Advanced mono‐ and multi‐dimensional gas chromatography–mass spectrometry techniques for oxygen‐containing compound characterization in biomass and biofuel samples
Beccaria, Marco; Anna Luiza, Mendes Siqueira; Adrien, Maniquetet al.
2021 • In Journal of Separation Science, 44, p. 115-134
[en] A wide variety of biomass, from triglycerides to lignocellulosic‐based feedstock, are among promising candidates to possibly fulfill requirements as a substitute for crude oils as primary sources of chemical energy feedstock. During the feedstock processing carried out to increase the H:C ratio of the products, heteroatom‐containing compounds can promote corrosions, thus limiting and/or deactivating catalytic processes needed to transform the biomass into fuel. The use of advanced gas chromatography techniques, in particular multi‐dimensional gas chromatography, both heart‐cutting and comprehensive coupled to mass spectrometry, has been widely exploited in the field of petroleomics over the past 30 years and has also been successfully applied to the characterization of volatile and semi‐volatile compounds during the processing of biomass feedstock. This review intends to describe advanced gas chromatography–mass spectrometry‐based techniques, mainly focusing in the period 2011–early 2020. Particular emphasis has been devoted to the multi‐dimensional gas chromatography–mass spectrometry techniques, for the isolation and characterization of the oxygen‐containing compounds in biomass feedstock. Within this context, the most recent advances to sample preparation, derivatization, as well as gas chromatography instrumentation, mass spectrometry ionization, identification, and data handling in the biomass industry, are described.
Disciplines :
Chemistry
Author, co-author :
Beccaria, Marco ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie analytique, organique et biologique
Anna Luiza, Mendes Siqueira
Adrien, Maniquet
Pierre, Giusti
Marco, Piparo
Stefanuto, Pierre-Hugues ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie analytique, organique et biologique
Focant, Jean-François ; Université de Liège - ULiège > Département de chimie (sciences) > Chimie analytique, organique et biologique
Language :
English
Title :
Advanced mono‐ and multi‐dimensional gas chromatography–mass spectrometry techniques for oxygen‐containing compound characterization in biomass and biofuel samples
Kohli K, Prajapati R, Sharma B. Bio-based chemicals from renewable biomass for integrated biorefineries. Energies. 2019;12:233.
Roddy DJ. Biomass in a petrochemical world. Interface Focus. 2013;3:20120038.
Takkellapati S, Li T, Gonzalez MA. An overview of biorefinery-derived platform chemicals from a cellulose and hemicellulose biorefinery. Clean Technol Environ Policy. 2018;20:1615–30.
Kanaujia PK, Sharma YK, Garg MO, Tripathi D, Singh R. Review of analytical strategies in the production and upgrading of bio-oils derived from lignocellulosic biomass. J Anal Appl Pyrolysis. 2013;105:55–74.
Castello D, Haider MS, Rosendahl LA. Catalytic upgrading of hydrothermal liquefaction biocrudes: different challenges for different feedstocks. Renew Energy. 2019;141:420–30.
Elkasabi Y, Chagas BME, Mullen CA, Boateng AA. Hydrocarbons from spirulina pyrolysis bio-oil using one-step hydrotreating and aqueous extraction of heteroatom compounds. Energy Fuels. 2016;30:4925–32.
Veses A, Martínez J, Callén M, Murillo R, García T. Application of upgraded drop-in fuel obtained from biomass pyrolysis in a spark ignition engine. Energies. 2020;13:1–15.
Pereira G, Macedo J, Bispo MD, Krause LC, Jacques RA, Zini CA, Caramao BE, Pyrolysis - Comprehensive Two-Dimensional Gas Chromatography and Its Application to the Investigation of Pyrolytic Liquids. InTech, London, UK 2017.
Michailof CM, Kalogiannis KG, Sfetsas T, Patiaka DT, Lappas AA. Advanced analytical techniques for bio-oil characterization. Wiley Interdiscip Rev Energy Environ. 2016;5:614–39.
Seeley JV, Seeley SK. Multidimensional gas chromatography: Fundamental advances and new applications. Anal Chem. 2013;85:557–78.
