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Volumn 113, Issue 1, 2011, Pages 100-117

Oligomerization of glycerol - a critical review

Author keywords

Catalyst stability; Diglycerol; Glycerol oligomerization; Heterogeneous catalysts; Reaction mechanism; Shape selectivity

Indexed keywords


EID: 78651511876     PISSN: 14387697     EISSN: 14389312     Source Type: Journal    
DOI: 10.1002/ejlt.201000386     Document Type: Review
Times cited : (155)

References (63)
  • 1
    • 78651496689 scopus 로고
    • Glycerin(e) and its history
    • Cosmetic Science and Technology Series 11, Jungermann, E., Sonntag, N. O. V. (Eds.), Marcel Dekker, Inc., New York, Chapter 2
    • Neumann, W. H. C., Glycerin(e) and its history. in: Cosmetic Science and Technology Series 11, Jungermann, E., Sonntag, N. O. V. (Eds.), Marcel Dekker, Inc., New York 1991, Chapter 2, pp. 7-14.
    • (1991) , pp. 7-14
    • Neumann, W.H.C.1
  • 2
    • 0345316647 scopus 로고
    • Glycerine: A Key Cosmetic Ingredient
    • Marcel Dekker Inc., New York
    • Jungermann, E., Sonntag, N. O. V., Glycerine: A Key Cosmetic Ingredient, Marcel Dekker Inc., New York 1991.
    • (1991)
    • Jungermann, E.1    Sonntag, N.O.V.2
  • 3
    • 53849138913 scopus 로고    scopus 로고
    • The Future of Glycerol. New Usages for a Versatile Raw Material
    • RSC Green Chemistry Book Series, Thomas Graham House, Cambridge (UK)
    • Pagliaro, M., Rossi, M., The Future of Glycerol. New Usages for a Versatile Raw Material, RSC Green Chemistry Book Series, Thomas Graham House, Cambridge (UK) 2008.
    • (2008)
    • Pagliaro, M.1    Rossi, M.2
  • 4
    • 0034927504 scopus 로고    scopus 로고
    • Glycerol production by microbial fermentation: a review
    • Wang, Z. X., Zhuge, J., Fang, H., Prior, B. A., Glycerol production by microbial fermentation: a review. Biotechnol. Adv. 2001, 19, 201-223.
    • (2001) Biotechnol. Adv. , vol.19 , pp. 201-223
    • Wang, Z.X.1    Zhuge, J.2    Fang, H.3    Prior, B.A.4
  • 5
    • 78651483312 scopus 로고
    • Ullmann's Encyclopedia of Industrial Chemistry
    • 5th Edition, Wiley-VCH, Weinheim (Germany), paragraph 4.2
    • Steinberger, U., Synthesis from propene, Ullmann's Encyclopedia of Industrial Chemistry, 5th Edition, Vol. A12, Wiley-VCH, Weinheim (Germany) 1989, paragraph 4.2, p. 477-483.
    • (1989) Synthesis from propene , vol.12 , pp. 477-483
    • Steinberger, U.1
  • 6
    • 78651492235 scopus 로고    scopus 로고
    • German patent 102008007622
    • Kanzler, W., German patent 102008007622 (2008).
    • (2008)
    • Kanzler, W.1
  • 7
    • 41149179046 scopus 로고    scopus 로고
    • Alkaline and alkaline-earth metals compounds as catalysts for the methanolysis of sunflower oil
    • Arzamendi, G., Arguinarena, E., Campo, I., Zabala, S., Gandía, L. M., Alkaline and alkaline-earth metals compounds as catalysts for the methanolysis of sunflower oil. Catal. Today 2008, 133-135, 305-313.
    • (2008) Catal. Today , vol.133-135 , pp. 305-313
    • Arzamendi, G.1    Arguinarena, E.2    Campo, I.3    Zabala, S.4    Gandía, L.M.5
  • 8
    • 0004023095 scopus 로고
    • Glycerol
    • ACS Monograph 117, Reinhold Publishing Corp., New York
    • Miner, C. S., Dalton, N. N., Glycerol, ACS Monograph 117 Reinhold Publishing Corp., New York 1953.
