{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,1,18]],"date-time":"2026-01-18T00:51:13Z","timestamp":1768697473450,"version":"3.49.0"},"reference-count":49,"publisher":"MDPI AG","issue":"6","license":[{"start":{"date-parts":[[2010,5,28]],"date-time":"2010-05-28T00:00:00Z","timestamp":1275004800000},"content-version":"vor","delay-in-days":0,"URL":"https:\/\/creativecommons.org\/licenses\/by\/3.0\/"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Molecules"],"abstract":"<jats:p>The one-pot acid-catalysed conversion of mono\/di\/polysaccharides (inulin, xylan, cellobiose, sucrose, glucose, fructose, xylose) into 2-furfuraldehyde (FUR) or 5-hydroxymethylfurfural (HMF) in the presence of aluminium-containing mesoporous TUD-1 (denoted as Al-TUD-1, Si\/Al = 21), at 170 \u00baC was investigated. Xylose gave 60% FUR yield after 6 h reaction; hexose-based mono\/disaccharides gave less than 20% HMF yield; polysaccharides gave less than 20 wt % FUR or HMF yields after 6 h. For four consecutive 6 h batches of the xylose reaction in the presence of Al-TUD-1, the FUR yields achieved were similar, without significant changes in Si\/Al ratio.<\/jats:p>","DOI":"10.3390\/molecules15063863","type":"journal-article","created":{"date-parts":[[2010,5,28]],"date-time":"2010-05-28T11:21:57Z","timestamp":1275045717000},"page":"3863-3877","update-policy":"https:\/\/doi.org\/10.3390\/mdpi_crossmark_policy","source":"Crossref","is-referenced-by-count":79,"title":["Acid-Catalysed Conversion of Saccharides into Furanic Aldehydes in the Presence of Three-Dimensional Mesoporous Al-TUD-1"],"prefix":"10.3390","volume":"15","author":[{"given":"S\u00e9rgio","family":"Lima","sequence":"first","affiliation":[{"name":"Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Margarida M.","family":"Antunes","sequence":"additional","affiliation":[{"name":"Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Auguste","family":"Fernandes","sequence":"additional","affiliation":[{"name":"Institute for Biotechnology and Bioengineering, Centre for Biological and Chemical Engineering, Instituto Superior T\u00e9cnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"}]},{"ORCID":"https:\/\/orcid.org\/0000-0002-6243-7692","authenticated-orcid":false,"given":"Martyn","family":"Pillinger","sequence":"additional","affiliation":[{"name":"Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal"}]},{"given":"Maria Filipa","family":"Ribeiro","sequence":"additional","affiliation":[{"name":"Institute for Biotechnology and Bioengineering, Centre for Biological and Chemical Engineering, Instituto Superior T\u00e9cnico, Av. Rovisco Pais, 1049-001 Lisboa, Portugal"}]},{"given":"Anabela A.","family":"Valente","sequence":"additional","affiliation":[{"name":"Department of Chemistry, CICECO, University of Aveiro, 3810-193 Aveiro, Portugal"}]}],"member":"1968","published-online":{"date-parts":[[2010,5,28]]},"reference":[{"key":"ref_1","doi-asserted-by":"crossref","first-page":"1933","DOI":"10.1126\/science.1126337","article-title":"Phase Modifiers Promote Efficient Production of Hydroxymethylfurfural from Fructose","volume":"312","author":"Chheda","year":"2006","journal-title":"Science"},{"key":"ref_2","doi-asserted-by":"crossref","first-page":"342","DOI":"10.1039\/B611568C","article-title":"Production of 5-hydroxymethylfurfural and furfural by dehydration of biomass-derived mono- and poly-saccharides","volume":"9","author":"Chheda","year":"2007","journal-title":"Green Chem."