Melero JA, Iglesias J, Garcia A. Biomass as renewable feedstock in standard refinery units. Feasibility, opportunities and challenges. Energy Environ Sci. 2012;5:7393–420.
Treichel H, Fongaro G, Scapini T, Frumi Camargo A, Spitza Stefanski F, Venturin B. Utilising Biomass in Biotechnology. Springer Nature, Cham, Switzerland 2020.
Callegari A, Bolognesi S, Cecconet D, Capodaglio AG. Production technologies, current role, and future prospects of biofuels feedstocks: A state-of-the-art review. Crit Rev Environ Sci Technol. 2020;50:384–436.
Adams P, Bridgwater T, Lea-Langton A, Ross A, Watson I, Chapter 8: Biomass Conversion Technologies. In: Thornley P, Adams P, editors. Greenhouse Gas Balances of Bioenergy Systems. 1st Edition. Academic Press, Elsevier Inc. 2018, pp. 107–39.
Nagappan S, Bhosale RR, Nguyen DD, Chi NTL, Ponnusamy VK, Woong CS, Kumar G. Catalytic hydrothermal liquefaction of biomass into bio-oils and other value-added products – a review. Fuel. 2021;285:119053.
Beccaria M, Oteri M, Micalizzi G, Bonaccorsi IL, Purcaro G, Dugo P, Mondello L. Reuse of dairy product: evaluation of the lipid profile evolution during and after their shelf-life. Food Anal Methods. 2016;9:3143–54.
Costa R, Beccaria M, Grasso E, Albergamo A, Oteri M, Dugo P, Fasulo S, Mondello L. Sample preparation techniques coupled to advanced chromatographic methods for marine organisms investigation. Anal Chim Acta. 2015;875:41–53.
Wang X, Liu Si-F, Qin Zi-H, Balamurugan S, Li H-Ye, Lin CSKi. Sustainable and stepwise waste-based utilisation strategy for the production of biomass and biofuels by engineered microalgae. Environ Pollut. 2020;265:114854.
Maza DD, Viñarta SC, Su Y, Guillamón JM, Aybar MJ. Growth and lipid production of Rhodotorula glutinis R4, in comparison to other oleaginous yeasts. J Biotechnol. 2020;310:21–31.
Wang Y, Han Y, Hu W, Fu D, Wang G. Analytical strategies for chemical characterization of bio-oil. J Sep Sci. 2020;43:360–71.
Arif M, Bai Y, Usman M, Jalalah M, Harraz FA, Al-Assiri MS, Li X, Salama El-S, Zhang C. Highest accumulated microalgal lipids (polar and non-polar) for biodiesel production with advanced wastewater treatment: role of lipidomics. Bioresour Technol. 2020;298:122299.
Zhu Y, Albrecht KO, Elliott DC, Hallen RT, Jones SB. Development of hydrothermal liquefaction and upgrading technologies for lipid-extracted algae conversion to liquid fuels. Algal Res. 2013;2:455–64.
Chaudry S, Bahri PA, Moheimani NR. Pathways of processing of wet microalgae for liquid fuel production: a critical review. Renew Sustain Energy Rev. 2015;52:1240–50.
Li-beisson Y, Nakamura Y, Harwood J. Lipids in plant and algae development. Chapter 1. Lipids: From Chemical Structures, Biosynthesis, and Analyses to Industrial Applications. In: Nakamura Y, Li-Beisson, Y, editors. Lipids in Plant and Algae Development. Subcellular Biochemistry 86. Springer International Publishing Switzerland 2016, pp. 1–18.
Viswanathan MB, Park K, Cheng M-H, Cahoon EB, Dweikat I, Clemente T, Singh V. Variability in structural carbohydrates, lipid composition, and cellulosic sugar production from industrial hemp varieties. Ind Crops Prod. 2020;157:112906.
Kim SKi, Han JY, Lee H-S, Yum T, Kim Y, Kim J. Production of renewable diesel via catalytic deoxygenation of natural triglycerides: Comprehensive understanding of reaction intermediates and hydrocarbons. Appl Energy. 2014;116:199–205.