    • (1953)
    • Miner, C.S.1    Dalton, N.N.2
  • 10
    • 61949418970 scopus 로고    scopus 로고
    • Commodity chemicals derived from glycerol, an important biorefinery
    • Zheng, Y., Chen, X., Shen, Y., Commodity chemicals derived from glycerol, an important biorefinery. Chem. Rev. 2008, 108, 5253-5277.
    • (2008) Chem. Rev. , vol.108 , pp. 5253-5277
    • Zheng, Y.1    Chen, X.2    Shen, Y.3
  • 11
    • 55449116827 scopus 로고    scopus 로고
    • Design of new solid catalysts for the selective conversion of glycerol
    • Barrault, J., Jérôme, F., Design of new solid catalysts for the selective conversion of glycerol. Eur. J. Lipid Sci. Technol. 2008, 110, 825-830.
    • (2008) Eur. J. Lipid Sci. Technol. , vol.110 , pp. 825-830
    • Barrault, J.1    Jérôme, F.2
  • 12
    • 53749088913 scopus 로고    scopus 로고
    • Rational design of solid catalysts for the selective use of glycerol as a natural organic building block
    • Jérôme, F., Pouilloux, Y., Barrault, J., Rational design of solid catalysts for the selective use of glycerol as a natural organic building block. ChemSusChem 2008, 1, 586-613.
    • (2008) ChemSusChem , vol.1 , pp. 586-613
    • Jérôme, F.1    Pouilloux, Y.2    Barrault, J.3
  • 13
    • 77049108689 scopus 로고    scopus 로고
    • The refinement of renewable resources: New important derivatives of fatty acids and glycerol
    • Behr, A., Gomes, J. P., The refinement of renewable resources: New important derivatives of fatty acids and glycerol. Eur. J. Lipid Sci. Technol. 2010, 112, 31-50.
    • (2010) Eur. J. Lipid Sci. Technol. , vol.112 , pp. 31-50
    • Behr, A.1    Gomes, J.P.2
  • 14
    • 0001346598 scopus 로고    scopus 로고
    • Mesoporous basic catalysts comparison with alkaline exchange zeolites (basicity and porosity). Application to the selective etherification of glycerol to polyglycerols
    • Clacens, J. M., Pouilloux, Y., Barrault, J., Linares, C., Goldwasser, M., Mesoporous basic catalysts comparison with alkaline exchange zeolites (basicity and porosity). Application to the selective etherification of glycerol to polyglycerols. Stud. Surf. Sci. Catal. 1998, 118, 895-902.
    • (1998) Stud. Surf. Sci. Catal. , vol.118 , pp. 895-902
    • Clacens, J.M.1    Pouilloux, Y.2    Barrault, J.3    Linares, C.4    Goldwasser, M.5
  • 15
    • 0037040317 scopus 로고    scopus 로고
    • Selective etherification of glycerol to polyglycerols over impregnated basic MCM-41 type mesoporous catalysts
    • Clacens, J.-M., Pouilloux, Y., Barrault, J., Selective etherification of glycerol to polyglycerols over impregnated basic MCM-41 type mesoporous catalysts. Appl. Catal. A: Gen 2002, 227, 181-190.
    • (2002) Appl. Catal. A: Gen , vol.227 , pp. 181-190
    • Clacens, J.1    Pouilloux, Y.2    Barrault, J.3
  • 16
    • 0036928815 scopus 로고    scopus 로고
    • Synthesis and modification of basic mesoporous materials for the selective etherification of glycerol
    • Clacens, J.-M., Pouilloux, Y., Barrault, J., Synthesis and modification of basic mesoporous materials for the selective etherification of glycerol. Stud. Surf. Sci. Catal. 2002, 143, 687-659.
    • (2002) Stud. Surf. Sci. Catal. , vol.143 , pp. 687-659
    • Clacens, J.1    Pouilloux, Y.2    Barrault, J.3
  • 17
    • 53849112680 scopus 로고    scopus 로고
    • Glycerol etherification over highly active CaO-based materials: New mechanistic aspects and related colloidal particle formation
    • Ruppert, A. M., Meeldijk, J. D., Kuipers, B. W. M., Ern, B. H., Weckhuysen, B. M., Glycerol etherification over highly active CaO-based materials: New mechanistic aspects and related colloidal particle formation. Chem. Eur. J. 2008, 14, 2016-2024.
