Adsorption Mechanism of Two Organic Molecules with Different Polarities on Calcite (104) Surface: Density Functional Theory Study

doi:10.19596/j.cnki.1001-246x.8027

Abstract

Abstract: Density functional theory was employed to explore adsorption mechanism of benzoic acid and toluene molecules on calcite surface, and to analyze influence of polarity on the adsorption. It showed that benzoic acid was tilted adsorbed on CaCO₃(104) surface in the form of undissociated molecules and in monodentate mode, while toluene was parallel adsorbed. Geometrical structure of organic molecules changed significantly during the adsorption, in which the deformation of benzoic acid was much greater than that of toluene. Meanwhile, electronic structure of the adsorption system was also changed. During the adsorption of benzoic acid, Ca-O ionic bond and H-O covalent bond were formed. However, there was only weak hydrogen bond between toluene and CaCO₃(104) surface. Obviously, adsorption intensity of benzoic acid (polar molecule) on CaCO₃(104) surface is greater than that of toluene (non-polar molecule). It provided theoretical support for EOR and mineral flotation engineering.

Key words: density functional theory, CaCO₃(104) surface, organic molecules, adsorption mechanism

CLC Number:

O647

CHAI Rukuan, LIU Yuetian, YANG Li, ZHANG Yixin, XIN Jing, MA Jing. Adsorption Mechanism of Two Organic Molecules with Different Polarities on Calcite (104) Surface: Density Functional Theory Study[J]. CHINESE JOURNAL OF COMPUTATIONAL PHYSICS, 2020, 37(2): 221-230.

