Quantification of Hydrolytic Sugars from Eucalyptus globulus Bio-Oil Aqueous Solution after Thermochemical Liquefaction

Eucalyptus globulus sawdust is a residue from the pulp and paper industry which has been underutilised and undervalued. The thermochemical liquefaction of sawdust can be considered an alternative for recycling this residue, as it results in the production of a bio-oil that, when extracted in water, allows the obtention of an aqueous solution composed of carbohydrates. The sugars resulting from the aqueous fraction of bio-oil can be valued by and applied in the industry to produce sustainable materials. For the first time, the sugar composition of the aqueous extract of bio-oil was disclosed, identified, and quantified by a high-pressure liquid chromatograph (HPLC) coupled to a refractive index (RID) detector containing fructose (36.58%) and glucose (33.33%) as the main components, sucrose (15.14%), trehalose (4.82%) and xylose (10.13%). The presence of these sugars was further confirmed by two-dimensional (2D) 1H-13C heteronuclear single-quantum correlation–nuclear magnetic resonance (HSQC–NMR) spectroscopy. Fourier-transform infrared (FTIR-ATR) and elemental analyses were also used. In addition, the pathway leading to the identified sugars is also suggested.

[1]  Sang‐Hyoun Kim,et al.  Lignocellulosic biomass as renewable feedstock for biodegradable and recyclable plastics production: A sustainable approach , 2022, Renewable and Sustainable Energy Reviews.

[2]  J. Bordado,et al.  Up-cycling tomato pomace by thermochemical liquefaction – A response surface methodology assessment , 2022, Biomass and Bioenergy.

[3]  J. Bordado,et al.  Thermochemical Liquefaction as a Cleaner and Efficient Route for Valuing Pinewood Residues from Forest Fires , 2021, Molecules.

[4]  J. Bordado,et al.  Boosting the Higher Heating Value of Eucalyptus globulus via Thermochemical Liquefaction , 2021, Sustainability.

[5]  U. Mäeorg,et al.  The deconvolution of FTIR-ATR spectra to five Gaussians for detection of small changes in plant–water clusters , 2020 .

[6]  Ž. Knez,et al.  Hydrothermal treatment of sugars to obtain high-value products , 2020 .

[7]  A. Heidari,et al.  Evaluation of fast and slow pyrolysis methods for bio-oil and activated carbon production from eucalyptus wastes using a life cycle assessment approach , 2019 .

[8]  J. Bordado,et al.  Converting a residue from an edible source (Ceratonia siliqua L.) into a bio-oil , 2019, Journal of Environmental Chemical Engineering.

[9]  Yuzhu Chen,et al.  Preliminary evaluation of liquefaction behavior of Eucalyptus grandis bark in glycerol , 2019, Journal of Forestry Research.

[10]  B. Chandravanshi,et al.  Improvement in Analytical Methods for Determination of Sugars in Fermented Alcoholic Beverages , 2018, Journal of analytical methods in chemistry.

[11]  R. Dewil,et al.  Microwave effects in the dilute acid hydrolysis of cellulose to 5-hydroxymethylfurfural , 2018, Scientific reports.

[12]  C. Du,et al.  A new HPLC method for simultaneously measuring chloride, sugars, organic acids and alcohols in food samples , 2017 .

[13]  J. Bordado,et al.  Heuristic analysis of Eucalyptus globulus bark depolymerization via acid-liquefaction , 2017, Cellulose.

[14]  J. Bordado,et al.  Acid Liquefaction of Potato (Solanum tuberosum) and Sweet Potato (Ipomoea batatas) Cultivars Peels – Pre-Screening of Antioxidant Activity/Total Phenolic and Sugar Contents , 2017 .

[15]  M. Kunaver,et al.  The fast and effective isolation of nanocellulose from selected cellulosic feedstocks. , 2016, Carbohydrate polymers.

[16]  F. Squina,et al.  Eucalyptus Cell Wall Architecture: Clues for Lignocellulosic Biomass Deconstruction , 2016, BioEnergy Research.

[17]  Jingxin Wang,et al.  Directional liquefaction coupling fractionation of lignocellulosic biomass for platform chemicals , 2016 .

