In this paper, structural and dynamical properties of ibuprofen and ketoprofen glass-forming liquids have been investigated by means of molecular dynamics simulations. Molecular mobility of both materials is analyzed with respect to the different inter-molecular linear/cyclic hydrogen bonding associations. For ibuprofen, the dominant organization is found to be composed of small hydrogen bonding aggregates corresponding to cyclic dimers through the carboxyl group. For ketoprofen, the propensity of cyclic dimers is significantly reduced by the formation of hydrogen bonds with the ketone oxygen of the molecule altering the hydrogen bond (HB) associating structures that can be formed and thus molecular dynamics. The issue of the presence/absence of the peculiar low frequency Debye-type process in dielectric relaxation spectroscopy (DRS) data in these materials is addressed. Results obtained from simulations confirm that the Debye process originates from the internal cis–trans conversion of the —COOH carboxyl group. It is shown that the specific intermolecular HB structures associated to a given profen control the main dynamical features of this conversion, in particular its separation from the α-process, which make it detectable or not from DRS. For ibuprofen, the possible role of the —CCCO torsion motion, more “local” than the —COOH motion since it is less influenced by the intermolecular HBs, is suggested in the microscopic origin of the quite intense secondary γ-relaxation process detected from DRS.
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28 October 2015
Research Article|
October 27 2015
A comparative study of ibuprofen and ketoprofen glass-forming liquids by molecular dynamics simulations
M. T. Ottou Abe;
M. T. Ottou Abe
1Unité Matériaux et Transformation (UMET), UMR CNRS 8207, UFR de Physique, BAT P5,
Université Lille 1
, 59655 Villeneuve d’Ascq, France
2Département de Physique, Faculté des Sciences,
Université de Yaoundé I
, B.P. 812, Yaoundé, Cameroun
3
Institute of Medical Research and Medecinal Plants Studies
, Yaoundé, Cameroun
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N. T. Correia;
N. T. Correia
1Unité Matériaux et Transformation (UMET), UMR CNRS 8207, UFR de Physique, BAT P5,
Université Lille 1
, 59655 Villeneuve d’Ascq, France
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J. M. B. Ndjaka;
J. M. B. Ndjaka
2Département de Physique, Faculté des Sciences,
Université de Yaoundé I
, B.P. 812, Yaoundé, Cameroun
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F. Affouard
F. Affouard
a)
1Unité Matériaux et Transformation (UMET), UMR CNRS 8207, UFR de Physique, BAT P5,
Université Lille 1
, 59655 Villeneuve d’Ascq, France
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a)
Author to whom correspondence should be addressed. Electronic mail: [email protected]. Tel.: +33 320436815. Fax: +33 32043408.
J. Chem. Phys. 143, 164506 (2015)
Article history
Received:
July 23 2015
Accepted:
October 07 2015
Citation
M. T. Ottou Abe, N. T. Correia, J. M. B. Ndjaka, F. Affouard; A comparative study of ibuprofen and ketoprofen glass-forming liquids by molecular dynamics simulations. J. Chem. Phys. 28 October 2015; 143 (16): 164506. https://doi.org/10.1063/1.4933430
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