},{"key":"ref_3","doi-asserted-by":"crossref","first-page":"1","DOI":"10.2202\/1542-6580.1674","article-title":"Biomass Valorization for Fuel and Chemicals Production - A Review","volume":"6","author":"Briens","year":"2008","journal-title":"Int. J. Chem. Reactor Eng."},{"key":"ref_4","doi-asserted-by":"crossref","first-page":"4044","DOI":"10.1021\/cr068360d","article-title":"Synthesis of transportation fuels from biomass: Chemistry, Catalysts, and Engineering","volume":"106","author":"Huber","year":"2006","journal-title":"Chem. Rev."},{"key":"ref_5","unstructured":"Zeitsch, K.J. (2000). Sugar Series, Elsevier. [1st]."},{"key":"ref_6","doi-asserted-by":"crossref","first-page":"438","DOI":"10.1002\/bbb.95","article-title":"Furfural: Hemicellulose\/xylose-derived biochemical","volume":"2","author":"Mamman","year":"2008","journal-title":"Biofuels, Bioprod. Bioref."},{"key":"ref_7","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1021\/ie00013a002","article-title":"Reactions of aqueous glucose solutions over solid-acid Y-zeolite catalyst at 110\u2013160 \u00baC","volume":"32","author":"Lourvanij","year":"1993","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_8","doi-asserted-by":"crossref","first-page":"85","DOI":"10.1016\/0926-6690(94)90080-9","article-title":"Preparation of 5-hydroxymethylfurfural from fructose and precursors over H-form zeolites","volume":"3","author":"Moreau","year":"1994","journal-title":"Ind. Crops Prod."},{"key":"ref_9","first-page":"17","article-title":"Zeolites and related materials for the food and non food transformation of carbohydrates","volume":"13","author":"Moreau","year":"2002","journal-title":"Agro-Food Ind. Hi-Tech."},{"key":"ref_10","doi-asserted-by":"crossref","first-page":"179","DOI":"10.1007\/s10562-006-0046-6","article-title":"Liquid-phase dehydration of D-xylose over microporous and mesoporous niobium silicates","volume":"108","author":"Dias","year":"2006","journal-title":"Catal. Lett."},{"key":"ref_11","doi-asserted-by":"crossref","first-page":"41","DOI":"10.1007\/s10562-010-0259-6","article-title":"Dehydration of xylose into furfural in the presence of crystalline microporous silicoaluminophosphates","volume":"135","author":"Lima","year":"2010","journal-title":"Catal. Lett."},{"key":"ref_12","doi-asserted-by":"crossref","first-page":"111","DOI":"10.1016\/j.apcata.2004.07.026","article-title":"Heterogeneous catalysts based on vanadyl phosphate for fructose dehydration to 5-hydroxymethyl-2-furaldehyde","volume":"275","author":"Carlini","year":"2004","journal-title":"Appl. Catal. A: General"},{"key":"ref_13","doi-asserted-by":"crossref","first-page":"230","DOI":"10.1016\/j.jcat.2006.09.010","article-title":"Exfoliated titanate, niobate and titanoniobate nanosheets as solid acid catalysts for the liquid-phase dehydration of D-xylose into furfural","volume":"244","author":"Dias","year":"2006","journal-title":"J. Catal."},{"key":"ref_14","doi-asserted-by":"crossref","first-page":"610","DOI":"10.1039\/b902668a","article-title":"Design of solid catalysts for the conversion of biomass","volume":"2","author":"Rinaldi","year":"2009","journal-title":"Energy Environ. Sci."