Removal of organic sulfur compounds from diesel by adsorption on carbon materials

Reviews in Chemical Engineering

Volumn 31, Issue 1, 2015, Pages 27-43

  Yu, Moxin ^a   Zhang, Nan ^a   Fan, Liangwei ^a   Zhang, Chen ^a   He, Xiaojun ^a   Zheng, Mingdong ^a   Li, Zhong ^b  

^a ANHUI UNIVERSITY OF TECHNOLOGY   (China)

^b SOUTH CHINA UNIVERSITY OF TECHNOLOGY   (China)

Author keywords

adsorption; carbon materials; desulfurization; diesel; review

Indexed keywords

ACTIVATED CARBON; ADSORPTION; AEROGELS; DESULFURIZATION; DIESEL ENGINES; DIESEL FUELS; HYDRODESULFURIZATION; MICROPOROSITY; NITROGEN COMPOUNDS; PORE SIZE; REVIEWS; SULFUR COMPOUNDS; SULFUR DETERMINATION; SURFACE CHEMISTRY;

4 ,6-DIMETHYL-DIBENZOTHIOPHENE; ADSORBENT REGENERATION; ADSORPTION SELECTIVITY; ADSORPTIVE DESULFURIZATION; CARBON MATERIAL; DIESEL; ORGANIC SULFUR COMPOUNDS; SURFACE CHEMISTRY PROPERTIES;

FUEL ADDITIVES;

EID: 84922459672     PISSN: 01678299     EISSN: None     Source Type: Journal    
DOI: 10.1515/revce-2014-0017     Document Type: Review

References (104)