References

[1] SAHA R, UPPALTRI R V S, TIWARI P. Effects of interfacial tension, oil layer break time, emulsification and wettability alteration on oil recovery for carbonate reservoirs[J]. Colloids and Surfaces A:Physicochemical and Engineering Aspects, 2018, 559:92-103.
[2] THOMAS M M, CLOUSE J A, LONGO J M. Adsorption of organic compounds on carbonate minerals:1. Model compounds and their influence on mineral wettability[J]. Chemical Geology, 1993, 109:201-213.
[3] DENG R D, HUANG Y Q, HU Y, et al. Study of reverse flotation of calcite from scheelite in acidic media[J]. Applied Surface Science, 2018, 439:139-147.
[4] DONG L Y, JIAO F, QIN W Q, et al. Effect of acidified water glass on the flotation separation of scheelite from calcite using mixed cationic/anionic collectors[J]. Applied Surface Science, 2018, 444:747-756.
[5] DOBBERSCHUTZ S, NIELSEN M R, SAND K K, et al. The mechanisms of crystal growth inhibition by organic and inorganic inhibitors[J]. Nature Communication, 2018, 9:1578.
[6] FREEMAN C L, ASTERIADIS I, YANG M J, et al. Interactions of organic molecules with calcite and magnesite surfaces[J]. Journal of Physical Chemistry C, 2009, 113:3666-3673.
[7] MARATHE R, TURNER M L, FOGDEN A. Pore-scale distribution of crude oil wettability in carbonate rocks[J]. Energy & Fuels, 2012, 26:6268-6281.
[8] HOPKINS P A, STAND S, PUNTERVOLD T, et al. The adsorption of polar components onto carbonate surfaces and the effect on wetting[J]. Journal of Petroleum Science and Engineering, 2016, 147:381-387.
[9] HOPKINS P A, WALROND K, STRAND S, et al. Adsorption of acidic crude oil components onto outcrop chalk at different wetting conditions during both dynamic adsorption and aging processes[J]. Energy & Fuels, 2016, 30(9):7229-7235.
[10] SUBHAYU B, SHARMA M M. Investigating the role of crude-oil components on wettability alteration using atomic force microscopy[J]. SPE Journal, 1997, 4(3):235-241.
[11] LIU F H, YANG H, WANG J Y, et al. Salinity-dependent adhesion of model molecules of crude oil at quartz surface with different wettability[J]. Fuel, 2018, 223:401-407.
[12] 王业飞, 徐怀民, 齐自远, 等. 有机小分子对石英表面润湿性的影响与表征方法[J]. 中国石油大学学报(自然科学版), 2012, 36(5):155-159.
[13] 陈晨, 董朝霞, 高玉莹, 等. 盐水组成对极性组分在石英表面吸附的影响[J]. 石油学报, 2017, 38(2):217-226.
[14] MOHAN K, GUPTA R, MOHANTY K K. Wettability altering secondary oil recovery in carbonate rocks[J]. Energy & Fuels, 2011, 25:3966-3973.
[15] TORRES A, AMAYA S J, RODRIGUEZ R E, et al. Adsorption of prototypical asphaltenes on silica:First-principles DFT simulations including dispersion corrections[J]. Journal of Physical Chemistry B, 2018, 122(2):618-624.
[16] MA H J, ZHANG G Y, FANG G L. First-principles study on dehydrogenation ability of MgH₂ hydrogen storage materials with component element substitution[J]. Chinese Journal of Computational Physics, 2017, 34(6):705-712.
[17] MITTENDORFER F, GARHOFER A, REDINGER J, et al. Graphene on Ni(111):Strong interaction and weak adsorption[J]. Physical Review B, 2011, 84, 201401(R):1-4.
[18] LIN Y, LIU Y, PENG Q W, et al. Calculation of structural parameters and frontier orbital of cucurbituril (5-10) with density functional theory[J]. Chinese Journal of Computational Physics, 2018, 35(2):221-229.
[19] ALVIM R S, LIMA F C D A, SANCHEZ V M, et al. Adsorption of asphaltenes on the calcite (10.4) surface by first-principles calculations[J]. RSC Advances, 2016, 6, 95328-95336.
[20] SANCHEZ V M, MIRANDA C R. Modeling acid oil component interactions with carbonate reservoirs:A first-principles view on low salinity recovery mechanisms[J]. Journal of Physical Chemistry C, 2014, 118(33):19180-19187.
[21] 柴汝宽, 刘月田, 王俊强, 等. 第一性原理研究H₂O分子在CaCO₃(104)表面吸附[J]. 原子与分子物理学报, 2018, 35(6):1075-1082.
[22] ATAMAN E, ANDERSSON M P, CECCATO M, et al. Functional group adsorption on calcite:I. Oxygen containing and nonpolar organic molecules[J]. Journal of Physical Chemistry C, 2016, 120(30):16586-16596.
[23] ATAMAN E, ANDERSSON M P, CECCATO M, et al. Functional group adsorption on calcite:Ⅱ. Nitrogen and sulfur containing organic molecules[J]. Journal of Physical Chemistry C, 2016, 120(30):16597-16607.
[24] HEYD J, SCUSERIA G E. Assessment and validation of a screened Coulomb hybrid density functional[J]. Journal of Chemical Physics, 2004, 120(16):7274-7280.
[25] METHFESSEL M, PAXTON A T. High-precision sampling for Brillouin-zone integration in metals[J]. Physical Review B, 1989, 40(6):3616-3621.
[26] COPELAND K L, TSCHUMPER G S. Hydrocarbon/water interactions:Encouraging energetics and structures from DFT but disconcerting discrepancies for hessian indices[J]. Journal of Chemical Theory and Computation, 2012, 8:1646-1656.
[27] HANSEL R A, BROCKA C N, PAIKOFF B C, et al. Automated generation of highly accurate, efficient and transferable pseudopotentials[J]. Computer Physics Communications, 2015, 196:267-275.
[28] SOLEY M, MARKMANN A, BATISTA V S. Steered quantum dynamics for energy minimization[J]. Journal of Physical Chemistry B, 2015, 119:715-727.
[29] REEDER R J. Crystal chemistry of the rhombohedral carbonates[J]. Reviews in Mineralogy & Chemistry, 1983, 11:1-48.
[30] SILVERSTRI A, BUDI A, ARTAMAN E, et al. A quantum mechanically derived force field to predict CO₂ adsorption on calcite {10.4} in an aqueous environment[J]. Journal of Physical Chemistry C, 2017, 121(43):24025-24035.
[31] CHAI R K, LIU Y T, WANG J Q, et al. Molecular dynamics simulation of the wetting characteristics of calcite and dolomite[J]. Chinese Journal of Computational Physics, 2019, 36(4):474-482.
[32] BULAT F A, CHAMORRO E, FUENTEAL B A, et al. Condensation of frontier molecular orbital Fukui functions[J]. Journal of Physical Chemistry C, 2004, 108:342-349.
[33] LIU H Z, LUO C X. A first principle study of HCHO adsorption on hydroxylated TiO₂-B (100) surface[J]. Chinese Journal of Computational Physics, 2019, 36(3):363-378.
[34] SINGH O P, YADAV J S. Bond orders and valence indices:Relations to Mulliken's population analysis and covalent chemical reactivity[J]. Journal of Molecular Structure:THEOCHEM, 1987, 149(1-2):91-96.
[35] LESTRANGE P J, PENG B, DING F Z, et al. Density of states guided Møller-Plesset perturbation theory[J]. Journal of Chemical Theory and Computation, 2014, 10:90-1914.
[36] PACIOS L F. Topological descriptors of the electron density and the electron localization function in hydrogen bond dimers at short intermonomer distances[J]. Journal of Physical Chemistry A, 2004, 108:1177-1188.