Continuous flow transformations of glycerol to valuable products: an overview
Tóm tắt
Glycerol conversion to valuable products has been a research avenue that attracted a significant interest in recent years due to its large available volumes (as by-product of biodiesel production) and the different possibilities for chemical and biological conversion into high added value chemicals profiting from the unique presence of three hydroxyl groups in its structure. The utilization of continuous flow processes in combination with transformation of platform chemicals (e.g. glycerol) can offer several advantages to batch processes in view of their potential implementation in industry. This minireview has been aimed to highlight most recent key continuous flow systems for glycerol valorization to valuable products using different types of catalysts and processes.
Tài liệu tham khảo
Ragauskas AJ, Williams CK, Davison BH, Britovsek G, Cairney J, Eckert CA, Frederick WJ, Hallett JP, Leak DJ, Liotta CL, Mielenz JR, Murphy R, Templer R, Tschaplinski T: The path forward for biofuels and biomaterials. Science. 2006, 311: 484-489. 10.1126/science.1114736.
Clark JH, Luque R, Matharu AS: Green chemistry, biofuels and biorefinery. Ann Rev Chem Biomol Eng. 2012, 3: 183-207. 10.1146/annurev-chembioeng-062011-081014.
Serrano-Ruiz JC, Luque R, Sepulveda-Escribano A: Transformation of biomass-derived platform molecules: from high-added value chemicals to fuels via aqueous-phase processing. Chem Soc Rev. 2011, 40: 5266-5281. 10.1039/c1cs15131b.
Gude VG, Patil P, Martinez-Guerra E, Deng S, Nirmalakhandan N: Microwave energy potential for biodiesel production. Sustainable Chem Process. 2013, 1: 5 4-
Zhou C-H, Beltramini JN, Fan Y-X, Lu GQ: Chemoselective catalytic conversion of glycerol as a biorenewable source to valuable commodity chemicals. Chem Soc Rev. 2008, 37: 527-549. 10.1039/b707343g.
Gu Y, Jerome F: Glycerol as sustainable solvent for green chemistry. Green Chem. 2010, 7: 1127-1138.
Beltran-Prieto JC, Kolomaznik K, Pecha J: A review of catalytic systems for glycerol oxidation: alternatives for waste valorization. Aust J Chem. 2013, 66: 511-521.
Katryniok B, Paul S, Bellière-Baca V, Rey P, Dumeignil F: Glycerol dehydration to acrolein in the context of new uses of glycerol. Green Chem. 2010, 12: 2079-2098. 10.1039/c0gc00307g.
Katryniok B, Kimura H, Skrzynska E, Girardon JS, Fongarland P, Capron M, Ducoulombier R, Mimura N, Paul S, Dumeignil F: Selective catalytic oxidation of glycerol: perspectives for high value chemicals. Green Chem. 2011, 13: 1960-1979. 10.1039/c1gc15320j.
Katryniok B, Paul S, Dumeignil F: Recent developments in the field of catalytic dehydration of glycerol to acrolein. ACS Catal. 2013, 3: 1819-1834. 10.1021/cs400354p.
Glasnov TN, Kappe CO: The microwave-to-flow paradigm: translating high temperature bacth microwave chemistry to scalable continuous flow processes. Chem Eur J. 2011, 17: 11956-11968. 10.1002/chem.201102065.
Buhler W, Dinjus E, Ederer HJ, Kruse A, Mas C: Ionic reactions and pyrolysis of glycerol as competing reaction pathways in near- and supercritical water. J Supercrit Fluids. 2002, 22: 37-53. 10.1016/S0896-8446(01)00105-X.
Ott L, Bicker M, Vogel H: Catalytic dehydration of glycerol in sub- and supercritical water: a new chemical process for acrolein production. Green Chem. 2006, 8: 214-220. 10.1039/b506285c.
