Concepts of modern technologies of obtaining valuable biomass-derived chemicals

Czekaj, Izabela; Sobuś, Natalia

doi:10.4467/2353737XCT.18.114.8889

Abstract

In this paper, we present the review of modern technologies for obtaining valuable biomass-derived chemicals, such as furfural, levulinic acid, adipic acid, dihydroxyacetone, lactic acid and acrylic acid. We have included our own research approach using the nano-design of zeolites for the dehydration of lactic acid into acrylic acid.

References

[1] Pacala S., Socolow R., Stabilization wedges: solving the climate problem for the next 50 years with current technologies, Science 305/2004, 968–972.10.1126/science.110010315310891
Search in Google Scholar Back to article
[2] Werpy T., Petersen G., Top Value Added Chemicals from Biomass: Vol. I-Results of Screening for Potential Candidates from Sugars and Synthesis Gas, Report No. NREL/TP-510-35523; National Renewable Energy Laboratory, Golden, CO, 2004.10.2172/15008859
Search in Google Scholar Back to article
[3] The roadmap for biomass technologies in the U.S., Biomass R&D Technical Advisory Committee, US Department of Energy, Accession No. ADA 436527, 2002.
Search in Google Scholar Back to article
[4] Lalak J., Kasprzycka A., Murat A., Paprota E.M., Tys J., Obróbka wstępna biomasy bogatej w lignocelulozę w celu zwiększenia wydajności fermentacyjnej metanowej, Acta Agrophysica 21/2014, 51–62.
Search in Google Scholar Back to article
[5] Burczyk B., Biorafinerie: Ile w nich chemii ?, Wiadomości chemiczne, 63/2009, 9–10.
Search in Google Scholar Back to article
[6] Corma A., Iborra S., Velty A., Chemical Routes for the Transformation of Biomass into Chemicals, Chemical Reviews 107/2007, 2411–2502.10.1021/cr050989d17535020
Search in Google Scholar Back to article
[7] Tan K.T., Lee K.T., Mohamed A.R., Role of energy policy in renewable energy accomplishment: the case of second-generation bioethanol, Energy Policy, 36/2008, 3360–3365.10.1016/j.enpol.2008.05.016
Search in Google Scholar Back to article
[8] Clark J., Deswarte F., Introduction to Chemicals from Biomass, Second Edition, John Wiley & Sons, Ltd. Published by John Wiley & Sons, Ltd., 2015.
Search in Google Scholar Back to article
[9] Balat M., Balat H., Oz C., Progress in bioethanol processing, Progress in Energy and Combustion Science 34/2008, 551–573.10.1016/j.pecs.2007.11.001
Search in Google Scholar Back to article
[10] Lin Y.-C., Huber G.W., The critical role of heterogeneous catalysis in lignocellulosic biomass conversion, Energy Environmental Science 2/2009, 68–80.10.1039/B814955K
Search in Google Scholar Back to article
[11] Gandini A., The irruption of polymers from renewable resources on the scene of macromolecular science and technology, Green Chemistry 13/2011, 1061–1083.10.1039/c0gc00789g
Search in Google Scholar Back to article
[12] Huber W., Iborra S. and Corma A., Synthesis of Transportation Fuels from Biomass: Chemistry, Catalysts, and Engineering, Chemical Reviews 106/2006, 4044–4098.10.1021/cr068360d16967928
Search in Google Scholar Back to article
[13] Langan P., Gnanakaran S., Rector K. D., Pawley N., Fox D. T., Cho D. W., Hammel K. E., Exploring new strategies for cellulosic biofuels production, Energy Environmental Science 4/2011, 3820–3833.10.1039/c1ee01268a
Search in Google Scholar Back to article
[14] da Costa Sousa L., Chundawat S. P. S., Balan V., Dale B. E., ‘Cradle-to-grave’ assessment of existing lignocellulose pretreatment technologies, Current Opinions Biotechnology 20/2009, 339–347.10.1016/j.copbio.2009.05.00319481437
Search in Google Scholar Back to article
[15] Himmel M. E., Ding S. Y., Johnson D. K., Adney W. S., Nimlos M. R., Brady J. W., Foust T. D., Science 315/2007, 804.10.1126/science.1137016
