Hostname: page-component-cd9895bd7-8ctnn Total loading time: 0 Render date: 2024-12-26T08:31:57.343Z Has data issue: false hasContentIssue false
  • English
  • Français

Density functional theory study of the stability of the tetrabutylphosphonium and tetrabutylammonium montmorillonites

Published online by Cambridge University Press:  29 March 2019

Eva Scholtzová  and
Daniel Tunega
Eva Scholtzová*
Affiliation:
Institute of Inorganic Chemistry of the Slovak Academy of Sciences, Dúbravská cesta 9, 845 36 Bratislava, Slovakia
Daniel Tunega
Affiliation:
Universität für Bodenkultur, Institut für Bodenforschung, Peter-Jordan-Strasse 82, Wien A-1190, Austria
*
*E-mail: eva.scholtzova@savba.sk
Get access Rights & Permissions [Opens in a new window]

Abstract

The stability of organoclays prepared from smectites and organic cations depends on the type of used cation, among other factors. This study provides a prediction of the structure, stability and dynamic properties of organoclays based on montmorillonite (Mt) intercalated with two types of organic cations – tetrabutylammonium (TBA) and tetrabutylphosphonium (TBP) – using first-principle density functional theory. The results obtained from simulations were also used in the interpretation of the experimental infrared spectrum of the TBP-Mt organoclay. Analysis of interatomic distances showed that weak C–O···H hydrogen bonds were important in the stabilization of both TBA- and TBP-Mt models, with slightly stronger hydrogen bonds for the TBP cation. Calculated intercalation and adsorption reaction energies (ΔEint//ΔEads*/ΔEads**) confirmed that TBP-Mt structures (–72.4//–32.8/–53.8 kJ/mol) were considerably more stable than TBA-Mt structures (–56.7//–22.6/–37.4 kJ/mol). The stronger interactions of the alkyl chains of the TBP cation with Mt basal surfaces in comparison to those of the TBA cation were also correlated with the positions of the calculated bands of the C–H stretching vibrations.

Keywords

DFTmolecular dynamicmontmorillonitetetrabutylphosphoniumtetrabutylammoniumstability
Type
Article
Information
Clay Minerals , Volume 54 , Issue 1 , March 2019 , pp. 41 - 48
Copyright
Copyright © Mineralogical Society of Great Britain and Ireland 2019 

Access options

Get access to the full version of this content by using one of the access options below. (Log in options will check for institutional or personal access. Content may require purchase if you do not have access.)

Footnotes

Guest Associate Editor: Hendrik Heinz

This paper was originally presented during the session: ‘OM-05. Computational modelling of clay minerals and related materials’ of the International Clay Conference 2017.

