Composition and structural characteristics of nitrogen-containing species in the soluble organic species of Xianfeng lignite

XIAO Jian; ZHAO Yun-peng; DING Man; WEI Xian-yong; ZONG Zhi-min

Volume 45 Issue 4

Apr. 2017

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XIAO Jian, ZHAO Yun-peng, DING Man, WEI Xian-yong, ZONG Zhi-min. Composition and structural characteristics of nitrogen-containing species in the soluble organic species of Xianfeng lignite[J]. Journal of Fuel Chemistry and Technology, 2017, 45(4): 385-393.

Citation:

XIAO Jian, ZHAO Yun-peng, DING Man, WEI Xian-yong, ZONG Zhi-min. Composition and structural characteristics of nitrogen-containing species in the soluble organic species of Xianfeng lignite[J]. Journal of Fuel Chemistry and Technology, 2017, 45(4): 385-393.

Citation:

XIAO Jian, ZHAO Yun-peng, DING Man, WEI Xian-yong, ZONG Zhi-min. Composition and structural characteristics of nitrogen-containing species in the soluble organic species of Xianfeng lignite[J]. Journal of Fuel Chemistry and Technology, 2017, 45(4): 385-393.

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Composition and structural characteristics of nitrogen-containing species in the soluble organic species of Xianfeng lignite

1.
Key Laboratory of Coal Processing and Efficient Utilization, Ministry of Education, China University of Mining & Technology, Xuzhou 221116, China
2.
State Key Laboratory Breeding Base of Coal Science and Technology Co-founded by Shanxi Province and Ministry Education, Taiyuan University of Technology, Taiyuan 030024, China

Funds:

the Fundamental Research Funds for the Central Universities 中国矿业大学，2015QNA25

Open Foundation from State Key Laboratory Breeding Base of Coal Science and Technology Co-founded by Shanxi Province and Ministry Education MX201502

More Information

Corresponding author: ZHAO Yun-peng, Tel:+86 516 83885951, E-mail:yunpengzhao2009@163.com
Received Date: 2016-11-24
Rev Recd Date: 2017-01-12

Available Online: 2021-01-23

Publish Date: 2017-04-10

Abstract

Abstract

Xianfeng lignite (XL) was firstly thermal dissolved in the isometric toluene/methanol mixed solvent at 300℃ in a stainless-steel autoclave to afford a soluble portion (SP_XL) and a residue (R_XL), then the nitrogen forms in XL and R_XL were characterized with X-ray photoelectron spectroscopy (XPS) analysis, and the nitrogen-containing species (NCSs) in SP_XL were identified using gas chromatography/mass spectrometry (GC/MS) and electrospray ionization Fourier transform ion cyclotron mass spectrometry (ESI FT-ICR MS) analyses. The results show that the amount of nitrogen forms in XL is in the order of quaternary-N>pyridinic-N>pyrrolic-N, while quaternary-N in XL is easily dissolved out during thermal dissolution. In total 20 NCSs were detected in SP_XL by GC/MS, and most of them are amines. Over three hundreds of NCSs were identified in SP_XL by ESI FT-ICR MS, and most of them are the NCSs containing one or three nitrogen atoms. The NCSs containing one nitrogen atom are mainly dominated by N₁O₁, N₁O₂ and N₁O_xS_1-2 class species, while most of NCSs containing three nitrogen atoms are N₃O_xS_1-2 class species (x=1-12). The double bond equivalent (DBE) values and carbon number of the NCSs containing one nitrogen atom increase with increasing number of oxygen atoms.
- lignite,
- thermal dissolution,
- nitrogen-containing species,
- carbon number,
- DBE

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References(19)

