Preparation of g-C<sub>3</sub>N<sub>4</sub> supported phosphotungstate hybrid materials and their catalytic performance in the oxidative desulfurization

LI Xu-he; FANG Lei; YANG Hao; ZHANG Jian; LIANG Fei-xue; WANG Hai-yan; WANG Yan-juan

Volume 47 Issue 2

Feb. 2019

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Article Navigation > Journal of Fuel Chemistry and Technology > 2019 > 47(2): 174-182

LI Xu-he, FANG Lei, YANG Hao, ZHANG Jian, LIANG Fei-xue, WANG Hai-yan, WANG Yan-juan. Preparation of g-C3N4 supported phosphotungstate hybrid materials and their catalytic performance in the oxidative desulfurization[J]. Journal of Fuel Chemistry and Technology, 2019, 47(2): 174-182.

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LI Xu-he, FANG Lei, YANG Hao, ZHANG Jian, LIANG Fei-xue, WANG Hai-yan, WANG Yan-juan. Preparation of g-C₃N₄ supported phosphotungstate hybrid materials and their catalytic performance in the oxidative desulfurization[J]. Journal of Fuel Chemistry and Technology, 2019, 47(2): 174-182.

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Preparation of g-C₃N₄ supported phosphotungstate hybrid materials and their catalytic performance in the oxidative desulfurization

1.
College of Chemistry, Chemical Engineering and Environmental Engineering, Liaoning Shihua University, Fushun 113001, China
2.
Daqing Chemical Research Centre of Petrochemical Research Institute, PetroChina, Daqing 163714, China

Funds:

the Natural Science Foundation of Liaoning Province 20170540475

More Information

Corresponding author: ZHANG Jian, E-mail: zhangjian_lnpu@163.com; LIANG Fei-xue
Received Date: 2018-09-29
Rev Recd Date: 2018-12-10

Available Online: 2021-01-23

Publish Date: 2019-02-10

Abstract

Abstract

A series of supported [Bmim]₃PW₁₂O₄₀/g-C₃N₄ catalysts (BPWO/g-C₃N₄) was prepared by coprecipitation, with 1-butyl-3-methylimidazole bromide, phosphotungstic acid and g-C₃N₄ as the raw materials. The morphology and structure of the BPWO/g-C₃N₄ catalysts were characterized by XRD, FT-IR, UV-vis, N₂ physisorption, TEM and XPS; the effects of catalyst composition, oxygen to sulfur (O/S) ratio, catalyst amount and reaction temperature on the oxidative desulphurization efficiency were investigated by using n-heptane solution of dibenzothiophene (DBT) as a model oil and hydrogen peroxide as the oxidant. The results indicate that the BPWO/g-C₃N₄ catalysts have a Keggin-type heteropoly anionic structure and BPWO is well dispersed on g-C₃N₄. The BPWO(20%, mass ratio)/g-C₃N₄ catalyst exhibits the optimal oxidation performance towards DBT. Under 50℃ and with a O/S molar ratio of 6.0, DBT in the model oil with a concentration of 800 μg/g can be completely oxidized over the BPWO(20%, mass tatio)/g-C₃N₄ catalyst in 180 min. Moreover, the BPWO(20%, mass ratio)/g-C₃N₄ catalyst displays a good reusability and can be recycled for at least 8 cycles without any decrease in the DBT oxidation activity.
- phosphotungstic acid,
- H₂O₂,
- dibenzothiophene (DBT),
- oxidative desulfurization,
- g-C₃N₄

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References(37)

