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Liquid Crystals Volume 8, 1990 - Issue 1
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Original Articles

The scope and limitations of liquid-crystalline behaviour in monosaccharide amphiphiles Comparison of the thermal behaviour of several homologous series of D-glucose derived compounds with an amino-linked alkyl chain

Henk A. Van Doren Netherlands Institute for Carbohydrate Research-TNO, Rouaanstraat 27, 9723, CC, Groningen, The Netherlands
,
Ralph Van Der Geest Netherlands Institute for Carbohydrate Research-TNO, Rouaanstraat 27, 9723, CC, Groningen, The Netherlands
,
Cornelis F. De Ruijter Netherlands Institute for Carbohydrate Research-TNO, Rouaanstraat 27, 9723, CC, Groningen, The Netherlands
,
Richard M. Kellogg Department of Organic Chemistry, University of Groningen, Nijenborgh 16, 9747, AG, Groningen, The Netherlands
&
Hans Wynberg Department of Organic Chemistry, University of Groningen, Nijenborgh 16, 9747, AG, Groningen, The Netherlands
Pages 109-121 | Received 06 Feb 1990, Accepted 23 Feb 1990, Published online: 05 Oct 2006

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A.G. Cook, A. Martinez-Felipe, N.J. Brooks, J.M. Seddon & C.T. Imrie. (2013) New insights into the transitional behaviour of methyl-6-O-(n-dodecanoyl)-α-D-glucopyranoside using variable temperature FTIR spectroscopy and X-ray diffraction. Liquid Crystals 40:12, pages 1817-1827.
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A. Schaz, E. Valaityte˙ & G. Lattermann$suffix/text()$suffix/text(). (2004) Investigations on liquid crystalline partially fluorinated ‘one-chain’ and ‘two-chain’ benzoic acids . Liquid Crystals 31:10, pages 1311-1321.
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Constantinos M. Paleos & Dimitris Tsiourvas. (2001) Supramolecular hydrogen-bonded liquid crystals. Liquid Crystals 28:8, pages 1127-1161.
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Huy Loc Nguyen, James Dedier, Huu Tinh Nguyen & Gilles Sigaud. (2000) Synthesis and characterization of thermotropic amphiphilic liquid crystals: semiperfluoroalkyl-β-D-glucopyranosides. Liquid Crystals 27:11, pages 1451-1456.
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P. BAULT, P. GODE, G. GOETHALS, J. W. GOODBY, J. A. HALEY, S. M. KELLY, G. H. MEHL & P. VILLA. (1999) Synthesis and mesomorphism of 6-Z-n-alkyl-alpha-D-galactopyranoses. Liquid Crystals 26:7, pages 985-997.
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P. BAULT, P. GODE, G. GOETHALS, J. W. GOODBY, J. A. HALEY, S. M. KELLY, G. H. MEHL, G. RONCO & P. VILLA. (1998) Liquid crystalline derivatives of galactose and galactitol: dependence of thermotropic mesomorphism on carbohydrate form. Liquid Crystals 25:1, pages 31-45.
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C.M. Paleos, M. Arkas & A. Skoulios. (1998) Mesomorphic Character of Quaternary Ammonium Salts Affected by Secondary Hydrogen Bonding Interactions. Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 309:1, pages 237-250.
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Z. Sideratou, C.M. Paleos & A. Skoulios. (1995) Liquid Crystals From Non-Mesogenic Anils Induced Through Hydrogen Bonding. Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 265:1, pages 19-26.
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P. Stangier, V. Vill, S. Rohde, U. Jeschke & J. Thiem. (1994) Mesomorphic amino sugars. Liquid Crystals 17:4, pages 589-595.
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J. Michas, C.M. Paleos, A. Skoulios & P. Weber. (1993) Thermotropic Liquid Crystals from Hydrogen-Bonded Amphiphiles: N-Alkyl-Substituted Iminodiacetic Acids. Molecular Crystals and Liquid Crystals Science and Technology. Section A. Molecular Crystals and Liquid Crystals 237:1, pages 175-184.
