Topics in Current Chemistry

, 377:1 | Cite as

Sustaining the Transition from a Petrobased to a Biobased Chemical Industry with Flow Chemistry

  • Romaric Gérardy
  • Romain Morodo
  • Julien Estager
  • Patricia Luis
  • Damien P. Debecker
  • Jean-Christophe M. Monbaliu
Part of the following topical collections:
  1. Sustainable Flow Chemistry


In the current context of transitioning to more sustainable chemical processes, the upgrading of biobased platform molecules (i.e., the chemical transformation of widely available low molecular weight entities from biomass) is attracting significant attention, in particular when combined with enabling continuous flow conditions. The success of this combination is largely due to the ability to explore new process conditions and the perspective of facilitating seamless scalability while maintaining a small overall footprint. This review considers representative continuous flow processes which utilize a selection of currently popular platform molecules that target industrially relevant building blocks, including (a) commodity chemicals, (b) specialty and fine chemicals, and (c) fuels and fuel additives.


Flow chemistry Continuous processes Upgrading Biobased platforms Intensification Heterogeneous catalysis 



The authors acknowledge the European Regional Development Fund (ERDF) and Wallonia for their financial support within the framework of the program “Wallonie-2020.EU” (INTENSE4CHEM, project no. 699993-152208).


  1. 1.
    Werpy T, Petersen G (2004) Top value added chemicals from biomass, vol I. Results of screening for potential candidates from sugars and synthesis gas. US Department of Energy, Oak RidgeGoogle Scholar
  2. 2.
    Bozell JJ, Petersen GR (2010) Technology development for the production of biobased products from biorefinery carbohydrates—the US Department of Energy’s “Top 10” revisited. Green Chem 12:539–554CrossRefGoogle Scholar
  3. 3.
    Gallezot P (2012) Conversion of biomass to selected chemical products. Chem Soc Rev 41:1538–1558PubMedCrossRefGoogle Scholar
  4. 4.
    Besson M, Gallezot P, Pinel C (2014) Conversion of biomass into chemicals over metal catalysts. Chem Rev 114:1827–1870PubMedCrossRefGoogle Scholar
  5. 5.
    Gérardy R, Emmanuel N, Toupy T, Kassin V-E, Tshibalonza NN, Schmitz M, Monbaliu J-CM (2018) Continuous flow organic chemistry: successes and pitfalls at the interface with current societal challenges. Eur J Org Chem 2018:2301–2351CrossRefGoogle Scholar
  6. 6.
    Plutschack MB, Pieber B, Gilmore K, Seeberger PH (2017) The hitchhiker’s guide to flow chemistry. Chem Rev 117:11796–11893PubMedCrossRefGoogle Scholar
  7. 7.
    Hessel V, Kralisch D, Kockmann N, Noel T, Wang Q (2013) Novel process windows for enabling, accelerating, and uplifting flow chemistry. ChemSusChem 6:746–789PubMedCrossRefGoogle Scholar
  8. 8.
    Cambié D, Bottecchia C, Straathof NJW, Hessel V, Noël T (2016) Applications of continuous-flow photochemistry in organic synthesis, material science, and water treatment. Chem Rev 116:10276–10341PubMedCrossRefGoogle Scholar
  9. 9.
    Vaccaro L, Lanari D, Marrocchi A, Strappaveccia G (2014) Flow approaches towards sustainability. Green Chem 16:3680–3704CrossRefGoogle Scholar
  10. 10.
    Newman SG, Jensen KF (2013) The role of flow in green chemistry and engineering. Green Chem 15:1456–1472CrossRefGoogle Scholar
  11. 11.
    Hafeez S, Manos G, Al-Salem SM, Aristodemou E, Constantinou A (2018) Liquid fuel synthesis in microreactors. React Chem Eng 3:414–432CrossRefGoogle Scholar
  12. 12.
    Serrano-Ruiz JC, Luque R, Campelo JM, Romero AA (2012) Continuous-flow processes in heterogeneously catalyzed transformations of biomass derivatives into fuels and chemicals. Challenges 3:114–132CrossRefGoogle Scholar
  13. 13.
