Skip to main content
Erschienen in: Cellulose 4/2019

23.01.2019 | Original Research

Synergistic effect of hetero- and homo-catalysts on the ‘green’ synthesis of 5-hydroxymethylfurfural from chitosan biomass

verfasst von: Nikhil D. Kalane, R. Akhil Krishnan, Vijay D. Yadav, Ratnesh Jain, Prajakta Dandekar

Erschienen in: Cellulose | Ausgabe 4/2019

Einloggen

Aktivieren Sie unsere intelligente Suche, um passende Fachinhalte oder Patente zu finden.

search-config
loading …

Abstract

5-Hydroxymethylfurfural (5-HMF) is an important platform chemical and a sustainable choice in the field of biofuels and bioplastics. The past decade has witnessed significant advancements in the production of 5-HMF using edible feedstocks, like glucose and fructose, with good success. In this investigation, we discuss ‘green’ synthesis of 5-HMF from chitosan using a combination of homogenous and heterogeneous catalyses. Catalysts were screened and the effect of various parameters such as concentrations of chitosan and the catalysts, concentration of acetic acid, reaction temperature and reaction time were studied to identify the process conditions giving maximum yield of 5-HMF. It was found that H-β-zeolite in combination with a minimal concentration of acetic acid resulted in maximum yield, which ranges from 15.27 to 28.22% of 5-HMF, depending on the molecular weight of the parent polymer. Our investigation involves usage of solid acid catalysts, environmentally benign solvents and crustacean waste as the starting material making the process ‘green’ and sustainable.

Graphical abstract

Sie haben noch keine Lizenz? Dann Informieren Sie sich jetzt über unsere Produkte:

Springer Professional "Technik"

Online-Abonnement

Mit Springer Professional "Technik" erhalten Sie Zugriff auf:

  • über 67.000 Bücher
  • über 390 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Maschinenbau + Werkstoffe




 

Jetzt Wissensvorsprung sichern!

Springer Professional "Wirtschaft+Technik"

Online-Abonnement

Mit Springer Professional "Wirtschaft+Technik" erhalten Sie Zugriff auf:

  • über 102.000 Bücher
  • über 537 Zeitschriften

aus folgenden Fachgebieten:

  • Automobil + Motoren
  • Bauwesen + Immobilien
  • Business IT + Informatik
  • Elektrotechnik + Elektronik
  • Energie + Nachhaltigkeit
  • Finance + Banking
  • Management + Führung
  • Marketing + Vertrieb
  • Maschinenbau + Werkstoffe
  • Versicherung + Risiko

Jetzt Wissensvorsprung sichern!

