On the Delicate Influence of a Minute Amount of Water on the Organogel Stability Comprised of a Sugar-Integrated Gelator

It was found that the stability of organogel of methyl-4, 6-O-benzylidene-α-D-glucopyranoside (1) is sensitively affected by a minute amount of concomitant water: the maximum stability is observed at [H2O]/[1] = 1.0. The effect of water molecules on the organogel stability is well understood in relation to its crystal structures. Thus, this paper has provided an important admonition for the stability of hydrogen-bond-dependent organogels.

[1]  S. Shinkai,et al.  New Organogelators Bearing Both Sugar and Cholesterol Units: an Approach toward Molecular Design of Universal Gelators , 2000 .

[2]  D. Whitten,et al.  Direct Observation of Sol−Gel Conversion: The Role of the Solvent in Organogel Formation , 2000 .

[3]  Richard G. Weiss,et al.  Gelation of Organic Liquids by Some 5α-Cholestan-3β-yl N-(2-Aryl)carbamates and 3β-Cholesteryl 4-(2-Anthrylamino)butanoates. How Important Are H-Bonding Interactions in the Gel and Neat Assemblies of Aza Aromatic-Linker-Steroid Gelators?† , 2000 .

[4]  D. Reinhoudt,et al.  Sugar‐Integrated Gelators of Organic Solvents—Their Remarkable Diversity in Gelation Ability and Aggregate Structure , 1999 .

[5]  D. Reinhoudt,et al.  New sugar-based gelators with an amino group, the gelatin ability of which is remarkably reinforced by the hydrogen bond and the metal coordination , 1999 .

[6]  I. Huc,et al.  Gemini Surfactants as New, Low Molecular Weight Gelators of Organic Solvents and Water. , 1998, Angewandte Chemie.

[7]  K. Hanabusa,et al.  A Novel Class of Organogelator Based on N-Isopropylcholamide and the First Observation of Fibrous Colloidal Aggregates , 1998 .

[8]  Jean-Jacques Allegraud,et al.  Thermoreversible Gelation of Organic Liquids by Arylcyclohexanol Derivatives: a Structural Study , 1998 .

[9]  K. Hanabusa,et al.  Thermoreversible Self-Organized Gels of a Liquid Crystal Formed by Aggregation of trans-1,2-Bis(acylamino)cyclohexane Containing a Mesogenic Moiety , 1998 .

[10]  S. Shinkai,et al.  Cholesterol-based functional tectons as versatile building-blocks for liquid crystals, organic gels and monolayers , 1998 .

[11]  Richard G. Weiss,et al.  Low Molecular Mass Gelators of Organic Liquids and the Properties of Their Gels. , 1997, Chemical reviews.

[12]  S. Shinkai,et al.  Remarkable influence of the preparation method on the gelation ability of a cholesterol-based isocyanuric acid-2,4,6-triaminopyrimidine pair. Does the formation of a `molecular tape' contribute to the gelation? , 1997 .

[13]  B. Feringa,et al.  Self‐Assembly of Bisurea Compounds in Organic Solvents and on Solid Substrates , 1997 .

[14]  K. Hanabusa,et al.  SMALL MOLECULAR GELLING AGENTS TO HARDEN ORGANIC LIQUIDS : TRIALKYL CIS-1,3,5-CYCLOHEXANETRICARBOXAMIDES , 1997 .

[15]  J. S. Sohna,et al.  A trisbipyridine tripodal ligand as toluene gelator. Phasetransition-triggered binding of iron(ii) , 1997 .

[16]  K. Hanabusa,et al.  Formation of Organogels by Intermolecular Hydrogen Bonding between Ureylene Segment. , 1996 .

[17]  K. Hanabusa,et al.  Prominent Gelation and Chiral Aggregation of Alkylamides Derived from trans‐1,2‐Diaminocyclohexane , 1996 .

[18]  E. Ostuni,et al.  Novel X‐ray Method for In Situ Determination of Gelator Strand Structure: Polymorphism of Cholesteryl Anthraquinone‐2‐carboxylate , 1996 .

[19]  S. Shinkai,et al.  Dual-component cholesterol-based gelators bearing complementary hydrogen-bonding sites , 1996 .

[20]  R. Weiss,et al.  New Iyotropic phases (thermally-reversible organogels) of simple tertiary amines and related tertiary and quaternary ammonium halide salts , 1996 .

[21]  R. Weiss,et al.  Cholestanyl Substituted Quaternary Ammonium Salts as Gelators of Organic Liquids , 1995 .

[22]  R. Weiss,et al.  Structures of Organogels Based upon Cholesteryl 4-(2-Anthryloxy)butanoate, a Highly Efficient Luminescing Gelator: Neutron and X-ray Small-Angle Scattering Investigations , 1995 .

[23]  R. Mukkamala,et al.  Anthraquinone–steroid based gelators of alcohols and alkanes , 1995 .

[24]  M. Takafuji,et al.  Functional organic gels Chirality induction through formation of highly-oriented structure , 1995 .

[25]  Takashi Komori,et al.  Thermal and Light Control of the Sol-Gel Phase Transition in Cholesterol-Based Organic Gels. Novel Helical Aggregation Modes As Detected by Circular Dichroism and Electron Microscopic Observation , 1994 .

[26]  S. Shinkai,et al.  Chiral Discrimination of Monosaccharides through Gel Formation , 1994 .

[27]  R. Weiss,et al.  Factors influencing the formation of thermally reversible gels comprised of cholesteryl 4-(2-anthryloxy)butanoate in hexadecane, 1-octanol, or their mixtures , 1993 .

[28]  E. D. Vries,et al.  Small depsipeptides as solvent gelators , 1993 .

[29]  K. Hanabusa,et al.  A small molecular gelling agent for organic liquids: N-benzyloxycarbonyl-L-alanine 4-hexadecanoyl-2-nitrophenyl ester , 1992 .

[30]  Frédéric Fages,et al.  A novel small molecular luminescent gelling agent for alcohols , 1991 .

[31]  B. Kachar,et al.  Liquid-crystalline solvents as mechanistic probes. Part 37. Novel family of gelators of organic fluids and the structure of their gels , 1989 .