Negi S, Jaswal G, Dass K, Mazumder K, Elumalai S, Roy JK. Torrefaction: a sustainable method for transforming of agri-wastes to high energy density solids (biocoal). Rev Environ Sci Biotechnol. 2020;19:463–88.
Lyu G, Wu S, Zhang H. Estimation and comparison of bio-oil components from different pyrolysis conditions. Front Energy Res. 2015;3:1–11.
Talmadge MS, Baldwin RM, Biddy MJ, Mccormick RL, Beckham GT, Ferguson GA, Czernik S, Magrini-Bair KA, Foust TD, Metelski PD, Hetrick C, Nimlos MR. A perspective on oxygenated species in the refinery integration of pyrolysis oil. Green Chem. 2014;16:407–53.
Abdelnur PV, Vaz BG, Rocha JD, De Almeida MBB, Teixeira MAG, Pereira RCL. Characterization of bio-oils from different pyrolysis process steps and biomass using high-resolution mass spectrometry. Energy and Fuels. 2013;27:6646–54.
Oasmaa A, Meier D. Norms and standards for fast pyrolysis liquids: 1. Round robin test. J Anal Appl Pyrolysis. 2005;73:323–34.
Sikarwar VS, Zhao M, Fennell PS, Shah N, Anthony EJ. Progress in biofuel production from gasification. Prog Energy Combust Sci. 2017;61:189–248.
Chan YiH, Loh SK, Chin BLF, Yiin CL, How BS, Cheah KW, Wong MK, Loy ACM, Gwee YL, Lo SLY, Yusup S, Lam SuS. Fractionation and extraction of bio-oil for production of greener fuel and value-added chemicals: recent advances and future prospects. Chem Eng J. 2020;397:125406.
Maqbool W, Dunn K, Doherty W, Mckenzie N, Cronin D, Hobson P. Extraction and purification of renewable chemicals from hydrothermal liquefaction bio-oil using supercritical carbon dioxide: a techno-economic evaluation. Ind Eng Chem Res. 2019;58:5202–14.
Dugheri S, Mucci N, Bonari A, Marrubini G, Cappelli G, Ubiali D, Campagna M, Montalti M, Arcangeli G. Solid phase microextraction techniques used for gas chromatography: a review. Acta Chromatogr. 2019;32:1–9.
Jalili V, Barkhordari A, Ghiasvand A. A comprehensive look at solid-phase microextraction technique: A review of reviews. Microchem J. 2020;152:104319.
Tessini C, Müller N, Mardones C, Meier D, Berg A, Von Baer D. Chromatographic approaches for determination of low-molecular mass aldehydes in bio-oil. J Chromatogr A. 2012;1219:154–60.
Conti R, Fabbri D, Torri C, Hornung A. At-line characterisation of compounds evolved during biomass pyrolysis by solid-phase microextraction SPME-GC-MS. Microchem J. 2016;124:36–44.
Wei Yi, Lei H, Wang Lu, Zhu L, Zhang X, Liu Y, Chen S, Ahring B. Liquid-liquid extraction of biomass pyrolysis bio-oil. Energy Fuels. 2014;28:1207–12.
Ren S, Ye XP, Borole AP. Separation of chemical groups from bio-oil water-extract via sequential organic solvent extraction. J Anal Appl Pyrolysis. 2017;123:30–9.
Cheng T, Han Y, Zhang Y, Xu C. Molecular composition of oxygenated compounds in fast pyrolysis bio-oil and its supercritical fluid extracts. Fuel. 2016;172:49–57.
Christensen ED, Chupka GM, Luecke J, Smurthwaite T, Alleman TL, Iisa K, Franz JA, Elliott DC, Mccormick RL. Analysis of oxygenated compounds in hydrotreated biomass fast pyrolysis oil distillate fractions. Energy Fuels. 2011;25:5462–71.
Zeng F, Liu W, Jiang H, Yu H-Q, Zeng RJ, Guo Q. Separation of phthalate esters from bio-oil derived from rice husk by a basification-acidification process and column chromatography. Bioresour Technol. 2011;102:1982–7.
Charon N, Ponthus J, Espinat D, Broust F, Volle G, Valette J, Meier D. Multi-technique characterization of fast pyrolysis oils. J Anal Appl Pyrolysis. 2015;116:18–26.
