Advances in Lignite Extraction and Conversion under Mild Conditions

Energy and Fuels

Volumn 29, Issue 11, 2015, Pages 6869-6886

  Li, Zhan Ku ^a   Wei, Xian Yong ^a   Yan, Hong Lei ^a   Wang, Yu Gao ^a   Kong, Jiao ^a   Zong, Zhi Min ^a  

^a CHINA UNIVERSITY OF MINING AND TECHNOLOGY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

CATALYTIC OXIDATION; COAL COMBUSTION; COAL DEPOSITS; EXTRACTION; HYDROCRACKING; MASS SPECTROMETRY;

DERIVED PRODUCTS; DIRECT COMBUSTION; HIGH MOISTURE CONTENTS; HIGH RESOLUTION MASS SPECTROMETRY; SEQUENTIAL EXTRACTION; THERMAL DISSOLUTION; UPGRADING TECHNOLOGIES; VALUE-ADDED CHEMICALS;

LIGNITE;

EID: 84947923138     PISSN: 08870624     EISSN: 15205029     Source Type: Journal    
DOI: 10.1021/acs.energyfuels.5b01108     Document Type: Review

References (171)

1. Miura, K. Mild conversion of coal for producing valuable chemicals Fuel Process. Technol. 2000, 62 (2-3) 119-135 10.1016/S0378-3820(99)00123-X
2. Schobert, H. H.; Song, C. Chemicals and materials from coal in the 21st century Fuel 2002, 81 (1) 15-32 10.1016/S0016-2361(00)00203-9
3. Vasireddy, S.; Morreale, B.; Cugini, A.; Song, C.; Spivey, J. J. Clean liquid fuels from direct coal liquefaction: chemistry, catalysis, technological status and challenges Energy Environ. Sci. 2011, 4 (2) 311-345 10.1039/C0EE00097C
4. Granda, M.; Blanco, C.; Alvarez, P.; Patrick, J. W.; Menendez, R. Chemicals from coal coking Chem. Rev. 2014, 114 (3) 1608-1636 10.1021/cr400256y
5. Mochida, I.; Okuma, O.; Yoon, S. H. Chemicals from direct coal liquefaction Chem. Rev. 2014, 114 (3) 1637-72 10.1021/cr4002885
6. Shao, J. The development status of ligilites quality improvement technology and development trend of China's ligilites quality improvement technology J. Shenhua Technol. 2009, 7 (2) 17-23 (in Chinese)
7. Nolan, P.; Shipman, A.; Rui, H. Coal liquefaction, Shenhua Group, and China's energy security Eur. Manage. J. 2004, 22 (2) 150-164 10.1016/j.emj.2004.01.014
8. Rao, Z.; Zhao, Y.; Huang, C.; Duan, C.; He, J. Recent developments in drying and dewatering for low rank coals Prog. Energy Combust. Sci. 2015, 46, 1-11 10.1016/j.pecs.2014.09.001
9. Zhou, Q.; Zou, T.; Zhong, M.; Zhang, Y.; Wu, R.; Gao, S.; Xu, G. Lignite upgrading by multi-stage fluidized bed pyrolysis Fuel Process. Technol. 2013, 116, 35-43 10.1016/j.fuproc.2013.04.022
10. Bosoaga, A.; Panoiu, N.; Mihaescu, L.; Backreedy, R.; Ma, L.; Pourkashanian, M.; Williams, A. The combustion of pulverised low grade lignite Fuel 2006, 85 (10) 1591-1598 10.1016/j.fuel.2005.12.018
11. Okuma, O.; Saito, K.; Kawashima, A.; Okazaki, K.; Nakako, Y. Characterization of heavy organic products derived from brown coal in BCL process (1). Effects of liquefaction conditions on properties of CLB in primary hydrogenation Fuel Process. Technol. 1986, 14, 23-37 10.1016/0378-3820(86)90005-6
12. Okuma, O.; Yasumuro, M.; Matsumura, T. Effects of gas flow rate on brown coal liquefaction with a continuous reactor system. 1. Effects of gas flow rate and boiling point range of feed solvents Fuel 1996, 75 (3) 313-321 10.1016/0016-2361(95)00245-6
13. Okuma, O. Liquefaction process with bottom recycling for complete conversion of brown coal Fuel 2000, 79 (3) 355-364 10.1016/S0016-2361(99)00170-2
14. Cong, X. S.; Zong, Z. M.; Zhou, Y.; Li, M.; Wang, W. L.; Li, F. G.; Zhou, J.; Fan, X.; Zhao, Y. P.; Wei, X. Y. Isolation and identification of 3-ethyl-8-methyl-2,3-dihydro-1H-cyclopenta[a]-chrysene from Shengli lignite Energy Fuels 2014, 28 (10) 6694-6697 10.1021/ef402403y
15. Zhou, J.; Zong, Z. M.; Chen, B.; Yang, Z. S.; Li, P.; Lu, Y.; Yue, X. M.; Cong, X. S.; Wei, Y. B.; Wang, Y. G.; Fan, X.; Zhao, Y. P.; Wei, X. Y. The enrichment and identification of methyl alkanones from thermally soluble Shengli lignite Energy Sources, Part A 2013, 35 (23) 2218-2224 10.1080/15567036.2011.652759
16. Yoshida, T.; Li, C.; Takanohashi, T.; Matsumura, A.; Sato, S.; Saito, I. Effect of extraction condition on "HyperCoal" production (2) - effect of polar solvents under hot filtration Fuel Process. Technol. 2004, 86 (1) 61-72 10.1016/j.fuproc.2003.12.003
17. Miura, K.; Mae, K.; Okutsu, H.; Mizutani, N.-a. New oxidative degradation method for producing fatty acids in high yields and high selectivity from low-rank coals Energy Fuels 1996, 10 (6) 1196-1201 10.1021/ef960051a
18. Wang, W.; Hou, Y.; Wu, W.; Niu, M.; Liu, W. Production of benzene polycarboxylic acids from lignite by alkali-oxygen oxidation Ind. Eng. Chem. Res. 2012, 51 (46) 14994-15003 10.1021/ie3021297
19. Li, Z. K.; Zong, Z. M.; Yan, H. L.; Wang, Y. G.; Ni, H. X.; Wei, X. Y.; Li, Y. H. Characterization of acidic species in ethanol-soluble portion from Zhaotong lignite ethanolysis by negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Fuel Process. Technol. 2014, 128, 297-302 10.1016/j.fuproc.2014.07.023
