Dispersion and method for forming hydrogel

Patent metadata

Field	Value
Publication number	US-9782331-B2
Application number	US-201414904284-A
Country	US
Kind code	B2
Filing date	Jul 3, 2014
Priority date	Jul 9, 2013
Publication date	Oct 10, 2017
Grant date	Oct 10, 2017

Abstract

An object is to provide dispersion containing lipid peptide type compound useful as low molecular weight gelator, such as lipid dipeptide and lipid tripeptide, and dissolution accelerator capable of dissolving the lipid peptide type compound at lower temperature and more easily. It is also an object to provide dispersion that can form hydrogel by simpler method and under milder condition (low temperature) and from which gel can be obtained as gel having high thermal stability, and provide method for forming the gel. Dispersion including: a lipid peptide type compound in which peptide portion formed by repetition of at least two or more identical or different amino acids is bonded to lipid portion including C 10-24 aliphatic group; dissolution accelerator having, in molecules thereof, hydrophilic portion and hydrophobic portion, the hydrophilic portion having betaine structure; and water; and method for producing hydrogel by use of the dispersion.

First claim

The invention claimed is:

1. A dispersion comprising the following components:
a lipid peptide type compound in which a peptide portion formed by repetition of at least two or more identical or different amino acids is bonded to a lipid portion including a C 10-24 aliphatic group;
a dissolution accelerator having, in molecules thereof, a hydrophilic portion and a hydrophobic portion, the hydrophilic portion having a betaine structure;
water; and
an alginic acid ester; wherein the dispersion is a mixed solution in which said components are randomly oriented.

2. The dispersion according to claim 1 , wherein the lipid peptide type compound contains at least one of compounds of Formula (1) to Formula (3) and pharmaceutically acceptable salts of the compounds:

where R 1 is a C 9-23 aliphatic group; R 2 is a hydrogen atom or a C 1-4 alkyl group optionally having a C 1-2 branching chain; R 3 is a —(CH 2 ) n —X group; n is a number of 1 to 4; and X is an amino group, a guanidino group, a —CONH 2 group, or a 5-membered ring optionally having 1 to 3 nitrogen atom(s), a 6-membered ring optionally having 1 to 3 nitrogen atom(s), or a fused heterocyclic ring composed of a 5-membered ring and a 6-membered ring optionally having 1 to 3 nitrogen atom(s),

where R 4 is a C 9-23 aliphatic group; R 5 to R 7 are each independently a hydrogen atom, a C 1-4 alkyl group optionally having a C 1-2 branching chain, or a —(CH 2 ) n —X group; n is a number of 1 to 4; X is an amino group, a guanidino group, a —CONH 2 group, or a 5-membered ring optionally having 1 to 3 nitrogen atom(s), a 6-membered ring optionally having 1 to 3 nitrogen atom(s), or a fused heterocyclic ring composed of a 5-membered ring and a 6-membered ring optionally having 1 to 3 nitrogen atom(s), and

where R 8 is a C 9-23 aliphatic group; R 9 to R 12 are each independently a hydrogen atom, a C 1-4 alkyl group optionally having a C 1-2 branching chain, or a —(CH 2 ) n —X group; n is a number of 1 to 4; X is an amino group, a guanidino group, a —CONH 2 group, or a 5-membered ring optionally having 1 to 3 nitrogen atom(s), a 6-membered ring optionally having 1 to 3 nitrogen atom(s), or a fused heterocyclic ring composed of a 5-membered ring and a 6-membered ring optionally having 1 to 3 nitrogen atom(s).

3. The dispersion according to claim 1 , further comprising a polyhydric alcohol.

4. The dispersion according to claim 3 , wherein the dissolution accelerator is at least one selected from lauryldimethyl aminoacetic acid betaine, lauramidopropyl betaine, lauryl hydroxy sulfobetaine, stearyl betaine, and lysophosphatidylcholine.

5. The dispersion according to claim 1 , wherein the dispersion is a premix for preparing a cosmetic or a quasi-drug.

6. The dispersion according to claim 1 , wherein the dispersion is a thickener for an antifreezing fluid.

7. The dispersion according to claim 1 , further comprising a heat resistance improver.

8. The dispersion according to claim 7 , wherein the heat resistance improver is at least one higher alcohol selected from the group consisting of C 10-20 saturated and unsaturated higher alcohols or at least one higher fatty acid ester selected from the group consisting of C 10-20 saturated and unsaturated higher fatty acid esters.

9. The dispersion according to claim 8 , wherein the heat resistance improver is cetanol, myristyl alcohol, or glyceryl monostearate.

10. The dispersion according to claim 1 , wherein the alginic acid ester is propylene glycol alginate.

11. A method for producing a hydrogel, the method comprising:
adding the dispersion as claimed in claim 1 to water and heating the resultant mixture to a temperature that is room temperature or higher and lower than 100° C.; and
cooling down the mixture with stirring until the temperature of the mixture reaches a temperature lower than the temperature in the heating to form a gel.

12. The method for producing a hydrogel of claim 11 , wherein the gel forms while the dispersion is being stirred and cooled down.

13. The method for producing a hydrogel of claim 12 , wherein the temperature to which the mixture is cooled down to during stirring is from room temperature to 80° C.

14. The method for producing a hydrogel of claim 12 , wherein the temperature to which the mixture is cooled down to during stirring is 40° C.

15. A method for producing a hydrogel, the method comprising:
adding the dispersion as claimed in claim 8 to water and heating the resultant mixture to a temperature that is room temperature or higher and lower than 100° C.; and
cooling down the mixture with stirring until the temperature of the mixture reaches a temperature lower than the temperature in the heating to form a gel.

16. The method for producing a hydrogel of claim 15 , wherein the gel forms without forming insoluble matters or deposits.

Assignees

• Nissan Chemical Ind Ltd

Inventors

• Imoto Takayuki

Classifications

• A61K8/342

  Alcohols having more than seven atoms in an unbroken chain · CPC title

• C07K5/1008

  the side chain containing 0 or 1 carbon atoms, i.e. Gly, Ala · CPC title

• A61K8/375

  the alcohol moiety containing more than one hydroxy group · CPC title

• A61K2800/10

  General cosmetic use · CPC title

• B01J13/00

  Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons · CPC title