1. Ahnert F, Arafat HA, Pinto NG. A study of the influence of hydrophobicity of activated carbon on the adsorption equilibrium of aromatics in non-aqueous media. Adsorption 2003; 9: 311-319.
2. 2. Fuel 2009; 88: 87-94.
3. Ania CO, Bandosz TJ. Importance of structural and chemical heterogeneity of activated carbon surfaces for adsorption of dibenzothiophene. Langmuir 2005; 21: 7752-7759.
4. Ania CO, Bandosz TJ. Metal-loaded polystyrene-based activated carbons as dibenzothiophene removal media via reactive adsorption. Carbon 2006a; 44: 2404-2412.
5. Ania CO, Bandosz TJ. Sodium on the surface of activated carbons as a factor enhancing reactive adsorption of dibenzothiophene. Energy Fuel 2006b; 20: 1076-1080.
6. Ania CO, Cabal B, Parra JB, Pis JJ. Importance of the hydrophobic character of activated carbons on the removal of naphthalene from the aqueous phase. Adsorp Sci Technol 2007; 25: 155-167.
7. Arcibar-Orozco JA, Rangel-Mendez JR, Bandosz TJ. Desulfurization of model diesel fuel on activated carbon modified with iron oxyhydroxide nanoparticles: effect of tert-butylbenzene and naphthalene concentrations. Energy Fuel 2013; 27: 5380-5387.
8. Bagreev A, Menendez JA, Dukhno I, Tarasenko Y, Bandosz TJ. Bituminous coal-based activated carbons modified with nitrogen as adsorbents of hydrogen sulfide. Carbon 2004; 42: 469-476.
9. Bailey GW, Swan GA. Nickel adsorbent for sulfur removal from hydrocarbon feeds, USA, patent: 4, 634, 515. This is a USA patent. 1987.
10. Bandosz TJ, Ania CO. Surface chemistry of activated carbons and its characterization. In: Bandosz TJ, editor. Activated carbon surfaces in environmental remediation. Oxford, UK: Elsevier, 2006: 159-231.
11. Bock V, Emmerling A, Fricke J. Influence of monomer and catalyst concentration on RF and carbon aerogel structure. J Non-Cryst Solids 1998; 225: 69-73.
12. Boehm HP. Some aspects of the surface chemistry of carbon blacks and other carbons. Carbon 1994; 32: 759-769.
13. Bonville LJ, DeGeorge CL, Foley PF, Garow J, Lesieur RR, Perston JL, Szydlowski DF. Method for desulfurizing a fuel for use in a fuel cell power plant, USA, patent: 6, 159, 256. This is a USA patent. 2000.
14. Bu J, Loh G, Gwie CG, Dewiyanti S, Tasrif M, Borgna A. Desulfurization of diesel fuels by selective adsorption on activated carbons: competitive adsorption of polycyclic aromatic sulfur heterocycles and polycyclic aromatic hydrocarbons. Chem Eng J 2011; 166: 207-217.
15. Chen JP, Wu SN. Acid/base-treated activated carbons: characterization of functional groups and metal adsorptive properties. Langmuir 2004; 20: 2233-2242.
16. Ciuparu D, Chen Y, Lim S, Haller GL, Pfefferle L. Uniform-diameter single-walled carbon nanotubes catalytically grown in cobalt-incorporated MCM-41. J Phys Chem B 2004; 108: 503-507.
17. Crespo D, Yang RT. Adsorption of organic vapors on single-walled carbon nanotubes. Ind Eng Chem Res 2006; 45: 5524-5530.
18. Deliyanni E, Seredych M, Bandosz TJ. Interactions of 4, 6-dimethyldibenzothiophene with the surface of activated carbons. Langmuir 2009; 25: 9302-9312.
19. El-Sayed Y, Bandosz TJ. Adsorption of valeric acid from aqueous solution onto activated carbons: role of surface basic sites. J Colloid Interface Sci 2004; 273: 64-72.
20. Ermolenko IN, Lyubliner IP, Gulko NV. Chemically modified carbon fibers and their applications. New York: VCH Publishers, 1990.
21. Fallah RN, Azizian S. Removal of thiophenic compounds from liquid fuel by different modified activated carbon cloths. Fuel Process Technol 2012; 93: 45-52.
22. Farag H. Selective adsorption of refractory sulfur species on active carbons and carbon based CoMo catalyst. J Colloid Interface Sci 2007; 307: 1-8.