20. Rahman, M.; Samanta, A.; Gupta, R. Production and characterization of ash-free coal from low-rank Canadian coal by solvent extraction Fuel Process. Technol. 2013, 115, 88-98 10.1016/j.fuproc.2013.04.008
21. Sönmez, Ö.; Giray, E. S. Producing ashless coal extracts by microwave irradiation Fuel 2011, 90 (6) 2125-2131 10.1016/j.fuel.2011.02.006
22. Kawashima, H.; Koyano, K.; Takanohashi, T. Changes in nitrogen functionality due to solvent extraction of coal during HyperCoal production Fuel Process. Technol. 2013, 106, 275-280 10.1016/j.fuproc.2012.06.030
23. Önal, Y.; Ceylan, K. Low temperature extractability and solvent swelling of Turkish lignites Fuel Process. Technol. 1997, 53 (1) 81-97 10.1016/S0378-3820(97)00038-6
24. Pan, C. X.; Wei, X. Y.; Shui, H. F.; Wang, Z. C.; Gao, J.; Wei, C.; Cao, X. Z.; Zong, Z. M. Investigation on the macromolecular network structure of Xianfeng lignite by a new two-step depolymerization Fuel 2013, 109, 49-53 10.1016/j.fuel.2012.11.059
25. Takanohashi, T.; Shishido, T.; Kawashima, H.; Saito, I. Characterisation of HyperCoals from coals of various ranks Fuel 2008, 87 (4-5) 592-598 10.1016/j.fuel.2007.02.017
26. Ashida, R.; Nakgawa, K.; Oga, M.; Nakagawa, H.; Miura, K. Fractionation of coal by use of high temperature solvent extraction technique and characterization of the fractions Fuel 2008, 87 (4-5) 576-582 10.1016/j.fuel.2007.02.035
27. Murata, S.; Tani, Y.; Hiro, M.; Kidena, K.; Artok, L.; Nomura, M.; Miyake, M. Structural analysis of coal through RICO reaction: detailed analysis of heavy fractions Fuel 2001, 80 (14) 2099-2109 10.1016/S0016-2361(01)00093-X
28. Miura, K.; Shimada, M.; Mae, K.; Sock, H. Y. Extraction of coal below 350 °C in flowing non-polar solvent Fuel 2001, 80 (11) 1573-1582 10.1016/S0016-2361(01)00036-9
29. Li, C. Q.; Takanohashi, T.; Yoshida, T.; Saito, I.; Aoki, H.; Mashimo, K. Effect of acid treatment on thermal extraction yield in ashless coal production Fuel 2004, 83 (6) 727-732 10.1016/j.fuel.2003.06.002
30. Liu, F. J.; Wei, X. Y.; Zhu, Y.; Wang, Y. G.; Li, P.; Fan, X.; Zhao, Y. P.; Zong, Z. M.; Zhao, W.; Wei, Y. B. Oxidation of Shengli lignite with aqueous sodium hypochlorite promoted by pretreatment with aqueous hydrogen peroxide Fuel 2013, 111, 211-215 10.1016/j.fuel.2013.04.041
31. Lu, H. Y.; Wei, X. Y.; Yu, R.; Peng, Y. L.; Qi, X. Z.; Qie, L. M.; Wei, Q.; Lv, J.; Zong, Z. M.; Zhao, W.; Zhao, Y. P.; Ni, Z. H.; Wu, L. Sequential thermal dissolution of Huolinguole lignite in methanol and ethanol Energy Fuels 2011, 25 (6) 2741-2745 10.1021/ef101734f
32. Wang, W.; Hou, Y.; Wu, W.; Niu, M. Simultaneous production of small-molecule fatty acids and benzene polycarboxylic acids from lignite by alkali-oxygen oxidation Fuel Process. Technol. 2013, 112, 7-11 10.1016/j.fuproc.2013.02.008
33. Shi, D. L.; Wei, X. Y.; Fan, X.; Zong, Z. M.; Chen, B.; Zhao, Y. P.; Wang, Y. G.; Cao, J. P. Characterizations of the extracts from Geting bituminous coal by spectrometries Energy Fuels 2013, 27 (7) 3709-3717 10.1021/ef4004686
34. Zubkova, V. Chromatographic methods and techniques used in studies of coals, their progenitors and coal-derived materials Anal. Bioanal. Chem. 2011, 399 (9) 3193-3209 10.1007/s00216-010-4328-x
35. 2-N-methyl-2-pyrrolidinone mixed solvent at room temperature: Effect of coal rank and synergism of the mixed solvent Fuel 1988, 67 (12) 1639-1647 10.1016/0016-2361(88)90208-6
36. Qin, Z. H.; Zong, Z. M.; Liu, J. Z.; Ma, H. M.; Yang, M. J.; Wei, X. Y. Solubilities of lithotypes in carbon disulfide-N-methyl-2-pyrrolidinone mixed solvent J. Fuel Chem. Technol. 1997, 25 (6) 549-553
37. Takanohashi, T.; Yanagida, T.; Iino, M.; Mainwaring, D. E. Extraction and swelling of low-rank coals with various solvents at room temperature Energy Fuels 1996, 10 (5) 1128-1132 10.1021/ef960033t
38. Cong, X. S.; Zong, Z. M.; Wei, Z. H.; Li, Y.; Fan, X.; Zhou, Y.; Li, M.; Zhao, Y. P.; Wei, X. Y. Enrichment and identification of arylhopanes from Shengli lignite Energy Fuels 2014, 28 (11) 6745-6748 10.1021/ef501105n
39. Nishioka, M. Multistep extraction of coal Fuel 1991, 70 (12) 1413-1419 10.1016/0016-2361(91)90007-W
40. Liu, F. J.; Wei, X. Y.; Gui, J.; Li, P.; Wang, Y. G.; Li, W. T.; Zong, Z. M.; Fan, X.; Zhao, Y. P. Characterization of organonitrogen species in Xianfeng lignite by sequential extraction and ruthenium ion-catalyzed oxidation Fuel Process. Technol. 2014, 126, 199-206 10.1016/j.fuproc.2014.05.004
41. Liu, F. J.; Wei, X. Y.; Gui, J.; Wang, Y. G.; Li, P.; Zong, Z. M. Characterization of biomarkers and structural features of condensed aromatics in Xianfeng lignite Energy Fuels 2013, 27 (12) 7369-7378 10.1021/ef402027g
42. Hou, D. J.; Zhang, L. Y. Illustrated handbook on geochemistry of practical use of oil and gas; Petroleum Industry Press: Beijing, 2003; pp 148-150.