[18]  Hongwei Wu,et al.  Characterization of Pyrolytic Sugars in Bio-Oil Produced from Biomass Fast Pyrolysis , 2016 .

[19]  R. O. Moutta,et al.  Fermentative biohydrogen production using hemicellulose fractions: Analytical validation for C5 and C6-sugars, acids and inhibitors by HPLC , 2015 .

[20]  Guan-Chiun Lee,et al.  Structures of trehalose synthase from Deinococcus radiodurans reveal that a closed conformation is involved in catalysis of the intramolecular isomerization , 2014 .

[21]  P. Szefer,et al.  Simultaneous separation and determination of erythritol, xylitol, sorbitol, mannitol, maltitol, fructose, glucose, sucrose and maltose in food products by high performance liquid chromatography coupled to charged aerosol detector , 2014 .

[22]  M. Petrič,et al.  Production of biomaterials from cork: Liquefaction in polyhydric alcohols at moderate temperatures , 2014 .

[23]  J. Bordado,et al.  Efficient and First Regio‐ and Stereoselective Direct C‐Glycosylation of a Flavanone Catalysed by Pr(OTf)3 Under Conventional Heating or Ultrasound Irradiation , 2013 .

[24]  J. Parajó,et al.  Structural features and properties of soluble products derived from Eucalyptus globulus hemicelluloses , 2011 .

[25]  C. Freire,et al.  Characterization of phenolic components in polar extracts of Eucalyptus globulus Labill. bark by high-performance liquid chromatography-mass spectrometry. , 2011, Journal of agricultural and food chemistry.

[26]  Gail Taylor,et al.  FTIR-ATR-based prediction and modelling of lignin and energy contents reveals independent intra-specific variation of these traits in bioenergy poplars , 2011, Plant Methods.

[27]  A. Heiningen,et al.  Carbohydrate composition of eucalyptus, bagasse and bamboo by a combination of methods , 2010 .

[28]  B. Mohebby Application of ATR Infrared Spectroscopy in Wood Acetylation , 2010 .

[29]  A. Stipanovic,et al.  An improved method for the hydrolysis of hardwood carbohydrates to monomers. , 2009 .

[30]  S. Shafaei,et al.  Adsorption of Direct Red 80 dye from aqueous solution onto almond shells: effect of pH, initial concentration and shell type. , 2008, Journal of hazardous materials.

[31]  Gil Garrote,et al.  Effects of Eucalyptus globulus wood autohydrolysis conditions on the reaction products. , 2007, Journal of agricultural and food chemistry.

[32]  G. Karlsson,et al.  Separation of monosaccharides by hydrophilic interaction chromatography with evaporative light scattering detection. , 2005, Journal of chromatography. A.

[33]  J. Azevedo,et al.  Estimating the higher heating value of biomass fuels from basic analysis data , 2005 .

[34]  C. Riponi,et al.  Optimization of the determination of organic acids and sugars in fruit juices by ion-exclusion liquid chromatography , 2005 .

[35]  A. Castellote,et al.  Analysis of mono- and disaccharides in milk-based formulae by high-performance liquid chromatography with refractive index detection. , 2004, Journal of chromatography. A.

[36]  Joseph Irudayaraj,et al.  Characterization of irradiated starches by using FT-Raman and FTIR spectroscopy. , 2002, Journal of agricultural and food chemistry.

[37]  R. Santos,et al.  GC-MS Analysis and Characterization of Bio-Oil from Sweet Potato Peel – A Putative Bio-Fuel , 2019 .

[38]  Ana R. Jesus,et al.  Fries-type Reactions for the C-Glycosylation of Phenols , 2011 .

[39]  Spencer J. Williams,et al.  Disaccharides, Oligosaccharides and Polysaccharides , 2009 .

[40]  R. Sun,et al.  Chemical, structural, and thermal characterizations of alkali-soluble lignins and hemicelluloses, and cellulose from maize stems, rye straw, and rice straw , 2001 .

[41]  John W. Dolan,et al.  Introduction to modern liquid chromatography , 1974 .