Molecular interactions between amine and cyclic ke

Authors: M G Sankar V Ponneri K S Kumar Sivarambabu Sakamuri

Publish Date: 2013/10/27

Volume: 115, Issue: 2, Pages: 1821-1827

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Abstract

Measurement of densities ρ viscosities η and ultrasonic speeds u has been carried out for binary mixtures of NNdiethylaniline NNDEA with acetophenone cyclopentanone cyclohexanone CH and 2methylcyclohexanone MeCH and their pure liquids at 30315 and 30815 K These experimental data have been used to calculate the excess molar volume V E deviation in ultrasonic velocity ∆u deviation in isentropic compressibility ∆κ s and deviation in viscosity ∆η The variation of these properties with composition of the mixtures suggests dipole–dipole interactions and chargetransfer complex formation between NNdiethylaniline and dipolar ketones The magnitude of the property is found to depend on the chain length of the ketones’ molecule The viscosity data have been correlated using three equations Grunberg and Nissan Nature 164799–800 1949 Katti and Chaudhri J Chem Eng Data 9442–443 1964 and Hind et al Trans Faraday Soc 56328–330 1960 These results have been fitted to the Redlich–Kister polynomial using multiparametric nonlinear regression analysis to estimate the binary coefficients and standard errorsThe interaction between solvents with polar groups and the carbonyl group of ketones plays a role in the structural effects molecular level and practical applications The chemical industries have recognized the importance of the thermodynamic properties in design calculations involving chemical separations heat transfer mass transfer and fluid flow When two or more solvent molecules are associated with one another to form a liquid mixture it brings about a marked effect on the properties of the resulting system and differences in the intermolecular interactions of the solvents This fact is well known as the transport phenomenon and thermophysical properties of mixed solvents The present study is a continuation of our earlier research 1 2 3 4 on thermodynamic properties of binary liquid mixtures The liquids were chosen in the present investigation on the basis of their industrial importance NNdiethylaniline is used as a solvent in the preparation of dyes and in various organic products The carbonyl group is a part of several biologically important molecules such as proteins lipids and hormones Ketones are a class of chemical compounds containing the carbonyl group in which the carbon atom is covalently bonded to an oxygen atom Ketones are important intermediates in the synthesis of many organic compounds such as alkoxides hydroxyalkynes phosphine oxides and cyanohydrins Among the various ketones acetophenone is used to create fragrances that resemble jasmine It is used in chewing gum Ketones are chosen in the present investigations since they find a variety of applications such as solvent lacquers oils resins etc The carbonyl group can interact with basic groups like the amino group to form a complex and influence the properties of such compoundsIn recent years several studies have been advanced to study thermodynamic and transport properties of binary liquid mixtures containing ketones 5 6 7 8 9 10 11 12 13 14 15 A perusal of the literature reveals that the thermophysical property studies on the binary mixtures containing NNdiethylaniline are not yet reported This paper presents the data on density viscosity and speed of sound measurements in a system of NNdiethylaniline with four ketones at 30315 and 30815 K Using these experimental data excess molar volume V E deviation in isentropic compressibility ∆κ s and deviation in viscosity ∆η are calculated These results have been fitted to the Redlich–Kister polynomial equation 16 to estimate the binary coefficients and the standard deviation between experimental and calculated data Results have been used to explain the nature of intermolecular interactions between mixing components

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