沥青质分子聚集体中氢键作用力的研究
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摘要
为研究沥青质分子聚集体中的氢键作用,用量子力学与分子动力学相结合的方法对形成沥青质分子聚集体中的氢键进行了研究。结果发现,沥青质分子中含有的N、S、O等杂原子是沥青质分子形成氢键的必要条件;沥青质分子聚集体形成单个氢键的键能较小,但聚集体中含有多个氢键时,其分子间的作用力会大幅增加。沥青质分子形成氢键的本质是由于H原子与杂原子的价层轨道电子进行叠加形成的,沥青质分子间有极少量的电子转移,导致形成弱的次级键;在氢键作用中,起主要作用的是轨道相互作用能和色散作用能。
Hydrogen bonds in asphaltene molecule aggregates were studied with both quantum mechanics and molecular dynamics. It was found that the heteroatoms such as N, S, O in the asphaltene molecules are prerequisite for asphaltene molecules to form hydrogen bonds; only weak bond energy exist in asphaltene molecular aggregates in case of single hydrogen bond presence, however, intermolecular force can be significant when aggregates have multiple hydrogen bonds. The nature of hydrogen bonds formed by asphaltene molecules is due to the superposition of orbital electrons of the valence between H atoms and heteroatoms. Small amount electron transfer between the asphaltene molecules can result in weak secondary bonds formation; both orbital interaction energy and dispersive interaction energy plays the main role in hydrogen bonding.
Hydrogen bonds in asphaltene molecule aggregates were studied with both quantum mechanics and molecular dynamics. It was found that the heteroatoms such as N, S, O in the asphaltene molecules are prerequisite for asphaltene molecules to form hydrogen bonds; only weak bond energy exist in asphaltene molecular aggregates in case of single hydrogen bond presence, however, intermolecular force can be significant when aggregates have multiple hydrogen bonds. The nature of hydrogen bonds formed by asphaltene molecules is due to the superposition of orbital electrons of the valence between H atoms and heteroatoms. Small amount electron transfer between the asphaltene molecules can result in weak secondary bonds formation; both orbital interaction energy and dispersive interaction energy plays the main role in hydrogen bonding.
引文
[1]LEON O,ROGEL E,URBINA A,et al.Study of the adsorption of alkyl benzene-derived amphiphiles on asphaltene particles[J].Langmuir,1999,15(22):7653-7657.
[2]CARBOGNANI L,ESPIDEL J.Characterization of solid deposits from production facilities.Identification of possible causes of deposits formation[J].Vision Technologica,1995,3(1):35-42.
[3]MURGICH J,RODRIGUEZ J M,AARY Y.Molecular recognition and molecular mechanics of micelles of some model asphaltenes and resins[J].Energy&Fuels,1996,10(1):68-76.
[4]WARGADALAM V J,NORINAGA K,LINO M.Size and shape of a coal asphaltene studied by viscosity and diffusion coefficient measurements[J].Fuel,2002,81(11/12):1403-1407.
[5]ALBOUDWARE J H,JAKHER R K,SYREEK W Y,et al.Spectrophotometric measurement of asphaltene concentration[J].Petroleum Science and Technology,2004,22(5/6):647-664.
[6]SUN H.COMPASS:An ab initio force-field optimized for condensed-phase applications-overview with details on alkane and benzene compounds[J].J Phys Chem B,1998,102(38):7338-7364.
[7]DUBEY S T,WAXMAN M H.Asphaltene adsorption and desorption from mineral surfaces[J].SPE Reservoir Eng,1991,6(3):389-395.
[8]PAINTER P C,SOBOKOWIAK M,YOUTCHEFF J.Study of hydrogen bonding in coal[J].Fuel,1987,66(10):973-978.
[9]ACEVEDO S,MENDEZ B,ROJAS A,et al.Sphaltenes and resins from the Orinoco basin[J].Fuel,1985,64(12):1741-1747.
[10]蔡新恒.沥青质分子团聚体的聚集与解离研究[D].北京:石油化工科学研究院,2017.
[11]李英峰,卢贵武,孙为,等.石油沥青质缔合体的分子动力学研究[J].石油学报(石油加工),2007,23(4):25-31.(LI Yingfeng,LU Guiwu,SUN Wei,et al.Study on the molecular dynamics of petroleum-derived asphaltene aggregate[J].Acta Petrolei Sinica(Petroleum Processing Section),2007,23(4):25-31.)
[12]高金森,徐春明,LUBA S,等.Athabasca油砂沥青中重组分的分子模拟[J].化工学报,2003,54(1):9-17.(GAO Jinsen,XU Chunming,LUBA S,et al.Molecular modelling of heavy components present in athabasca bitum en pitch[J].Journal of Chemical Industry and Engineering,2003,54(1):9-17.)
[13]BAERENDS E J,ELLIS D E,ROS P.Self-consistent molecular Hartree-Fock-Slater calculations I Computational procedure[J].Chem Phys,1973,2:41-51.