References

[1]	KAMBARA S, TAKARADA T, TOYOSHIMA M, KATO K. Relation between functional forms of coal nitrogen and NO_x emissions from pulverized coal combustion[J]. Fuel, 1995, 74(9):1247-1253. doi: 10.1016/0016-2361(95)00090-R
[2]	MULLINS O C, MITRA-KIRTLEY S, VAN ELP J, CRAMER S P. Molecular structure of nitrogen in coal from XANES spectroscopy[J]. Appl Spectrosc, 1993, 47(8):1268-1275. doi: 10.1366/0003702934067991
[3]	YU L Y, HILDEMANN L M, NIKSA S. Characteristics of nitrogen-containing aromatic compounds in coals tars during secondary pyrolysis[J]. Fuel, 1999, 78(3):377-385. doi: 10.1016/S0016-2361(98)00130-6
[4]	KELEMEN S R, GORBATY M L, KWIATEK P J. Quantification of nitrogen forms in Argonne premium coals[J]. Energy Fuels, 1994, 8(4):896-906. doi: 10.1021/ef00046a013
[5]	MITRA-KIRTLEY S, MULLINS O C, VAN ELP J, CRAMER S P. Nitrogen chemical structure in petroleum asphaltene and coal by X-ray absorption spectroscopy[J]. Fuel, 1993, 72(1):133-135. doi: 10.1016/0016-2361(93)90388-I
[6]	ASHIDA R, MORIMOTO M, MAKINO Y, UMEMOTO S, NAKAGAWA H, MIURA K, SAITO K, KATO K. Fractional of brown coal by sequential high temperature solvent extraction[J]. Fuel, 2009, 88(8):1485-1490. doi: 10.1016/j.fuel.2008.12.003
[7]	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[J]. Energy Fuels, 2011, 25(6):2741-2745. doi: 10.1021/ef101734f
[8]	SHUI H F, ZHOU Y, LI H P, WANG Z C, LEI Z P, REN S B, PAN C X, WANG W W. Thermal dissolution of Shenfu coal in different solvents[J]. Fuel, 2013, 108(6):385-390. https://www.researchgate.net/publication/256712212_Thermal_dissolution_of_Shenfu_coal_in_different_solvents
[9]	DING M, ZHAO Y P, DOU Y Q, WEI X Y, FAN X, CAO J P, WANG Y L, ZONG Z M. Sequential extraction and thermal dissolution of Shengli lignite[J]. Fuel Process Technol, 2015, 135(7):20-24. https://www.researchgate.net/publication/276078810_Sequential_extraction_and_thermal_dissolution_of_Shengli_lignite
[10]	ZHAO Y P, TIAN Y J, DING M, DOU Y Q, WEI X Y, FAN X, HE X F, ZONG Z M. Difference in molecular composition of soluble organic species from two Chinese lignites with different geologic ages[J]. Fuel, 2015, 148(5):120-126. https://www.researchgate.net/publication/283536705_Difference_in_molecular_composition_of_soluble_organic_species_from_two_Chinese_lignites_with_different_geologic_ages
[11]	LU H, PENG P A, HSU C S. Geochemical explication of sulfur organics characterized by Fourier transform ion cyclotron resonance mass spectrometry on sulfur-rich heavy oils in Jinxian Sag, Bohai bay basin, Northern China[J]. Energy Fuels, 2013, 27(10):5861-5866. doi: 10.1021/ef4013906
[12]	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[J]. Fuel Process Technol, 2014, 128(12):297-302. https://www.researchgate.net/publication/264560303_Characterization_of_acidic_species_in_ethanol-soluble_portion_from_Zhaotong_lignite_ethanolysis_by_negative-ion_electrospray_ionization_Fourier_transform_ion_cyclotron_resonance_mass_spectrometry
[13]	BAE E, NA J G, CHUNG S H, KIM H S, KIM S W. Identification of about 30000 chemical components in shale oils by electrospray ionization (ESI) and atmospheric pressure photoionization (APPI) coupled with 15 T Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS) and a comparison to conventional oil[J]. Energy Fuels, 2010, 24(4):2563-2569. doi: 10.1021/ef100060b
[14]	HEADLEY J V, KUMAR P, DALAI A, PERU K M, BAILEY J, MCMARTIN D W, ROWLAND S M, RODGERS R P, MARSHALL A G. Fourier transform ion cyclotron resonance mass spectrometry characterization of treated Athabasca oil sands processed waters[J]. Energy Fuels, 2015, 29(5):2768-2773. doi: 10.1021/ef502007b
[15]	YAN H L, ZONG Z M, LI Z K, WEI X Y. Characterization of bio-oils from the alkanolyses of sweet sorghum stalk by electrospray ionization Fourier transform ion cyclotron resonance mass spectrometry[J]. Fuel, 2015, 160(11):596-604. https://www.researchgate.net/publication/281210440_Characterization_of_bio-oils_from_the_alkanolyses_of_sweet_sorghum_stalk_by_electrospray_ionization_Fourier_transform_ion_cyclotron_resonance_mass_spectrometry
[16]	NOWICKI P, PIETRZAK R, WACHOWSKA H. X-ray photoelectron spectroscopy study of nitrogen-enriched active carbons obtained by ammoxidation and chemical activation of brown and bituminous coals[J]. Energy Fuels, 2010, 24(2):1197-1206. doi: 10.1021/ef900932g
[17]	GENG W H, KUMABE Y, NAKAJIMA T, TAKANASHI H, OHKI A. Analysis of hydrothermally-treated and weathered coals by X-ray photoelectron spectroscopy[J]. Fuel, 2009, 88(4):644-649. doi: 10.1016/j.fuel.2008.09.025
[18]	FAN X, ZHU J L, ZHENG A L, WEI X Y, ZHAO Y P, CAO J P, ZHAO W, LU Y, CHEN L, YOU C Y. Rapid characterization of heteroatomic molecules in a bio-oil from pyrolysis of rice husk using atmospheric solids analysis probe mass spectrometry[J]. J Anal Appl Pyrolysis, 2015, 115(9):16-23. https://www.researchgate.net/publication/282625206_Rapid_characterization_of_heteroatomic_molecules_in_a_bio-oil_from_pyrolysis_of_rice_husk_using_atmospheric_solids_analysis_probe_mass_spectrometry
[19]	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[J]. Energy Fuels, 2013, 27(1):108-117. doi: 10.1021/ef301431y