Interactions of Polyaromatic Compounds. Part 2. Flocculation Probed by Dynamic Light Scattering and Molecular Dynamics Simulation

Wang, Xi1; Zhang, Rongya1,2; Liu, Lan1; Qiao, Peiqi1; Simon, Sebastien3; Sjoblom, Johan3; Xu, Zhenghe1,4; Jiang, Bin2

2017-09

10.1021/acs.energyfuels.7b01511

ENERGY & FUELS   影响因子和分区

0887-0624

1520-5029

In part 1 of this series of papers, the results of electron spray ionization mass spectrometry (ESI-MS) and molecular dynamics (MD) simulation revealed a close relationhsip between nanoaggregation of polyaromatic (PA) compounds and their chemical structures. In this paper, we present the results of investigating the flocculation of fractionated asphaltenes and synthesized PA molecules by dynamic light scattering (DLS). Together, these two papers complement one another and draw a full picture of asphaltene aggregation. Three asphaltene fractions were obtained on the basis of their different adsorption characteristics onto calcium carbonate. The DLS results suggest that the irreversibly adsorbed (Irr-Ads) asphaltenes containing the highest number of polar groups are the fraction of asphaltenes responsible for the observed flocculation in whole asphaltenes. To better understand the aggregation behavior of asphaltenes, flocculation of three synthesized PA compounds, N-(1-hexylhepyl)-N'-(5-carboxypentyl)perylene-3,4,9,10-tetracarboxylic bisimide (C5Pe), N-(1-undecyldodecyl)-N'-(S-carboxypentyl)-perylene-3,4,9,10-tetracarboxylic bisimide ( C5PeC11), and N,N'-bis (1-undecyldodecyl)perylene-3,4,9,10-tctracarb oxylic bisimide (BisAC11), was further studied using DLS. The observed flocculation corresponds well with the results of studying nanoaggregation using ESI-MS. The flocculation of PA compounds was found enhanced with increasing heptane content in the solvent. Among the three synthesized PA compounds studied, C5PeC11 showed flocculation kinetics similar to that of the Irr-Ads asphaltenes. Experiments using mixed PA compounds showed reduced flocculation of C5PeC11 in the presence of CSPe under otherwise identical solution conditions. The presence of polar groups in PA molecules was proven to be critical in accelerating the flocculation of PA compounds beyond the nanoscale. The results from MD simulations showed that pi-pi stacking between polyaromatic cores, hydrogen bonding between polar groups, and tail tail interactions among aliphatic chains all contribute to the observed flocculation of PA compounds.

SCI ; EI

英语

通讯

National Natural Science Foundation of China[21333005]

Energy & Fuels ; Engineering

Energy & Fuels ; Engineering, Chemical

WOS:000411771200036

AMER CHEMICAL SOC

20174004225958

Calcium carbonate ; Dynamic light scattering ; Flocculation ; Hydrogen bonds ; Mass spectrometry ; Molecular dynamics ; Molecules ; Polycyclic aromatic hydrocarbons ; Synthesis (chemical)

Petroleum Refining:513 ; Light/Optics:741.1 ; Chemistry:801 ; Physical Chemistry:801.4 ; Chemical Reactions:802.2 ; Chemical Operations:802.3 ; Chemical Products Generally:804 ; Organic Compounds:804.1 ; Atomic and Molecular Physics:931.3

ENGINEERING

Web of Science

1.Univ Alberta, Dept Chem & Mat Engn, Edmonton, AB T6G 1H9, Canada
2.Tianjin Univ, Sch Chem Engn & Technol, Tianjin 300072, Peoples R China
3.Norwegian Univ Sci & Technol, Ugelstad Lab, N-7491 Trondheim, Norway
4.Southern Univ Sci & Technol, Dept Mat Sci & Engn, Xueyuan Blvd, Shenzhen 1088, Peoples R China

Wang, Xi,Zhang, Rongya,Liu, Lan,et al. Interactions of Polyaromatic Compounds. Part 2. Flocculation Probed by Dynamic Light Scattering and Molecular Dynamics Simulation[J]. ENERGY & FUELS,2017,31(9):9201-9212.

Wang, Xi.,Zhang, Rongya.,Liu, Lan.,Qiao, Peiqi.,Simon, Sebastien.,...&Jiang, Bin.(2017).Interactions of Polyaromatic Compounds. Part 2. Flocculation Probed by Dynamic Light Scattering and Molecular Dynamics Simulation.ENERGY & FUELS,31(9),9201-9212.

Wang, Xi,et al."Interactions of Polyaromatic Compounds. Part 2. Flocculation Probed by Dynamic Light Scattering and Molecular Dynamics Simulation".ENERGY & FUELS 31.9(2017):9201-9212.