    Len C, Luque R (2014) Continuous flow transformations of glycerol to valuable products: an overview. Sustain Chem Process 2:1CrossRefGoogle Scholar
  14. 14.
    Len C, Delbecq F, Cara Corpas C, Ruiz Ramos E (2018) Continuous flow conversion of glycerol into chemicals: an overview. Synthesis (Stuttg) 50:723–741CrossRefGoogle Scholar
  15. 15.
    McWilliams JC, Allian AD, Opalka SM, May SA, Journet M, Braden TM (2018) The evolving state of continuous processing in pharmaceutical API manufacturing: a survey of pharmaceutical companies and contract manufacturing organizations. Org Process Res Dev 22:1143–1166.CrossRefGoogle Scholar
  16. 16.
    Straathof AJJ (2014) Transformation of biomass into commodity chemicals using enzymes or cells. Chem Rev 114:1871–1908PubMedCrossRefGoogle Scholar
  17. 17.
    Mika LT, Cséfalvay E, Németh Á (2018) Catalytic conversion of carbohydrates to initial platform chemicals: chemistry and sustainability. Chem Rev 118:505–613PubMedCrossRefGoogle Scholar
  18. 18.
    Zhang Z, Huber GW (2018) Catalytic oxidation of carbohydrates into organic acids and furan chemicals. Chem Soc Rev 47:1351–1390PubMedCrossRefGoogle Scholar
  19. 19.
    Makshina EV, Dusselier M, Janssens W, Degrève J, Jacobs PA, Sels BF (2014) Review of old chemistry and new catalytic advances in the on-purpose synthesis of butadiene. Chem Soc Rev 43:7917–7953PubMedCrossRefGoogle Scholar
  20. 20.
    Gilkey MJ, Xu B (2016) Heterogeneous catalytic transfer hydrogenation as an effective pathway in biomass upgrading. ACS Catal 6:1420–1436CrossRefGoogle Scholar
  21. 21.
    Wang W, Wang S, Ma X, Gong J (2011) Recent advances in catalytic hydrogenation of carbon dioxide. Chem Soc Rev 40:3703–3727PubMedCrossRefGoogle Scholar
  22. 22.
    Chen G, Tao J, Liu C, Yan B, Li W, Li X (2017) Hydrogen production via acetic acid steam reforming: a critical review on catalysts. Renew Sustain Energy Rev 79:1091–1098CrossRefGoogle Scholar
  23. 23.
    Schmidt R, Griesbaum K, Behr A, Biedenkapp D, Voges H-W, Garbe D, Paetz C, Collin G, Mayer D, Höke H (2014) Hydrocarbons. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 1–74Google Scholar
  24. 24.
    Hu A, Guo J-J, Pan H, Zuo Z (2018) Selective functionalization of methane, ethane, and higher alkanes by cerium photocatalysis. Science 361:668–672PubMedCrossRefGoogle Scholar
  25. 25.
    Huber GW, Iborra S, Corma A (2006) Synthesis of transportation fuels from biomass: chemistry, catalysts, and engineering. Chem Rev 106:4044–4098PubMedCrossRefGoogle Scholar
  26. 26.
    Sun F, Chen L, Weng Y, Wang T, Qiu S, Li Q, Wang C, Zhang Q, Ma L (2017) Transformation of biomass polyol into hydrocarbon fuels in aqueous medium over Ru-Mo/CNT catalyst. Catal Commun 99:30–33CrossRefGoogle Scholar
  27. 27.
    Haider MH, Dummer NF, Knight DW, Jenkins RL, Howard M, Moulijn J, Taylor SH, Hutchings GJ (2015) Efficient green methanol synthesis from glycerol. Nat Chem 7:1028–1032PubMedCrossRefGoogle Scholar
  28. 28.
    Bhanuchander P, Priya SS, Kumar VP, Hussain S, Pethan Rajan N, Bhargava SK, Chary KVR (2017) Direct hydrogenolysis of glycerol to biopropanols over metal phosphate supported platinum catalysts. Catal Letters 147:845–855CrossRefGoogle Scholar
  29. 29.