    • (2008) Chem. Eur. J. , vol.14 , pp. 2016-2024
    • Ruppert, A.M.1    Meeldijk, J.D.2    Kuipers, B.W.M.3    Ern, B.H.4    Weckhuysen, B.M.5
  • 19
    • 84985368132 scopus 로고
    • Diglycerin und höhere Oligomere des Glycerins als Synthesebausteine
    • Jakobson, G., Diglycerin und höhere Oligomere des Glycerins als Synthesebausteine. Fette, Seifen Anstrichmittel 1986, 88, 101-106.
    • (1986) Fette, Seifen Anstrichmittel , vol.88 , pp. 101-106
    • Jakobson, G.1
  • 20
    • 84984471627 scopus 로고
    • Synthese, Charakterisierung und Applikation von Polyglycerolen und Polyglycerolfettsäuren
    • Behrens, H., Mieth, G., Synthese, Charakterisierung und Applikation von Polyglycerolen und Polyglycerolfettsäuren. Die Nahrung 1984, 28, 815-835.
    • (1984) Die Nahrung , vol.28 , pp. 815-835
    • Behrens, H.1    Mieth, G.2
  • 21
    • 78651494768 scopus 로고    scopus 로고
  • 22
    • 84882548772 scopus 로고    scopus 로고
    • Polyglycerols. Versatile ingredients for personal care
    • HAPPI magazine, Ramsey, NJ November
    • Plasman, V., Caulier, T., Boulos, N.B., Polyglycerols. Versatile ingredients for personal care, HAPPI magazine, Ramsey, NJ November 2004, 94-97 ( ).
    • (2004) , pp. 94-97
    • Plasman, V.1    Caulier, T.2    Boulos, N.B.3
  • 23
    • 61849111765 scopus 로고    scopus 로고
    • Verfahren zur selektiven Herstellung von linearem Diglycerin
    • Richter, M., Eckelt, R., Krisnandi, Y. K., Martin, A., Verfahren zur selektiven Herstellung von linearem Diglycerin. Chem. Ing. Techn. 2008, 80, 1573-1577.
    • (2008) Chem. Ing. Techn. , vol.80 , pp. 1573-1577
    • Richter, M.1    Eckelt, R.2    Krisnandi, Y.K.3    Martin, A.4
  • 25
    • 76249085645 scopus 로고    scopus 로고
    • Acid-catalyzed oligomerization of glycerol investigated by electrospray ionization mass spectrometry
    • Medeiros, M. A., Araujo, M. H., Augusti, R., de Oliveira, L. C. A., Lago, R. M., Acid-catalyzed oligomerization of glycerol investigated by electrospray ionization mass spectrometry. J. Braz. Chem. Soc. 2009, 20, 1667-1673.
    • (2009) J. Braz. Chem. Soc. , vol.20 , pp. 1667-1673
    • Medeiros, M.A.1    Araujo, M.H.2    Augusti, R.3    de Oliveira, L.C.A.4    Lago, R.M.5
  • 26
    • 0032655802 scopus 로고    scopus 로고
    • Controlled synthesis of hyperbranched polyglycerols by ring-opening multibranching polymerization
    • Sunder,
    • Sunder, Hanselmann, R., Frey, H., Mülhaupt, R., Controlled synthesis of hyperbranched polyglycerols by ring-opening multibranching polymerization. Macromolecules 1999, 32, 4240-4246.
    • (1999) Macromolecules , vol.32 , pp. 4240-4246
    • Hanselmann, R.1    Frey, H.2    Mülhaupt, R.3
  • 27
    • 84988143830 scopus 로고
    • Cationic polymerization of glycidol. Polymer structure and polymerization mechanism
    • Dworak, A., Waiach, W., Trzebicka, B., Cationic polymerization of glycidol. Polymer structure and polymerization mechanism. Macromol. Chem. Phys. 1995, 196, 1963-1970.
