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Liquid Crystals Volume 3, 1988 - Issue 11
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Original Articles

The Thermotropic Liquid-Crystalline Properties of Some Straight Chain Carbohydrate Amphiphiles

J. W. Goodby AT & T Bell Laboratories, Murray Hill, New Jersey, 07974, USA
,
M. A. Marcus AT & T Bell Laboratories, Murray Hill, New Jersey, 07974, USA
,
E. Chin AT & T Bell Laboratories, Murray Hill, New Jersey, 07974, USA
,
P. L. Finn AT & T Bell Laboratories, Murray Hill, New Jersey, 07974, USA
&
B. Pfannemuller Hermann-Staudinger-Haus, Institute of Macromolecular Chemistry, University of Freiburg, Stefan-Meier-Strasse 31, D-7800 Freiburg, F.R., Germany
Pages 1569-1581 | Received 16 Dec 1987, Accepted 07 Mar 1988, Published online: 06 Nov 2007

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J. W. Goodby, B. Pfannemüller, W. Welte, E. Chin & J. W. Goodby. (2006) Liquid‐crystalline glycolipids: towards understanding the roles of liquid crystals in biological and life processes. Liquid Crystals 33:11-12, pages 1229-1245.
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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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ELLY SMITS, JAN B. F. N. ENGBERTS, RICHARD M. KELLOGG & HENK A. VAN DOREN. (1997) Thermotropic and lyotropic liquid crystalline behaviour of 4-alkoxyphenyl beta-D-glucopyranosides. Liquid Crystals 23:4, pages 481-488.
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Dirk Blunk, Klaus Praefcke & Günter Legler. (1994) A new family of carbohydrate liquid crystals. N-Alkylated 1-deoxynojirimycin derivatives [1]. Liquid Crystals 17:6, pages 841-846.
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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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R. Miethchen, M. Schwarze & J. Holz. (1993) 6,6-Di-C-alkyl-d-galactopyranoses. A new group of liquid crystalline compounds forming columnar phases [1]. Liquid Crystals 15:2, pages 185-191.
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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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GeorgeA. Jeffrey & LaviniaM. Wingert. (1992) Carbohydrate liquid crystals. Liquid Crystals 12:2, pages 179-202.
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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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C. Tschierske, F. Hentrich, D. Joachimi, O. Agert & H. Zaschke. (1991) The liquid-crystalline behaviour of amphiphilic ethane-1,2-diol derivatives incorporating a six membered ring in their principal structure. Liquid Crystals 9:4, pages 571-582.
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C. Hall, G.J. T. Tiddy & B. Pfannemüller. (1991) Lyotropic liquid crystal phase formation in l-(alkanoylmethyl amino) 1-deoxy-D-glucitols. Liquid Crystals 9:4, pages 527-537.
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K. Praefcke, P. Marquardt, B. Kohne & W. Stephan. (1991) Liquid-Crystalline Inositol Ethers, their Syntheses and Columnar Mesophases. Journal of Carbohydrate Chemistry 10:4, pages 539-548.
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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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S. Tristram-nagle & L.M. Wingert. (1990) A Thermotropic Study of 1-Deoxy-1- (N-methyloctanamido)-D-glucitol (MEGA-8) Using Microscopy, Calorimetry and X-Ray Diffraction. Molecular Crystals and Liquid Crystals Incorporating Nonlinear Optics 188:1, pages 41-56.
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HenkA. Van Doren, Ralph Van Der Geest, CornelisF. De Ruijter, RichardM. Kellogg & Hans Wynberg. (1990) 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. Liquid Crystals 8:1, pages 109-121.
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A. Loewenstein, D. Igner, U. Zehavi, H. Zimmermann, A. Emerson & G.R. Luckhurst. (1990) Deuterium NMR studies of n-alkyl-β-D-glucopyranosides liquid-crystalline systems. Liquid Crystals 7:4, pages 457-474.
