Sugar derivative gelators

Patent metadata

Field	Value
Publication number	US-10544181-B2
Application number	US-201615755393-A
Country	US
Kind code	B2
Filing date	Aug 25, 2016
Priority date	Aug 25, 2015
Publication date	Jan 28, 2020
Grant date	Jan 28, 2020

Abstract

A novel gelator including a sugar derivative; a gelator including a compound of Formula (1) or Formula (2):

wherein R 1 is a linear or branched alkyl group having a carbon atom number of 9 to 20, a cyclic alkyl group having a carbon atom number of 13 to 20, or a linear or branched alkenyl group having a carbon atom number of 9 to 20, R 2 is a hydrogen atom, a linear or branched alkyl group having a carbon atom number of 1 to 10, or an aryl group optionally having a substituent, and R 3 and R 4 are hydroxy groups.

First claim

The invention claimed is:

1. A gelator comprising a compound of Formula (1) or Formula (2):

wherein
R 1 is a linear or branched alkyl group having a carbon atom number of 9 to 20, a cyclic alkyl group having a carbon atom number of 13 to 20, or a linear or branched alkenyl group having a carbon atom number of 9 to 20;
R 2 is a hydrogen atom, a linear or branched alkyl group having a carbon atom number of 1 to 10, or an aryl group optionally having a substituent; and
R 3 and R 4 are hydroxy groups.

2. The gelator according to claim 1 , wherein the compound of Formula (1) is a compound of Formula (3):

wherein R 1 and R 2 have the same meanings as defined in Formula (1).

3. The gelator according to claim 1 , wherein the compound of Formula (1) is a compound of Formula (4):

wherein R 1 and R 2 have the same meanings as defined in Formula (1).

4. A gel comprising:
the gelator as claimed in claim 1 ; and
a hydrophobic organic solvent, a hydrophilic organic solution, a hydrophobic organic solution, or an aqueous solution.

5. A gel comprising:
the gelator as claimed in claim 1 ;
a surfactant; and
a hydrophobic organic solvent, a hydrophilic organic solvent, water, a hydrophilic organic solution, a hydrophobic organic solution, or an aqueous solution.

6. The gel according to claim 4 , wherein the hydrophobic organic solvent is at least one solvent selected from the group consisting of vegetable oils, esters, silicone oils, and hydrocarbons.

7. The gel according to claim 4 , wherein the hydrophobic organic solution is a mixed solvent of water and the hydrophobic organic solvent wherein the hydrophobic organic solvent is at least one solvent selected from the group consisting of vegetable oils, esters, silicone oils, and hydrocarbons.

8. The gel according to claim 5 , wherein the hydrophilic organic solvent is at least one solvent selected from the group consisting of methanol, ethanol, 2-propanol, i-butanol, pentanol, hexanol, 1-octanol, iso-octanol, acetone, cyclohexanone, acetonitrile, dioxane, glycerol, propylene glycol, ethylene glycol, and dimethyl sulfoxide.

9. The gel according to claim 4 , wherein the hydrophilic organic solution is a mixed solvent of water and the hydrophilic organic solvent wherein the hydrophilic organic solvent is at least one solvent selected from the group consisting of methanol, ethanol, 2-propanol, i-butanol, pentanol, hexanol, 1-octanol, iso-octanol, acetone, cyclohexanone, acetonitrile, dioxane, glycerol, propylene glycol, ethylene glycol, and dimethyl sulfoxide.

10. The gel according to claim 4 , wherein fine particles are further dispersed in the gel.

11. The gelator according to claim 1 , wherein the gelator is a gelator of an ionic liquid.

12. A gel comprising:
the gelator as claimed in claim 1 , and
an ionic liquid.

13. A cosmetic base material or a medical base material comprising the gelator as claimed in claim 1 .

14. A method for producing the compound of Formula (1) or Formula (2) as claimed in claim 1 , the method being characterized by comprising:
producing the compound of Formula (1) or Formula (2) by annelation reaction of a compound of a formula R 1 —CHO (wherein R 1 is a linear or branched alkyl group having a carbon atom number of 9 to 20, a cyclic alkyl group having a carbon atom number of 13 to 20, or a linear or branched alkenyl group having a carbon atom number of 9 to 20) with glucose, mannose, galactose, or a derivative thereof in a single pot in the presence of triethyl orthoformate, DMF, or p-toluenesulfonic acid.

15. A compound of Formula (7) or Formula (8):

wherein
R 5 is a linear or branched alkyl group having a carbon atom number of 13 to 20, a cyclic alkyl group having a carbon atom number of 13 to 20, or a linear or branched alkenyl group having a carbon atom number of 13 to 18;
R 2 is a hydrogen atom, a linear or branched alkyl group having a carbon atom number of 1 to 10, or an aryl group optionally having a substituent; and
R 3 and R 4 are hydroxy groups.

Assignees

• Univ Kyushu
• Institute Of Systems Information Tech And Nanotechnologies
• Nissian Chemical Ind Ltd
• Nissan Chemical Ind Ltd

Inventors

• Ono Fumiyasu
• Saruhashi Koichiro
• Hirata Osamu
• Shinkai Seiji
• Yamamoto Tatsuhiro

Classifications

• A61K8/042

  Gels · CPC title

• A61K47/26

  Carbohydrates, e.g. sugar alcohols, amino sugars, nucleic acids, mono-, di- or oligo-saccharides; Derivatives thereof, e.g. polysorbates, sorbitan fatty acid esters or glycyrrhizin · CPC title

• C09K3/00

  Materials not provided for elsewhere · CPC title

• C07H9/04 Primary

  Cyclic acetals · CPC title

• C07C43/32

  Compounds having [IMAGE cpc-sch-C07C-0959.gif] groups or[IMAGE cpc-sch-C07C-0960.gif] groups · CPC title