Search in Google Scholar Back to article
[16] Ragauskas A. J., Williams C. K., Davison B. H., Britovsek G., Cairney J., Eckert C. A., Frederick, Jr W. J., Hallett J. P. and Leak D. J., et al., Science 311/2006, 484.10.1126/science.1114736
Search in Google Scholar Back to article
[17] Wiercigroch E., Szafraniec E., Czamara K., Pacia M. Z., Majzner K., Kochan K., Kaczor A., Baranska M., Malek K., Raman and infrared spectroscopy of carbohydrates: A review, Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy 196/2018, 413–417.10.1016/j.saa.2017.05.045
Search in Google Scholar Back to article
[18] Jarvis M.C., McCann M.C., Macromolecular biophysics of the plant cell wall: concepts and methodology. Plant Physiol Biochem, 38/2000, 1–13.10.1016/S0981-9428(00)00172-8
Search in Google Scholar Back to article
[19] Ding S.-Y., Liu Y.-S., Zeng Y., Himmel M. E., Baker J. O., Bayer E. A., How Does Plant Cell Wall Nanoscale Architecture Correlate with Enzymatic Digestibility?, Science 338/2012, 1055–1060.10.1126/science.1227491
Search in Google Scholar Back to article
[20] Dorrestijn E., Laarhoven L. J.J., Arends I. W.c.E., Mulder P., The occurrence and reactivity of phenoxyl linkages in lignin and low rank coal, Journal of Analalysis and Applied Pyrolysis 54/2000, 153–192.10.1016/S0165-2370(99)00082-0
Search in Google Scholar Back to article
[21] Gosselink R.J.A., de Jong E., Guran B., Abächerli A., Co-ordination network for lignin—standardisation, production and applications adapted to market requirements (EUROLIGNIN), Industrial Crops and Products 20/2004 121–129.10.1016/j.indcrop.2004.04.015
Search in Google Scholar Back to article
[22] Björkman A., Isolation of Lignin from Finely Divided Wood with Neutral Solvents, Nature 174/1954, 1057–1058.10.1038/1741057a0
Search in Google Scholar Back to article
[23] Zheng, R., Wei, W., Shi Q., Density Functional Theory Study on Sum-Frequency Vibrational Spectroscopy of Arabinose Chiral Solutions, Journal of Physical Chemistry A 113/2009, 157–164.10.1021/jp808228e19072210
Search in Google Scholar Back to article
[24] Brauer B., Pincu M., Buch V., Bar I., Simons J. P., Gerber R. B., Vibrational Spectra of α-Glucose, β-Glucose, and Sucrose: Anharmonic Calculations and Experiment, Journal Physical Chemistry A 115/2011, 5859–5872.10.1021/jp110043k21391638
Search in Google Scholar Back to article
[25] Rinaldi R., Schüth F., Design of solid catalysts for the conversion of biomass, Energy Environmental Science 2/2009, 610–626.10.1039/b902668a
Search in Google Scholar Back to article
[26] Stöcker M., Biofuels and biomass-to-liquid fuels in the biorefinery: catalytic conversion of lignocellulosic biomass using porous materials, Angewandte Chemistry Int Ed Engl. 47/2008, 9200–9211.10.1002/anie.20080147618937235
Search in Google Scholar Back to article
[27] Pérez-Ramírez J., Christensen C.H., Egeblad K., Christensen C.H., Groen J.C., Hierarchical zeolites: enhanced utilisation of microporous crystals in catalysis by advances in materials design, Chemical Society Reviews 37/2008, 2530–2542.10.1039/b809030k18949124
Search in Google Scholar Back to article
[28] Verboekend D., Pérez-Ramírez J., Design of hierarchical zeolite catalysts by desilication, Catalysis Science and Technology 1/2011, 879–890.10.1039/c1cy00150g
Search in Google Scholar Back to article
[29] Milina M., Mitchell S., Crivelli P., Cooke D., Pérez-Ramírez J., Mesopore quality determines the lifetime of hierarchically-structured zeolite catalysts, Nature Communication 5/2014, 4922.10.1038/ncomms4922
Search in Google Scholar Back to article