43. Cong, X. S.; Zong, Z. M.; Li, M.; Gao, L.; Wei, Z. H.; Li, Y.; Fan, X.; Zhou, Y.; Wei, X. Y. Enrichment and identification of cyclized hopanoids from Shengli lignite Fuel Process. Technol. 2015, 134, 399-403 10.1016/j.fuproc.2015.02.022
44. Ourisson, G.; Albrecht, P. Hopanoids. 1. Geohopanoids: the most abundant natural products on earth? Acc. Chem. Res. 1992, 25 (9) 398-402 10.1021/ar00021a003
45. Ourisson, G.; Rohmer, M. Hopanoids. 2. Biohopanoids: a novel class of bacterial lipids Acc. Chem. Res. 1992, 25 (9) 403-408 10.1021/ar00021a004
46. Yoshida, T.; Takanohashi, T.; Sakanishi, K.; Saito, I.; Fujita, M.; Mashimo, K. The effect of extraction condition on 'HyperCoal' production (1) - under room-temperature filtration Fuel 2002, 81 (11-12) 1463-1469 10.1016/S0016-2361(02)00068-6
47. Miura, K.; Nakagawa, H.; Ashida, R.; Ihara, T. Production of clean fuels by solvent skimming of coal at around 350 °C Fuel 2004, 83 (6) 733-738 10.1016/j.fuel.2003.09.019
48. Okuyama, N.; Komatsu, N.; Shigehisa, T.; Kaneko, T.; Tsuruya, S. Hyper-coal process to produce the ash-free coal Fuel Process. Technol. 2004, 85 (8) 947-967 10.1016/j.fuproc.2003.10.019
49. Kashimura, N.; Takanohashi, T.; Masaki, K.; Shishido, T.; Sato, S.; Matsumura, A.; Saito, I. Relationship between thermal extraction yield and oxygen-containing functional groups Energy Fuels 2006, 20 (5) 2088-2092 10.1021/ef060194p
50. Kashimura, N.; Takanohashi, T.; Saito, I. Upgrading the solvent used for the thermal extraction of sub-bituminous coal Energy Fuels 2006, 20 (5) 2063-2066 10.1021/ef0601014
51. 2 and synthesis gas Fuel 2008, 87 (4-5) 491-497 10.1016/j.fuel.2007.04.015
52. Ashida, R.; Morimoto, M.; Makino, Y.; Umemoto, S.; Nakagawa, H.; Miura, K.; Saito, K.; Kato, K. Fractionation of brown coal by sequential high temperature solvent extraction Fuel 2009, 88 (8) 1485-1490 10.1016/j.fuel.2008.12.003
53. Sakimoto, N.; Koyano, K.; Takanohashi, T. Relationship between extraction yield of coal by polar solvent and oxygen functionalities in coals Energy Fuels 2013, 27 (11) 6594-6597 10.1021/ef4016262
54. Dudek, M.; Tomczyk, P.; Socha, R.; Hamaguchi, M. Use of ash-free "Hyper-coal" as a fuel for a direct carbon fuel cell with solid oxide electrolyte Int. J. Hydrogen Energy 2014, 39 (23) 12386-12394 10.1016/j.ijhydene.2014.04.057
55. Lee, I.; Jin, S.; Chun, D.; Choi, H.; Lee, S.; Lee, K.; Yoo, J. Ash-free coal as fuel for direct carbon fuel cell Sci. China: Chem. 2014, 57 (7) 1010-1018 10.1007/s11426-014-5105-z
56. Wang, J.; Sakanishi, K.; Saito, I.; Takarada, T.; Morishita, K. High-yield hydrogen production by steam gasification of HyperCoal (ash-free coal extract) with potassium carbonate: comparison with raw coal Energy Fuels 2005, 19 (5) 2114-2120 10.1021/ef040089k
57. 2 gasification of ash-free coal: kinetic study Energy Fuels 2013, 27 (8) 4875-4883 10.1021/ef400552q
58. Zhao, X. Y.; Huang, S. S.; Cao, J. P.; Wei, X. Y.; Magarisawa, K.; Takarada, T. HyperCoal-derived porous carbons with alkaline hydroxides and carbonate activation for electric double-layer capacitors Fuel Process. Technol. 2014, 125, 251-257 10.1016/j.fuproc.2014.04.012
59. Wang, T. M.; Zong, Z. M.; Liu, F. J.; Liu, C.; Lv, J. H.; Liu, J.; Zhang, D. D.; Qu, M.; Gui, J.; Liu, X. X.; Wei, X. Y.; Wei, Z. H.; Li, Y. Investigation on compositional and structural features of Xianfeng lignite through sequential thermal dissolution Fuel Process. Technol. 2015, 138, 125-132 10.1016/j.fuproc.2015.04.029
60. Shui, H.; Zhu, W.; Wang, W.; Pan, C.; Wang, Z.; Lei, Z.; Ren, S.; Kang, S. Thermal dissolution of lignite and liquefaction behaviors of its thermal dissolution soluble fractions Fuel 2015, 139, 516-522 10.1016/j.fuel.2014.08.070
61. Koyano, K.; Takanohashi, T.; Saito, I. Estimation of the extraction yield of coals by a simple analysis Energy Fuels 2011, 25 (6) 2565-2571 10.1021/ef200151u
62. Masaki, K.; Kashimura, N.; Takanohashi, T.; Sato, S.; Matsumura, A.; Saito, I. Effect of pretreatment with carbonic acid on "HyperCoal" (ash-free coal) production from low-rank coals Energy Fuels 2005, 19 (5) 2021-2025 10.1021/ef050030t
63. Chen, B.; Wei, X. Y.; Zong, Z. M.; Yang, Z. S.; Qing, Y.; Liu, C. Difference in chemical composition of supercritical methanolysis products between two lignites Appl. Energy 2011, 88 (12) 4570-4576 10.1016/j.apenergy.2011.05.052