23. Figueiredo JL, Pereira MFR, Freitas MMA, Orfao JJM. Modification of the surface chemistry of activated carbons. Carbon 1999; 37: 1379-1389.
24. Fukunaga T, Katsuno H, Matsumoto H, Takahashi O, Akai Y. Development of kerosene fuel processing system for PEFC. Catal Today 2003; 84: 197-200.
25. Gomez-Serrano V, Acedo-Ramos M, Lopez-Peinado AJ, Valenzuela-Calahorro C. Mass and surface changes of activated carbon treated with nitric acid. Thermal behavior of the samples. Thermochim Acta 1997; 291: 109-115.
26. Haji S, Erkey C. Removal of dibenzothiophene from model diesel by adsorption on carbon aerogels for fuel cell applications. Ind Eng Chem Res 2003; 42: 6933-6937.
27. Heavy-duty engine and vehicle standards and highway fuel sulfur control requirements, regulatory announcement., in: EPA (Ed.), 2000.
28. Hernandez SP, Fino D, Russo N. High performance sorbents for diesel oil desulfurization. Chem Eng Sci 2010; 65: 603-609.
29. Hernandez-Maldonado AJ, Yang RT. Desulfurization of commercial liquid fuels by selective adsorption via pi-complexation with Cu(I)-Y zeolite. Ind Eng Chem Res 2003; 42: 3103-3110.
30. Hernandez-Maldonado AJ, Yang RT. Desulfurization of diesel fuels via π-complexation with nickel(II)-exchanged X-and Y-zeolites. Ind Eng Chem Res 2004a; 43: 1081-1089.
31. Hernandez-Maldonado AJ, Yang RT. Desulfurization of transportation fuels by adsorption. Catal Rev 2004b; 46: 111-150.
32. Hernandez-Maldonado AJ, Yang RT. New sorbents for desulfurization by selective adsorption via π-complexation: sulfur removal from diesel fuels. AIChE J 2004c; 50: 791-801.
33. Hernandez-Maldonado AJ, Stamatis SD, Yang RT, He AZ, Cannella W. New sorbents for desulfurization of diesel fuels via π complexation: layered beds and regeneration. Ind Eng Chem Res 2004; 43: 769-776.
34. Jayne D, Zhang Y, Haji S, Erkey C. Dynamics of removal of organosulfur compounds from diesel by adsorption on carbon aerogels for fuel cell applications. Int J Hydrogen Energ 2005; 30: 1287-1293.
35. Jeon HJ, Ko CH, Kim SH, Kim JN. Removal of refractory sulfur compounds in diesel using activated carbon with controlled porosity. Energy Fuels 2009; 23: 2537-2543.
36. Johns MM, Marshall WE, Toles CA. The effect of activation method on the properties of pecan shell-activated carbons. J Chem Technol Biotechnol 1999; 74: 1037-1044.
37. Kabe T, Ishiharam A, Tajima H. Hydrodesulfurization of sulfur-containing polyaromatic compounds in light oil. Ind Eng Chem Res 1992; 31: 1577-1580.
38. Kabe T, Ishiharam A, Qian W. Hydrodesulfurization and hydrodenitrogenation, chemistry and engineering. Tokyo, Japan: Kodansha, 1999: 374.
39. Katie AC, Antek GWF, Adam JM. Liquid phase adsorption by microporous coordination polymers: removal of organosulfur compounds. J Am Chem Soc 2008; 130: 6938-6939.
40. Katie AC, Antek GWF, Adam JM. Enabling cleaner fuels: desulfurization by adsorption to microporous coordination polymers. J Am Chem Soc 2009; 131: 14538-14543.
41. Kim JH, Ma XL, Zhou AN, Song CS. Ultra-deep desulfurization and denitrogenation of diesel fuel by selective adsorption over three different adsorbents: a study on adsorptive selectivity and mechanism. Catal Today 2006; 111: 74-83.
42. Kumagai S, Shimizu Y, Toida Y, Enda Y. Removal of dibenzothiophenes in kerosene by adsorption on rice husk activated carbon. Fuel 2009; 88: 1975-1982.
43. Laszlo K, Szucs A. Surface characterization of polyethyleneterephthalate (PET) based activated carbon and the effect of pH on its adsorption capacity from aqueous phenol and 2, 3, 4-trichlorophenol solutions. Carbon 2001; 39: 1945-1953.
