TY - JOUR
T1 - Molecular recognition combined with sequential extraction of aromatics from high-temperature coal tar pitch for separating chemicals
T2 - A comprehensive study of experiment and quantum chemistry
AU - Ma, Zhi Hao
AU - Li, Wen Lin
AU - Hu, Li Yan
AU - Li, Li
AU - Dong, Xue Qian
AU - Wei, Xian Yong
AU - Cao, Jing Pei
AU - Zhang, Da Bing
AU - Li, Peng
AU - Guo, Xian Hou
AU - Wang, Deng Feng
AU - Cong, Xing Shun
AU - Li, Sheng
N1 - Publisher Copyright:
© 2025 Elsevier Ltd
PY - 2025/3
Y1 - 2025/3
N2 - Developing the strategy of selectively separating heavy carbon from high-temperature coal tar pitch (HTCTP) to achieve efficient utilization is still the focus of current research. The cumulative extraction yield of HTCTP is 55.2wt% by ultrasonic-assisted extraction with petroleum ether and ethyl acetate. The slope of the fitting curve of extraction kinetics in the second stage is larger, which is 29.46 and 18.38 times of those in the first and third stages, respectively. A total of 276 organic compounds detected from gradient extracts (En) can be divided into 65 group components. The relative contents of aromatic rings (ARs) in each extract are 43.76% (3 ARs, E5), 36.44% (4 ARs, E11), 13.26%, 21.72%, 6.91%, and 4.08% (5-8 ARs, E19), respectively. Moreover, the main aromatics are reconstructed based on the basic structure of virtual molecules. The hydrogen bond in the extract is mainly OH···N formed by the lone pair peak on N in pyridine compounds and the H of OH in arenols, followed by OH···OH self-association. C-H···π-based van der Waals interaction exists between H in n-hexane or ethyl acetate and ARs in typical compounds. Compared with naphtho[7,8,1,2,3-nopqr]tetraphene, benzo[ghi]perylene, and rubicene, petroleum ether is easier to dissolve acenaphthene, phenanthrene, and fluoranthene with higher relative content and lower molecular weight. Both the dispersion interaction and total energy of n-hexane-rubicene system are the highest, which are -79.09 kJ mol-1 and -47.29 kJ mol-1, respectively, while the highest bond energy of n-hexane-naphtho[7,8,1,2,3-nopqr]tetraphene system is -34.42 kJ mol-1. Combining molecular identification with sequential extraction reveals a feasible scheme for selective separating aromatics from HTCTP for chemicals, which is also expected to be used to separate other value-added aromatics from coal derivatives.
AB - Developing the strategy of selectively separating heavy carbon from high-temperature coal tar pitch (HTCTP) to achieve efficient utilization is still the focus of current research. The cumulative extraction yield of HTCTP is 55.2wt% by ultrasonic-assisted extraction with petroleum ether and ethyl acetate. The slope of the fitting curve of extraction kinetics in the second stage is larger, which is 29.46 and 18.38 times of those in the first and third stages, respectively. A total of 276 organic compounds detected from gradient extracts (En) can be divided into 65 group components. The relative contents of aromatic rings (ARs) in each extract are 43.76% (3 ARs, E5), 36.44% (4 ARs, E11), 13.26%, 21.72%, 6.91%, and 4.08% (5-8 ARs, E19), respectively. Moreover, the main aromatics are reconstructed based on the basic structure of virtual molecules. The hydrogen bond in the extract is mainly OH···N formed by the lone pair peak on N in pyridine compounds and the H of OH in arenols, followed by OH···OH self-association. C-H···π-based van der Waals interaction exists between H in n-hexane or ethyl acetate and ARs in typical compounds. Compared with naphtho[7,8,1,2,3-nopqr]tetraphene, benzo[ghi]perylene, and rubicene, petroleum ether is easier to dissolve acenaphthene, phenanthrene, and fluoranthene with higher relative content and lower molecular weight. Both the dispersion interaction and total energy of n-hexane-rubicene system are the highest, which are -79.09 kJ mol-1 and -47.29 kJ mol-1, respectively, while the highest bond energy of n-hexane-naphtho[7,8,1,2,3-nopqr]tetraphene system is -34.42 kJ mol-1. Combining molecular identification with sequential extraction reveals a feasible scheme for selective separating aromatics from HTCTP for chemicals, which is also expected to be used to separate other value-added aromatics from coal derivatives.
KW - Aromatics
KW - Extraction kinetic
KW - HTCTP
KW - Molecular reconstruction
KW - Separation driven force
UR - http://www.scopus.com/inward/record.url?scp=85214084561&partnerID=8YFLogxK
U2 - 10.1016/j.renene.2024.122329
DO - 10.1016/j.renene.2024.122329
M3 - Article
AN - SCOPUS:85214084561
SN - 0960-1481
VL - 241
JO - Renewable Energy
JF - Renewable Energy
M1 - 122329
ER -