Isolation and Identification of Two Bis(2-ethylheptyl) Benzenedicarboxylates from Lingwu Coal

Liu, Ziwu; Zong, Zhi‐Min; Li, Jinna; Chen, Cai-Fa; Jiang, Hong; Peng, Yaoli; Xue, Jiaqi; Yang, Xiaolin; Zheng, Yangong; Zhou, Xiao Ping; Xie, Ruilun; Wei, Xian‐Yong

doi:10.1021/ef800749r

Cited by 24 publications

(18 citation statements)

References 10 publications

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“…20 Sharma et al 21 employed N-methyl pyrrolidone extraction to obtain super clean coal and found that the coal is separated into volatilized fractions and cross-linked components based on GC−MS data. Liu et al 22 isolated and identified dialkyl phthalates from coal samples by the extraction with methanol and subsequent column chromatography separation as well as GC−MS. Zhao et al 23 examined the difference in chemical constituents of CS 2 -extractable fraction from different coals by GC−MS, and the results indicated that macerals had great impact on extraction yields and composition.…”

Section: Introductionmentioning

confidence: 99%

Solvent Extraction of Superfine Pulverized Coal. Part 1. Composition of the Extract

et al. 2020

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The chemical properties of coal extracts play a crucial role in understanding coal structure, constructing coal model, and developing clean coal technology. However, there is little knowledge about the superfine comminution-induced mechanochemical effect on the coal extraction process and composition of the extracts. In this paper, typical solid-phase microextraction (SPME) and solvent extraction experiments were performed, which can identify both nonpolar and polar molecules in the coal structure, providing reliable structural information. Then, three different analytical methods were employed to characterize the chemical properties of the extracts, including gas chromatograph-time-of-flight-mass spectrometry (GC-TOF-MS), GC-triple quadrupole-MS (GC-QqQ-MS), and GC−MS. The final results show that the particle size has a notable impact on the composition of nonpolar molecules based on SPME. Polycyclic aromatic hydrocarbons (PAHs) were detected through GC-QqQ-MS in order to study the relation between the AMHs and coal structure. More stabilized structures of the "angular" PAHs were observed in higher ranked coals. In addition, the detailed hydrocarbons, oxygen-containing, and heteroatom-containing species were identified based on GC−MS results. The content of hydrocarbons monotonically increases with the decrease of the particle size, while the constituents with carbonyl groups such as ketone and ester also increase, shedding light on the construction of a multicomponent coal model with structural diversity. The findings from this work give a more comprehensive understanding about the particle size effect on coal extraction and provide a new perspective to understand the chemical morphology of superfine pulverized coal.

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Section: Introductionmentioning

confidence: 99%

Solvent Extraction of Superfine Pulverized Coal. Part 1. Composition of the Extract

et al. 2020

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“…GC/MS is one of effective analytical techniques for characterizing the small molecules in extracts from low‐temperature extraction (Liu et al, , , ; Zong et al, ; Shi et al, ; Cong et al, ,b; Mahat, Rodgers, & Basile, ; Ding et al, ) or thermal dissolution (Chen et al, ; Lu et al, ; Liu et al, ; Zhou et al, ; Adesanwo et al, ; Wang et al, , 2015d; Ding et al, ; Zhao et al, ) of coals with various solvents. Identifying chemicals in the extracts is important for understanding coal structures and separating value‐added chemicals from coals.…”

Section: Small‐molecular Chemicals In Cdls Identified By Gc/msmentioning

confidence: 99%

“…The n ‐alkanes, arenes, and methyl alkanoates are detected in the extracts both from coal extraction and thermal dissolution, while most of the n ‐alkenes, phenols, methyl alkanones, ethyl alkanoates, dimethyl alkanedioates, and diethyl alkanedioates appear in the extracts from thermal dissolution. As shown in Table , some valuable chemicals with high purity (>90%) are separated from coals through low‐temperature extraction followed by column chromatography and/or medium pressure liquid chromatography (Liu et al, , ; Zong et al, ; Cong et al, ,c). Their molecular structures are determined by GC/MS combined with other analytical techniques.…”

Section: Small‐molecular Chemicals In Cdls Identified By Gc/msmentioning

confidence: 99%

“…The liquid products are further upgraded to specification liquid fuels through thermal and catalytic cracking, hydrogenation, and hydrocracking reactions (Traa, ; Vasireddy et al, ; Mochida, Okuma, & Yoon, ). Extracts from low‐temperature extraction or thermal dissolution of coals are promising sources of value‐added chemicals (Liu et al, ; Cong et al, ,c) and high‐performance carbon materials (Ashida et al, ). Coal oxidation products abound in valuable carboxylic acids, such as short‐chain fatty acids (Miura et al, ; Liu et al, ) and benzene polycarboxylic acids (BPCAs) (Liu et al, ; Wang et al, ).…”

Section: Introductionmentioning

confidence: 99%

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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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“…All the arenols are alkylphenols and cyclohexanol is the only alkanol only detected in E 1NCHC and E 1CHC . All the esters are phthalates, which could originally exist in coals as biomarkers and widely exist in GBC [37]. Interestingly, the yields of esters decrease during CHC.…”

Section: Analysis Of the Extracts With Gc/msmentioning

confidence: 99%

Effects of hydrogen and FeNi–S/γ-Al 2 O 3 on the hydroconversion of extraction residue from Geting bituminous coal in cyclohexane

Wei

Wang

et al. 2016

Fuel Processing Technology

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Isolation and Identification of Two Bis(2-ethylheptyl) Benzenedicarboxylates from Lingwu Coal

Cited by 24 publications

References 10 publications

Solvent Extraction of Superfine Pulverized Coal. Part 1. Composition of the Extract

Solvent Extraction of Superfine Pulverized Coal. Part 1. Composition of the Extract

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

Effects of hydrogen and FeNi–S/γ-Al 2 O 3 on the hydroconversion of extraction residue from Geting bituminous coal in cyclohexane

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