    • (1995) Macromol. Chem. Phys. , vol.196 , pp. 1963-1970
    • Dworak, A.1    Waiach, W.2    Trzebicka, B.3
  • 28
    • 0344577860 scopus 로고    scopus 로고
    • Molecular nanocapsules based on amphiphilic hyperbranched polyglycerols
    • Sunder, Krämer, M., Hanselmann, R., Mülhaupt, R., Frey, H., Molecular nanocapsules based on amphiphilic hyperbranched polyglycerols. Angew. Chem., Int. Ed. 1999, 38, 3552-3555.
    • (1999) Angew. Chem., Int. Ed. , vol.38 , pp. 3552-3555
    • Sunder1    Krämer, M.2    Hanselmann, R.3    Mülhaupt, R.4    Frey, H.5
  • 29
    • 75449084381 scopus 로고    scopus 로고
    • Hyperbranched polyglycerols: from the controlled synthesis of biocompatible polyether polyols to multipurpose applications
    • Wilms, D., Stiriba, S.-E., Frey, H., Hyperbranched polyglycerols: from the controlled synthesis of biocompatible polyether polyols to multipurpose applications. Acc. Chem. Res. 2010, 43, 129-141.
    • (2010) Acc. Chem. Res. , vol.43 , pp. 129-141
    • Wilms, D.1    Stiriba, S.2    Frey, H.3
  • 31
    • 0006012405 scopus 로고
    • Polyglycerols. I. The identification of polyglycerol mixtures by the procedures of allylation and acetonation: Isolation of pure diglycerol
    • Wittcoff, H., Roach, J. R., Miller, S. E., Polyglycerols. I. The identification of polyglycerol mixtures by the procedures of allylation and acetonation: Isolation of pure diglycerol. J. Am. Chem. Soc. 1947, 69, 2655-2657.
    • (1947) J. Am. Chem. Soc. , vol.69 , pp. 2655-2657
    • Wittcoff, H.1    Roach, J.R.2    Miller, S.E.3
  • 32
    • 0005996972 scopus 로고
    • Polyglycerols. II. Syntheses of diglycerol
    • Wittcoff, H., Roach, J. R., Miller, S. E., Polyglycerols. II. Syntheses of diglycerol. J. Am. Chem. Soc. 1949, 71, 2666-2668.
    • (1949) J. Am. Chem. Soc. , vol.71 , pp. 2666-2668
    • Wittcoff, H.1    Roach, J.R.2    Miller, S.E.3
  • 33
    • 0019611485 scopus 로고
    • Polyglycerol esters - Optimization and techno-economic evaluation
    • Garti, N., Aserin, A., Zaidman, B., Polyglycerol esters - Optimization and techno-economic evaluation J. Am. Oil Chem. Soc. 1981, 58, 878-883.
    • (1981) J. Am. Oil Chem. Soc. , vol.58 , pp. 878-883
    • Garti, N.1    Aserin, A.2    Zaidman, B.3
  • 34
    • 78651495567 scopus 로고    scopus 로고
    • Sauer heterogen-katalysierte Synthese und Ketalisierung von Diglycerinen., 41. Jahrestreffen Deutscher Katalytiker 2008, Congress Centrum Neue Weimarhalle, Weimar, Germany, Book of Abstracts
    • Deutsch, J., Eckelt, R., Richter, M., Sauer heterogen-katalysierte Synthese und Ketalisierung von Diglycerinen. 41. Jahrestreffen Deutscher Katalytiker 2008, Congress Centrum Neue Weimarhalle, Weimar, Germany, Book of Abstracts, 2008, p. 266-267.
    • (2008) , pp. 266-267
    • Deutsch, J.1    Eckelt, R.2    Richter, M.3
  • 35
    • 33845921179 scopus 로고    scopus 로고
    • Investigation on heterogeneously catalysed condensations of glycerol to cyclic acetals
    • Deutsch, J., Martin, A., Lieske, H., Investigation on heterogeneously catalysed condensations of glycerol to cyclic acetals. J. Catal. 2007, 245, 428-435.
    • (2007) J. Catal. , vol.245 , pp. 428-435
    • Deutsch, J.1    Martin, A.2    Lieske, H.3
  • 36
    • 33947487166 scopus 로고
    • Gas-liquid chromatography of trimethylsilyl derivatives of sugars and related substances
    • Sweeley, C. C., Bentley, R., Makita, M., Wells, W. W., Gas-liquid chromatography of trimethylsilyl derivatives of sugars and related substances, J. Am. Chem. Soc. 1963, 85, 2497-2507.