References

Alapati, S.V., Johnson, J.K. & Sholl, D.S. (2006) Identification of destabilized metal hydrides for hydrogen storage using first principles calculations. Journal of Physical Chemistry B, 110, 8769–8776.Google Scholar
Alves, J.L., Rosa, P. & Morales, A.R. (2016) A comparative study of different routes for the modification of montmorillonite with ammonium and phosphonium salts. Applied Clay Science, 132, 475–484.Google Scholar
Blochl, P.E. (1994) Projector augmented-wave method. Physical Review B, 50, 17953–17979.Google Scholar
Blundell, R.K. & Licence, P. (2014) Quaternary ammonium and phosphonium based ionic liquids: a comparison of common anions. Physical Chemistry Chemical Physics, 16, 15278–15288.Google Scholar
Brigatti, M.F., Galán, E. & Theng, B.K.G. (2006) Structures and mineralogy of clay minerals. Pp. 19–86 in: Handbook of Clay Science (Bergaya, F., Theng, B.K.G. & Lagaly, G., editors). Elsevier, Amsterdam, The Netherlands.Google Scholar
Buccella, M., Dorigato, A., Crugnola, F., Caldara, M. & Fambri, L. (2015) Coloration properties and chemo-rheological characterization of a dioxazine pigment-based monodispersed masterbatch. Journal of Applied Polymer Science, 132 41452.Google Scholar
Calderon, J.U., Lennox, B. & Kamal, M.R. (2008) Thermally stable phosphonium-montmorillonite organoclays. Applied Clay Science, 40, 90–98.Google Scholar
Carvalho, P.J., Ventura, S.P.M., Batista, M.L.S., Schroder, B., Goncalves, F., Esperanca, J., Mutelet, F. & Coutinho, J.A.P. (2014) Understanding the impact of the central atom on the ionic liquid behavior: phosphonium vs ammonium cations. Journal of Chemical Physics, 140, 064505.Google Scholar
Castellano, R.K. (2004) Progress toward understanding the nature and function of C–H···O interactions. Current Organic Chemistry, 8, 845–865.Google Scholar
Cojocariu, A., Profire, L., Aflori, M. & Vasile, C. (2012) In vitro drug release from chitosan/Cloisite 15A hydrogels. Applied Clay Science, 57, 1–9.Google Scholar
Desiraju, G.R. & Steiner, T. (2006) The Weak Hydrogen Bond in Structural Chemistry and Biology, 2nd edition. Oxford University Press, Oxford, UK.Google Scholar
Ferrario, M. & Ryckaert, J.P. (1985) Constant pressure-constant temperature molecular-dynamics for rigid and partially rigid molecular-systems. Molecular Physics, 54, 587–603.Google Scholar
Ghaffari, M., Ehsani, M. & Khonakdar, H.A. (2014) Morphology, rheological and protective properties of epoxy/nano-glassflake systems. Progress in Organic Coatings, 77, 124–130.Google Scholar
Hafner, J. (2003) Vibrational spectroscopy using ab initio density-functional techniques. Journal of Molecular Structure, 651–653, 3–17.Google Scholar
Hartzell, C.J., Cygan, R.T. & Nagy, K.L. (1998) Molecular modeling of the tributyl phosphate complex of europium nitrate in the clay hectorite. Journal of Physical Chemistry A, 102, 6722–6729.Google Scholar
Hedley, C.B., Yuan, G. & Theng, B.K.G. (2007) Thermal analysis of montmorillonites modified with quaternary phosphonium and ammonium surfactants. Applied Clay Science, 35, 180–188.Google Scholar
Heinz, H., Vaia, R.A., Krishnamoorti, R. & Farmer, B.L. (2007) Self-assembly of alkylammonium chains on montmorillonite: effect of chain length, head group structure, and cation exchange capacity. Chemistry of Materials, 19, 59–68.Google Scholar
Jeschke, F. & Meleshyn, A. (2011) A Monte Carlo study of interlayer and surface structures of tetraphenylphosphonium-modified Na-montmorillonite. Geoderma, 169, 33–40.Google Scholar
Kaufhold, S., Pohlmann-Lortz, M., Dohrmann, R. & Nuesch, R. (2007) About the possible upgrade of bentonite with respect to iodide retention capacity. Applied Clay Science, 35, 39–46.Google Scholar
Kresse, G. & Furthmuller, J. (1996) Efficient iterative schemes for ab initio total-energy calculations using a plane-wave basis set. Physical Review B, 54, 11169–11186.Google Scholar
Kresse, G. & Hafner, J. (1993) Ab-initio molecular-dynamics for open-shell transition-metals. Physical Review B, 48, 13115–13118.Google Scholar
Kresse, G. & Joubert, D. (1999) From ultrasoft pseudopotentials to the projector augmented-wave method. Physical Review B, 59, 1758–1775.Google Scholar
Kukkadapu, R.K. & Boyd, S.A. (1995) Tetramethylphosphonium-smectite and tetramethylammonium-smectite as adsorbents of aromatic and chlorinated hydrocarbons – effect of water on adsorption efficiency. Clays and Clay Minerals, 43, 318–323.Google Scholar
Lagaly, G. (2006) Colloid clay science. Pp. 141–245 in: Handbook of Clay Science (Bergaya, F., Theng, B.K.G. & Lagaly, G., editors). Elsevier, Amsterdam, The Netherlands.Google Scholar
Li, Z.H., Alessi, D., Zhang, P.F. & Bowman, R.S. (2002) Organo-illite as a low permeability sorbent to retard migration of anionic contaminants. Journal of Environmental Engineering, 128, 583–587.Google Scholar
Lu, A.H. (2004) Environmental properties of minerals and contaminants purified by the mineralogical method. Acta Geologica Sinica – English Edition, 78, 191–202.Google Scholar