References

[1]	田春荣. 2017年中国石油进出口状况分析[J].国际石油经济, 2018, 26(3):10-20. doi: 10.3969/j.issn.1004-7298.2018.03.002 TIAN Chun-rong. China's oil imports and exports in 2017[J]. Int Pet Econ, 2018, 26(3):10-20. doi: 10.3969/j.issn.1004-7298.2018.03.002
[2]	赵地顺, 李俊盼, 张娟, 任培兵, 葛京京, 任腾杰, 崔云.季铵盐类金属基离子液体对燃料油萃取脱硫性能研究[J].有机化学, 2014, 34(7):1462-1468. http://d.old.wanfangdata.com.cn/Periodical/yjhx201407026 ZHAO Di-shun, LI Jun-pan, ZHANG Juan, REN Pei-bing, GE Jing-jing, REN Teng-jie, CUI Yun. Extractive desulfurization of fule oil with metal-based hyamine lonic liquids[J]. Chin J Org Chem, 2014, 34(7):1462-1468. http://d.old.wanfangdata.com.cn/Periodical/yjhx201407026
[3]	KOBAYASHI T, LI Y Y. Performance and characterization of a newly developed self-agitated anaerobic reactor with biological desulfurization[J]. Bioresour Technol, 2011, 102(10):5580-5588. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=9a96580d964f75bd3a43c72320dc9b29
[4]	NEKHOROSHEV V P, NEKHOROSHEV S V, TUROV Y P, KHARITONOVA V E, KHALYAPOVA A D. Composition of concentrates isolated by complexation with aluminum and zinc halides from petroleum fuel fractions during their desulfurization[J]. Pet Chem, 2018, 58(5):400-406. doi: 10.1134/S0965544118050134
[5]	丁润东, 祖运, 周传行, 王焕, 莫周胜, 秦玉才, 孙兆林, 宋丽娟. CuNaY分子筛的有效吸附位与其脱硫性能的关联性研究[J].燃料化学学报, 2018, 46(4):451-458. doi: 10.3969/j.issn.0253-2409.2018.04.010 DING Run-dong, ZU Yun, ZHOU Chuan-hang, WANG Huan, MO Zhou-sheng, QIN Yu-cai, SUN Zhao-lin, SONG Li-juan. Insight into the correlation between the effective adsorption sites and adsorption desulfurization performance of CuNaY zeolite[J]. J Fuel Chem Technol, 2018, 46(4):451-458. doi: 10.3969/j.issn.0253-2409.2018.04.010
[6]	FAZLE S, SOBIA A, YAN Z F, LIU Z, MUHAMMAD I, ROOH U, ETIM U J, AYAZ A. Ammonia assisted functionalization of cuprous oxide within confined spaces of SBA-15 for adsorptive desulfurization[J]. Chem Eng J, 2018, 339:557-565. https://www.sciencedirect.com/science/article/pii/S1385894718301682
[7]	YANG P, ZHOU S Y, DU Y, LI J S, LEI J H. Self-assembled meso/macroporous phosphotungstic acid/TiO₂ as an efficient catalyst for oxidative desulfurization of fuels[J]. J Porous Mater, 2017, 24(2):531-539. doi: 10.1007/s10934-016-0288-7
[8]	ZHU W S, WU P W, YANG L, CHANG Y H, CHAO Y H, LI H M, JIANG Y Q, JIANG W, XUN S H. Pyridinium-based temperature-responsive magnetic ionic liquid for oxidative desulfurization of fuels[J]. Chem Eng J, 2013, 229(4):250-256. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=1d141395f8172fb8f8549a409a1bcfbb
[9]	LV G J, DENG S L, ZHAI Y, ZHU Y Q, LI H C, WANG F M, ZHANG X B. P123 lamellar micelle-assisted construction of hierarchical TS-1 stacked nanoplates with constrained mesopores for enhanced oxidative desulfurization[J]. Appl Catal A:Gen, 2018, 567:28-35.
[10]	YUE S, SONG Q, ZANG S L, DENG G C, LI J. Synthesis of polyoxomolybdate-quinoline compounds beads for catalytic oxidative desulfurization[J]. Mol Catal, 2018, 455:88-94. doi: 10.1016/j.mcat.2018.02.014
[11]	ZHAO R J, WANG J L, ZHANG D D, SUN Y H, HAN B X, TANG N, WANG N, LI K X. Biomimetic oxidative desulfurization of fuel oil in ionic liquids catalyzed by Fe (Ⅲ) porphyrins[J]. Appl Catal A:Gen, 2017, 532:26-31. doi: 10.1016/j.apcata.2016.12.008
[12]	王建龙, 赵地顺, 周二鹏, 董芝.吡啶类离子液体在汽油萃取脱硫中的应用研究[J].燃料化学学报, 2007, 35(3):293-296. doi: 10.3969/j.issn.0253-2409.2007.03.008 WANG Jian-long, ZHAO Di-shun, ZHOU Er-dong, DONG Zhi. Desulfurization of gasoline by extraction with N-alkyl-pyridinium-based ionic liquids[J]. J Fuel Chem Technol, 2007, 35(3):293-296. doi: 10.3969/j.issn.0253-2409.2007.03.008