44. Leon y Leon CA, Radovic LR. Interfacial chemistry and electrochemistry of carbon surfaces. In: Thrower PA, editor. Chemistry and physics of carbon. New York: Marcel Dekker, 1994: 213-310.
45. Lesieur RR, Teeling C, Sangiovanni JJ, Boedeker LR, Dardas ZA, Huang H, Sun J, Tang X, Spadaccini LJ. Method for desulfurizing gasoline or diesel fuel for use in a fuel cell power plant, USA, patent: 6, 454, 935. This is a USA patent. 2002.
46. Li L, Quinlivan PA, Knappe DRU. Effects of activated carbon surface chemistry and pore structure on the adsorption of organic contaminants from aqueous solution. Carbon 2002; 40: 2085-2100.
47. Ma XL, Sakanishi K, Mochida I. Hydrodesulfurization reactivities of various sulfur compounds in diesel fuel. Ind Eng Chem 1994; 33: 218-222.
48. Ma XL, Sakanishi K, Isoda T, Mochida I. Determination of sulfur compounds in non-polar fraction of vacuum gas oil. Fuel 1997; 76: 329-339.
49. Ma XL, Sprague M, Song CS. Deep desulfurization of gasoline by selective adsorption over nickel-based adsorbent for fuel cell applications. Ind Eng Chem Res 2005a; 44: 5768-5775.
50. Ma XL, Velu S, Kim JH, Song CS. Deep desulfurization of gasoline by selective adsorption over solid adsorbents and impact of analytical methods on ppm-level sulfur quantification for fuel cell applications. Appl Catal B 2005b; 56: 137-147.
51. Mangun CL, Benak KR, Daley MA, Economy J. Oxidation of activated carbon fibers: effect on pore size, surface chemistry, and adsorption properties. Chem Mater 1999; 11: 3476-3483.
52. Mao LS, Wang YL, Hu XC. π-π stacking interactions in the peridinin-chlorophyll-protein of amphidinium carterae. J Phys Chem B 2003; 107: 3963-3971.
53. Miyazaki A, Shibazaki K, Nakano Y, Ogawa M, Balint I. Efficient catalytic reduction of concentrated nitric acid on the adsorption sites of activated carbon. Chem Lett 2004; 33: 418-419.
54. Muzic M, Sertic-Bionda K, Gorrizil Z. Kinetic and statistical studies of adsorptive desulfurization of diesel fuel on commercial activated carbons. Chem Eng Technol 2008; 31: 355-364.
55. 3 treatment on the surface acidity of activated carbons. Carbon 1990; 28: 675-682.
56. Nunthaprechachan T, Pengpanich S, Hunsom M. Adsorptive desulfurization of dibenzothiophene by sewage sludge-derived activated carbon. Chem Eng J 2013; 228: 263-271.
57. Otake Y, Jenkins RG. Characterization of oxygen-containing surface complexes created on a microporous carbon by air and nitric acid treatment. Carbon 1993; 31: 109-121.
58. Pieterse JAZ, van Eijk S, van Dijk HAJ, van den Brink RW. On the potential of absorption and reactive adsorption for desulfurization of ultra low-sulfur commercial diesel in the liquid phase in the presence of fuel additive and bio-diesel. Fuel Process Technol 2011; 92: 616-623.
59. Puri BR. Surface complexes on carbons. In: Walker Jr PL, editor. Chemistry and physics of carbon. New York: Marcel Dekker, 1970: 191-282.
60. Puri BR. Physicochemical aspects of carbon affecting adsorption from the aqueous phase. In: McGuire MJ, Suffet IH, editors. Advances in chemistry series. Washington, DC: American Chemical Society, 1983: 77-93.
61. Ramos ME, Bonelli PR, Cukierman AL. Physico-chemical and electrical properties of activated carbon cloths. Effect of inherent nature of the fabric precursor. Colloids Surf A 2008; 324: 86-92.
62. Resasco DE, Alvarez WE, Pompeo F, Balzano L, Herrera JE, Kitiyanan B, Borgna A. A scalable process for production of single-walled carbon nanotubes (SWNTs) by catalytic disproportionation of CO on a solid catalyst. J Nanopart Res 2002; 4: 131-136.
63. Seredych M, Bandosz TJ. Template-derived mesoporous carbons with highly dispersed transition metals as media for the reactive adsorption of dibenzothiophene. Langmuir 2007; 23: 6033-6041.