[30] Zhang X.Q., Trinh T.T., van Santen R.A., Jansen A.P.J., Mechanism of the Initial Stage of Silicate Oligomerization, Journal of American Chemical Society 133/2011, 6613–6625.10.1021/ja110357k21486018
Search in Google Scholar Back to article
[31] Szyja B.M., Hensen E. J. M., van Santen, R.A., Retro-analysis of silicate aggregation in pentasil zeolite formation, Catalysis Today 169/2011, 156–166.10.1016/j.cattod.2010.08.018
Search in Google Scholar Back to article
[32] Yang G., Pidko E., Hensen, E. J. M., Structure, Stability, and Lewis Acidity of Mono and Double Ti, Zr, and Sn Framework Substitutions in BEA Zeolites: A Periodic Density Functional Theory Study, Journal of Physical Chemistry C 117/2013, 3976–3986.10.1021/jp310433r
Search in Google Scholar Back to article
[33] Lisboa O., Sanchez M., Ruette F., Modeling extra framework aluminum (EFAL) formation in the zeolite ZSM-5 using parametric quantum and DFT methods, Journal of Molecular Catalysis A: Chemistry 294/2008, 93–101.10.1016/j.molcata.2008.08.003
Search in Google Scholar Back to article
[34] Malola S., Svelle S., Bleken F. L., Swang O., Detailed Reaction Paths for Zeolite Dealumination and Desilication From Density Functional Calculations, Angewandte Chemistry Int. Ed. 51/2012, 652–655.10.1002/anie.20110446222147388
Search in Google Scholar Back to article
[35] Fjermestad, T.; Svelle, S.; Swang, O. Detailed Reaction Paths for Zeolite Dealumination and Desilication From Density Functional Calculations, J. Phys. Chem. C 117/2013, 13442–13451.10.1021/jp4028468
Search in Google Scholar Back to article
[36] Silaghi M.C., Chizallet C., Raybaud P., Challenges on molecular aspects of dealumination and desilication of zeolites, Micro. Mesop. Materials 191/2014, 82–96.10.1016/j.micromeso.2014.02.040
Search in Google Scholar Back to article
[37] Dhainaut J., Dacquin J.-P., Lee A.F., Wilson K., Hierarchical macroporous–mesoporous SBA-15 sulfonic acid catalysts for biodiesel synthesis, Green Chemistry 12/2010, 296–303.10.1039/B919341C
Search in Google Scholar Back to article
[38] Davis M.E., Heterogeneous Catalysis for the Conversion of Sugars into Polymers, Topics in Catalysis 58/2015, 405–409.10.1007/s11244-015-0386-9
Search in Google Scholar Back to article
[39] Cejka J., Corma A., Zones S., Zeolites and Catalysis: Synthesis, Reactions and Applications, Vol. 1, 2010 WILEY-VCH.10.1002/9783527630295
Search in Google Scholar Back to article
[40] Li Y.P., Head-Gordon M., Bell A.T., Analysis of the Reaction Mechanism and Catalytic Activity of Metal-Substituted Beta Zeolite for the Isomerization of Glucose to Fructose, ACS Catal. 4/2014, 1537−1545.10.1021/cs401054f
Search in Google Scholar Back to article
[41] Saravanamurugan S., Paniagua M., Melero J.A., Riisager A., Efficient Isomerization of Glucose to Fructose over Zeolites in Consecutive Reactions in Alcohol and Aqueous Media, Journal of American Chemical Society 135/2013, 5246−5249.10.1021/ja400097f
Search in Google Scholar Back to article
[42] Graca I., Iruretagoyena D., Chadwick D., Glucose isomerisation into fructose over magnesium-impregnated NaY zeolite catalysts, Applied Catalysis B: Environmental 206/2017, 434–443.10.1016/j.apcatb.2017.01.037
Search in Google Scholar Back to article
[43] Moreau C., Durand R., Roux A., Tichit D., Isomerization of glucose into fructose in the presence of cation-exchanged zeolites and hydrotalcites, Applied Catalysis A: General 193/2000, 257–264.10.1016/S0926-860X(99)00435-4
Search in Google Scholar Back to article
[44] Alonso D.M., Bond J.Q., Dumesic J.A., Catalytic conversion of biomass to biofuels, Green Chemistry 12/2010, 1493–1513.10.1039/c004654j
Search in Google Scholar Back to article