Lu Y, Li G-S, Lu Y-C, Fan X, Wei X-Y. Analytical strategies involved in the detailed componential characterization of biooil produced from lignocellulosic biomass. Int J Anal Chem. 2017;2017:1.
Joseph J, Rasmussen MJ, Fecteau JP, Kim S, Lee H, Tracy KA, Jensen BL, Frederick BG, Stemmler EA. Compositional changes to low water content bio-oils during aging: an NMR, GC/MS, and LC/MS study. Energy Fuels. 2016;30:4825–40.
Ruiz-Matute AI, Hernández-Hernández O, Rodríguez-Sánchez S, Sanz ML, Martínez-Castro I. Derivatization of carbohydrates for GC and GC-MS analyses. J Chromatogr B Anal Technol Biomed Life Sci. 2011;879:1226–40.
Madsen RB, Jensen MM, Mørup AJ, Houlberg K, Christensen PS, Klemmer M, Becker J, Iversen BoB, Glasius M. Using design of experiments to optimize derivatization with methyl chloroformate for quantitative analysis of the aqueous phase from hydrothermal liquefaction of biomass. Anal Bioanal Chem. 2016;408:2171–83.
Hu X, Gunawan R, Mourant D, Hasan MDM, Wu L, Song Y, Lievens C, Li C-Z. Upgrading of bio-oil via acid-catalyzed reactions in alcohols — A mini review. Fuel Process Technol. 2017;155:2–19.
David F, in: Chapter 2.1: Classical two-dimensional GC combined with mass spectrometry; Tranchida, P., Mondello, L., (Eds.), Hyphenations of Capillary Chromatography with Mass Spectrometry. Elsevier, Amsterdam, the Netherlands 2020. pp. 135–82.
Fullana A, Contreras JA, Striebich RC, Sidhu SS. Multidimensional GC/MS analysis of pyrolytic oils. J Anal Appl Pyrolysis. 2005;74:315–26.
Boeker P, Leppert J, Mysliwietz B, Lammers PS. Comprehensive theory of the deans’ switch as a variable flow splitter: Fluid mechanics, mass balance, and system behavior. Anal Chem. 2013;85:9021–30.
Le Brech Y, Jia L, Cissé S, Mauviel G, Brosse N, Dufour A. Mechanisms of biomass pyrolysis studied by combining a fixed bed reactor with advanced gas analysis. J Anal Appl Pyrolysis. 2016;117:334–46.
Waktola HD, Zeng AXu, Chin S-T, Marriott PJ. Advanced gas chromatography and mass spectrometry technologies for fatty acids and triacylglycerols analysis. TrAC - Trends Anal Chem. 2020;129:115957.
Djokic MR, Dijkmans T, Yildiz G, Prins W, Van Geem KM. Quantitative analysis of crude and stabilized bio-oils by comprehensive two-dimensional gas-chromatography. J Chromatogr A. 2012;1257:131–40.
Van Deursen M, Beens J, Reijenga J, Lipman P, Cramers C, Blomberg J. Group-type identification of oil samples using comprehensive two-dimensional gas chromatography coupled to a time-of-flight mass spectrometer. J High Resol Chromatogr. 2000;23:507–10.
Tessarolo NS, Dos Santos LRM, Silva RSF, Azevedo DA. Chemical characterization of bio-oils using comprehensive two-dimensional gas chromatography with time-of-flight mass spectrometry. J Chromatogr A. 2013;1279:68–75.
Tessarolo NS, Silva RVS, Vanini G, Casilli A, Ximenes VL, Mendes FL, De Rezende Pinho A, Romão W, De Castro EVR, Kaiser CR, Azevedo DA. Characterization of thermal and catalytic pyrolysis bio-oils by high-resolution techniques: 1H NMR, GC × GC-TOFMS and FT-ICR MS. J Anal Appl Pyrolysis. 2016;117:257–67.
Joffres B, Lorentz C, Vidalie M, Laurenti D, Quoineaud A-A, Charon N, Daudin A, Quignard A, Geantet C. Catalytic hydroconversion of a wheat straw soda lignin : Characterization of the products and the lignin residue. Appl Catal B Environ. 2014;145:167–76.