    Zhu S, Gao X, Zhu Y, Li Y (2016) Tailored mesoporous copper/ceria catalysts for the selective hydrogenolysis of biomass-derived glycerol and sugar alcohols. Green Chem 18:782–791CrossRefGoogle Scholar
  30. 30.
    Huang R, Cui Q, Yuan Q, Wu H, Guan Y, Wu P (2018) Total hydrogenation of furfural over Pd/Al2O3 and Ru/ZrO2 mixture under mild conditions: essential role of tetrahydrofurfural as an intermediate and support effect. ACS Sustain Chem Eng 6:6957–6964CrossRefGoogle Scholar
  31. 31.
    Ouyang W, Yepez A, Romero AA, Luque R (2018) Towards industrial furfural conversion: selectivity and stability of palladium and platinum catalysts under continuous flow regime. Catal Today 308:32–37CrossRefGoogle Scholar
  32. 32.
    Müller H (2011) Tetrahydrofuran. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 47–52Google Scholar
  33. 33.
    Inoue H, Sato S, Takahashi R, Izawa Y, Ohno H, Takahashi K (2009) Dehydration of 1,4-butanediol over supported rare earth oxide catalysts. Appl Catal A Gen 352:66–73CrossRefGoogle Scholar
  34. 34.
    Sato O, Yamaguchi A, Shirai M (2015) Continuous dehydration of 1,4-butanediol in flowing liquid water with carbon dioxide. Catal Commun 68:6–10CrossRefGoogle Scholar
  35. 35.
    Clarke CJ, Tu WC, Levers O, Bröhl A, Hallett JP (2018) Green and sustainable solvents in chemical processes. Chem Rev 118:747–800PubMedCrossRefPubMedCentralGoogle Scholar
  36. 36.
    Stevens JG, Bourne RA, Twigg MV, Poliakoff M (2010) Real-time product switching using a twin catalyst system for the hydrogenation of furfural in supercritical CO2. Angew Chem Int Ed 49:8856–8859CrossRefGoogle Scholar
  37. 37.
    Upare PP, Lee J-M, Hwang YK, Hwang DW, Lee J-H, Halligudi SB, Hwang J-S, Chang J-S (2011) Direct hydrocyclization of biomass-derived levulinic acid to 2-methyltetrahydrofuran over nanocomposite copper/silica catalysts. ChemSusChem 4:1749–1752PubMedCrossRefGoogle Scholar
  38. 38.
    Schwarz W, Schossig J, Rossbacher R, Höke H (2000) Butyrolactone. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 457–463Google Scholar
  39. 39.
    Hwang DW, Kashinathan P, Lee JM, Lee JH, Lee U, Hwang J-S, Hwang YK, Chang J-S (2011) Production of γ-butyrolactone from biomass-derived 1,4-butanediol over novel copper-silica nanocomposite. Green Chem 13:1672–1675CrossRefGoogle Scholar
  40. 40.
    Hari Prasad Reddy K, Anand N, Sai Prasad PS, Rama Rao KS, David Raju B (2011) Influence of method of preparation of Co-Cu/MgO catalyst on dehydrogenation/dehydration reaction pathway of 1,4-butanediol. Catal Commun 12:866–869CrossRefGoogle Scholar
  41. 41.
    Alonso DM, Wettstein SG, Dumesic JA (2013) Gamma-valerolactone, a sustainable platform molecule derived from lignocellulosic biomass. Green Chem 15:584–595CrossRefGoogle Scholar
  42. 42.
    Moreno-Marrodan C, Barbaro P (2014) Energy efficient continuous production of γ-valerolactone by bifunctional metal/acid catalysis in one pot. Green Chem 16:3434–3438CrossRefGoogle Scholar
  43. 43.
    Mai EF, Machado MA, Davies TE, Lopez-Sanchez JA, Teixeira Da Silva V (2014) Molybdenum carbide nanoparticles within carbon nanotubes as superior catalysts for γ-valerolactone production via levulinic acid hydrogenation. Green Chem 16:4092–4097CrossRefGoogle Scholar
  44. 44.
    Wang J, Jaenicke S, Chuah G-K (2014) Zirconium-beta zeolite as a robust catalyst for the transformation of levulinic acid to γ-valerolactone via Meerwein–Ponndorf–Verley reduction. RSC Adv 4:13481–13489CrossRefGoogle Scholar
  45. 45.