64. Li, Z. K.; Zong, Z. M.; Yan, H. L.; Wang, Y. G.; Wei, X. Y.; Shi, D. L.; Zhao, Y. P.; Zhao, C. L.; Yang, Z. S.; Fan, X. Alkanolysis simulation of lignite-related model compounds using density functional theory Fuel 2014, 120, 158-162 10.1016/j.fuel.2013.12.009
65. Li, Z. K.; Zong, Z. M.; Yang, Z. S.; Yan, H. L.; Fan, X.; Wei, X. Y. Sequential thermal dissolution of Geting bituminous coal in low-boiling point solvents Energy Sources, Part A 2014, 36 (23) 2579-2586 10.1080/15567036.2013.869639
66. Zhou, J.; Zong, Z. M.; Fan, X.; Zhao, Y. P.; Wei, X. Y. Separation and identification of organic compounds from thermally dissolved Shengli lignite in a methanol/benzene mixed solvent Int. J. Oil, Gas Coal Technol. 2013, 6 (5) 517-527 10.1504/IJOGCT.2013.056181
67. Boffetta, P.; Jourenkova, N.; Gustavsson, P. Cancer risk from occupational and environmental exposure to polycyclic aromatic hydrocarbons Cancer Cause. Control 1997, 8 (3) 444-472 10.1023/A:1018465507029
68. Šimko, P. Determination of polycyclic aromatic hydrocarbons in smoked meat products and smoke flavouring food additives J. Chromatogr. B: Anal. Technol. Biomed. Life Sci. 2002, 770 (1) 3-18 10.1016/S0378-4347(01)00438-8
69. 0.5: a mixed perylenecobalt complex as molecular and polymeric conductor J. Am. Chem. Soc. 1992, 114 (6) 1986-1989 10.1021/ja00032a008
70. Yu, C. C.; Jiang, K. J.; Huang, J. H.; Zhang, F.; Bao, X.; Wang, F. W.; Yang, L. M.; Song, Y. L. Novel pyrene-based donor-acceptor organic dyes for solar cell application Org. Electron. 2013, 14 (2) 445-450 10.1016/j.orgel.2012.12.013
71. Tyutyulkov, N.; Karabunarliev, S.; Müllen, K.; Baumgarten, M. A class of narrow-band high-spin organic polymers II. Polymers with indirect exchange interaction Synth. Met. 1992, 52 (1) 71-85 10.1016/0379-6779(92)90021-A
72. Schmidt, C.; Lang, N.; Jux, N.; Hirsch, A. A facile route to water-soluble coronenes and benzo[ghi]perylenes Chem.-Eur. J. 2011, 17 (19) 5289-5299 10.1002/chem.201003232
73. Bedekar, A. V.; Chaudhary, A. R.; Sundar, M. S.; Rajappa, M. Expeditious synthesis of fluorinated styrylbenzenes and polyaromatic hydrocarbons Tetrahedron Lett. 2013, 54 (5) 392-396 10.1016/j.tetlet.2012.11.022
74. Chao, K. P.; Hua, K. F.; Hsu, H. Y.; Su, Y. C.; Chang, S.-T. Anti-inflammatory activity of sugiol, a diterpene isolated from Calocedrus formosana bark Planta Med. 2005, 71 (4) 300-305 10.1055/s-2005-864094
75. Wang, H.; Gurau, G.; Rogers, R. D. Ionic liquid processing of cellulose Chem. Soc. Rev. 2012, 41 (4) 1519-1537 10.1039/c2cs15311d
76. Wilkes, J. S. Properties of ionic liquid solvents for catalysis J. Mol. Catal. A: Chem. 2004, 214 (1) 11-17 10.1016/j.molcata.2003.11.029
77. 2 Nature 1999, 399 (6731) 28-29 10.1038/19887
78. Armand, M.; Endres, F.; MacFarlane, D. R.; Ohno, H.; Scrosati, B. Ionic-liquid materials for the electrochemical challenges of the future Nat. Mater. 2009, 8 (8) 621-629 10.1038/nmat2448
79. Lei, Z. P.; Zhang, Y. Q.; Wu, L.; Shui, H. F.; Wang, Z. C.; Ren, S. B. The dissolution of lignite in ionic liquids RSC Adv. 2013, 3 (7) 2385-2389 10.1039/c2ra23097f
80. Lei, Z. P.; Cheng, L. L.; Zhang, S. F.; Zhang, Y. Q.; Shui, H. F.; Ren, S. B.; Wang, Z. C. Dissolution performance of coals in ionic liquid 1-butyl-3-methyl-imidazolium chloride Fuel Process. Technol. 2015, 129, 222-226 10.1016/j.fuproc.2014.09.021
81. Lei, Z. P.; Cheng, L. L.; Zhang, S. F.; Shui, H. F.; Ren, S. B.; Kang, S. G.; Pan, C. X.; Wang, Z. C. Dissolution of lignite in ionic liquid 1-ethyl-3-methylimidazolium acetate Fuel Process. Technol. 2015, 135, 47-51 10.1016/j.fuproc.2014.10.010
82. Stefanova, M.; Simoneit, B. R.; Stojanova, G.; Nosyrev, I.; Goranova, M. Composition of the extract from a Carboniferous bituminous coal: 1. Bulk and molecular constitution Fuel 1995, 74 (5) 768-778 10.1016/0016-2361(94)00003-A
83. Fan, X.; Wei, X. Y.; Zong, Z. M. Application of gas chromatography/mass spectrometry in studies on separation and identification of organic species in coals Fuel 2013, 109, 28-32 10.1016/j.fuel.2012.09.003
84. Hughey, C. A.; Hendrickson, C. L.; Rodgers, R. P.; Marshall, A. G. Elemental composition analysis of processed and unprocessed diesel fuel by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2001, 15 (5) 1186-1193 10.1021/ef010028b