    • (1963) J. Am. Chem. Soc. , vol.85 , pp. 2497-2507
    • Sweeley, C.C.1    Bentley, R.2    Makita, M.3    Wells, W.W.4
  • 37
    • 58149163607 scopus 로고    scopus 로고
    • Glycerol upgrading over zeolites by batch reactor liquid-phase oligomerization: heterogeneous vs homogeneous reaction
    • Krisnandi, Y. K., Eckelt, R., Schneider, M., Martin, A., Richter, M., Glycerol upgrading over zeolites by batch reactor liquid-phase oligomerization: heterogeneous vs homogeneous reaction. ChemSusChem 2008, 1, 835-844.
    • (2008) ChemSusChem , vol.1 , pp. 835-844
    • Krisnandi, Y.K.1    Eckelt, R.2    Schneider, M.3    Martin, A.4    Richter, M.5
  • 38
    • 78651500155 scopus 로고
    • US patent 3,968,169
    • Seiden, P., Martin, J. B., US patent 3, 968, 169 (1976).
    • (1976)
    • Seiden, P.1    Martin, J.B.2
  • 39
    • 78651486593 scopus 로고
    • Polish patent 137,052,
    • Koter, R., Ceglowska, K., Polish patent 137, 052, (1986).
    • (1986)
    • Koter, R.1    Ceglowska, K.2
  • 41
    • 0003776330 scopus 로고
    • Introduction to Zeolite Science and Practice
    • Studies in Surface Science and Catalysis). Volume, 1st Edn., Elsevier Science BV, Amsterdam, The Netherlands
    • Flanigen, E. M., Jansen, J. C., van Bekkum, H., Introduction to Zeolite Science and Practice, (Studies in Surface Science and Catalysis). Volume, 58, 1st Edn., Elsevier Science BV, Amsterdam, The Netherlands 1991.
    • (1991) , vol.58
    • Flanigen, E.M.1    Jansen, J.C.2    van Bekkum, H.3
  • 42
    • 0347292989 scopus 로고    scopus 로고
    • Handbook of Zeolite Science and Technology
    • Auerbach, S. M., Carrado, K. A., Dutta, P. K. (Eds.), Marcel Dekker, Inc., New York, Basel
    • Auerbach, S. M., Carrado, K. A., Dutta, P. K. (Eds.), Handbook of Zeolite Science and Technology, Marcel Dekker, Inc., New York, Basel 2003.
    • (2003)
  • 43
    • 84891571306 scopus 로고    scopus 로고
    • Zeolites and Catalysis. Synthesis, Reactions and Applications
    • Wiley-VCH, Weinheim (Germany)
    • čejka, J., Corma, A., Zones, S., Zeolites and Catalysis. Synthesis, Reactions and Applications, Wiley-VCH, Weinheim (Germany) 2010.
    • (2010)
    • čejka, J.1    Corma, A.2    Zones, S.3
  • 44
    • 0038419050 scopus 로고    scopus 로고
    • Microcalorimetry methods to study the acidity and reactivity of zeolites, pillared clays and mesoporous materials
    • Auroux, A., Microcalorimetry methods to study the acidity and reactivity of zeolites, pillared clays and mesoporous materials. Topics Catal. 2002, 19, 205-213.
    • (2002) Topics Catal. , vol.19 , pp. 205-213
    • Auroux, A.1
  • 48
    • 78651485734 scopus 로고    scopus 로고
    • EU patent 1 316 577
    • Kraft, A., EU patent 1 316 577 (2002).
    • (2002)
    • Kraft, A.1
  • 52
    • 78651496132 scopus 로고    scopus 로고
    • http://www.dupont.com/fuelcells/products/nafion.html.
  • 53
    • 78651519646 scopus 로고    scopus 로고
    • http://www.fumatech.de.