64. Seredych M, Bandosz TJ. Investigation of the enhancing effects of sulfur and/or oxygen functional groups of nanoporous carbons on adsorption of dibenzothiophenes. Carbon 2011a; 49: 1216-1224.
65. Seredych M, Bandosz TJ. Removal of dibenzothiophenes from model diesel fuel on sulfur rich activated carbons. Appl Catal B 2011b; 106: 133-141.
66. Seredych M, Bandosz TJ. Visible light photoactivity of sulfur and phosphorus doped nanoporous carbons in oxidation of dibenzothiophenes. Fuel 2013; 108: 846-849.
67. Seredych M, Bandosz TJ. Effect of the graphene phase presence in nanoporous S-doped carbonon photoactivity in UV and visible light. Appl Catal B 2014; 147: 842-850.
68. Seredych M, Lison J, Jans U, Bandosz TJ. Textural and chemical factors affecting adsorption capacity of activated carbon in highly efficient desulfurization of diesel fuel. Carbon 2009; 47: 2491-2500.
69. Seredych M, Hulicova-Jurcakova D, Bandosz TJ. Effect of the incorporation of nitrogen to a carbon matrix on the selectivity and capacity for adsorption of dibenzothiophenes from model diesel fuel. Langmuir 2010; 26: 227-233.
70. Seredych M, Khine M, Bandosz TJ. Enhancement in dibenzothiophene reactive adsorption from liquid fuel via incorporation of sulfur heteroatoms into the nanoporous carbon matrix. Chemsuschem 2011a; 4: 139-147.
71. Seredych M, Rawlins J, Bandosz TJ. Investigation of the thermal regeneration efficiency of activated carbons used in the desulfurization of model diesel fuel. Ind Eng Chem Res 2011b; 50: 14097-14104.
72. Seredych M, Wu CT, Brender P, Ania CO, Vix-Guterl C, Bandosz TJ. Role of phosphorus in carbon matrix in desulfurization of diesel fuel using adsorption process. Fuel 2012; 92: 318-326.
73. Seredych M, Messali L, Bandosz TJ. Analysis of factors affecting visible and UV enhanced oxidation of dibenzothiophenes on sulfur-doped activated carbons. Carbon 2013; 62: 356-364.
74. Shafeeyan MS, Daud WMAW, Houshmand A, Shamiri A. A review on surface modification of activated carbon for carbon dioxide adsorption. J Anal Appl Pyrol 2010; 89: 143-151.
75. Shafi R, Hutchings GJ. Hydrodesulfurization of hindered dibenzothiophenes: an overview. Catal Today 2000; 59: 423-442.
76. Shalaby C, Ma XL, Song CS. Adsorptive desulfurization of diesel fuels by surface modified activated carbons. Abstracts of Papers of the American Chemical Society 2008; 53: 47-49.
77. Shalaby C, Ma XL, Zhou AN, Song CS. Preparation of organic sulfur adsorbent from coal for adsorption of dibenzothiophene-type compounds in diesel fuel. Energy Fuel 2009; 23: 2620-2627.
78. Sing KSW, Everett DH, Haul RAW, Moscou L, Pierotti RA, Rouquerol J, Siemieniewska T. Reporting physisorption data for gas/solid systems with special reference to the determination of surface-area and porosity (recommendations 1984). Pure Appl Chem 1985; 57: 603-619.
79. Snoeyink VL, Walter J, Weber WJ. The surface chemistry of active carbon. Environ Sci Technol 1967; 1: 228-234.
80. Song CS. Fuel processing for low-temperature and high-temperature fuel cells-challenges, and opportunities for sustainable development in the 21st century. Catal Today 2002; 77: 17-49.
81. Tamon H, Ishizaka H, Araki T, Okazaki M. Control of mesoporous structure of organic and carbon aerogels. Carbon 1998; 36: 1257-1262.
82. Torrisi S, Street R, Remans T, Swain J. The challenging chemistry of ultra-low-sulfur diesel in Catalysis, Process Technology, World Refining. December 2002.
83. Turk BS, Gupta RP. RTI's trend process for deep desulfurization of naphtha. Abstracts of Papers of the American Chemical Society 2001; 222: U462-U462.