[13]	HUANG D, WANG Y J, AND L M Y, LUO G S. Chemical oxidation of dibenzothiophene with a directly combined amphiphilic catalyst for deep desulfurization[J]. Ind Eng Chem Res, 2006, 45(6):1880-1885. doi: 10.1021/ie0513346
[14]	ZHAO D S, SUN Z M, LI F T, LIU R, SHAN H D. Oxidative desulfurization of thiophene catalyzed by (C₄H₉)₄NBr-2C₆H₁₁NO coordinated ionic liquid[J]. Energy Fuels, 2008, 22(5):3065-3069. doi: 10.1021/ef800162w
[15]	侯影飞, 李力军, 蒋驰, 郭宁, 牛青山.活性炭负载磷钨酸催化剂的制备及其催化氧化脱硫性能[J].化工进展, 2017, 36(11):4072-4079. http://d.old.wanfangdata.com.cn/Periodical/hgjz201711020 HOU Ying-fei, LI Li-jun, JIANG Chi, GUO Ning, NIU Qing-shan. Preparation and performance of phosphotungstic acid/activated carbon catalyst for catalytic oxidative desulfurization[J]. Chem Ind Eng Prog, 2017, 36(11):4072-4079. http://d.old.wanfangdata.com.cn/Periodical/hgjz201711020
[16]	邢鹏飞, 李秀萍, 贾宝军, 赵荣祥. MoO₃/g-C₃N₄催化剂的制备及其氧化脱除模拟油中的硫化物[J].化工进展, 2016, 35(12):3934-3941. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=hgjz201612029 XING Peng-fei, LI Xiu-ping, JIA Bao-jun, ZHAO Rong-xiang. Preparation of MoO₃/g-C₃N₄ catalyst and its application in the oxidation desulfurization of model oil[J]. Chem Ind Eng Prog, 2016, 35(12):3934-3941. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=hgjz201612029
[17]	李秀萍, 赵荣祥, 邢鹏飞. NiWO₄/g-C₃N₄的制备及其在离子液体中氧化脱硫性能的研究[J].燃料化学学报, 2017, 45(11):1340-1348. doi: 10.3969/j.issn.0253-2409.2017.11.009 LI Xiu-ping, ZHAO Rong-xiang, XING Peng-fei. Preparation of NiWO₄/g-C₃N₄ and its ultra-deep desulfurization properties in ionic liquid[J]. J Fuel Chem Technol, 2017, 45(11):1340-1348. doi: 10.3969/j.issn.0253-2409.2017.11.009
[18]	LI X Z, ZHU W, LU X W, ZUO X H, YAO C, NI C Y. Integrated nanostructures of CeO₂/attapulgite/g-C₃N₄ as efficient catalyst for photocatalytic desulfurization:Mechanism, kinetics and influencing factors[J]. Chem Eng J, 2017, 326:87-98. https://www.sciencedirect.com/science/article/pii/S1385894717308902
[19]	RAO G R, RAJKUMAR T, VARGHESE B. Synthesis and characterization of 1-butyl 3-methyl imidazolium phosphomolybdate molecular salt[J]. Solid State Sci, 2009, 11(1):36-42. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=927a82c4507850e796c69c6c63f9a0dc
[20]	LI G Z, SALIM C, HINODE H. Hydrothermal syntheses and crystal structures of two hybrid materials constructed from polyoxometalate clusters and metal-dipyridine complexes[J]. Solid State Sci, 2008, 10(2):121-128. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=93dbb2fd658b56ad567a1fe484581b84
[21]	YAN S C, LI Z S, ZOU Z G. Photodegradation performance of g-C₃N₄ fabricated by directly heating melamine[J]. Langmuir, 2009, 25(17):10397-10401. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=1f333f752e6ae715b92ed6046fecb74b
[22]	WANG X C, BLECHERT S, ANTONIETTI M. Polymeric graphitic carbon nitride for heterogeneous photocatalysis[J]. ACS Catal, 2012, 2(8):1596-1606. http://d.old.wanfangdata.com.cn/NSTLQK/NSTL_QKJJ0225083728/
[23]	ZHANG J S, CHEN X F, TAKANABE K, MAEDA K, DOMEN K, EPPING J D, FU X Z, ANTONIETTI M, WANG X C. Synthesis of a carbon nitride structure for visible-light catalysis by copolymerization[J]. Angew Chem Int Ed, 2010, 49(2):441-444. doi: 10.1002-anie.200903886/
[24]	CHAI B, PENG T Y, MAO J, LI K, ZAN L. Graphitic carbon nitride (g-CN)-Pt-TiO₂ nanocomposite as an efficient photocatalyst for hydrogen production under visible light irradiation[J]. Phys Chem Chem Phys, 2012, 14(48):16745-16752. https://www.ncbi.nlm.nih.gov/pubmed/23138223