    Tadele K, Verma S, Gonzalez MA, Varma RS (2017) A sustainable approach to empower the bio-based future: upgrading of biomass via process intensification. Green Chem 19:1624–1627PubMedPubMedCentralCrossRefGoogle Scholar
  46. 46.
    Schäffner B, Schäffner F, Verevkin SP, Börner A (2010) Organic carbonates as solvents in synthesis and catalysis. Chem Rev 110:4554–4581PubMedCrossRefGoogle Scholar
  47. 47.
    Lari GM, Pastore G, Haus M, Ding Y, Papadokonstantakis S, Mondelli C, Pérez-Ramírez J (2018) Environmental and economical perspectives of a glycerol biorefinery. Energy Environ Sci 11:1012–1029CrossRefGoogle Scholar
  48. 48.
    Ramesh S, Devred F, van den Biggelaar L, Debecker DP (2017) Hydrotalcites promoted by NaAlO2 as strongly basic catalysts with record activity in glycerol carbonate synthesis. ChemCatChem 10:1398–1405CrossRefGoogle Scholar
  49. 49.
    Guidi S, Calmanti R, Noè M, Perosa A, Selva M (2016) Thermal (catalyst-free) transesterification of diols and glycerol with dimethyl carbonate: a flexible reaction for batch and continuous-flow applications. ACS Sustain Chem Eng 4:6144–6151CrossRefGoogle Scholar
  50. 50.
    Lari GM, de Moura ABL, Weimann L, Mitchell S, Mondelli C, Pérez-Ramírez J (2017) Design of a technical Mg–Al mixed oxide catalyst for the continuous manufacture of glycerol carbonate. J Mater Chem A 5:16200–16211CrossRefGoogle Scholar
  51. 51.
    Cheng Y-T, Huber GW (2012) Production of targeted aromatics by using Diels–Alder classes of reactions with furans and olefins over ZSM-5. Green Chem 14:3114–3125CrossRefGoogle Scholar
  52. 52.
    Zhao Y, Pan T, Zuo Y, Guo Q-X, Fu Y (2013) Production of aromatic hydrocarbons through catalytic pyrolysis of 5-hydroxymethylfurfural from biomass. Bioresour Technol 147:37–42PubMedCrossRefGoogle Scholar
  53. 53.
    Tamiyakul S, Ubolcharoen W, Tungasmita DN, Jongpatiwut S (2015) Conversion of glycerol to aromatic hydrocarbons over Zn-promoted HZSM-5 catalysts. Catal Today 256:325–335CrossRefGoogle Scholar
  54. 54.
    Zimmermann H (2013) Propene. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 1–18Google Scholar
  55. 55.
    Mota CJA, Gonçalves VLC, Mellizo JE, Rocco AM, Fadigas JC, Gambetta R (2016) Green propene through the selective hydrogenolysis of glycerol over supported iron-molybdenum catalyst: the original history. J Mol Catal A Chem 422:158–164CrossRefGoogle Scholar
  56. 56.
    Brazdil JF (2012) Acrylonitrile. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 1–10Google Scholar
  57. 57.
    Guerrero-Pérez MO, Bañares MA (2008) New reaction: conversion of glycerol into acrylonitrile. ChemSusChem 1:511–513PubMedCrossRefGoogle Scholar
  58. 58.
    Liebig C, Paul S, Katryniok B, Guillon C, Couturier J-L, Dubois J-L, Dumeignil F, Hoelderich WF (2013) Glycerol conversion to acrylonitrile by consecutive dehydration over WO3/TiO2 and ammoxidation over Sb-(Fe, V)-O. Appl Catal B Environ 132–133:170–182CrossRefGoogle Scholar
  59. 59.
    Sun D, Yamada Y, Sato S, Ueda W (2017) Glycerol as a potential renewable raw material for acrylic acid production. Green Chem 19:3186–3213CrossRefGoogle Scholar
  60. 60.
    Chieregato A, Soriano MD, García-González E, Puglia G, Basile F, Concepción P, Bandinelli C, López Nieto JM, Cavani F (2015) Multielement crystalline and pseudocrystalline oxides as efficient catalysts for the direct transformation of glycerol into acrylic acid. ChemSusChem 8:398–406PubMedCrossRefPubMedCentralGoogle Scholar
  61. 61.