Anhänge
Nur mit Berechtigung zugänglich
Literatur
Zurück zum Zitat Bhaumik P, Dhepe PL (2015) Conversion of biomass into sugars. In: Murzin D, Simakova O (eds) Biomass sugars for non-fuel applications. RSC Green Chemistry, pp 1–53 Bhaumik P, Dhepe PL (2015) Conversion of biomass into sugars. In: Murzin D, Simakova O (eds) Biomass sugars for non-fuel applications. RSC Green Chemistry, pp 1–53
Zurück zum Zitat Dey A, Koli U, Dandekar P, Jain R (2016) Investigating behaviour of polymers in nanoparticles of Chitosan Oligosaccharides coated with Hyaluronic acid. Polymer 93:44–52CrossRef Dey A, Koli U, Dandekar P, Jain R (2016) Investigating behaviour of polymers in nanoparticles of Chitosan Oligosaccharides coated with Hyaluronic acid. Polymer 93:44–52CrossRef
Zurück zum Zitat Feng JX, Zang HJ, Yan Q, Li MG, Cheng BW (2015) Conversion of chitosan into 5-hydroxymethylfurfural via hydrothermal synthesis. Adv Mater Res 1095:411–414CrossRef Feng JX, Zang HJ, Yan Q, Li MG, Cheng BW (2015) Conversion of chitosan into 5-hydroxymethylfurfural via hydrothermal synthesis. Adv Mater Res 1095:411–414CrossRef
Zurück zum Zitat Girisuta B, Janssen L, Heeres H (2006) A kinetic study on the decomposition of 5-hydroxymethylfurfural into levulinic acid. Green Chem 8:701–709CrossRef Girisuta B, Janssen L, Heeres H (2006) A kinetic study on the decomposition of 5-hydroxymethylfurfural into levulinic acid. Green Chem 8:701–709CrossRef
Zurück zum Zitat Huang Y-B, Fu Y (2013) Hydrolysis of cellulose to glucose by solid acid catalysts. Green Chem 15:1095–1111CrossRef Huang Y-B, Fu Y (2013) Hydrolysis of cellulose to glucose by solid acid catalysts. Green Chem 15:1095–1111CrossRef
Zurück zum Zitat Lewkowski J (2001) Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives. ARKIVOC 2001:17–54 Lewkowski J (2001) Synthesis, chemistry and applications of 5-hydroxymethyl-furfural and its derivatives. ARKIVOC 2001:17–54
Zurück zum Zitat Liu C, Wang H, Karim AM, Sun J, Wang Y (2014) Catalytic fast pyrolysis of lignocellulosic biomass. Chem Soc Rev 43:7594–7623CrossRefPubMed Liu C, Wang H, Karim AM, Sun J, Wang Y (2014) Catalytic fast pyrolysis of lignocellulosic biomass. Chem Soc Rev 43:7594–7623CrossRefPubMed
Zurück zum Zitat Omari KW, Besaw JE, Kerton FM (2012) Hydrolysis of chitosan to yield levulinic acid and 5-hydroxymethylfurfural in water under microwave irradiation. Green Chem 14:1480–1487CrossRef Omari KW, Besaw JE, Kerton FM (2012) Hydrolysis of chitosan to yield levulinic acid and 5-hydroxymethylfurfural in water under microwave irradiation. Green Chem 14:1480–1487CrossRef
Zurück zum Zitat Ozbay N, Oktar N, Dogu G, Dogu T (2013) Activity comparison of different solid acid catalysts in etherification of glycerol with tert-butyl alcohol in flow and batch reactors. Top Catal 56:1790–1803CrossRef Ozbay N, Oktar N, Dogu G, Dogu T (2013) Activity comparison of different solid acid catalysts in etherification of glycerol with tert-butyl alcohol in flow and batch reactors. Top Catal 56:1790–1803CrossRef
Zurück zum Zitat Pawar H, Lali A (2014) Microwave assisted organocatalytic synthesis of 5-hydroxymethyl furfural in a monophasic green solvent system. RSC Adv 4:26714–26720CrossRef Pawar H, Lali A (2014) Microwave assisted organocatalytic synthesis of 5-hydroxymethyl furfural in a monophasic green solvent system. RSC Adv 4:26714–26720CrossRef
Zurück zum Zitat Shabrukova NV, Shestakova LM, Zainetdinova DR, Gamayurova VS (2002) Research of acid hydrolyses of chitin-glucan and chitosan-glucan complexes. Chem Comput Simul Butlerov Commun 2:57–59 Shabrukova NV, Shestakova LM, Zainetdinova DR, Gamayurova VS (2002) Research of acid hydrolyses of chitin-glucan and chitosan-glucan complexes. Chem Comput Simul Butlerov Commun 2:57–59
Zurück zum Zitat Singare PU, Lokhande RS, Madyal RS (2011) Thermal degradation studies of some strongly acidic cation exchange resins. Open J Phys Chem 1:45–54CrossRef Singare PU, Lokhande RS, Madyal RS (2011) Thermal degradation studies of some strongly acidic cation exchange resins. Open J Phys Chem 1:45–54CrossRef
Zurück zum Zitat Somerville C, Youngs H, Taylor C, Davis SC, Long SP (2010) Feedstocks for lignocellulosic biofuels. Science 329:790–792CrossRefPubMed Somerville C, Youngs H, Taylor C, Davis SC, Long SP (2010) Feedstocks for lignocellulosic biofuels. Science 329:790–792CrossRefPubMed
Zurück zum Zitat Wang Y, Pedersen CM, Deng T, Qiao Y, Hou X (2013) Direct conversion of chitin biomass to 5-hydroxymethylfurfural in concentrated ZnCl2 aqueous solution. Bioresour Technol 143:384–390CrossRefPubMed Wang Y, Pedersen CM, Deng T, Qiao Y, Hou X (2013) Direct conversion of chitin biomass to 5-hydroxymethylfurfural in concentrated ZnCl2 aqueous solution. Bioresour Technol 143:384–390CrossRefPubMed
Zurück zum Zitat Xie Q, Wan H, Han M, Guan G (2009) Investigation on isobaric vapor–liquid equilibrium for acetic acid + water + methyl ethyl ketone + isopropyl acetate. Fluid Phase Equilibria 280:120–128CrossRef Xie Q, Wan H, Han M, Guan G (2009) Investigation on isobaric vapor–liquid equilibrium for acetic acid + water + methyl ethyl ketone + isopropyl acetate. Fluid Phase Equilibria 280:120–128CrossRef
Zurück zum Zitat Yan N, Chen X (2015) Don’t waste seafood waste: turning cast-off shells into nitrogen-rich chemicals would benefit economies and the environment. Nature 524:155–158CrossRefPubMed Yan N, Chen X (2015) Don’t waste seafood waste: turning cast-off shells into nitrogen-rich chemicals would benefit economies and the environment. Nature 524:155–158CrossRefPubMed
Zurück zum Zitat Yan X, Evenocheck HM (2012) Chitosan analysis using acid hydrolysis and HPLC/UV. Carbohyd Polym 87:1774–1778CrossRef Yan X, Evenocheck HM (2012) Chitosan analysis using acid hydrolysis and HPLC/UV. Carbohyd Polym 87:1774–1778CrossRef
Zurück zum Zitat Zhang M, Zang H, Ma B, Zhang X, Xie R, Cheng B (2017) Green synthesis of 5-hydroxymethylfurfural from chitosan biomass catalyzed by benzimidazole-based ionic liquids. ChemistrySelect 2:10323–10328CrossRef Zhang M, Zang H, Ma B, Zhang X, Xie R, Cheng B (2017) Green synthesis of 5-hydroxymethylfurfural from chitosan biomass catalyzed by benzimidazole-based ionic liquids. ChemistrySelect 2:10323–10328CrossRef
Metadaten
Titel
Synergistic effect of hetero- and homo-catalysts on the ‘green’ synthesis of 5-hydroxymethylfurfural from chitosan biomass
verfasst von
Nikhil D. Kalane
R. Akhil Krishnan
Vijay D. Yadav
Ratnesh Jain
Prajakta Dandekar
Publikationsdatum
23.01.2019
Verlag
Springer Netherlands
Erschienen in
Cellulose / Ausgabe 4/2019
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-019-02256-9

Weitere Artikel der Ausgabe 4/2019

Cellulose 4/2019 Zur Ausgabe