Lehr V, Sarlea M, Ott L, Vogel H: Catalytic dehydration of biomass-derived polyols in sub- and supercritical water. Catal Today. 2007, 121: 121-129. 10.1016/j.cattod.2006.11.014.
Watanabe M, Iida T, Aizawa Y, Aida TM, Inomata H: Acrolein synthesis from glycerol in hot-compressed water. Bioresour Technol. 2007, 98: 1285-1290. 10.1016/j.biortech.2006.05.007.
Yuksel A, Koga H, Sasaki M, Goto M: Hydrothermal electrolysis of glycerol using a continuous flow reactor. Ind Eng Chem Res. 2010, 49: 1520-1525. 10.1021/ie9016418.
Brandner A, Lehnert K, BIenholz A, Lucas M, Claus P: Production of biomass-derived chemicals and energy: chemocatalytic conversion of glycerol. Top Catal. 2009, 52: 278-287. 10.1007/s11244-008-9164-2.
Zope BN, Davis SE, Davis RJ: Influence of reaction conditions on diacid formation during Au-catalyzed oxidation of glycerol and hydroxymethylfurfural. Top Catal. 2012, 55: 24-32. 10.1007/s11244-012-9777-3.
Kunkes EL, Soares RR, Simoneti DA, Dumesic JA: An integrated catalytic approach for the production of hydrogen by glycerol reforming coupled with water-gas shift. Appl Catal B. 2009, 90: 693-698. 10.1016/j.apcatb.2009.04.032.
Hu J, Liu X, Wang B, Pei Y, Qiao M, Fan K: Reforming and hydrogenolysis of glycerol over Ni/ZnO catalysts prepared by different methods. Chin J Catal. 2012, 33: 1266-1275. 10.1016/S1872-2067(11)60405-1.
Hu J, Liu X, Fan Y, Xie S, Pei Y, Qiao M, Fan K, Zhang X, Zong B: Physically mixed ZnO and skeletal NiMo for one-pot reforming-hydrogenolysis of glycerol to 1,2-propanediol. Chin J Catal. 2013, 34: 1020-1026. 10.1016/S1872-2067(12)60543-9.
Gonzalez-Pajuelo M, Meynial-Salles I, Mendes F, Andrade JC, Vasconcelos I, Soucaille P: Metabolic enginering of Clotridium acetobutylicum for the industrial production of 1,3-propanediol from glycerol. Metabolic Eng. 2005, 7: 329-336. 10.1016/j.ymben.2005.06.001.
Qin LZ, Song MJ, Chen CL: Aquous-phase deoxygenation of glycerol to 1,3-propanediol over Pt/WO3/ZrO2 catalysts in a fixed-bed reactor. Green Chem. 2010, 12: 1466-1472. 10.1039/c0gc00005a.
Alvarez MG, Pliskova M, Segarra AM, Medina F, Figueras F: Synthesis of glycerol carbonates by transesterification of glycerol in a continuous system using supported hydrotalcites as catalyst. Appl Catal B. 2012, 113–114: 212-220.
Rezayat M, Ghaziaskar HS: Continuous synthesis of glycerol acetates in supercritical carbon dioxide using Amberlyst 15. Green Chem. 2009, 11: 710-715. 10.1039/b815674c.
Fukumura T, Toda T, Seki Y, Kubo M, Shibasaki-Kitakawa N, Yonemoto T: Catalytic synthesis of glycerol monoacetate using a continuous expanded bed column reactor packed with cation-exchange resin. Ind Eng Chem Res. 2009, 48: 1816-1823. 10.1021/ie800625g.
Costa ICR, Itabaiana I, Flores MC, Lourenco AC, Leite SGF, Miranda LS d M e, Leal ICR, de Souza ROMA: Biocatalyzed acetins production under continuous-flow conditions: valorization of glycerol derived from biodiesel industry. J Flow Chem. 2013, 3: 41-45. 10.1556/JFC-D-13-00001.