  • 54
    • 70350215670 scopus 로고    scopus 로고
    • Theoretical study on the role of surface basicity and Lewis acidity on the etherification of glycerol over alkaline earth metal oxides
    • Calatayud, M., Ruppert, A. M., Weckhuysen, B. M., Theoretical study on the role of surface basicity and Lewis acidity on the etherification of glycerol over alkaline earth metal oxides. Chem. Eur. J. 2009, 15, 10864-10870.
    • (2009) Chem. Eur. J. , vol.15 , pp. 10864-10870
    • Calatayud, M.1    Ruppert, A.M.2    Weckhuysen, B.M.3
  • 57
    • 33751180567 scopus 로고    scopus 로고
    • Binary caesium-lanthanum oxide supported on MCM-41: A new stable heterogeneous basic catalyst
    • Kloetstra, K. R., Van Laren, M., Van Bekkum, H., Binary caesium-lanthanum oxide supported on MCM-41: A new stable heterogeneous basic catalyst. J. Chem. Soc. Faraday Trans. 1997, 93, 1211-1220.
    • (1997) J. Chem. Soc. Faraday Trans. , vol.93 , pp. 1211-1220
    • Kloetstra, K.R.1    Van Laren, M.2    Van Bekkum, H.3
  • 58
    • 38949203867 scopus 로고    scopus 로고
    • Towards a molecular understanding of shape selectivity
    • Berend Smit,
    • Berend Smit, Maesen, T. L. M., Towards a molecular understanding of shape selectivity. Nature 2008, 451, 671-678.
    • (2008) Nature , vol.451 , pp. 671-678
    • Maesen, T.L.M.1
  • 59
    • 78651485733 scopus 로고    scopus 로고
    • Application of Cs ion exchanged zeolite catalysts for glycerol etherification, 20. Deutsche Zeolithtagung, Halle, 5.-7.3., Book of Abstracts, pp 34-35, Hrsg: DECHEMA e. V., Frankfurt am Main (Germany) 2008.
    • Krisnandi, Y. K., Chechinski, M., Eckelt, R., Martin, A., Richter, M., Application of Cs ion exchanged zeolite catalysts for glycerol etherification, 20. Deutsche Zeolithtagung, Halle, 5.-7.3. 2008, Book of Abstracts, pp 34-35, Hrsg: DECHEMA e. V., Frankfurt am Main (Germany) 2008.
    • (2008)
    • Krisnandi, Y.K.1    Chechinski, M.2    Eckelt, R.3    Martin, A.4    Richter, M.5
  • 60
    • 0031251378 scopus 로고    scopus 로고
    • Zeolite Beta: characterization and passivation of the external surface acidity
    • Kunkeler, P. J., Moeskops, D., van Bekkum, H., Zeolite Beta: characterization and passivation of the external surface acidity. Micropor. Mater. 1997, 1, 313-323.
    • (1997) Micropor. Mater. , vol.1 , pp. 313-323
    • Kunkeler, P.J.1    Moeskops, D.2    van Bekkum, H.3
  • 61
    • 33746702737 scopus 로고    scopus 로고
    • Polyglycerols and their esters as an additional use for glycerol
    • Barrault, J., Jerome, F., Pouilloux, Y., Polyglycerols and their esters as an additional use for glycerol. Lipid Technol. 2005, 17, 131-135.
    • (2005) Lipid Technol. , vol.17 , pp. 131-135
    • Barrault, J.1    Jerome, F.2    Pouilloux, Y.3
  • 62
    • 78651504848 scopus 로고
    • Polyglycerol, IV. Kinetics of the polymerisation of glycerol. Sborník vysoké ŝkoly chemicko-technologické v praze E 9,
    • Zajic, J., Polyglycerol, IV. Kinetics of the polymerisation of glycerol. Sborník vysoké ŝkoly chemicko-technologické v praze E 9, 1966, 91-101
    • (1966) , pp. 91-101
    • Zajic, J.1
  • 63
    • 19844380153 scopus 로고    scopus 로고
    • Selective oligomerization of glycerol over mesoporous catalysts
    • Barrault, J., Clacens, J.-M., Pouilloux, Y., Selective oligomerization of glycerol over mesoporous catalysts. Topics Catal. 2004, 27, 137-142.
    • (2004) Topics Catal. , vol.27 , pp. 137-142
    • Barrault, J.1    Clacens, J.2    Pouilloux, Y.3


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