    Li X, Zhang Y (2016) Oxidative dehydration of glycerol to acrylic acid over vanadium-substituted cesium salts of Keggin-type heteropolyacids. ACS Catal 6:2785–2791CrossRefGoogle Scholar
  62. 62.
    Liu R, Wang T, Cai D, Jin Y (2014) Highly efficient production of acrylic acid by sequential dehydration and oxidation of glycerol. Ind Eng Chem Res 53:8667–8674CrossRefGoogle Scholar
  63. 63.
    Mäki-Arvela P, Simakova IL, Salmi T, Murzin DY (2014) Production of lactic acid/lactates from biomass and their catalytic transformations to commodities. Chem Rev 114:1909–1971PubMedCrossRefPubMedCentralGoogle Scholar
  64. 64.
    Peng J, Li X, Tang C, Bai W (2014) Barium sulphate catalyzed dehydration of lactic acid to acrylic acid. Green Chem 16:108–111CrossRefGoogle Scholar
  65. 65.
    Li X, Chen Z, Cao P, Pu W, Zou W, Tang C, Dong L (2017) Ammonia promoted barium sulfate catalyst for dehydration of lactic acid to acrylic acid. RSC Adv 7:54696–54705CrossRefGoogle Scholar
  66. 66.
    Lohbeck K, Haferkorn H, Fuhrmann W, Fedtke N (2000) Maleic and fumaric acids. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 145–155Google Scholar
  67. 67.
    Li X, Ko J, Zhang Y (2018) Highly efficient gas-phase oxidation of renewable furfural to maleic anhydride over plate vanadium phosphorus oxide catalyst. ChemSusChem 11:612–618PubMedCrossRefGoogle Scholar
  68. 68.
    Zhang X, Fevre M, Jones GO, Waymouth RM (2018) Catalysis as an enabling science for sustainable polymers. Chem Rev 118:839–885PubMedCrossRefGoogle Scholar
  69. 69.
    Zhu S, Gao X, Zhu Y, Li Y (2015) Promoting effect of WOx on selective hydrogenolysis of glycerol to 1,3-propanediol over bifunctional Pt-WOx/Al2O3 catalysts. J Mol Catal A Chem 398:391–398Google Scholar
  70. 70.
    Li M, Li G, Li N, Wang A, Dong W, Wang X, Cong Y (2014) Aqueous phase hydrogenation of levulinic acid to 1,4-pentanediol. Chem Commun 50:1414–1416CrossRefGoogle Scholar
  71. 71.
    Xiao B, Zheng M, Li X, Pang J, Sun R, Wang H, Pang X, Wang A, Wang X, Zhang T (2016) Synthesis of 1,6-hexanediol from HMF over double-layered catalysts of Pd/SiO2 + Ir–ReOx/SiO2 in a fixed-bed reactor. Green Chem 18:2175–2184CrossRefGoogle Scholar
  72. 72.
    De Clercq R, Dusselier M, Sels BF (2017) Heterogeneous catalysis for bio-based polyester monomers from cellulosic biomass: advances, challenges and prospects. Green Chem 19:5012–5040CrossRefGoogle Scholar
  73. 73.
    Xia J, Yu D, Hu Y, Zou B, Sun P, Li H, Huang H (2011) Sulfated copper oxide: an efficient catalyst for dehydration of sorbitol to isosorbide. Catal Commun 12:544–547CrossRefGoogle Scholar
  74. 74.
    Upare PP, Yoon JW, Hwang DW et al (2016) Design of a heterogeneous catalytic process for the continuous and direct synthesis of lactide from lactic acid. Green Chem 18:5978–5983CrossRefGoogle Scholar
  75. 75.
    De Clercq R, Dusselier M, Makshina E, Sels BF (2018) Catalytic gas-phase production of lactide from renewable alkyl lactates. Angew Chem Int Ed 57:3074–3078CrossRefGoogle Scholar
  76. 76.
