Identification of Organic Chlorines and Iodines in the Extracts from Hydrotreated Argonne Premium Coal Residues

Sun, Lin‐Bing; Zong, Zhi‐Min; Kou, Jia-Hui; Cao, Jing‐Pei; Yu, Guiyun; Zhao, Wei; Li, Baomin; Lee, Chul Wee; Xie, Kui; Wei, Xian‐Yong

doi:10.1021/ef070091m

Cited by 27 publications

(10 citation statements)

References 17 publications

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“…Organic halogens, including organic chlorines, bromines, and iodines from some coals (Wei et al, 2004;Sun et al, 2007) and a series of NCOSs and SCOSs from an oil shale (Cao et al, 2007b), some of which were not previously reported, were identified. Using the techniques, we identified a series of sulfur-and nitrogen-containing species in P3 coal.…”

Section: Introductionmentioning

confidence: 83%

“…In our previous work, group separation of soluble organic compounds in coals (Wei et al, 2004;Sun et al, 2007), macerals (Zhao et al, 2008), and oil shales (Cao et al, 2007a(Cao et al, , 2007b was achieved by fractional extraction using different solvents. Organic halogens, including organic chlorines, bromines, and iodines from some coals (Wei et al, 2004;Sun et al, 2007) and a series of NCOSs and SCOSs from an oil shale (Cao et al, 2007b), some of which were not previously reported, were identified.…”

Section: Introductionmentioning

confidence: 99%

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Identification of Sulfur- and Nitrogen-containing Organic Species in the Extracts from Pocahontas No. 3 Coal

Cao

Zong

Zhao

et al. 2010

Energy Sources, Part A: Recovery, Utilization, and Environmenta

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Pocahontas No. 3 coal was extracted with CS 2 , n-hexane, benzene, methanol, acetone, and acetone/CS 2 (1:1 vol/vol) mixed solvent sequentially. The resulting six extracts were analyzed with gas chromatography/mass spectrometer (GC/MS). Hexathiane, octathiocane, 23 sulfur-containing organic species, and 21 nitrogencontaining organic species were detected in the extracts. Sulfur-containing organic species detected in the extracts include dialkyl-and disulfides, dimexano, dibenzothiophene, benzonaphthothiophene, and their methyl-derivatives, among which dimexano and dixanthogen were seldom reported in any sediments. Methanol is effective for extracting sulfur-containing organic species without aromatic ring. Most of the nitrogencontaining organic species detected in the extracts are acridinone, carbazole and their methyl-derivatives, benzocarbazoles, amines, phenanthridinone, and piperidinone. The species number of nitrogen-containing organic compounds detected in the extracts increased with the increase in solvent polarity. Different from those reported previously, N and O atoms often coexist in the same compounds in the present study.

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Section: Introductionmentioning

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Identification of Sulfur- and Nitrogen-containing Organic Species in the Extracts from Pocahontas No. 3 Coal

Cao

Zong

Zhao

et al. 2010

Energy Sources, Part A: Recovery, Utilization, and Environmenta

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“…The detectors equipped with GC Â GC mainly include flame-ionization detector (FID), element-selective detector (e.g., electron capture, nitrogen-phosphorus, sulphur chemiluminescence, and nitrogen chemiluminescence detectors), quadrupole MS detector, and FIGURE 10. Mass spectra of HCCs detected in the extracts from hydrotreated coal residues (Sun et al, 2007).…”

Section: Application Of Gc â Gc-tofms In Analysis Of Cdlsmentioning

confidence: 99%

Application of mass spectrometry in the characterization of chemicals in coal‐derived liquids