[45] Nandiwale K.Y., Galande N.D., Thakur P., Sawant S. D., Zambre V. P., and Bokade V.V., One-Pot Synthesis of 5-Hydroxymethylfurfural by Cellulose Hydrolysis over Highly Active Bimodal Micro/Mesoporous H-ZSM-5 Catalyst, ACS Sustainable Chemical Engineering 2/2014, 1928–1932.10.1021/sc500270z
Search in Google Scholar Back to article
[46] Zhang Z., Zhao Z., Production of 5-hydroxymethylfurfural from glucose catalyzed by hydroxyapatite supported chromium chloride, Bioresource Technology 102/2011, 3970–3972.10.1016/j.biortech.2010.11.09821185172
Search in Google Scholar Back to article
[47] Guan J., Cao Q., Guo X., Mu X., The mechanism of glucose conversion to 5-hydroxymethylfurfural catalyzed by metal chlorides in ionic liquid: A theoretical study, Computational and Theoretical Chemistry 963/2011, 453–462.10.1016/j.comptc.2010.11.012
Search in Google Scholar Back to article
[48] Otomo R., Yokoi T., Kondo J.N., Tatsumi T., Dealuminated Beta zeolite as effective bifunctional catalyst for direct transformation of glucose to 5-hydroxymethylfurfural, Applied Catalysis A: General 470/2014, 318–326.10.1016/j.apcata.2013.11.012
Search in Google Scholar Back to article
[49] Hu L., Wu Z., Xu J., Sun Y., Lin L., Liu S., Zeolite-promoted transformation of glucose into 5-hydroxymethylfurfural in ionic liquid, Chemical Engineering Journal 244/2014, 137–144.10.1016/j.cej.2014.01.057
Search in Google Scholar Back to article
[50] Chanie Y., Diaz I., Perez E., Kinetics and mechanisms of adsorption/desorption of the ionic liquid 1-buthyl-3-methylimidazolium bromide into mordenite, Journal of Chemical Technology and Biotechnology 91/2016, 705–710.10.1002/jctb.4632
Search in Google Scholar Back to article
[51] Zhang L., Xi G., Chen Z., Qi Z., Wang X., Enhanced formation of 5-HMF from glucose using a highly selective and stable SAPO-34 catalyst, Chemical Engineering Journal 307/2017, 877–883.10.1016/j.cej.2016.09.003
Search in Google Scholar Back to article
[52] Moreno-Recio M., Santamaria-Gonzalez J., Maireles-Torres P., Brönsted and Lewis acid ZSM-5 zeolites for the catalytic dehydration of glucose into 5-hydroxymethylfurfural, Chemical Engineering Journal 303/2016, 22–30.10.1016/j.cej.2016.05.120
Search in Google Scholar Back to article
[53] Song S., Di L., Wu G., Dai W., Guan N., Li L., Meso-Zr-Al-beta zeolite as a robust catalyst for cascade reactions in biomass valorization, Applied Catalysis B: Environmental 205/2017, 393–403.10.1016/j.apcatb.2016.12.056
Search in Google Scholar Back to article
[54] Gallo J.M.R., Alonso D.M., Mellmer M.A., Yeap J.H., Wong H.C., Dumesic J.A., Production of Furfural from Lignocellulosic Biomass Using Beta Zeolite and Biomass-Derived Solvent, Topics in Catalysis 56/2013, 1775–1781.10.1007/s11244-013-0113-3
Search in Google Scholar Back to article
[55] Gϋrbϋz E.I., Gallo J.M.R., Alonso D.M., Wettstein S.G., Lim W.Y., Dumesic J.A., Conversion of Hemicellulose into Furfural Using Solid Acid Catalysts in γ-Valerolactone, Angewandte Chemistry Int. Ed. 52/2013, 1270–1274.10.1002/anie.20120733423212945
Search in Google Scholar Back to article
[56] Murzin D.Y., Kusema B., E. Murzina E.V., Aho A., Tokarev A., Boymirzaev A.S., Wärnĺ J., Dapsens P.Y., Mondelli C., Pérez-Ramírez J., Salmi T., Hemicellulose arabinogalactan hydrolytic hydrogenation over Ru-modified H-USY zeolites, Journal of Catalysis 330/2015, 93–105.10.1016/j.jcat.2015.06.022
Search in Google Scholar Back to article
[57] O’Neill R., Ahmad M.N., Vanoye L., Aiouache F., Kinetics of Aqueous Phase Dehydration of Xylose into Furfural Catalyzed by ZSM-5 Zeolite, Engineering and Chemistry Resources 48/2009, 4300–4306.10.1021/ie801599k
Search in Google Scholar Back to article