    De Clercq R, Dusselier M, Poleunis C, Debecker DP, Giebeler L, Oswald S, Makshina E, Sels BF (2018) Titania–silica catalysts for lactide production from renewable alkyl lactates: structure–activity relations. ACS Catal 8:8130–8139CrossRefGoogle Scholar
  77. 77.
    Banerjee A, Dick GR, Yoshino T, Kanan MW (2016) Carbon dioxide utilization via carbonate-promoted C–H carboxylation. Nature 531:215–219PubMedCrossRefPubMedCentralGoogle Scholar
  78. 78.
    Lilga MA, Hallen RT, Gray M (2010) Production of oxidized derivatives of 5-hydroxymethylfurfural (HMF). Top Catal 53:1264–1269CrossRefGoogle Scholar
  79. 79.
    Arntz D, Fischer A, Höpp M, Jacobi S, Sauer J, Ohara T, Sato T, Shimizu N, Schwind H (2007) Acrolein and methacrolein. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 329–346Google Scholar
  80. 80.
    Katryniok B, Paul S, Dumeignil F (2013) Recent developments in the field of catalytic dehydration of glycerol to acrolein. ACS Catal 3:1819–1834CrossRefGoogle Scholar
  81. 81.
    Deleplanque J, Dubois J-L, Devaux J-F, Ueda W (2010) Production of acrolein and acrylic acid through dehydration and oxydehydration of glycerol with mixed oxide catalysts. Catal Today 157:351–358CrossRefGoogle Scholar
  82. 82.
    Yun D, Kim TY, Park DS, Yun YS, Han JW, Yi J (2014) A tailored catalyst for the sustainable conversion of glycerol to acrolein: mechanistic aspect of sequential dehydration. ChemSusChem 7:2193–2201PubMedCrossRefGoogle Scholar
  83. 83.
    Ma T, Yun Z, Xu W, Chen L, Li L, Ding J, Shao R (2016) Pd-H3PW12O40/Zr-MCM-41: an efficient catalyst for the sustainable dehydration of glycerol to acrolein. Chem Eng J 294:343–352CrossRefGoogle Scholar
  84. 84.
    Huang L, Qin F, Huang Z, Zhuang Y, Ma J, Xu H, Shen W (2016) Hierarchical ZSM-5 zeolite synthesized by an ultrasound-assisted method as a long-life catalyst for dehydration of glycerol to acrolein. Ind Eng Chem Res 55:7318–7327CrossRefGoogle Scholar
  85. 85.
    Krähling L, Krey J, Jakobson G, Grolig J, Miksche L (2000) Allyl compounds. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 447–469Google Scholar
  86. 86.
    Tshibalonza NN, Monbaliu J-CM (2017) Revisiting the deoxydehydration of glycerol towards allyl alcohol under continuous-flow conditions. Green Chem 19:3006–3013CrossRefGoogle Scholar
  87. 87.
    Heugebaert TSA, Stevens CV, Kappe CO (2015) Singlet-oxygen oxidation of 5-hydroxymethylfurfural in continuous flow. ChemSusChem 8:1648–1651PubMedCrossRefGoogle Scholar
  88. 88.
    Aellig C, Scholz D, Conrad S, Hermans I (2013) Intensification of TEMPO-mediated aerobic alcohol oxidations under three-phase flow conditions. Green Chem 15:1975–1980CrossRefGoogle Scholar
  89. 89.
    Liu K, Huang X, Pidko EA, Hensen EJM (2017) MoO3–TiO2 synergy in oxidative dehydrogenation of lactic acid to pyruvic acid. Green Chem 19:3014–3022CrossRefGoogle Scholar
  90. 90.
    Allais C, Grassot J-M, Rodriguez J, Constantieux T (2014) Metal-free multicomponent syntheses of pyridines. Chem Rev 114:10829–10868PubMedCrossRefGoogle Scholar
  91. 91.
    Luo CW, Huang C, Li A, Yi W-J, Feng X-Y, Xu Z-J, Chao Z-S (2016) Influence of reaction parameters on the catalytic performance of alkaline-treated zeolites in the novel synthesis of pyridine bases from glycerol and ammonia. Ind Eng Chem Res 55:893–911CrossRefGoogle Scholar
  92. 92.