85. Hughey, C. A.; Rodgers, R. P.; Marshall, A. G. Resolution of 11 000 compositionally distinct components in a single electrospray ionization Fourier transform ion cyclotron resonance mass spectrum of crude oil Anal. Chem. 2002, 74 (16) 4145-4149 10.1021/ac020146b
86. Zhang, Y. H.; Xu, C. M.; Shi, Q.; Zhao, S. Q.; Chung, K. H.; Hou, D. J. Tracking neutral nitrogen compounds in subfractions of crude oil obtained by liquid chromatography separation using negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2010, 24 (12) 6321-6326 10.1021/ef1011512
87. Cho, Y.; Ahmed, A.; Islam, A.; Kim, S. Developments in FT-ICR MS instrumentation, ionization techniques, and data interpretation methods for petroleomics Mass Spectrom. Rev. 2015, 34, 248-263 10.1002/mas.21438
88. Shi, Q.; Pan, N.; Long, H. Y.; Cui, D. C.; Guo, X. F.; Long, Y. H.; Chung, K. H.; Zhao, S. Q.; Xu, C. M.; Hsu, C. S. Characterization of middle-temperature gasification coal tar. Part 3: Molecular composition of acidic compounds Energy Fuels 2013, 27 (1) 108-117 10.1021/ef301431y
89. Wu, Z.; Jernström, S.; Hughey, C. A.; Rodgers, R. P.; Marshall, A. G. Resolution of 10 000 compositionally distinct components in polar coal extracts by negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2003, 17 (4) 946-953 10.1021/ef030026m
90. Long, H. Y.; Shi, Q.; Pan, N.; Zhang, Y. H.; Cui, D. C.; Chung, K. H.; Zhao, S. Q.; Xu, C. M. Characterization of middle-temperature gasification coal tar. Part 2: Neutral fraction by extrography followed by gas chromatography-mass spectrometry and electrospray ionization coupled with Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2012, 26 (6) 3424-3431 10.1021/ef2020167
91. Pan, N.; Cui, D. C.; Li, R. L.; Shi, Q.; Chung, K. H.; Long, H. Y.; Li, Y. Y.; Zhang, Y. H.; Zhao, S. Q.; Xu, C. M. Characterization of middle-temperature gasification coal tar. Part 1: Bulk properties and molecular compositions of distillates and basic fractions Energy Fuels 2012, 26 (9) 5719-5728 10.1021/ef3007323
92. Rathsack, P.; Kroll, M. M.; Otto, M. Analysis of high molecular compounds in pyrolysis liquids from a german brown coal by FT-ICR-MS Fuel 2014, 115, 461-468 10.1016/j.fuel.2013.07.064
93. Li, Z. K.; Wei, X. Y.; Yan, H. L.; Zong, Z. M. Insight into the structural features of Zhaotong lignite using multiple techniques Fuel 2015, 153, 176-182 10.1016/j.fuel.2015.02.117
94. Li, Z. K.; Zong, Z. M.; Yan, H. L.; Wei, Z. H.; Li, Y.; Wei, X. Y. Identification of basic nitrogen compounds in ethanol-soluble portion from Zhaotong lignite ethanolysis by positive-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Fuel 2015, 141, 268-274 10.1016/j.fuel.2014.10.037
95. Liu, F. J.; Wei, X. Y.; Wang, Y. G.; Li, P.; Li, Z. K.; Zong, Z. M. Sulfur-containing species in the extraction residue from Xianfeng lignite characterized by X-ray photoelectron spectrometry and electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry RSC Adv. 2015, 5, 7125-7130 10.1039/C4RA12435A
96. Liu, F. J.; Wei, X. Y.; Xie, R. L.; Wang, Y. G.; Li, W. T.; Li, Z. K.; Li, P.; Zong, Z. M. Characterization of oxygen-containing species in methanolysis products of the extraction residue from Xianfeng lignite with negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2014, 28 (9) 5596-5605 10.1021/ef501414g
97. Liu, Y.; Shi, Q.; Zhang, Y. H.; He, Y. L.; Chung, K. H.; Zhao, S. Q.; Xu, C. M. Characterization of red pine pyrolysis bio-oil by gas chromatography-mass spectrometry and negative-ion electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry Energy Fuels 2012, 26 (7) 4532-4539 10.1021/ef300501t
98. Smith, E. A.; Park, S.; Klein, A. T.; Lee, Y. J. Bio-oil analysis using negative electrospray ionization: comparative study of high-resolution mass spectrometers and phenolic versus sugaric components Energy Fuels 2012, 26 (6) 3796-3802 10.1021/ef3003558
99. Bi, Y. T.; Wang, G.; Shi, Q.; Xu, C. M.; Gao, J. S. Compositional changes during hydrodeoxygenation of biomass pyrolysis oil Energy Fuels 2014, 28 (4) 2571-2580 10.1021/ef4024405
100. Rodgers, R. P.; Marshall, A. G. Petroleomics: advanced characterization of petroleum-derived materials by Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). In Asphaltenes, Heavy Oils, and Petroleomics; Springer: New York, 2007; pp 63-93.
