN OF THE LOW SOLUBILITY OF INERT SOLID SUBSTANCES IN HYDROGEN-BONDED SOLVENTS

被引:50
作者
RUELLE, P
BUCHMANN, M
KESSELRING, UW
机构
[1] Institut d'Analyse Pharmaceutique, Ecole de Pharmacie, Université de Lausanne, Lausanne
关键词
D O I
10.1002/jps.2600830326
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The new solubility equation derived from the thermodynamics of mobile order in liquids is used to predict the solubility of four solid aliphatic and aromatic hydrocarbons, namely, tricosane, octacosane, biphenyl and pyrene, in nonassociated and hydrogen-bonded solvents. The analysis of the relative importance of the different terms contributing to the solubility shows that(l) the fluidization of the solute always represents a barrier to the solubility, (2) in non-hydrogen-bonded solvents, the solubility essentially results from the balance of the exchange entropy correction and the change in the-nonspecific cohesion forces upon mixing, (3) in alcohols or in water, the solubility is mainly determined by the hydrophobic effect which corresponds to a solute rejecting effect of the solvent. This effect is responsible for the lower solubility values of the inert substances in associated solvents with respect to those in nonassociated solvents.
引用
收藏
页码:396 / 403
页数:8
相关论文
共 29 条
[1]   THERMOCHEMICAL INVESTIGATIONS OF ASSOCIATED SOLUTIONS .2. CALCULATION OF PYRENE DICHLOROBUTANE ASSOCIATION PARAMETERS FROM MEASURED SOLUBILITY DATA [J].
ACREE, WE ;
TUCKER, SA ;
ZVAIGZNE, AI .
JOURNAL OF THE CHEMICAL SOCIETY-FARADAY TRANSACTIONS, 1990, 86 (12) :2197-2201
[2]   SOLUBILITY OF BIPHENYL IN BINARY SOLVENT MIXTURES [J].
ACREE, WE .
INTERNATIONAL JOURNAL OF PHARMACEUTICS, 1984, 18 (1-2) :47-52
[3]   SOLUBILITIES OF HIGHER NORMAL ALKANES IN M-XYLENE [J].
BEINY, DHM ;
MULLIN, JW .
JOURNAL OF CHEMICAL AND ENGINEERING DATA, 1987, 32 (01) :9-10
[4]  
BENNAIM A, 1980, HYDROPHOBIC INTERACT
[5]  
Berthelot D., 1898, CR HEBD ACAD SCI, V126, P1703, DOI DOI 10.1002/ANDP.18812480110
[6]  
CHANG W, 1972, DISS ABSTR INT B, V32, P6321
[7]   SOLUBILITY OF AROMATIC HYDROCARBON SOLIDS IN PYRIDINE AND THIOPHENE [J].
CHOI, PB ;
MCLAUGHLIN, E .
INDUSTRIAL & ENGINEERING CHEMISTRY FUNDAMENTALS, 1983, 22 (01) :46-51
[8]   SOLUBILITIES OF FAMILIES OF HETEROCYCLIC POLYNUCLEAR AROMATICS IN ORGANIC-SOLVENTS AND THEIR MIXTURES [J].
COON, JE ;
SEDIAWAN, WB ;
AUWAERTER, JE ;
MCLAUGHLIN, E .
JOURNAL OF SOLUTION CHEMISTRY, 1988, 17 (06) :519-534
[9]   SOLUBILITIES OF POLYCYCLIC AROMATIC HYDROCARBON SOLIDS IN NORMAL-OCTADECANE [J].
DJORDJEVIC, NM .
THERMOCHIMICA ACTA, 1991, 177 :109-118
[10]   ENTHALPIES OF FUSION AND SOLID SOLID TRANSITION OF EVEN-NUMBERED PARAFFINS C22H46, C24H50, C26H54 AND C28H58 [J].
DOMANSKA, U ;
WYRZYKOWSKASTANKIEWICZ, D .
THERMOCHIMICA ACTA, 1991, 179 :265-271