},{"key":"ref_15","doi-asserted-by":"crossref","unstructured":"Pignataro, B. (2010). Ideas in Chemistry and Molecular Sciences: Advances in Synthetic Chemistry, Wiley-VCH.","DOI":"10.1002\/9783527630554"},{"key":"ref_16","doi-asserted-by":"crossref","first-page":"458","DOI":"10.1021\/ie950200x","article-title":"Diffusion of glucose and glucitol in microporous and mesoporous silicate aluminosilicate catalysts","volume":"35","author":"Netrabukkana","year":"1996","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_17","doi-asserted-by":"crossref","first-page":"710","DOI":"10.1038\/359710a0","article-title":"Ordered mesoporous molecular sieves synthesized by a liquid-crystal template mechanism","volume":"359","author":"Kresge","year":"1992","journal-title":"Nature"},{"key":"ref_18","doi-asserted-by":"crossref","first-page":"642","DOI":"10.1039\/B904193A","article-title":"TUD-1: synthesis and application of a versatile catalyst, carrier, material","volume":"20","author":"Ramanathan","year":"2010","journal-title":"J. Mater. Chem."},{"key":"ref_19","doi-asserted-by":"crossref","first-page":"339","DOI":"10.1016\/S0926-860X(03)00480-0","article-title":"Al-TUD-1, stable mesoporous aluminas with high surface areas","volume":"254","author":"Shan","year":"2003","journal-title":"Appl. Catal. A: General"},{"key":"ref_20","doi-asserted-by":"crossref","first-page":"5829","DOI":"10.1002\/chem.200400528","article-title":"Noncovalent anchoring of asymmetric hydrogenation catalysts on a new mesoporous aluminosilicate: application and solvent effects","volume":"10","author":"Simons","year":"2004","journal-title":"Chem. Eur. J."},{"key":"ref_21","doi-asserted-by":"crossref","first-page":"82","DOI":"10.1016\/j.jcat.2006.05.022","article-title":"Catalytic properties of the novel mesoporous aluminosilicate AlTUD-1","volume":"242","author":"Anand","year":"2006","journal-title":"J. Catal."},{"key":"ref_22","doi-asserted-by":"crossref","first-page":"245","DOI":"10.1007\/s10934-006-8011-8","article-title":"Synthesis of mesoporous alumina TUD-1 with high thermostability","volume":"13","author":"Zhang","year":"2006","journal-title":"J. Porous Mater."},{"key":"ref_23","doi-asserted-by":"crossref","unstructured":"Telalovi\u0107, S., Ng, J.F., Maheswari, R., Ramanathan, A., Chuah, G.K., and Hanefeld, U. (2008). Synergy between Br\u00f8nsted acid sites and Lewis acid sites. Chem. Commun., 4631\u20134633.","DOI":"10.1039\/b807953f"},{"key":"ref_24","doi-asserted-by":"crossref","first-page":"217","DOI":"10.1016\/j.apcata.2009.10.038","article-title":"Noncovalent immobilization of chiral cyclopropanation catalysts on mesoporous TUD-1: Comparison of liquid-phase and gas-phase ion-exchange","volume":"372","author":"Hanefeld","year":"2010","journal-title":"Appl. Catal. A: Chem."},{"key":"ref_25","doi-asserted-by":"crossref","unstructured":"Jansen, J.C., Shan, Z., Marchese, L., Zhou, W., Puil, N.v.d., and Maschmeyer, Th. (2001). A new templating method for three-dimensional mesopore networks. Chem. Commun., 713\u2013714.","DOI":"10.1039\/b101000j"},{"key":"ref_26","doi-asserted-by":"crossref","unstructured":"Rodrigues, A.E., LeVan, M.D., and Tondeur, D. (1989). Adsorption, Science and Technology, Kluwer Academic Publishers.","DOI":"10.1007\/978-94-009-2263-1"},{"key":"ref_27","doi-asserted-by":"crossref","first-page":"313","DOI":"10.1016\/S0927-7757(02)00048-1","article-title":"Density functional theory predictions of adsorption isotherms with hysteresis loops","volume":"206","author":"Sangwichien","year":"2002","journal-title":"Colloids Surf., A"},{"key":"ref_28","doi-asserted-by":"crossref","first-page":"3542","DOI":"10.1021\/cm0011965","article-title":"Well-ordered spherical mesoporous materials CMI-1 synthesized via an assembly of decaoxyethylene cetyl ether and TMOS","volume":"13","author":"Blin","year":"2001","journal-title":"Chem. Mater."