Madejová, J., Pálková, H. & Komadel, P. (2010) IR spectroscopy of clay minerals and clay nanocomposites. Pp. 22–71 in: Spectroscopic Properties of Inorganic and Organometallic Compounds: Techniques, Materials and Applications, Vol. 41 (Yarwood, J., Douthwaite, R. & Duckett, S.B., editors). Royal Society of Chemistry, Cambridge, UK.Google Scholar
Madejová, J., Pentrák, M., Pálková, H. & Komadel, P. (2009) Near-infrared spectroscopy: a powerful tool in studies of acid-treated clay minerals. Vibrational Spectroscopy, 49, 211–218.Google Scholar
Naranjo, P.M., Molina, J., Ling Sham, E. & Farfan Torres, E.M. (2015) Synthesis and characterization of hdtma-organoclays: insights into their structural properties. Quimica Nova, 38, 166–171.Google Scholar
Naveau, E., Dominkovics, Z., Detrembleur, C., Jerome, C., Hari, J., Renner, K., Alexandre, M. & Pukanszky, B. (2011) Effect of clay modification on the structure and mechanical properties of polyamide-6 nanocomposites. European Polymer Journal, 47, 5–15.Google Scholar
Nosé, S. (1984) A unified formulation of the constant temperature molecular dynamics methods. Journal of Chemical Physics, 81, 511–519.Google Scholar
Oliveira, M.F.L., China, A.L., Oliveira, M.G. & Leite, M. (2015) Biocomposites based on Ecobras matrix and vermiculite. Materials Letters, 158, 25–28.Google Scholar
Pálková, H., Hronsky, V., Bizovska, V. & Madejová, J. (2015) Spectroscopic study of water adsorption on Li+, TMA+ and HDTMA+ exchanged montmorillonite. Spectrochimica Acta Part A – Molecular and Biomolecular Spectroscopy, 149, 751–761.Google Scholar
Pálková, H., Jankovič, L., Zimowska, M. & Madejová, J. (2011) Alterations of the surface and morphology of tetraalkyl-ammonium modified montmorillonites upon acid treatment. Journal of Colloid and Interface Science, 363, 213–222.Google Scholar
Pálková, H., Zimowska, M., Jankovič, L., Sulikowski, B., Serwicka, E.M. & Madejová, J. (2017) Thermal stability of tetrabutyl-phosphonium and -ammonium exchanged montmorillonite: influence of acid treatment. Applied Clay Science, 138, 63–73.Google Scholar
Perdew, J.P., Burke, K. & Wang, Y. (1996) Generalized gradient approximation for the exchange-correlation hole of a many-electron system. Physical Review B, 54, 16533–16539.Google Scholar
Seyidoglu, T. & Yilmazer, U. (2015) Modification and characterization of bentonite with quaternary ammonium and phosphonium salts and its use in polypropylene nanocomposites. Journal of Thermoplastic Composite Materials, 28, 86–110.Google Scholar
Schampera, B., Tunega, D., Solc, R., Woche, S.K., Mikutta, R., Wirth, R., Dultz, S. & Guggenberger, G. (2016) External surface structure of organoclays analyzed by transmission electron microscopy and X-ray photoelectron spectroscopy in combination with molecular dynamics simulations. Journal of Colloid and Interface Science, 478, 188–200.Google Scholar
Scheiner, S. (2005) The CH···O hydrogen bond: a historical account. Pp. 831–858 in: Theory and Applications of Computational Chemistry: The First Forty Years (Dykstra, C., Frenking, G., Kim, K. & Scuseria, G., editors). Elsevier, Amsterdam, The Netherlands.Google Scholar
Scholtzová, E., Madejová, J., Jankovič, L.U. & Tunega, D. (2016) Structural and spectroscopic characterization of montmorillonite intercalated with n-butylammonium cations (n = 14) – modeling and experimental study. Clays and Clay Minerals, 64, 399–410.Google Scholar
Scholtzová, E., Madejová, J. & Tunega, D. (2014) Structural properties of montmorillonite intercalated with tetraalkylammonium cations – computational and experimental study. Vibrational Spectroscopy, 74, 120–126.Google Scholar
Scholtzová, E., Tunega, D., Madejová, J., Pálková, H. & Komadel, P. (2013) Theoretical and experimental study of montmorillonite intercalated with tetramethylammonium cation. Vibrational Spectroscopy, 66, 123–131.Google Scholar
Soares, N.F.F., Moreira, F.K.V., Fialho, T.L. & Melo, N.R. (2012) Triclosan-based antibacterial paper reinforced with nano-montmorillonite: a model nanocomposite for the development of new active packaging. Polymers for Advanced Technologies, 23, 901–908.Google Scholar
Teli, M.D. & Kale, R.D. (2012) Polyester nanocomposite fibers with improved flame retardancy and thermal stability. Polymer Engineering and Science, 52, 1148–1154.Google Scholar
Wang, J.C., Sun, K., Hao, W.L., Du, Y.C. & Pan, C. (2014) Structure and properties research on montmorillonite modified by flame-retardant dendrimer. Applied Clay Science, 90, 109–121.Google Scholar
Xie, W., Xie, R.C., Pan, W.P., Hunter, D., Koene, B., Tan, L.S. & Vaia, R. (2002) Thermal stability of quaternary phosphonium modified montmorillonites. Chemistry of Materials, 14, 4837–4845.Google Scholar
Zhu, J., Shen, W., Ma, Y., Ma, L., Zhou, Q., Yuan, P., Liu, D. & He, H. (2012) The influence of alkyl chain length on surfactant distribution within organo-montmorillonites and their thermal stability. Journal of Thermal Analysis and Calorimetry, 109, 301–309.Google Scholar