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Maria Michalska, Wieslawa Kudelska, January Pluskowski, Mariolo Nowińska & Anna Juszczak. (1993) A Highly Stereoselective Synthesis of N-Alkyl(2-deoxy-β-D-arabino-hexopyranosyl)amines Via 2-Deoxyglycosyl Phosphorodithioates as Glycosyl Donors. Journal of Carbohydrate Chemistry 12:7, pages 833-840.
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Klaus Praefcke & Dirk Blunk. (1993) Substitution pattern and stereochemistry versus liquid crystalline behaviour [1]. Liquid Crystals 14:4, pages 1181-1187.
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Jan Jaap H. Nusselder, JanB. F. N. Engberts & Henk A. Van Doren. (1993) Liquid-crystalline and thermochromic behaviour of 4-substituted 1-methylpyridinium iodide surfactants. Liquid Crystals 13:2, pages 213-225.
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GeorgeA. Jeffrey & LaviniaM. Wingert. (1992) Carbohydrate liquid crystals. Liquid Crystals 12:2, pages 179-202.
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V. Vill, H. Kelkenberg & J. Thiem. (1992) Liquid-crystalline glucamine derivatives. Liquid Crystals 11:3, pages 459-467.
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Klaus Praefcke, Bernd Kohne, Siegmar Diele, Gerhard Pelzl & Anders Kjær. (1992) Mesophase characterization of some long chain vicinal multihydroxy amphiphiles [1,2]. Liquid Crystals 11:1, pages 1-8.
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H.A. Van Doren & L.M. Wingert. (1991) A Revised Model for the Molecular Arrangement in the Smectic Ad Phase of Carbohydrate Derived Amphiphiles with One Alkyl Chain†. Molecular Crystals and Liquid Crystals 198:1, pages 381-391.
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K. Praefcke, B. Kohne, P. Psaras & J. Hempel. (1991) Attempts Towards Novel Cycloalkane Liquid Crystals. Journal of Carbohydrate Chemistry 10:4, pages 523-537.
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HenkA. Van Doren & LaviniaM. Wingert. (1991) Penetration by water of polyhydroxy amphiphiles in the crystalline versus the liquid crystalline states. Liquid Crystals 9:1, pages 41-45.
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Articles from other publishers (23)

Leonel Barreda, Zhengyuan Shen, Qile P. Chen, Timothy P. Lodge, J. Ilja Siepmann & Marc A. Hillmyer. (2019) Synthesis, Simulation, and Self-Assembly of a Model Amphiphile To Push the Limits of Block Polymer Nanopatterning. Nano Letters 19:7, pages 4458-4462.
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María J. Clemente, Pilar Romero, José L. Serrano, Juliette Fitremann & Luis Oriol. (2012) Supramolecular Hydrogels Based on Glycoamphiphiles: Effect of the Disaccharide Polar Head. Chemistry of Materials 24:20, pages 3847-3858.
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Andrew G. Cook, James L. Wardell & Corrie T. Imrie. (2011) Carbohydrate liquid crystals: Synthesis and characterisation of the methyl-6-O-(n-acyl)-α-d-glucopyranosides. Chemistry and Physics of Lipids 164:2, pages 118-124.
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Madan Kumar Singh, Narayanaswamy Jayaraman, D.S. Shankar Rao & S. Krishna Prasad. (2010) Role of hydroxyl group on the mesomorphism of alkyl glycosides: synthesis and thermal behavior of alkyl 6-deoxy-β-d-glucopyranosides. Chemistry and Physics of Lipids 163:6, pages 580-585.
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Zvi RappoportT. Hanemann & W. Haase. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
Constantinos M Paleos & Dimitris Tsiourvas. (2001) Liquid crystals from hydrogen-bonded amphiphiles. Current Opinion in Colloid & Interface Science 6:3, pages 257-267.
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Takashi Kato. 2000. Molecular Self-Assembly Organic Versus Inorganic Approaches. Molecular Self-Assembly Organic Versus Inorganic Approaches 95 146 .