[58] Bruce S.M., Zong Z., Chatzidimitriou A., Avci L.E., Bond J.Q., Carreon M.A.,. Wettstein S.G., Small pore zeolite catalysts for furfural synthesis from xylose and switchgrass in a γ-valerolactone/water solvent, Journal of Molecular Catalysis A: Chemical 422/2016, 18–22.10.1016/j.molcata.2016.02.025
Search in Google Scholar Back to article
[59] Kikhtyanin O., Bulanek R., Frolich K., Cejka J., Kubicka D., Aldol condensation of furfural with acetone over ion-exchanged and impregnated potassium BEA zeolites, Journal of Molecular Catalysis A: Chemical 424/2016, 358–368.10.1016/j.molcata.2016.09.014
Search in Google Scholar Back to article
[60] Zhang L., Xi G., Chen Z., Jiang D., Yu H., Wang X., Highly selective conversion of glucose into furfural over modified zeolites, Chemical Engineering Journal 307/2017, 868–876.10.1016/j.cej.2016.09.001
Search in Google Scholar Back to article
[61] Kumar V.B., Pulidindi I.N., Mishra R.K., Gedanken A., Ga Modified Zeolite Based Solid Acid Catalyst for Levulinic Acid Production, Chemistry Select 1/2016, 5952–5960.10.1002/slct.201601532
Search in Google Scholar Back to article
[62] Ya’aini N., Amin N.A.S., Asmadi M., Optimization of levulinic acid from lignocellulosic biomass using a new hybrid catalyst, Bioresource Technology 116/2012, 58–65.10.1016/j.biortech.2012.03.09722609656
Search in Google Scholar Back to article
[63] Zeng W., Cheng D., Zhang H., Chen F., Zhan X., Dehydration of glucose to levulinic acid over MFI-type zeolite in subcritical water at moderate conditions, Reaction Kinetics and Mechanisms of Catalyts 100/2010, 377–384.10.1007/s11144-010-0187-x
Search in Google Scholar Back to article
[64] Ramli N.A.S., Amin N.A.S., Fe/HY zeolite as an effective catalyst for levulinic acid productionfrom glucose: Characterization and catalytic performance, Applied Catalysis B: Environmental 163/2015, 487–498.10.1016/j.apcatb.2014.08.031
Search in Google Scholar Back to article
[65] Ramli N.A.S., Amin N.A.S., Kinetic study of glucose conversion to levulinic acid over Fe/HY zeolite catalyst, Chemical Engineering Journal 283/2016, 150–159.10.1016/j.cej.2015.07.044
Search in Google Scholar Back to article
[66] Chamnankid B., Ratanatawanate C., Faungnawakij K., Conversion of xylose to levulinic acid over modified acid functions of alkaline-treated zeolite Y in hot-compressed water, Chemical Engineering Journal 258/2014, 341–347.10.1016/j.cej.2014.07.036
Search in Google Scholar Back to article
[67] Jow J., Rorrer G.L., Hawley M.C., Dehydration of d-fructose to levulinic acid over LZY zeolite catalyst, Biomass 14/1987, 185–194.10.1016/0144-4565(87)90046-1
Search in Google Scholar Back to article
[68] Antunes M.M., Lima S., Neves P., Magalhaes A.L, Fazio E., Fernandes A., Neri F., Silva C.M., Rocha S.M., Ribeiro M.F., Pillinger M., Urakawa A., Valente A.A, One-pot conversion of furfural to useful bio-products in the presence of a Sn, Al-containing zeolite beta catalyst prepared via post-synthesis router, Journal of Catalysis 329/2015, 522–537.10.1016/j.jcat.2015.05.022
Search in Google Scholar Back to article
[69] Bui L., Luo H., Gunther W.R., Roman-Leshkov Y., Domino Reaction Catalyzed by Zeolites with Brřnsted and Lewis Acid Sites for the Production of γ-Valerolactone from Furfural, Angewandte Chemistry Int. Ed. 52/2013, 8022–8025.10.1002/anie.20130257523757377
Search in Google Scholar Back to article
[70] Wang J., Jaenicke S., Chuah G.K., Zirconium–Beta zeolite as a robust catalyst for the transformation of levulinic acid to γ-valerolactone via Meerwein–Ponndorf–Verley reduction, RSC Advances 4/2014, 13481–13489.10.1039/C4RA01120A
Search in Google Scholar Back to article
[71] Pavone A., Bio-based adipic acid, A private report by the Process Economics Program Report 284, Santa Clara, California 2012.
