FT-ICR MS analysis of asphaltenes: Asphaltenes go in, fullerenes come out

Pereira, Thieres M.C.; Vanini, Gabriela; Tose, Lílian V.; Cardoso, Felipe M.R.; Fleming, Felipe P.; Rosa, Paulo de Tarso Vieira e; Thompson, Christopher J.; Castro, Eustáquio Vinícius Ribeiro de; Vaz, Boniek G.; Romão, Wanderson

doi:10.1016/j.fuel.2014.04.049

Cited by 75 publications

(72 citation statements)

References 41 publications

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“…Soft ionization techniques have played a crucial role in FT‐ICR MS analysis of complex organic mixtures. Ionization techniques applied in FT‐ICR MS mainly include ESI, atmospheric pressure photoionization (APPI), atmospheric pressure chemical ionization (APCI), atmospheric pressure laser ionization (APLI), laser desorption ionization (LDI), matrix‐assisted laser desorption/ionization (MALDI), EI, field desorption ionization (FDI), laser‐induced acoustic desorption ionization (LIADI), direct analysis in real time (DART) ionization, and easy ambient sonic‐spray ionization (EASI) (Rodgers & Marshall, ; Panda, Andersson, & Schrader, ; Corilo et al, ; Pereira et al, ; Cho et al, ; Lobodin et al, ). Each type of ionization technique has its special merits for identifying specific kinds of chemicals.…”

Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

confidence: 99%

“…Nonpolar chemicals account for a large proportion in crude oils or CDLs and it is necessary to understand their compositions. Chemical derivatization reactions, such as methylation (Müller, Andersson, & Schrader, ; Panda, Schrader, & Andersson, ) and oxidation (e.g., RICO) (Liu et al, ; Zhou et al, ), have been applied to facilitate the ionization capacities of SCCs and hydrocarbons for their easy identification with ESI FT‐ICR MS. Ionization techniques, such as APPI, LDI, EI, FD, LIADI, and DART, coupled to FT‐ICR MS have been used to characterize less polar and nonpolar chemicals, especially hydrocarbons and SCCs (Schaub et al, ; Rodgers & Marshall, ; Nyadong et al, ; Mennito & Qian, ; Pereira et al, ; Cho et al, ; Lobodin et al, ). For instance, APPI has been reported to be effective for ionizing condensed arenes (Purcell et al, ; McKenna et al, ; Pereira et al, ).…”

Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

confidence: 99%

“…APPI coupled to FT‐ICR MS has been widely applied to resolve the HC class species in petroleum and its derived liquids, especially condensed arenes (Purcell et al, , ; McKenna et al, ; Cho et al, ; Pereira et al, ,b). Other ionization techniques, such as FD (Schaub et al, ), LDI (Mennito & Qian, ; Pereira et al, ), and LIADI (Nyadong et al, ), combined with FT‐ICR MS have been also used for the identification of hydrocarbons. In addition, Zhou et al () developed RICO and LiAlH 4 reduction reactions along with ESI FT‐ICR MS analysis to characterize saturated hydrocarbons.…”

Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

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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Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

confidence: 99%

Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

confidence: 99%

Section: Class Chemicals Revealed By Ft‐icr Ms In Cdlsmentioning

confidence: 99%

See 1 more Smart Citation

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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“…Researchers (Wang et al 2013) speculated that coal asphaltene liquefied at different temperatures consisted of similar aromatic structure, mainly 2-3 rings condensed nucleuses, by UVVis absorption spectra of coal asphaltene in THF solvent. CWSFS, which differs from the common fluorescence method and scans excitation wavelength and emission wavelength synchronously, is widely used to elucidate the fundamental properties of polycyclic aromatic hydrocarbons of complex mixtures like asphaltenes (Goncalves et al 2004;Abdallah and Yang 2012;Pereira et al 2014;Wu and Kessler 2015). It has better selectivity, higher sensitivity and less interference than UV-Vis absorption spectra.…”

Section: Introductionmentioning

confidence: 99%

Identification of nitrogen-polyaromatic compounds in asphaltene from co-processing of coal and petroleum residue using chromatography with mass spectrometry

Zuo

Shen

2017

Int J Coal Sci Technol

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Asphaltene, from co-processing of coal and petroleum residues is one of the most precious and complex molecular mixtures existing, with tremendous economic relevance. Asphaltene was separated by Soxhlet extraction with methylbenzene and then divided into three parts by distillation. Gas chromatography (GC) and high-performance liquid chromatography (HPLC) were coupled with quadrupole time-of-flight mass spectrometry (Q-TOF MS) to separate and characterize organic nitrogen species in the distillates of asphaltene at molecular level. Molecular mass of compounds was mainly distributed from 150 to 600 l. Number of rings plus double bonds (rdb) and synchronous fluorescence spectra indicated that most of the organonitrogen compounds (NPAC) contained heterocyclic aromatic rings, including pyridines, anilines, quinolins, pyrroles, carbazoles and indoles plus various alkyl groups. Constant-wavelength synchronous fluorescence spectrometry (CWSFS) indicated NPAC with 2-3 rings were the main structures of organonitrogen compounds and the corresponding structural information was proposed. Some organic nitrogen isomers were separated and identified by atmospheric pressure chemical ionization (APCI) GC-Q-TOF MS and electrospray ionization (ESI) HPLC-Q-TOF MS. The methodology applied here contained chromatographic injection of the diluted sample using conventional columns sets and Data Analysis 4.2 software. Identifying molecular structures provides a foundation to understand all aspects of coalderived asphaltene, enabling a first-principles approach to optimize resource utilization.

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“…Laser desorption/ionization (LDI) techniques were developed in the early 1970s and have been upgraded since 1980, following the introduction of the matrix-assisted laser desorption/ionization (MALDI) technique [11]. MALDI became an established mass spectrometry method for macromolecular compounds.…”

Section: Introductionmentioning

confidence: 99%

Laser desorption ionization FT-ICR mass spectrometry and CARSPLS for predicting basic nitrogen and aromatics contents in crude oils

Terra

Filgueiras

Tose

et al. 2015

Fuel

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FT-ICR MS analysis of asphaltenes: Asphaltenes go in, fullerenes come out

Cited by 75 publications

References 41 publications

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

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

Identification of nitrogen-polyaromatic compounds in asphaltene from co-processing of coal and petroleum residue using chromatography with mass spectrometry

Laser desorption ionization FT-ICR mass spectrometry and CARSPLS for predicting basic nitrogen and aromatics contents in crude oils

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