},{"key":"ref_29","doi-asserted-by":"crossref","first-page":"181","DOI":"10.1016\/S1387-1811(01)00342-0","article-title":"Synthesis, characterization and catalytic testing of a 3-D mesoporous titanosilica, Ti\u2013TUD-1","volume":"48","author":"Shan","year":"2001","journal-title":"Microporous Mesoporous Mater."},{"key":"ref_30","doi-asserted-by":"crossref","first-page":"12949","DOI":"10.1002\/chem.200901034","article-title":"Synthesis of a hierarchical micro\/mesoporous structure by steam-assisted post-crystallization","volume":"15","author":"Zhou","year":"2009","journal-title":"Chem. Eur. J."},{"key":"ref_31","doi-asserted-by":"crossref","first-page":"5509","DOI":"10.1021\/ja973906m","article-title":"Molecular dimensions for adsorptives","volume":"120","author":"Webster","year":"1998","journal-title":"J. Am. Chem. Soc."},{"key":"ref_32","doi-asserted-by":"crossref","first-page":"235","DOI":"10.1016\/j.micromeso.2004.11.012","article-title":"In situ FTIR spectroscopic investigation of active sites and adsorbate interactions in mesoporous aluminosilicate SBA-15 molecular sieves","volume":"79","author":"Luan","year":"2005","journal-title":"Microporous Mesoporous Mater."},{"key":"ref_33","doi-asserted-by":"crossref","first-page":"5791","DOI":"10.1021\/la903661q","article-title":"Physicochemical characterization and surface acid properties of mesoporous [Al]-SBA-15 obtained by direct synthesis","volume":"26","author":"Gallo","year":"2010","journal-title":"Langmuir"},{"key":"ref_34","doi-asserted-by":"crossref","unstructured":"Van-Bekkum, H.E., Kieboom, A.P.G., and Van-Bekkum, H. (1986). The conversion of fructose and glucose in acid media. Formation of hydroxymethylfurfural. Starch\/St\u00e4rke, 95\u2013101, and references therein.","DOI":"10.1002\/star.19860380308"},{"key":"ref_35","doi-asserted-by":"crossref","first-page":"95","DOI":"10.1016\/S0926-6690(97)00037-X","article-title":"Selective preparation of furfural from xylose over microporous solid acid catalysts","volume":"7","author":"Moreau","year":"1998","journal-title":"Ind. Crops Prod."},{"key":"ref_36","first-page":"3","article-title":"The key sugars of biomass: Availability, non-food uses and future development lines","volume":"2","author":"Kamm","year":"2006","journal-title":"Biorefineries - Industrial Processes and Products: Status Quo and Future Directions"},{"key":"ref_37","doi-asserted-by":"crossref","first-page":"11","DOI":"10.1023\/B:TOCA.0000013537.13540.0e","article-title":"Recent catalytic advances in the chemistry of substituted furans from carbohydrates and in the ensuing polymers","volume":"27","author":"Moreau","year":"2004","journal-title":"Top. Catal."},{"key":"ref_38","doi-asserted-by":"crossref","first-page":"2144","DOI":"10.1016\/j.catcom.2008.04.016","article-title":"Dehydration of d-xylose into furfural catalysed by solid acids derived from the layered zeolite Nu-6(1)","volume":"9","author":"Lima","year":"2008","journal-title":"Catal. Commun."},{"key":"ref_39","doi-asserted-by":"crossref","first-page":"71","DOI":"10.1016\/0008-6215(91)84118-X","article-title":"Mechanism of formation of 2-furaldehyde from D-xylose","volume":"217","author":"Antal","year":"1991","journal-title":"Carbohydr. Res."},{"key":"ref_40","doi-asserted-by":"crossref","first-page":"2163","DOI":"10.1021\/ie051088y","article-title":"Acid-Catalyzed Production of 5-hydroxymethylfurfural from D-fructose in subcritical water","volume":"45","author":"Asghari","year":"2006","journal-title":"Ind. Eng. Chem. Res."