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N. Pietschmann, G. Brezesinski, F. Kuschel, C. Tschierske & H. Zaschke. (1990) Lyotropic Liquid-Crystalline Behaviour of 2-n-Alkyl-Propane-1, 3-Diols. Molecular Crystals and Liquid Crystals Letters 7:2, pages 39-46.
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Klaus Praefcke, Anne-Marie Levelut, Bernd Kohne & Andreas Eckert. (1989) First carbohydrate liquid crystals of columnar structure. Liquid Crystals 6:3, pages 263-270.
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John W. Goodby. 2014. Handbook of Liquid Crystals. Handbook of Liquid Crystals 1 18 .
E. Davis Oldham, Srivenu Seelam, Carolina Lema, Renato J. Aguilera, Jennifer Fiegel, Stephen E. Rankin, Barbara L. Knutson & Hans-Joachim Lehmler. (2013) Synthesis, surface properties, and biocompatibility of 1,2,3-triazole-containing alkyl β-d-xylopyranoside surfactants. Carbohydrate Research 379, pages 68-77.
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Zvi RappoportT. Hanemann & W. Haase. 2010. Patai's Chemistry of Functional Groups. Patai's Chemistry of Functional Groups.
J. W. Goodby, V. Görtz, S. J. Cowling, G. Mackenzie, P. Martin, D. Plusquellec, T. Benvegnu, P. Boullanger, D. Lafont, Y. Queneau, S. Chambert & J. Fitremann. (2007) Thermotropic liquid crystalline glycolipids. Chemical Society Reviews 36:12, pages 1971.
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Narayanaswamy Jayaraman, Madan Kumar Singh, D. S. Shankar Rao & S. K. Prasad. (2007) Studies of the mesomorphic behavior of bivalent carbohydrate amphiphiles. Journal of Materials Chemistry 17:21, pages 2228.
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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 .
Paul Boullanger. 1998. Glycoscience Synthesis of Substrate Analogs and Mimetics. Glycoscience Synthesis of Substrate Analogs and Mimetics 275 312 .
Konstanze Borisch, Siegmar Diele, Petra Göring & Carsten Tschierske. (1996) Molecular design of amphitropic liquid crystalline carbohydrates–amphiphilic N-methyl-glucamides exhibiting lamellar, columnar or cubic mesophases. Chem. Commun.:2, pages 237-238.
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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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S. Demharter, H. Frey, M. Drechsler & R. M�lhaupt. (1995) Synthesis and gel formation of amphiphilic semicarbazones containing saccharide units. Colloid & Polymer Science 273:7, pages 661-674.
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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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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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S. Diele. (2010) Structure and Intermolecular Interaction in Liquid Crystalline Mixed Phases. Progress Report. Berichte der Bunsengesellschaft für physikalische Chemie 97:10, pages 1326-1336.
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Ralf Miethchen, Heiko Prade, Jens Holz, Klaus Praefcke & Dirk Blunk. (2006) Flüssigkristalline Verbindungen, 79 [1a] . Amphiphile und mesogene Kohlenhydrate, V [1b] . Amphiphile Fluorglucose‐ und Fluorscyllitol‐Derivate . Chemische Berichte 126:7, pages 1707-1712.
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Peer Marquardt, Klaus Praefcke, Bernd Kohne & Werner Stephan. (2006) Synthese und flüssigkristalline Eigenschaften von Multiethern des myo ‐ und scyllo ‐Inosits . Chemische Berichte 124:10, pages 2265-2277.
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Frank Hentrich, Carsten Tschierske & Horst Zaschke. (2003) 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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Douglas L. Dorset. (1990) Anomeric exchange and the structure of n-alkyl d-glucopyranosides. A study of binary phase behavior. Carbohydrate Research 206:2, pages 193-205.
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M Loos, D Baeyens-Volant, C David, G Sigaud & M.F Achard. (1990) N-Substituted aldonamides. Journal of Colloid and Interface Science 138:1, pages 128-133.
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J. F. Ogilvie. (2013) Mesophases II. Journal of the Chinese Chemical Society 36:6, pages 501-513.
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