[25]	GE L, HAN C. Synthesis of MWNTs/g-C₃N₄ composite photocatalysts with efficient visible light photocatalytic hydrogen evolution activity[J]. Appl Catal B:Environ, 2012, 117-118(1):268-274. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=4a7072064d4423228dab8ad09437d457
[26]	LEI W W, PORTENHAULT D, DIMOVA R, ANTONIETTI M. Boron carbon nitride nanostructures from salt melts:Tunable water-soluble phosphors[J]. J Chem Soc, 2011, 133(18):5300-5303. http://d.old.wanfangdata.com.cn/NSTLQK/NSTL_QKJJ0223079109/
[27]	HE T, YAO J. Photochromism in composite and hybrid materials based on transition-metal oxides and polyoxometalates[J]. Prog Mater Sci, 2006, 51(6):810-879. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=83a309df9edec335a286e202840b4213
[28]	张健.钼基催化剂氧化脱除柴油中含硫化合物的研究[D].大连: 大连理工大学, 2011. http://cdmd.cnki.com.cn/Article/CDMD-10141-1011109333.htm ZHANG-Jian. Oxidative desulfurization of sulfur-containing compounds in diesel using molybdenum-based catalysts[D]. Dalian: Dalian University of Technology, 2011. http://cdmd.cnki.com.cn/Article/CDMD-10141-1011109333.htm
[29]	GU Y, CHEN L, SHI L, MA J, YANG Z, QIAN Y. Synthesis of CN and graphite by reacting cyanuric chloride with calcium cyanamide[J]. Carbon, 2003, 41(13):2674-2676. https://www.sciencedirect.com/science/article/pii/S0008622303003579
[30]	PETTERSON T A, CARVER J C, LEYDEN D E, HERCULES D M. A surface study of cobalt-molybdena-alumina catalysts using X-ray photoelectron spectroscopy[J]. J Phys Chem, 1976, 80(15):1700-1708. doi: 10.1021/j100556a011?journalCode=jpchax
[31]	DONG F, WU L, SUN Y, FU M, WU Z B, LEE S C. Efficient synthesis of polymeric g-C₃N₄ layered materials as novel efficient visible light driven photocatalysts[J]. J Mater Chem, 2011, 21(39):15171-15174. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=09404bfb6fd2cf3d09bb0bf7ab042249
[32]	NG K T, HERCULES D M. Studies of nickel-tungsten-alumina catalysts by X-ray photoelectron spectroscopy[J]. J Phys Chem, 1976, 80(19):2094-2102. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=8VyYdxzyYoxOkP7lQtDynu+PEhJ8E3K0Z/7koghVNMI=
[33]	TUREK W, EDYTA S P, PRO-A, HABER J. Propylene oxidation over poly(azomethines) doped with heteropolyacids[J]. J Catal, 2000, 189(2):297-313. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=b2031905203487ea46c8956344bd2d9a
[34]	DUNCAN D C, CHAMBERS R C, HECHT E, HILL C L. Mechanism and dynamics in the H₃[PW₁₂O₄₀]^- catalyzed selective epoxidation of terminal olefins by H₂O₂ formation, reactivity, and stability of {PO₄[WO(O₂)₂]₄}^3-[J]. J Appl Biomech, 1995, 15(2):95-105. https://www.mendeley.com/catalogue/mechanism-dynamics-h3pw12o40catalyzed-selective-epoxidation-terminal-olefins-h2o2-formation-reactivi/
[35]	NG K T, HERCULES D M. Studies of nickel-tungsten-alumina catalysts by X-ray photoelectron spectroscopy[J]. J Phys Chem, 1976, 80(19):2094-2102. https://www.mendeley.com/catalogue/studies-nickeltungstenalumina-catalysts-xray-photoelectron-spectroscopy/
[36]	HUANG D, WANG Y J, AND L M Y, LUO G S. Chemical oxidation of dibenzothiophene with a directly combined amphiphilic catalyst for deep desulfurization[J]. Ind Eng Chem Res, 2006, 45(6):1880-1885. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=2156101992e47f88f8010eaadf2bea2f
[37]	HUANG D, ZHAI Z, LU Y C, YANG L M, LUO G S. Optimization of composition of a directly combined catalyst in dibenzothiophene oxidation for deep desulfurization[J]. Ind Eng Chem Res, 2007, 46(5):1447-1451. http://www.wanfangdata.com.cn/details/detail.do?_type=perio&id=02c3b1ee525aac8a6136b99cad50d632