Extraction of aliphatic hydrocarbons and formation of new ones at superheated steam temperatures from demineralized anthracite from Vrška Čuka (Serbia) Original Scientific paper
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Extraction of aliphatic hydrocarbons from demineralized coal using superheated steam is a promising method for reducing the industrial production costs. In the present study, extractions were performed at superheated steam temperatures without a catalyst (373 to 473 K; 2-20 h). The greatest yield of extracted organic matter was obtained during the first 2 h (4.0 to 6.1 % of the initial sample mass). At longer times, solubility values varied, suggesting that the release of aliphatic hydrocarbons depends on their location within different structural domains of the organic matrix. The high maturity of the organic matter indicates that the anthracite sample is in the metagenesis phase. Gas chromatography with flame ionization detection showed that extraction yielded n-paraffins, primarily the energetically significant C12 to C19 homologues, comprising 50 to 61 % of extracted compounds after 20 h. Comparison with less mature coals (lignite and brown coal) from the same area revealed a similar trend, though, with increasing coalification, the proportion of n-paraffins decreased and terpenes increased. Fourier transform infrared spectroscopy of the dry residue after extraction showed that methyl groups (2972 cm⁻¹) were lost after 2 hours at all temperatures, while complete removal of aliphatic structures, including ethyl groups (2924, 2852 and 1377 cm⁻¹), occurred after 20 h. The detected paraffins and terpenes originated from methyl and ethyl groups extracted from the organic matrix. Additionally, while lignite and brown coal gave nearly identical results, lignite lacked independently bound methyl groups.
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Ministarstvo Prosvete, Nauke i Tehnološkog Razvoja
Grant numbers 451-03-137/2025-03/200133
References
[1] Whiteside JH, Olsen PE, Eglinton T, Brookfield ME, Sambrotto RN. Compound-specific carbon isotopes from Earth’s largest flood basalt eruptions directly linked to the end-Triassic mass extinction. PNAS. 2010; 107(15): 6721-6725. https://doi.org/10.1073/pnas.10017061
[2] Vail PR, Mitchum RMJR, Thompson S. Seismic stratigraphy and global changes in sea level. In: Seismic Stratigraphy Application to Hydrocarbon Exploration, Payton C, Ed., AAPG Mem; 1977: 127-135. https://doi.org/10.1306/M26490C3
[3] Haq BU., Hardenbol J, Vail PR. Chronology of fluctuating sea levels since the Triassic. Science, 1987; 235: 1156-1167. https://doi.org/10.1126/science.235.4793.115
[4] Golonka J, Krobicki M. Jurassic paleogeography of the Pieniny and Outer Carpathian basins. Riv. Ital. Paleontol. Strat. 2004; 110: 5–14. https://doi.org/10.13130/2039-4942/6252
[5] Schmid SM, Bernoulli D, Fügenschuh B, Matenco L, Schefer S, Schuster R, Tischler M, Ustaszewski K. The Alpine-Carpathian-Dinaridic orogenic system: correlation andevolution of tectonic units. Swiss J Geosci. 2008; 101: 139-183. https://doi.org/10.1007/s00015-008-1247-3
[6] Veselinović M, Antonijević I, Lončarević Č, Kalenić M, Rajčević D, Krstić B, Banković V, Rakić B. Geological map of the SFR Yugoslavia, Sheet Zaječar 1:100.000. Belgrade: Savezni Geološki zavod; 1967.
[7] Veselinović D. Dobra on Danube: Vrška Čuka. In: Petković K. ed. Geology of Serbia. II-2. Stratigraphy, Mesozoic. Faculty of Mining and Geology, University of Belgrade. 1975; 73-75. (in Serbian). COBISS.CG-ID - 21709327
[8] Andjelković M, Mitrović-Petrović J, Jankičević J, Rabrenović D, Andjelković J, Radulović V. Geology of Stara planina: Stratigraphy Faculty of Mining and Geology, Institute for Regional Geology and Palaeontology, University of Belgrade, 1996; p. 247 (in Serbian). COBISS-ID: 47775500
[9] Tchoumatchenco P, Rabrenović D, Radulović V, Malešević N, Radulović B. Trans-border (north-east Serbia/north-west Bulgaria) correlations of the Jurassic lithostratigraphic units. Ann Géol Pénins Balk. 2011; 72: 1-20. https://doi.org/10.2298/GABP1172001T
[10] Akinlua A, Smith RM. High Temperature Steam Extraction for the Determination of Aliphatic Hydrocarbons in Petroleum Source Rock. Chroma. 2009; 69: 1333-1339. https://doi.org/10.1365/s10337-009-1057-4