101. Kamiya, Y. Formation of aromatic polycarboxylic acids from bituminous coal by oxygen-oxidation in alkaline medium Fuel 1961, 40 (3) 149-153
102. 2 oxidation Energy Fuels 1997, 11 (1) 227-235 10.1021/ef960104o
103. Wang, W.; Hou, Y.; Wu, W.; Niu, M.; Wu, T. High-temperature alkali-oxygen oxidation of lignite to produce benzene polycarboxylic acids Ind. Eng. Chem. Res. 2013, 52 (2) 680-685 10.1021/ie3029398
104. Alvarez, R.; Clemente, C.; Gómez-Limón, D. The influence of nitric acid oxidation of low rank coal and its impact on coal structure Fuel 2003, 82 (15) 2007-2015 10.1016/S0016-2361(03)00176-5
105. Mae, K.; Maki, T.; Araki, J.; Miura, K. Extraction of low-rank coals oxidized with hydrogen peroxide in conventionally used solvents at room temperature Energy Fuels 1997, 11 (4) 825-831 10.1021/ef960225o
106. Mae, K.; Shindo, H.; Miura, K. A new two-step oxidative degradation method for producing valuable chemicals from low rank coals under mild conditions Energy Fuels 2001, 15 (3) 611-617 10.1021/ef000177e
107. 2 Energy Fuels 2003, 17 (2) 424-426 10.1021/ef020071e
108. 2 oxidation Fuel Process. Technol. 2015, 129, 213-221 10.1016/j.fuproc.2014.09.024
109. Chakrabartty, S.; Kretschmer, H. Studies on the structure of coals: Part 1. The nature of aliphatic groups Fuel 1972, 51 (2) 160-163 10.1016/0016-2361(72)90069-5
110. Chakrabartty, S. K.; Kretschmer, H. O. Studies on the structure of coals. 2. The valence state of carbon in coal Fuel 1974, 53 (2) 132-135 10.1016/0016-2361(74)90069-6
111. Mayo, F. R. Application of sodium hypochlorite oxidations to the structure of coal Fuel 1975, 54 (4) 273-275 10.1016/0016-2361(75)90043-5
112. Mayo, F. R.; Kirshen, N. A. Oxidations of coal by aqueous sodium hypochlorite Fuel 1979, 58 (10) 698-704 10.1016/0016-2361(79)90065-6
113. Mayo, F. R.; Pavelka, L. A.; Hirschon, A. S.; Zevely, J. S. Extractions and reactions of coals below 100 °C: 4. Oxidations of Illinois No. 6 coal Fuel 1988, 67 (5) 612-618 10.1016/0016-2361(88)90288-8
114. 4 and NaOCl Energy Fuels 2010, 24 (3) 1801-1808 10.1021/ef9012505
115. Gong, G. Z.; Wei, X. Y.; Zong, Z. M. Separation and analysis of the degradation products of two coals in aqueous NaOCl solution J. Fuel Chem. Technol. 2012, 40 (1) 1-7 10.1016/S1872-5813(12)60005-X
116. Liu, F. J.; Wei, X. Y.; Zhu, Y.; Gui, J.; Wang, Y. G.; Fan, X.; Zhao, Y. P.; Zong, Z. M.; Zhao, W. Investigation on structural features of Shengli lignite through oxidation under mild conditions Fuel 2013, 109, 316-324 10.1016/j.fuel.2013.01.020
117. Obeng, M.; Stock, L. M. Distribution of pendant alkyl groups in the Argonne Premium coals Energy Fuels 1996, 10 (4) 988-995 10.1021/ef9600063
118. Artok, L.; Murata, S.; Nomura, M.; Satoh, T. Reexamination of the RICO method Energy Fuels 1998, 12 (2) 391-398 10.1021/ef9701551
119. Wang, Y. G.; Wei, X. Y.; Yan, H. L.; Shi, D. L.; Liu, F. J.; Li, P.; Fan, X.; Zhao, Y. P.; Zong, Z. M. Structural features of extraction residues from supercritical methanolysis of two Chinese lignites Energy Fuels 2013, 27 (8) 4632-4638 10.1021/ef400881m
120. Lv, J. H.; Wei, X. Y.; Qing, Y.; Wang, Y. H.; Wen, Z.; Zhu, Y.; Wang, Y. G.; Zong, Z. M. Insight into the structural features of macromolecular aromatic species in Huolinguole lignite through ruthenium ion-catalyzed oxidation Fuel 2014, 128, 231-239 10.1016/j.fuel.2014.03.007
121. Kidena, K.; Tani, Y.; Murata, S.; Nomura, M. Quantitative elucidation of bridge bonds and side chains in brown coals Fuel 2004, 83 (11) 1697-1702 10.1016/j.fuel.2004.01.021
122. Huang, Y. G.; Zong, Z. M.; Yao, Z. S.; Zheng, Y. X.; Mou, J.; Liu, G. F.; Cao, J. P.; Ding, M. J.; Cai, K. Y.; Wang, F. et al. Ruthenium ion-catalyzed oxidation of Shenfu coal and its residues Energy Fuels 2008, 22 (3) 1799-1806 10.1021/ef700589q
123. Song, H.; Lee, S. Y. Production of succinic acid by bacterial fermentation Enzyme Microb. Technol. 2006, 39 (3) 352-361 10.1016/j.enzmictec.2005.11.043
124. Musser, M. T. Adipic acid. Ullmann's Encyclopedia of Industrial Chemistry; Wiley-VCH: Weinheim, 2005; pp 537-548 (doi: 10.1002/14356007.a01-269).