Search in Google Scholar Back to article
[72] Lari G.M., Mondelli C., Perez-Ramirez J., Gas-Phase Oxidation of Glycerol to Dihydroxyacetone over Tailored Iron Zeolites, ACS Catalysis 5/2015, 1453−1461.10.1021/cs5019056
Search in Google Scholar Back to article
[73] Dapsens P.Y., Kusema B.T., Mondelli C., Pérez-Ramírez J., Gallium-modified zeolites for the selective conversion of bio-baseddihydroxyacetone into C1–C4 alkyl lactates, Journal of Molecular Catalysis A: Chemical 388–389/2014, 141–147.10.1016/j.molcata.2013.09.032
Search in Google Scholar Back to article
[74] Dapsens P.Y., Menart M.J., Mondelli C., Pérez-Ramírez J., Production of bio-derived ethyl lactate on GaUSY zeolites prepared by post-synthetic galliation, Green Chemistry 16/2014, 589–593.10.1039/C3GC40766G
Search in Google Scholar Back to article
[75] Hammaecher, C., Paul, J.-F. Density functional theory study of lactic acid adsorption and dehydration reaction on monoclinic 011, 101, and 111 zirconia surfaces, J.ournal of Catalysis 300/2013, 174–182.10.1016/j.jcat.2012.11.030
Search in Google Scholar Back to article
[76] Ohara T., Sato T., Shimizu N., Prescher G., Schwind H., Weiberg O., Marten K., Greim H., Acrylic Acid and Derivatives in Ullmann’s Encyclopedia of Industrial Chemistry Wiley-VCH, Weinheim 2003.10.1002/14356007.a01_161
Search in Google Scholar Back to article
[77] Mäki-Arvela, P., Simakova, I., Salmi, T., Murzin, D. Yu., Production of Lactic Acid/Lactates from Biomass and Their Catalytic Transformations to Commodities – A Review, Chemical Reviews 114/2014, 1909–1971.10.1021/cr400203v
Search in Google Scholar Back to article
[78] https://mcgroup.co.uk/news/20140508/china-leads-acrylic-acid-market-terms-production-consumption.html (access: 15.04.2018).