[14]VELDE G T,BICKELHAUPT F M,GISBERGEN S J,et al.Chemistry with ADF[J].Journal of Computational Chemistry,2001,22(9):931-967.
[15]GRIMME S,ANTONY J,EHRLICH S,et al.A consistent and accurate ab initio parametrization of density functional dispersion correction(DFT-D)for the94elements H-Pu[J].J Chem Phys,2010,132(15):154104-154123.
[16]JISSY A K,DATTA A.Designing molecular switches based on DNA-base mispairin[J].J Phys Chem B,2010,114(46):15311-15318.
[17]WANG Huanjiang,XU Haiyan,JIA Weihong,et al.Revealing the intermolecular interactions of asphaltene dimers by quantum chemical calculations[J].Energy&Fuels,2017,31(3):2488-2495.
[18]GUILLAUMES L,SIMON S,FONSECA G C.The role of aromaticity,hybridization,electrostatics,and covalency in resonance-assisted hydrogen bonds of adenine-thymine(AT)base pairs and their mimics[J].Chemistry Open,2015,4(3):318-327.
[19]MO Y.Probing the nature of hydrogen bonds in DNAbase pairs[J].J Mol Model,2006,12(5):665-672.
[2]CARBOGNANI L,ESPIDEL J.Characterization of solid deposits from production facilities.Identification of possible causes of deposits formation[J].Vision Technologica,1995,3(1):35-42.
[3]MURGICH J,RODRIGUEZ J M,AARY Y.Molecular recognition and molecular mechanics of micelles of some model asphaltenes and resins[J].Energy&Fuels,1996,10(1):68-76.
[4]WARGADALAM V J,NORINAGA K,LINO M.Size and shape of a coal asphaltene studied by viscosity and diffusion coefficient measurements[J].Fuel,2002,81(11/12):1403-1407.
[5]ALBOUDWARE J H,JAKHER R K,SYREEK W Y,et al.Spectrophotometric measurement of asphaltene concentration[J].Petroleum Science and Technology,2004,22(5/6):647-664.
[6]SUN H.COMPASS:An ab initio force-field optimized for condensed-phase applications-overview with details on alkane and benzene compounds[J].J Phys Chem B,1998,102(38):7338-7364.
[7]DUBEY S T,WAXMAN M H.Asphaltene adsorption and desorption from mineral surfaces[J].SPE Reservoir Eng,1991,6(3):389-395.
[8]PAINTER P C,SOBOKOWIAK M,YOUTCHEFF J.Study of hydrogen bonding in coal[J].Fuel,1987,66(10):973-978.
[9]ACEVEDO S,MENDEZ B,ROJAS A,et al.Sphaltenes and resins from the Orinoco basin[J].Fuel,1985,64(12):1741-1747.
[10]蔡新恒.沥青质分子团聚体的聚集与解离研究[D].北京:石油化工科学研究院,2017.
[11]李英峰,卢贵武,孙为,等.石油沥青质缔合体的分子动力学研究[J].石油学报(石油加工),2007,23(4):25-31.(LI Yingfeng,LU Guiwu,SUN Wei,et al.Study on the molecular dynamics of petroleum-derived asphaltene aggregate[J].Acta Petrolei Sinica(Petroleum Processing Section),2007,23(4):25-31.)
[12]高金森,徐春明,LUBA S,等.Athabasca油砂沥青中重组分的分子模拟[J].化工学报,2003,54(1):9-17.(GAO Jinsen,XU Chunming,LUBA S,et al.Molecular modelling of heavy components present in athabasca bitum en pitch[J].Journal of Chemical Industry and Engineering,2003,54(1):9-17.)
[13]BAERENDS E J,ELLIS D E,ROS P.Self-consistent molecular Hartree-Fock-Slater calculations I Computational procedure[J].Chem Phys,1973,2:41-51.
[14]VELDE G T,BICKELHAUPT F M,GISBERGEN S J,et al.Chemistry with ADF[J].Journal of Computational Chemistry,2001,22(9):931-967.
[15]GRIMME S,ANTONY J,EHRLICH S,et al.A consistent and accurate ab initio parametrization of density functional dispersion correction(DFT-D)for the94elements H-Pu[J].J Chem Phys,2010,132(15):154104-154123.
[16]JISSY A K,DATTA A.Designing molecular switches based on DNA-base mispairin[J].J Phys Chem B,2010,114(46):15311-15318.
[17]WANG Huanjiang,XU Haiyan,JIA Weihong,et al.Revealing the intermolecular interactions of asphaltene dimers by quantum chemical calculations[J].Energy&Fuels,2017,31(3):2488-2495.
[18]GUILLAUMES L,SIMON S,FONSECA G C.The role of aromaticity,hybridization,electrostatics,and covalency in resonance-assisted hydrogen bonds of adenine-thymine(AT)base pairs and their mimics[J].Chemistry Open,2015,4(3):318-327.
[19]MO Y.Probing the nature of hydrogen bonds in DNAbase pairs[J].J Mol Model,2006,12(5):665-672.