125. Liu, Z. H.; Zhang, C. Z.; Zhang, X. B.; Cai, W. F.; Wang, Y.; Xin, F. Synthesis of trimesic acid Chem. Ind. Eng. 2005, 22 (2) 126-129 (in Chinese)
126. Cang, L.; Yang, X. D. Manufacture of pyromellitic dianhydride and its application in coatings industry Paint Coat. Ind. 2007, 37 (12) 33-37 (in Chinese)
127. Kumagai, H.; Oka, Y.; Akita-Tanaka, M.; Inoue, K. Hydrothermal synthesis and characterization of a two-dimensional nickel(II) complex containing benzenehexacarboxylic acid (mellitic acid) Inorg. Chim. Acta 2002, 332 (1) 176-180 10.1016/S0020-1693(01)00786-1
128. Wang, Y. G.; Wei, X. Y.; Yan, H. L.; Liu, F. J.; Li, P.; Zong, Z. M. Sequential oxidation of Jincheng No. 15 anthracite with aqueous sodium hypochlorite Fuel Process. Technol. 2014, 125, 182-189 10.1016/j.fuproc.2014.04.007
129. Qie, L. M. Oxidation of coal-related model compounds in aqueous sodium hypochlorite solution. Master's degree dissertation, China University of Mining & Technology, Xuzhou, 2011.
130. Gong, G. Z. Selective oxidation of coals in aqueous NaOCl solution and fine separation of the products. Ph.D. thesis, China University of Mining & Technology, Xuzhou, 2011.
131. Djerassi, C.; Engle, R. R. Oxidations with ruthenium tetroxide J. Am. Chem. Soc. 1953, 75 (15) 3838-3840 10.1021/ja01111a507
132. Mendez, A.; Bermejo, J.; Blanco, C.; Santamaría, R.; Suelves, I.; Menéndez, R. Structural characterization of high-softening-point pitches by oxidation with RuO4 Energy Fuels 2001, 15 (1) 128-134 10.1021/ef000139v
133. Schiessler, R. W.; Eldred, N. R. Oxidation of a methylene group with hypochlorite J. Am. Chem. Soc. 1948, 70 (11) 3958-3959 10.1021/ja01191a530
134. Mallya, N.; Zingaro, R. A. Ruthenium tetroxide - a reagent with the potential for the study of oxygen functionalities in coal Fuel 1984, 63 (3) 423-425 10.1016/0016-2361(84)90023-1
135. Boucher, R. J.; Standen, G.; Eglinton, G. Molecular characterization of kerogens by mild selective chemical degradation - ruthenium tetroxide oxidation Fuel 1991, 70 (6) 695-702 10.1016/0016-2361(91)90064-H
136. Berger, T. A.; Deye, J. F. Separation of benzene polycarboxylic acids by packed column supercritical fluid chromatography using methanol-carbon dioxide mixtures with very polar additives J. Chromatogr. Sci. 1991, 29 (4) 141-146 10.1093/chromsci/29.4.141
137. Kawamura, K.; Okuwaki, A.; Verheyen, T.; Perry, G. Separation of aromatic carboxylic acids using quaternary ammonium salts on reversed-phase HPLC. 1. Separation behavior of aromatic carboxylic acids Sep. Sci. Technol. 2006, 41 (2) 379-390 10.1080/01496390500496900
138. Kawamura, K.; Okuwaki, A.; Verheyen, T.; Perry, G. Separation of aromatic carboxylic acids using quaternary ammonium salts on reversed-phase HPLC. 2. Application for the analysis of Loy Yang coal oxidation products Sep. Sci. Technol. 2006, 41 (4) 723-732 10.1080/01496390500527985
139. Hou, Y.; Li, J.; Ren, S.; Niu, M.; Wu, W. Separation of the isomers of benzene poly(carboxylic acid)s by quaternary ammonium salt via formation of deep eutectic solvents J. Phys. Chem. B 2014, 118 (47) 13646-13650 10.1021/jp5084136
140. 2 on the reaction of di(1-naphthyl)methane Chem. Lett. 1991, 20 (12) 2199-2202 10.1246/cl.1991.2199
141. Wei, X. Y.; Ni, Z. H.; Zong, Z. M.; Zhou, S. L.; Xiong, Y. C.; Wang, X. H. Reaction of di(1-naphthyl)methane over metals and metal-sulfur systems Energy Fuels 2003, 17 (3) 652-657 10.1021/ef020201j
142. 2) on diphenylmethane hydrocracking Energy Fuels 1992, 6 (6) 868-869 10.1021/ef00036a028
143. Wei, X. Y.; Ogata, E.; Zong, Z. M.; Niki, E. Effects of iron catalyst precursors, sulfur, hydrogen pressure and solvent type on the hydrocracking of di(1-naphthyl)methane Fuel 1993, 72 (11) 1547-1552 10.1016/0016-2361(93)90014-S
144. Ni, Z. H.; Zong, Z. M.; Zhang, L. F.; Zhou, S. L.; Xiong, Y. C.; Wang, X. H.; Wei, X. Y. Reactivities of di(1-naphthyl)methane and hydrogenated di(1-naphthyl)methanes toward hydrocracking over Ni-S Energy Fuels 2002, 16 (5) 1154-1159 10.1021/ef0200267
145. Ni, Z. H.; Zong, Z. M.; Zhang, L. F.; Sun, L. B.; Liu, Y.; Yuan, X. H.; Wei, X. Y. Synergic effect of sulfur on activated carbon-catalyzed hydrocracking of di(1-naphthyl)methane Energy Fuels 2003, 17 (1) 60-61 10.1021/ef020105i
146. Sun, L. B.; Zong, Z. M.; Kou, J. H.; Liu, G. F.; Sun, X.; Wei, X. Y.; Zhou, G. J.; Lee, C. W. Activated carbon-catalyzed hydrogen transfer to α, -diarylalkanes Energy Fuels 2005, 19 (1) 1-6 10.1021/ef0497964
147. Sun, L. B.; Wei, X. Y.; Liu, X. Q.; Zong, Z. M.; Li, W.; Kou, J. H. Selective hydrogen transfer to anthracene and its derivatives over an activated carbon Energy Fuels 2009, 23 (10) 4877-4882 10.1021/ef900398g