Silva RVS, Tessarolo NS, Pereira VB, Ximenes VL, Mendes FL, De Almeida MBB, Azevedo DA. Quantification of real thermal, catalytic, and hydrodeoxygenated bio-oils via comprehensive two-dimensional gas chromatography with mass spectrometry. Talanta. 2017;164:626–35.
Sajdak M, Chrubasik M, Muzyka R. Chemical characterisation of tars from the thermal conversion of biomass by 1D and 2D gas chromatography combined with silylation. J Anal Appl Pyrolysis. 2017;124:426–38.
Madsen RB, Zhang H, Biller P, Goldstein AH, Glasius M. Characterizing Semivolatile Organic Compounds of Biocrude from Hydrothermal Liquefaction of Biomass Energy and Fuels. 2017;31:4122–34.
Hilaire F, Basset E, Bayard R, Gallardo M, Thiebaut D, Vial J. Comprehensive two-dimensional gas chromatography for biogas and biomethane analysis. J Chromatogr A. 2017;1524:222–32.
Primaz CT, Schena T, Lazzari E, Caramão EB, Jacques RA. Influence of the temperature in the yield and composition of the bio-oil from the pyrolysis of spent coffee grounds: Characterization by comprehensive two dimensional gas chromatography. Fuel. 2018;232:572–80.
Polidoro ADS, Scapin E, Lazzari E, Silva AN, Dos Santos AL, Caramão EB, Jacques RA. Valorization of coffee silverskin industrial waste by pyrolysis: From optimization of bio-oil production to chemical characterization by GC × GC/qMS. J Anal Appl Pyrolysis. 2018;129:43–52.
Schena T, Farrapeira R, Bjerk TR, Krause LC, Mühlen C, Caramão EB. Fast two-dimensional gas chromatography applied in the characterization of bio-oil from the pyrolysis of coconut fibers. Sep Sci Plus. 2019;2:89–99.
Wang Y, Yin R, Chai M, Nishu, Li C, Sarker M, Ronghou Liu. Comparative study by GC×GC-TOFMS on the composition of crude and composite-additives bio-oil before and after accelerated aging treatment. J Energy Inst. 2020;93:2163–75.
Lazzari E, Polidoro ADS, Onorevoli B, Schena T, Silva AN, Scapin E, Jacques RA, Caramão EB. Production of rice husk bio-oil and comprehensive characterization (qualitative and quantitative) by HPLC/PDA and GC × GC/qMS. Renew Energy. 2019;135:554–65.
Nunes VO, Silva RVS, Romeiro GA, Azevedo DA. The speciation of the organic compounds of slow pyrolysis bio-oils from Brazilian tropical seed cake fruits using high-resolution techniques: GC × GC-TOFMS and ESI(±)-Orbitrap HRMS. Microchem J. 2020;153:104514.
Kalogiannis KG, Stefanidis SD, Michailof CM, Lappas AA. Castor bean cake residues upgrading towards high added value products via fast catalytic pyrolysis. Biomass and Bioenergy. 2016;95:405–15.
Gallacher C, Thomas R, Taylor C, Lord R, Kalin RM. Comprehensive composition of Creosote using comprehensive two-dimensional gas chromatography time-of-flight mass spectrometry (GCxGC-TOFMS). Chemosphere. 2017;178:34–41.
Rathsack P, Wollmerstaedt H, Kuchling T, Kureti S. Analysis of hydrogenation products of biocrude obtained from hydrothermally liquefied algal biomass by comprehensive gas chromatography mass spectrometry (GC×GC-MS). Fuel. 2019;248:178–88.
Purcaro G, Tranchida PQ, Mondello L. Chapter 11 - Comprehensive gas chromatography methodologies for the analysis of lipids. In Tranchida PQ, Mondello L, editors. Handbook of Advanced Chromatography/Mass Spectrometry Techniques. Elsevier Inc., Amsterdam, the Netherlands 2017, pp. 407–44.