Search in Google Scholar Back to article
[79] Yan B., Li-Zhi Tao, Liang Y., Bo-Qing Xu, Sustainable Production of Acrylic Acid: Catalytic Performance of Hydroxyapatites for Gas-Phase Dehydration of Lactic Acid, ACS Catalysis 4/2014, 1931–1943.10.1021/cs500388x
Search in Google Scholar Back to article
[80] Wang H., Yu D., Sun P., Yan J., Wang Y., Huang H., Rare earth metal modified NaY: Structure and catalytic performance for lactic acid dehydration to acrylic acid, Catalysis Communications 9/2008, 1799–1803.10.1016/j.catcom.2008.01.023
Search in Google Scholar Back to article
[81] Sun P., Yu D., Fu K., Gu M., Wang Y., Huang H., Ying H., Potassium modified NaY: A selective and durable catalyst for dehydration of lactic acid to acrylic acid, Catalysis Communications 10/2009, 1345–1349.10.1016/j.catcom.2009.02.019
Search in Google Scholar Back to article
[82] Yan J., Yu D., Heng H.L., Sun P., Huang H., NaY zeolites modified by La3+and Ba2+: the effect of synthesis details on surface structure and catalytic performance for lactic acid to acrylic acid, Journal of Rare Earths. 28/2010, 803.10.1016/S1002-0721(09)60205-2
Search in Google Scholar Back to article
[83] Sun P., Yu D., Tang Z., Li H., Huang H., NaY Zeolites Catalyze Dehydration of Lactic Acid to Acrylic Acid: Studies on the Effects of Anions in Potassium Salts, Industrial Engineering and Chemical Resources 49/2010, 9082–9087.10.1021/ie101093x
Search in Google Scholar Back to article
[84] Sun P., Yu D., Fu K., Gu M., Wang Y., Huang H., Ying H., Potassium modified NaY: A selective and durable catalyst for dehydration of lactic acid to acrylic acid, Catalysis Communications 10/2009, 1345–1349.10.1016/j.catcom.2009.02.019
Search in Google Scholar Back to article
[85] Zhang X., Lin L., Zhang T., Liu H., Zhang X., Catalytic dehydration of lactic acid to acrylic acid over modified ZSM-5 catalysts, Chemical Engineering Journal 284/2016, 934–941.10.1016/j.cej.2015.09.039
Search in Google Scholar Back to article
[86] Yuan C., Liu H., Zhang Z., Lu H., Zhu Q., Chen Y., Alkali-metal-modified ZSM-5 zeolites for improvement of catalytic dehydration of lactic acid to acrylic acid, Chinese Journal of Catalysis 36/2015, 1861–1866.10.1016/S1872-2067(15)60970-6
Search in Google Scholar Back to article
[87] Yan B., Mahmood A., Liang Y., Xu B.Q., Sustainable production of acrylic acid: Rb+-and Cs+-exchanged Beta zeolite catalysts for catalytic gas-phase dehydration of lactic acid, Catalysis Today 269/2016, 65–73.10.1016/j.cattod.2015.10.030
Search in Google Scholar Back to article
[88] Hong J.H., Lee J.-M., Kim H., Hwang Y.K., Chang J.-S., Halligudi S.B., Han Y.-H., Efficient and selective conversion of methyl lactate to acrylic acid using Ca3(PO4)2–Ca2(P2O7) composite catalysts, Applied Catalysis A 396/2011, 194–200.10.1016/j.apcata.2011.02.015
Search in Google Scholar Back to article
[89] Zhang Z., Qu Y., Wang S., Wang J., Effect of Municipal Sewage Treatment Plant Effluent on Bioaccumulation of Polychlorinated Biphenyls and Polybrominated Diphenyl Ethers in the Recipient Water, Environmental Science Technology 41/2007, 6026–6032.10.1021/es070913u17937277
Search in Google Scholar Back to article
[90] Murphy B.M., Letterio, M.P. and Xu B., Catalyst Deactivation in Pyridine-Assisted Selective Dehydration of Methyl Lactate on NaY, ACS Catalysis 7/2017, 1912–1930.10.1021/acscatal.6b03166
Search in Google Scholar Back to article
[91] CEH Marketing Research Report Acrylic Acid and Esters, SRI Consulting, https://chemstore.ihsmarkit.com/products/ceh-acrylic-acid-and-esters (access: 15.04.2018).
Search in Google Scholar Back to article
[92] Blanco E., Lorentz C., Delichere P., Burel L., Vrinat M., Millet J.M.M., Loridant S., Dehydration of ethyl lactate over alkaline earth phosphates: Performances, effect of water on reaction pathways and active sites, Applied Catalysis B: Environmental 180/2016, 596–606.10.1016/j.apcatb.2015.07.005
Search in Google Scholar Back to article
[93] Corma, A., Inorganic Solid Acids and Their Use in Acid-Catalyzed Hydrocarbon Reactions, Chem. Rev. 95/1995, 559–614.10.1021/cr00035a006
Search in Google Scholar Back to article

Concepts of modern technologies of obtaining valuable biomass-derived chemicals

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