},{"key":"ref_41","doi-asserted-by":"crossref","first-page":"91","DOI":"10.1016\/0008-6215(90)84096-D","article-title":"Kinetic studies of the reactions of ketoses and aldoses in water at high temperature. 1. Mechanism of formation of 5-(hydroxymethyl)-2-furaldehyde from D-fructose and sucrose","volume":"199","author":"Antal","year":"1990","journal-title":"Carbohydr. Res."},{"key":"ref_42","doi-asserted-by":"crossref","first-page":"381","DOI":"10.1016\/j.supflu.2006.07.027","article-title":"Dehydration of D-glucose in high temperature water at pressures up to 80 MPa","volume":"40","author":"Aida","year":"1997","journal-title":"J. Supercrit. Fluids"},{"key":"ref_43","doi-asserted-by":"crossref","first-page":"185","DOI":"10.1016\/S0008-6215(00)84808-9","article-title":"The influence of pH and weak acid anions on the dehydration of D-fructose","volume":"54","author":"Kuster","year":"1977","journal-title":"Carbohydr. Res."},{"key":"ref_44","doi-asserted-by":"crossref","first-page":"211","DOI":"10.1016\/0926-860X(96)00136-6","article-title":"Dehydration of fructose to 5-hydroxymethylfurfural over H-Mordenites","volume":"145","author":"Moreau","year":"1996","journal-title":"Appl. Catal. A: General"},{"key":"ref_45","doi-asserted-by":"crossref","first-page":"709","DOI":"10.1080\/07328309708007350","article-title":"Hydrolysis of fructose and glucose precursors in the presence of H-form zeolites","volume":"16","author":"Moreau","year":"1997","journal-title":"J. Carbohydr. Chem."},{"key":"ref_46","doi-asserted-by":"crossref","first-page":"237","DOI":"10.1016\/S0926-6690(99)00049-7","article-title":"Hydrolysis of sucrose in the presence of H-form zeolites","volume":"11","author":"Moreau","year":"2000","journal-title":"Ind. Crops Prod."},{"key":"ref_47","doi-asserted-by":"crossref","first-page":"L283","DOI":"10.1016\/0304-5102(94)00158-8","article-title":"Hydrolysis of sucrose by dealuminated Y-zeolites","volume":"94","author":"Buttersack","year":"1994","journal-title":"J. Mol. Catal."},{"key":"ref_48","doi-asserted-by":"crossref","first-page":"1551","DOI":"10.1039\/ft9959101551","article-title":"Pt\/SAPO-5 and Pt\/SAPO-11 as Catalysts for the Hydroisomerization and Hydrocracking of n-Octane","volume":"91","author":"Campelo","year":"1995","journal-title":"J. Chem. Soc. Faraday Trans."},{"key":"ref_49","doi-asserted-by":"crossref","first-page":"82","DOI":"10.1016\/j.jcat.2006.05.022","article-title":"Catalytic properties of the novel mesoporous aluminosilicate AlTUD-1","volume":"242","author":"Anand","year":"2006","journal-title":"J. Catal."}],"container-title":["Molecules"],"original-title":[],"language":"en","link":[{"URL":"https:\/\/www.mdpi.com\/1420-3049\/15\/6\/3863\/pdf","content-type":"unspecified","content-version":"vor","intended-application":"similarity-checking"}],"deposited":{"date-parts":[[2025,10,11]],"date-time":"2025-10-11T22:02:33Z","timestamp":1760220153000},"score":1,"resource":{"primary":{"URL":"https:\/\/www.mdpi.com\/1420-3049\/15\/6\/3863"}},"subtitle":[],"short-title":[],"issued":{"date-parts":[[2010,5,28]]},"references-count":49,"journal-issue":{"issue":"6","published-online":{"date-parts":[[2010,6]]}},"alternative-id":["15063863"],"URL":"https:\/\/doi.org\/10.3390\/molecules15063863","relation":{},"ISSN":["1420-3049"],"issn-type":[{"value":"1420-3049","type":"electronic"}],"subject":[],"published":{"date-parts":[[2010,5,28]]}}}