    Li A, Huang C, Luo C-W, Yi W-J, Chao Z-S (2017) High-efficiency catalytic performance over mesoporous Ni/beta zeolite for the synthesis of quinoline from glycerol and aniline. RSC Adv 7:9551–9561CrossRefGoogle Scholar
  93. 93.
    Gribble GW (ed) (2010) Heterocyclic scaffolds II: reactions and application of indoles. Springer, BerlinGoogle Scholar
  94. 94.
    Yao Q, Xu L, Zhang Y, Fu Y (2016) Enhancement of indoles production and catalyst stability in thermo-catalytic conversion and ammonization of furfural with NH3 and N2 environments. J Anal Appl Pyrolysis 121:258–266CrossRefGoogle Scholar
  95. 95.
    Venugopal A, Sarkari R, Anjaneyulu C, Krishna V, Kumar MK, Narender N, Padmasri AH (2014) Influence of acid-base sites on ZnO–ZnCr2O4 catalyst during dehydrocyclization of aqueous glycerol and ethylenediamine for the synthesis of 2-methylpyrazine: kinetic and mechanism studies. Appl Catal A Gen 469:398–409CrossRefGoogle Scholar
  96. 96.
    Hoydonckx HE, Van Rhijn WM, Van Rhijn W, De Vos DE, Jacobs PA (2007) Furfural and derivatives. In: Ullmann’s Editorial Advisory Board (eds) Ullmann’s encyclopedia of industrial chemistry. Wiley-VCH, Weinheim, pp 285–313Google Scholar
  97. 97.
    Wang C, Liu Z, Wang L, Dong X, Zhang J, Wang G, Han S, Meng X, Zheng A, Xiao F-S (2018) Importance of zeolite wettability for selective hydrogenation of furfural over Pd@zeolite catalysts. ACS Catal 8:474–481CrossRefGoogle Scholar
  98. 98.
    Tšupova S, Rominger F, Rudolph M, Hashmi ASK (2016) Synthesis of phenols from hydroxymethylfurfural (HMF). Green Chem 18:5800–5805CrossRefGoogle Scholar
  99. 99.
    Gérardy R, Winter M, Horn CR, Vizza A, Van Hecke K, Monbaliu J-CM (2017) Continuous-flow preparation of γ-butyrolactone scaffolds from renewable fumaric and itaconic acids under photosensitized conditions. Org Process Res Dev 21:2012–2017CrossRefGoogle Scholar
  100. 100.
    Cantillo D, Kappe CO (2013) Direct preparation of nitriles from carboxylic acids in continuous flow. J Org Chem 78:10567–10571PubMedCrossRefGoogle Scholar
  101. 101.
    Rahmat N, Abdullah AZ, Mohamed AR (2010) Recent progress on innovative and potential technologies for glycerol transformation into fuel additives: a critical review. Renew Sustain Energy Rev 14:987–1000CrossRefGoogle Scholar
  102. 102.
    Rezayat M, Ghaziaskar HS (2009) Continuous synthesis of glycerol acetates in supercritical carbon dioxide using Amberlyst 15®. Green Chem 11:710–715CrossRefGoogle Scholar
  103. 103.
    Viswanadham N, Saxena SK (2013) Etherification of glycerol for improved production of oxygenates. Fuel 103:980–986CrossRefGoogle Scholar
  104. 104.
    Guidi S, Noè M, Riello P, Perosa A, Selva M (2016) Towards a rational design of a continuous-flow method for the acetalization of crude glycerol: scope and limitations of commercial Amberlyst 36 and AlF3·3H2O as model catalysts. Molecules 21:657CrossRefGoogle Scholar
  105. 105.
    Monbaliu JCM, Winter M, Chevalier B, Schmidt F, Jiang Y, Hoogendoorn R, Kousemaker MA, Stevens CV (2011) Effective production of the biodiesel additive STBE by a continuous flow process. Bioresour Technol 102:9304–9307PubMedCrossRefGoogle Scholar
  106. 106.
    Pileidis FD, Titirici M-M (2016) Levulinic acid biorefineries: new challenges for efficient utilization of biomass. ChemSusChem 9:562–582PubMedCrossRefGoogle Scholar
  107. 107.