Jolanda M. Pestman, Jan Kevelam, Michael J. Blandamer, Henk A. van Doren, Richard M. Kellogg & Jan B. F. N. Engberts. (1999) Thermodynamics of Micellization of Nonionic Saccharide-Based N -Acyl- N -alkylaldosylamine and N -Acyl- N -alkylamino-1-deoxyalditol Surfactants . Langmuir 15:6, pages 2009-2014.
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Oswald Lockhoff & Peter Stadler. (1998) Syntheses of glycosylamides as glycolipid analogs. Carbohydrate Research 314:1-2, pages 13-24.
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Paul Boullanger. 1998. Glycoscience Synthesis of Substrate Analogs and Mimetics. Glycoscience Synthesis of Substrate Analogs and Mimetics 275 312 .
H. A. Van Doren. 1996. Carbohydrates as Organic Raw Materials III. Carbohydrates as Organic Raw Materials III 255 272 .
Carsten Tschierske. (1996) Molecular self-organization of amphotropic liquid crystals. Progress in Polymer Science 21:5, pages 775-852.
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Constantinos M. Paleos & Dimitris Tsiourvas. (2003) Thermotropic Liquid Crystals Formed by Intermolecular Hydrogen Bonding Interactions. Angewandte Chemie International Edition in English 34:16, pages 1696-1711.
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Constantinos M. Paleos & Dimitris Tsiourvas. (2006) Bildung thermotroper Flüssigkristalle durch intermolekulare Wasserstoffbrückenbindungen. Angewandte Chemie 107:16, pages 1839-1855.
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Henk A. van Doren & K. Ronald Terpstra. (1995) Structure-property relationships in D -glucitol derivatives with two geminal hydrocarbon chains. Part 1.—Thermotropic and lyotropic liquid-crystalline behaviour . J. Mater. Chem. 5:12, pages 2153-2160.
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Harry W. C. Raaijmakers, Ester G. Arnouts, Binne Zwanenburg, Gordon J. F. Chittenden & Henk A. van Doren. (2010) The synthesis and properties of some mesogenic 3– O ‐alkyl derivatives of D‐glucitol and D‐mannitol . Recueil des Travaux Chimiques des Pays-Bas 114:7, pages 301-310.
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Heiko Prade, Ralf Miethchen & Volkmar Vill. (1995) Thermotrop fl�ssigkristalline Kohlenhydrat-Amphiphile. Journal f�r Praktische Chemie/Chemiker-Zeitung 337:1, pages 427-440.
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Henk A. van Doren & Lavinia M. Wingert. (2010) The relationship between the molecular structure of polyhydroxy amphiphiles and their aggregation behaviour in water. I. The contact preparation method as a tool for empirical studies. Recueil des Travaux Chimiques des Pays-Bas 113:4, pages 260-265.
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V. Brzezinski & I.R. Peterson. (1993) Magnetic alignment of aliphatic lamellae. Thin Solid Films 235:1-2, pages 116-119.
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M. Csiba, J. Cleophax, A. Loupy, J. Malthête & S.D. Gero. (1993) Liquid crystalline 5,6-O-acetals of L-galactono-1,4-lactone prepared by a microwave irradiation on montmorillonite. Tetrahedron Letters 34:11, pages 1787-1790.
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Frank Hentrich, Carsten Tschierske & Horst Zaschke. (1991) Bolaamphiphilic Polyols, a Novel Class of Amphotropic Liquid Crystals. Angewandte Chemie International Edition in English 30:4, pages 440-441.
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Frank Hentrich, Carsten Tschierske & Horst Zaschke. (2006) Bolaamphiphile Polyole, eine neue Klasse amphotroper Flüssigkristalle. Angewandte Chemie 103:4, pages 429-431.
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D. Demus, A. Hauser & H. Kresse. (2010) Physikalische Chemie 1990. Nachrichten aus Chemie, Technik und Laboratorium 39:2, pages 200-209.
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