[11] Monin JC, Barth D, Perrut M, Espitalié M, Durand B. Extraction of hydrocarbons from sedimentary rocks by supercritical carbon dioxide. Org Geochem. 1988; 13: 1079-1086. https://doi.org/10.1016/0146-6380(88)90292-6Get rights and content
[12] Greibrokk T, Radke M, Skurdal M, Willsch H. Multistage supercritical fluid extraction of petroleum source rocks: application to samples from Kimmeridge clay and Posidonia Shale formations. Org Geochem. 1992; 18: 447-455. https://doi.org/10.1016/0146-6380(92)90107-9
[13] Yao C, Hou Y, Sun Y, Wu W, Ren S, Liu H. Extraction of aromatics from aliphatics using a hydrophobic dicationic ionic liquid adjusted with small-content water. Sep Purif Technol. 2020; 236: 116287. https://doi.org/10.1016/j.seppur.2019.116287
[14] Nematollahi H, Moradi N, RiyaziNejad M, Vahidi H. Removal of Aliphatic Hydrocarbons from Gas Oil Contaminated Clay Soil via Soil Vapor Extraction. Civ Eng J. 2018; 4(8): 1858. http://dx.doi.org/10.28991/cej-03091120
[15] Premović PI. Organic free radicals in Precambrian and Paleozoic rocks: origin and significance. In: Early Organic Evolution: Implications for Mineral and Energy Resources, Schidlowski M, ed., Springer-Verlag, Berlin; 1992: 241-256. https://doi.org/10.1007/978-3-642-76884-2_18
[16] Juma A, Todorović B, Stojiljković D, Nikolić Lj, Petrović-Pantić T, Premović PI. Polyaromatic structure in the kerogen from anthracite at Vrška Čuka (Carpatho-Balkan region, Serbia). Adv Technol. 2023; 12(1): 38-43. https://doi.org/10.5937/savteh2301038J
[17] Zhang L, Hu S, Xu K, Jiang, L Wang Y, Su S, Xiao Y, Shan L, Shen W, Li H, Chen G, Xiang J. Study on the structural evolution of semi-chars and their solvent extracted materials during pyrolysis process of a Chinese low-rank coal. Fuel. 2018; 214: 363-368. https://doi.org/10.1016/j.fuel.2017.11.043.
[18] Vindušková O, Sebag D, Cailleau G, Brus J, Frouz J, Methodological comparison for quantitative analysis of fossil and recently derived carbon in mine soils with high content of aliphatic kerogen. Org Geochem. 2015; 89-90: 14-22. https://doi.org/10.1016/j.orggeochem.2015.10.001.
[19] Khalekuzzaman M, Sharif Jemi T, Chowdhury D, Nasim K, Nafis Pantho, Md. Islam, Advancing hydrothermal liquefaction: Best solvents for aliphatic-rich biocrude extraction from fecal sludge, J Environm Chem Eng. 2025; 13(2): 115959. https://doi.org/10.1016/j.jece.2025.115959.
[20] Wolbach WS, Andres E. Elemental carbon in sediments: Determination and isotopic analysis in the presence of kerogen. Geochim Cosmochim Acta. 1989; 53: 1637-1647. https://doi.org/10.1016/0016-7037(89)90245-7
[21] Lüning SDK, Loydell DK, Sutcliffe O, Ait Salem A, Zanella E, Craig J, Harper DAT. Silurian-lower Devonian black shales in Morocco: which are the organically richest horizons? J Pet Geol. 2000; 23: 293-311. https://doi.org/10.1111/j.1747-5457.2000.tb01021.x
[22] Premović PI, Allard T, Nikolić ND, Tonsa IR, Pavlović MS. Estimation of vanadyl porphyrins concentration in sedimentary kerogens and asphaltenes. Fuel. 2000; 79(7): 813-819. https://doi.org/10.1016/S0016-2361(99)00205-7
[23] Software Informer. AMDIS 2.7. https://amdis.software.informer.com/2.7/
[24] Wiley Science Solutions. GC-MS Spectral Databases. https://sciencesolutions.wiley.com/solutions/technique/gc-ms/
[25] NIST Standard Reference Database 1A. https://chemdata.nist.gov/mass-spc/ms-search/docs/Ver20Man_11.pdf
[26] Agilent. Libraries for GC/MSD. https://www.agilent.com/en/product/gas-chromatography-mass-spectrometry-gc-ms/gc-ms-application-solutions/gc-ms-libraries
[27] NIST Chemistry WebBook, NIST Standard Reference Database Number 6, National Institute of Standards and Technology https://doi.org/10.18434/T4D303
[28] Rahman ZU, Xianshu D. Study on Improving Flotation Effect and Mechanism of Fine Anthracite by Polyacrylamide, Sodium Silicate and Sodium Oleate. EJTAS. 2023; 1(4): 197-210. https://orcid.org/0009-0004-8399-7308
[29] Zheng Q, Huang B, Liu S, Song X, Shi S. Influence of aliphatic species on coal molecular structure during low-temperature oxidation of anthracite coal. Environ Process. 2020; 7:159-171. https://doi.org/10.1007/s40710-019-00411-9