    Kong X, Wu S, Liu L, Li S, Liu J (2017) Continuous synthesis of ethyl levulinate over cerium exchanged phosphotungstic acid anchored on commercially silica gel pellets catalyst. Mol Catal 439:180–185CrossRefGoogle Scholar
  108. 108.
    Trombettoni V, Bianchi L, Zupanic A, Porciello A, Cuomo M, Piermatti O, Vaccaro L (2017) Efficient catalytic upgrading of levulinic acid into alkyl levulinates by resin-supported acids and flow reactors. Catalysts 7:235CrossRefGoogle Scholar
  109. 109.
    Lange J-P, Price R, Ayoub PM, Louis J, Petrus L, Clarke L, Gosselink H (2010) Valeric biofuels: a platform of cellulosic transportation fuels. Angew Chem Int Ed 49:4479–4483CrossRefGoogle Scholar
  110. 110.
    Sun P, Gao G, Zhao Z, Xia C, Li F (2016) Acidity-regulation for enhancing the stability of Ni/HZSM-5 catalyst for valeric biofuel production. Appl Catal B Environ 189:19–25CrossRefGoogle Scholar
  111. 111.
    Lange J-P, Van Der Heide E, Van Buijtenen J, Price R (2012) Furfural—a promising platform for lignocellulosic biofuels. ChemSusChem 5:150–166PubMedCrossRefPubMedCentralGoogle Scholar
  112. 112.
    Bohre A, Dutta S, Saha B, Abu-Omar MM (2015) Upgrading furfurals to drop-in biofuels: an overview. ACS Sustain Chem Eng 3:1263–1277CrossRefGoogle Scholar
  113. 113.
    Dong F, Zhu Y, Zheng H, Zhu Y, Li X, Li Y (2015) Cr-free Cu-catalysts for the selective hydrogenation of biomass-derived furfural to 2-methylfuran: the synergistic effect of metal and acid sites. J Mol Catal A Chem 398:140–148CrossRefGoogle Scholar
  114. 114.
    Román-Leshkov Y, Barrett CJ, Liu ZY, Dumesic JA (2007) Production of dimethylfuran for liquid fuels from biomass-derived carbohydrates. Nature 447:982–985PubMedCrossRefPubMedCentralGoogle Scholar
  115. 115.
    Li W, Fan G, Yang L, Li F (2017) Highly efficient synchronized production of phenol and 2,5-dimethylfuran through a bimetallic Ni–Cu catalyzed dehydrogenation–hydrogenation coupling process without any external hydrogen and oxygen supply. Green Chem 19:4353–4363CrossRefGoogle Scholar
  116. 116.
    Scholz D, Aellig C, Hermans I (2014) Catalytic transfer hydrogenation/hydrogenolysis for reductive upgrading of furfural and 5-(hydroxymethyl)furfural. ChemSusChem 7:268–275PubMedCrossRefPubMedCentralGoogle Scholar
  117. 117.
    Aellig C, Jenny F, Scholz D, Wolf P, Giovinazzo I, Kollhoff F, Hermans I (2014) Combined 1,4-butanediol lactonization and transfer hydrogenation/hydrogenolysis of furfural-derivatives under continuous flow conditions. Catal Sci Technol 4:2326–2331CrossRefGoogle Scholar
  118. 118.
    Shen T, Tang J, Tang C, Wu J, Wang L, Zhu C, Ying H (2017) Continuous microflow synthesis of fuel precursors from platform molecules catalyzed by 1,5,7-triazabicyclo[4.4.0]dec-5-ene. Org Process Res Dev 21:890–896CrossRefGoogle Scholar

Copyright information

© Springer Nature Switzerland AG 2018

Authors and Affiliations

  1. 1.Center for Integrated Technology and Organic Synthesis, Research Unit MolSysUniversity of LiègeLiège (Sart Tilman)Belgium
  2. 2.CertechSeneffeBelgium
  3. 3.Materials and Process Engineering (iMMC-IMAP)Université Catholique de LouvainLouvain-la-NeuveBelgium
  4. 4.Institute of Condensed Matter and NanosciencesUniversité Catholique de LouvainLouvain-la-NeuveBelgium

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