84. Velu S, Ma XL, Song CS. Selective adsorption for removing sulfur from jet fuel over zeolite-based adsorbents. Ind Eng Chem Res 2003; 42: 5293-5304.
85. Wang Y, Yang RT. Desulfurization of liquid fuels by adsorption on carbon-based sorbents and ultrasound-assisted sorbent regeneration. Langmuir 2007; 23: 3825-3831.
86. Wang Y, Yang FH, Yang RT, Heinzel JM, Nickens AD. Desulfurization of high-sulfur jet fuel by π-Complexation with copper and palladium halide sorbents. Ind Eng Chem Res 2006; 45: 7649-7655.
87. Wang Q, Liang XY, Qiao WM, Liu CJ, Liu XJ, Zhan LA, Ling LC. Preparation of polystyrene-based activated carbon spheres with high surface area and their adsorption to dibenzothiophene. Fuel Process Technol 2009; 90: 381-387.
88. Watanabe S, Ma FL, Song CS. Selective sulfur removal from liquid hydrocarbons over regenerable CeO-2-TiO2 adsorbents for fuel cell applications. Abstracts of Papers of the American Chemical Society 2004; 228: U655-U655.
89. Xiao J, Bian G, Zhang W, Li Z. Adsorption of dibenzothiophene on Ag/Cu/Fe-supported activated carbons prepared by ultrasonic-assisted impregnation. J Chem Eng Data 2010; 55: 5818-5823.
90. Xiao J, Song CS, Ma XL, Li Z. Effects of aromatics, diesel additives, nitrogen compounds, and moisture on adsorptive desulfurization of diesel fuel over activated carbon. Ind Eng Chem Res 2012; 51: 3436-3443.
91. Xiong L, Yan XM, Mei P. Synthesis and characterization of a ZrO2/AC composite as a novel adsorbent for dibenzothiophene. Adsorp Sci Technol 2010; 28: 341-350.
92. Xiong L, Chen FX, Yan XM, Mei P. The adsorption of dibenzothiophene using activated carbon loaded with cerium. J Porous Mater 2012; 19: 713-719.
93. Yang RT. Adsorbents: fundamentals and applications. New York: John Wiley & Sons, 2003.
94. Yang RT, Hernandez-Maldonado AJ, Yang FH. Desulfurization of transportation fuels with zeolites under ambient conditions. Science 2003; 301: 79-81.
95. Yang Y, Lu H, Ying P, Jiang Z, Li C. Selective dibenzothiophene adsorption on modified activated carbons. Carbon 2007; 45: 3042-3044.
96. Yu GX, Lu SX, Chen H, Zhu ZN. Diesel fuel desulfurization with hydrogen peroxide promoted by formic acid and catalyzed by activated carbon. Carbon 2005; 43: 2285-2294.
97. Yu M, Li Z, Xia Q, Xi H, Wang S. Desorption activation energy of dibenzothiophene on the activated carbons modified by different metal salt solutions. Chem Eng J 2007; 132: 233-239.
98. Yu M, Li Z, Ji Q, Wang S, Su D, Lin YS. Effect of thermal oxidation of activated carbon surface on its adsorption towards dibenzothiophene. Chem Eng J 2009; 148: 242-247.
99. Yu C, Fan XM, Yu LM, Bandosz TJ, Zhao ZB, Qiu JS. Adsorptive removal of thiophenic compounds from oils by activated carbon modified with concentrated nitric acid. Energy Fuel 2013a; 27: 1499-1505.
100. Yu GX, Jin M, Sun J, Zhou XL, Chen LF, Wang JA. Oxidative modifications of rice hull-based carbons for dibenzothiophene adsorptive removal. Catal Today 2013b; 212: 31-37.
101. Zhang SQ, Wang J, Shen J, Deng ZS, Lai ZQ, Zhou B, Attia SM, Chen LY. The investigation of the adsorption character of carbon aerogels. Nanostruct Mater 1999; 11: 375-381.
102. Zhang W, Liu H, Xia Q, Li Z. Enhancement of dibenzothiophene adsorption on activated carbons by surface modification using low temperature oxygen plasma. Chem Eng J 2012; 209: 597-600.
103. Zhou AN, Ma XL, Song CS. Liquid-phase adsorption of multi-ring thiophenic sulfur compounds on carbon materials with different surface properties. J Phys Chem B 2006; 110: 4699-4707.
104. Zhou AN, Ma XL, Song CS. Effects of oxidative modification of carbon surface on the adsorption of sulfur compounds in diesel fuel. Appl Catal B 2009; 87: 190-199.