Onorevoli B, Machado ME, Dariva C, Franceschi E, Krause LC, Jacques RA, Caramão EB. A one-dimensional and comprehensive two-dimensional gas chromatography study of the oil and the bio-oil of the residual cakes from the seeds of Crambe abyssinica. Ind Crops Prod. 2014;52:8–16.
Zhang T, Wang Z, Wang Y, Wei Z, Li X, Hou X, Sun Z, Wang G, Qian Yu. The characteristics of free/bound biomarkers released from source rock shown by stepwise Py-GC-MS and thermogravimetric analysis (TGA/DTG). J Pet Sci Eng. 2019;179:526–38.
Brebu M, Tamminen T, Spiridon I. Thermal degradation of various lignins by TG-MS/FTIR and Py-GC-MS. J Anal Appl Pyrolysis. 2013;104:531–9.
Lin X, Sui S, Tan S, Pittman C, Sun J, Zhang Z. Fast pyrolysis of four lignins from different isolation processes using Py-GC/MS. Energies. 2015;8:5107–21.
Pyl SP, Schietekat CM, Van Geem KM, Reyniers M-F, Vercammen J, Beens J, Marin GB. Rapeseed oil methyl ester pyrolysis : on-line product analysis using comprehensive two-dimensional gas chromatography. J Chromatogr A. 2011;1218:3217–23.
Pedersen TH, Jensen CU, Sandström L, Rosendahl LA. Full characterization of compounds obtained from fractional distillation and upgrading of a HTL biocrude. Appl Energy. 2017;202:408–19.
Wang L, Li J, Chen Y, Yang H, Shao J, Zhang X, Yu H, Chen H. Investigation of the pyrolysis characteristics of guaiacol lignin using combined Py-GC×GC/TOF-MS and in-situ FTIR. Fuel. 2019;251:496–505.
Lu Yi, Zheng Y, He R, Li W, Zheng Z. Selective conversion of lignocellulosic biomass into furan compounds using bimetal-modified bio-based activated carbon: Analytical Py-GC×GC/MS. J Energy Inst. 2020;93:2371-80 in Press.
Van Erven G, De Visser R, Merkx DWH, Strolenberg W, De Gijsel P, Gruppen H, Kabel MA. Quantification of lignin and its structural features in plant biomass using 13C lignin as internal standard for pyrolysis-GC-SIM-MS. Anal Chem. 2017;89:10907–16.
Akalın MK, Karagöz S. Analytical pyrolysis of biomass using gas chromatography coupled to mass spectrometry. TrAC - Trends Anal Chem. 2014;61:11–6.
Beccaria M, Franchina FA, Nasir M, Mellors T, Hill JE, Purcaro G. Investigation of mycobacteria fatty acid profile using different ionization energies in GC–MS. Anal Bioanal Chem. 2018;410:7987–96.
Tranchida PQ, Aloisi I, Giocastro B, Zoccali M, Mondello L. Comprehensive two-dimensional gas chromatography-mass spectrometry using milder electron ionization conditions: A preliminary evaluation. J Chromatogr A. 2019;1589:134–40.
Furuhashi T, Ishii K, Tanaka K, Weckwerth W, Nakamura T. Fragmentation patterns of methyloxime-trimethylsilyl derivatives of constitutive mono- and disaccharide isomers analyzed by gas chromatography/field ionization mass spectrometry. Rapid Commun Mass Spectrom. 2015;29:238–46.
Borisov RS, Kulikova LN, Zaikin VG. Mass Spectrometry in Petroleum Chemistry (Petroleomics) (Review). Pet Chem. 2019;59:1055–76.
Li Du-X, Gan L, Bronja A, Schmitz OJ. Gas chromatography coupled to atmospheric pressure ionization mass spectrometry (GC-API-MS): Review. Anal Chim Acta. 2015;891;43–61.
Tranchida PQ, Franchina FA, Dugo P, Mondello L. Comprehensive two-dimensional gas chromatography-mass spectrometry: recent evolution and current trends. Mass Spectrom Rev. 2016;35:524–34.
Schena T, Bjerk TR, Von Mühlen C, Caramão EB. Influence of acquisition rate on performance of fast comprehensive two- dimensional gas chromatography coupled with time-of-flight mass spectrometry for coconut fiber bio-oil characterization. Talanta. 2020;219:121186.