148. alk bond in di(1-naphthyl)methane Appl. Catal., A 2012, 425-426, 79-84 10.1016/j.apcata.2012.03.002
149. Kaneko, T.; Tazawa, K.; Okuyama, N.; Tamura, M.; Shimasaki, K. Effect of highly dispersed iron catalyst on direct liquefaction of coal Fuel 2000, 79 (3-4) 263-271 10.1016/S0016-2361(99)00160-X
150. Liu, Z.; Shi, S.; Li, Y. Coal liquefaction technologies - Development in China and challenges in chemical reaction engineering Chem. Eng. Sci. 2010, 65 (1) 12-17 10.1016/j.ces.2009.05.014
151. 4 nanoparticles and their application for direct coal liquefaction Ind. Eng. Chem. Res. 2014, 53 (16) 6718-6722 10.1021/ie500216c
152. 3 in lignite hydroliquefaction with Fe-based catalyst Fuel Process. Technol. 2015, 138, 109-115 10.1016/j.fuproc.2015.05.018
153. Cook, P. S.; Cashion, J. D. Mössbauer study of iron catalysis in Victorian brown coal liquefaction Fuel 1987, 66 (5) 669-677 10.1016/0016-2361(87)90277-8
154. Hata, K.-A.; Watanabe, Y.; Wada, K.; Mitsudo, T.-A. Iron sulfate/sulfur-catalyzed liquefaction of Wandoan coal using syngas-water as a hydrogen source Fuel Process. Technol. 1998, 56 (3) 291-304 10.1016/S0378-3820(98)00058-7
155. Cugini, A.; Krastman, D.; Lett, R.; Balsone, V. Development of a dispersed iron catalyst for first stage coal liquefication Catal. Today 1994, 19 (3) 395-407 10.1016/0920-5861(94)87006-3
156. Mochida, I.; Sakanishi, K.; Suzuki, N.; Sakurai, M.; Tsukui, Y.; Kaneko, T. Progresses of coal liquefaction catalysts in Japan Catal. Surv. Jpn. 1998, 2 (1) 17-30 10.1023/A:1019049618725
157. Li, X.; Hu, S.; Jin, L.; Hu, H. Role of iron-based catalyst and hydrogen transfer in direct coal liquefaction Energy Fuels 2008, 22 (2) 1126-1129 10.1021/ef7006062
158. 2 Energy 2011, 36 (1) 41-45 10.1016/j.energy.2010.10.025
159. Hulston, C. K.; Redlich, P. J.; Jackson, W. R.; Larkins, F. P.; Marshall, M. Nickel molybdate-catalysed hydrogenation of brown coal without solvent or added sulfur Fuel 1996, 75 (12) 1387-1392 10.1016/0016-2361(96)00093-2
160. Hulston, C. K.; Redlich, P. J.; Jackson, W. R.; Larkins, F. P.; Marshall, M. Hydrogenation of a brown coal pretreated with water-soluble nickel/molybdenum and cobalt/molybdenum catalysts Fuel 1997, 76 (14) 1465-1469 10.1016/S0016-2361(97)00135-X
161. Ahmad, I.; Khan, M. A.; Shakirullah, M.; Ishaq, M.; Ahmad, R.; ur Rehman, H.; ur Rehman, S. Study on influence of catalysts on product distribution during liquefaction of Pakistani coal Energy Convers. Manage. 2007, 48 (9) 2502-2507 10.1016/j.enconman.2007.04.015
162. Takemura, Y.; Saito, Y.; Okada, K.; Koinuma, Y. Nickel-catalyzed hydroliquefaction of Morwell brown coal at low temperatures using phenolic compounds as solvents Energy Fuels 1989, 3 (3) 342-345 10.1021/ef00015a014
163. Takemura, Y.; Okada, K. Coal hydroliquefaction activity of nickel catalyst using a nickel acetate precursor Fuel 1988, 67 (11) 1548-1553 10.1016/0016-2361(88)90074-9
164. Li, X.; Zong, Z. M.; Ma, W. W.; Wei, Z. H.; Li, Y.; Cao, J. P.; Mayyas, M.; Li, Z. K.; Wei, X. Y. A highly active Ni/mesoporous attapulgite for hydrocracking C-O bonds in rice straw Fuel Process. Technol. 2015, 131, 376-381 10.1016/j.fuproc.2014.12.007
165. 2 catalysts Energy Fuels 2013, 27 (9) 5589-5592 10.1021/ef400962n
166. Gül, Ö.; Atanur, O. M.; Artok, L.; Erbatur, O. The effect of additives on hydrodesulfurization of dibenzothiophene over bulk molybdenum sulfide: Increased catalytic activity in the presence of phenol Fuel Process. Technol. 2008, 89 (4) 419-423 10.1016/j.fuproc.2007.11.001
167. Dhandapani, B.; St. Clair, T.; Oyama, S. Simultaneous hydrodesulfurization, hydrodeoxygenation, and hydrogenation with molybdenum carbide Appl. Catal., A 1998, 168 (2) 219-228 10.1016/S0926-860X(97)00342-6
168. 3 catalysed depolymerization - ionic hydroliquefaction of coals under mild conditions Fuel 1984, 63 (8) 1130-1137 10.1016/0016-2361(84)90200-X
169. 2 catalysed mild coal liquefaction Fuel 1984, 63 (10) 1427-1431 10.1016/0016-2361(84)90351-X
170. Shimizu, K.; Karamatsu, H.; Iwami, Y.; Inaba, A.; Suganuma, A.; Saito, I. Solubilization of lignite with superacid (trifluoromethanesulfonic acid)/isopentane at the mild conditions Fuel Process. Technol. 1995, 45 (2) 85-94 10.1016/0378-3820(94)00030-W
171. Lv, J. H.; Wei, X. Y.; Wang, Y. H.; Yu, L. C.; Zhang, D. D.; Yue, X. M.; Wang, T. M.; Liu, J.; Zong, Z. M.; Fan, X.; Zhao, Y. P. Light fraction from catalytic hydroconversion of two Chinese coals in cyclohexane over a solid acid Fuel Process. Technol. 2015, 129, 162-167 10.1016/j.fuproc.2014.09.003