Liu

Fan

Wei

et al. 2016

Mass Spectrometry Reviews

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Coal-derived liquids (CDLs) are primarily generated from pyrolysis, carbonization, gasification, direct liquefaction, low-temperature extraction, thermal dissolution, and mild oxidation. CDLs are important feedstocks for producing value-added chemicals and clean liquid fuels as well as high performance carbon materials. Accordingly, the compositional characterization of chemicals in CDLs at the molecular level with advanced analytical techniques is significant for the efficient utilization of CDLs. Although reviews on advancements have been rarely reported, great progress has been achieved in this area by using gas chromatography/mass spectrometry (GC/MS), two-dimensional GC-time of flight mass spectrometry (GC × GC-TOFMS), and Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR MS). This review focuses on characterizing hydrocarbon, oxygen-containing, nitrogen-containing, sulfur-containing, and halogen-containing chemicals in various CDLs with these three mass spectrometry techniques. Small molecular (< 500 u), volatile and semi-volatile, and less polar chemicals in CDLs have been identified with GC/MS and GC × GC-TOFMS. By equipped with two-dimensional GC, GC × GC-TOFMS can achieve a clearly chromatographic separation of complex chemicals in CDLs without prior fractionation, and thus can overcome the disadvantages of co-elution and serious peak overlap in GC/MS analysis, providing much more compositional information. With ultrahigh resolving power and mass accuracy, FT-ICR MS reveals a huge number of compositionally distinct compounds assigned to various chemical classes in CDLs. It shows excellent performance in resolving and characterizing higher-molecular, less volatile, and polar chemicals that cannot be detected by GC/MS and GC × GC-TOFMS. The application of GC × GC-TOFMS and FT-ICR MS to chemical characterization of CDLs is not as prevalent as that of petroleum and largely remains to be developed in many respects. © 2016 Wiley Periodicals, Inc. Mass Spec Rev 36:543-579, 2017.

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“…It is necessary to develop appropriate methods to further separate and analyze SPs, and elucidate the molecular composition of organic matter in coal. Chromatography coupled with mass spectrometry (MS) has been proven to be an effective way for the separation and analysis of complex organic mixture 14–17 …”

Section: Introductionmentioning

confidence: 99%

Sequential thermal dissolution of two low‐rank coals and characterization of their structures by high‐performance liquid chromatography/time‐of‐flight mass spectrometry and gas chromatography/mass spectrometry

Cao

Fan

Xia

et al. 2020

Rapid Comm Mass Spectrometry

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Rationale Gas chromatography/mass spectrometry (GC/MS) and high‐performance liquid chromatography/time‐of‐flight mass spectrometry (HPLC/TOF‐MS) were used to separate and reveal the molecular characteristics of organic matter in low‐rank coals. Methods Six soluble portions (SPs) were obtained by sequential thermal dissolution (TD) of two low‐rank coals in the order of cyclohexane, acetone and methanol solvents at 300°C. Organic matter with different molecular characteristics were enriched in eachTD extract, which was further separated and analyzed by GC/MS and HPLC/TOF‐MS using an electrospray ionization source in positive mode to obtain a comprehensive understanding of the structural composition of coals. Results Low polarity compounds like alkanes and arenes have a better solubility in cyclohexane. Phorone has the highest relative abundance in the acetone SPs, and the main compounds detected in the methanol SPs are alcohols and phenols. According to the data from HPLC/TOF‐MS, most of the oxygen atoms are in the form of carbonyl and alkoxy groups. The nitrogen‐containing compounds in SPs are mainly saturated aliphatic amines and pyridines. The sulfur‐containing compounds mainly exist in the form of thioalkanes and thiophenes. Conclusions Non‐destructive methods were used to obtain soluble matter from coals, and different chromatographic and mass spectrometric techniques were used to separate and analyze the organic matter in coals. Detailed molecular structural information was obtained for the efficient and clean utilization of low‐rank coals.

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Identification of Organic Chlorines and Iodines in the Extracts from Hydrotreated Argonne Premium Coal Residues

Cited by 27 publications

References 17 publications

Identification of Sulfur- and Nitrogen-containing Organic Species in the Extracts from Pocahontas No. 3 Coal

Identification of Sulfur- and Nitrogen-containing Organic Species in the Extracts from Pocahontas No. 3 Coal

Application of mass spectrometry in the characterization of chemicals in coal‐derived liquids

Sequential thermal dissolution of two low‐rank coals and characterization of their structures by high‐performance liquid chromatography/time‐of‐flight mass spectrometry and gas chromatography/mass spectrometry

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