Kloekhorst A, Shen Yu, Yie Y, Fang Ma, Heeres HJ. Catalytic hydrodeoxygenation and hydrocracking of Alcell® lignin in alcohol/formic acid mixtures using a Ru/C catalyst. Biomass and Bioenergy. 2015;80:147–61.
Hung NV, Mohabeer C, Vaccaro M, Marcotte S, Agasse-Peulon V, Abdelouahed L, Taouk B, Cardinael P. Development of two-dimensional gas chromatography (GC×GC) coupled with Orbitrap-technology-based mass spectrometry: Interest in the identification of biofuel composition. J Mass Spectrom. 2020;55:1–11.
Yi L, Dong N, Yun Y, Deng B, Ren D, Liu S, Liang Y. Chemometric methods in data processing of mass spectrometry-based metabolomics: A review. Anal Chim Acta. 2016;914:17–34.
Flood ME, Goding JC, O'connor JB, Ragon DY, Hupp AM. Analysis of biodiesel feedstock using GCMS and unsupervised chemometric methods. JAOCS J Am Oil Chem Soc. 2014;91:1443–52.
Madsen RB, Lappa E, Christensen PS, Jensen MM, Klemmer M, Becker J, Iversen BoB, Glasius M. Chemometric analysis of composition of bio-crude and aqueous phase from hydrothermal liquefaction of thermally and chemically pretreated Miscanthus x giganteus. Biomass and Bioenergy. 2016;95:137–45.
Mustafa Z, Milina R, Simeonova PA, Tsakovski SL, Simeonov VD. Prediction of class membership of biodiesels using chemometrics. J Environ Sci Heal - Part A Toxic/Hazardous Subst Environ Eng. 2015;50:72–80.
Pierce KM, Schale SP. Predicting percent composition of blends of biodiesel and conventional diesel using gas chromatography-mass spectrometry, comprehensive two-dimensional gas chromatography-mass spectrometry, and partial least squares analysis. Talanta. 2011;83:1254–9.
Schale SP, Le TM, Pierce KM. Predicting feedstock and percent composition for blends of biodiesel with conventional diesel using chemometrics and gas chromatography-mass spectrometry. Talanta. 2012;94:320–7.
Toraman HE, Abrahamsson V, Vanholme R, Van Acker R, Ronsse F, Pilate G, Boerjan W, Van Geem KM, Marin GB. Application of Py-GC/MS coupled with PARAFAC2 and PLS-DA to study fast pyrolysis of genetically engineered poplars. J Anal Appl Pyrolysis. 2018;129:101–11.
Barcaru A, Vivó-Truyols G. Use of Bayesian statistics for pairwise comparison of megavariate data sets: extracting meaningful differences between GCxGC-MS chromatograms using Jensen-Shannon divergence. Anal Chem. 2016;88:2096–104.
Izadmanesh Y, Garreta-Lara E, Ghasemi JB, Lacorte S, Matamoros V, Tauler R. Chemometric analysis of comprehensive two dimensional gas chromatography–mass spectrometry metabolomics data. J Chromatogr A. 2017;1488:113–25.
Xu Y, Goodacre R. On splitting training and validation set: a comparative study of cross-validation, bootstrap and systematic sampling for estimating the generalization performance of supervised learning. J Anal Test. 2018;2:249–62.
Gu GHo, Noh J, Kim I, Jung Y. Machine learning for renewable energy materials. J Mater Chem A. 2019;7:17096–117.
Gatto L, Hansen KD, Hoopmann MR, Hermjakob H, Kohlbacher O, Beyer A. Testing and Validation of Computational Methods for Mass Spectrometry. J Proteome Res. 2016;15:809–14.
Liland KH. Multivariate methods in metabolomics - from pre-processing to dimension reduction and statistical analysis. TrAC - Trends Anal Chem. 2011;30:827–41.
Purcaro G. Chapter 2.3: Classical and comprehensive 2D LC-GC. In: Tranchida P, Mondello L, editors. Hyphenations of Capillary Chromatography with Mass Spectrometry. Elsevier, Amsterdam, the Netherlands 2020, pp. 227–75.