# US 9,872,907 B2 · Hydrogel-forming material, premix, and hydrogel formation method

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- Number: US 9,872,907 B2
- Document ID: US9872907B2
- Status: Granted
- Kind: B2
- Application number: 14/433,529
- Filed: 2013-10-02
- Published: 2015-09-10
- Granted: 2018-01-23
- Earliest claimed: 2012-10-03
- Assignees: Nissan Chemical Industries, Ltd.
- Applicants: Nissan Chemical Industries, Ltd.
- Inventors: Keigo Matsumoto; Tsubasa Kashino
- Web page: https://patentgrep.com/patent/US9872907B2

## CPC

- A61K 9/06: Ointments; Bases therefor; {Other semi-solid forms, e.g. creams, sticks, gels (composition of ointments, creams or gels A61K47/00)}
- A61K 8/042: {Gels}
- A61K 8/361: {Carboxylic acids having more than seven carbon atoms in an unbroken chain; Salts or anhydrides thereof}
- A61K 8/37: Esters of carboxylic acids
- A61K 8/64: Proteins; Peptides; Derivatives or degradation products thereof
- A61K 8/8147: {Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; Compositions of derivatives of such polymers}
- A61K 8/8152: {Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers}
- A61K 47/12: Carboxylic acids; Salts or anhydrides thereof
- A61K 47/32: Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds, e.g. carbomers {, poly(meth)acrylates, or polyvinyl pyrrolidone}
- A61L 15/34: Oils, fats, waxes or natural resins {(A61L15/225 takes precedence)}
- A61Q 19/00: Preparations for care of the skin
- C08K 5/098: Metal salts of carboxylic acids
- C08K 5/20: Carboxylic acid amides
- A61K 2800/10: General cosmetic use
- A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D)
- A61L: METHODS OR APPARATUS FOR STERILISING MATERIALS OR OBJECTS IN GENERAL; DISINFECTION, STERILISATION OR DEODORISATION OF AIR; CHEMICAL ASPECTS OF BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES; MATERIALS FOR BANDAGES, DRESSINGS, ABSORBENT PADS OR SURGICAL ARTICLES (preservation of bodies or disinfecting characterised by the agents employed A01N; preserving, e.g. sterilising, food or foodstuffs A23; preparations for medical, dental or toiletry purposes A61K)
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- C08K: Use of inorganic or non-macromolecular organic substances as compounding ingredients (paints, inks, varnishes, dyes, polishes, adhesives C09)

## Abstract

A hydrogel-forming material, a premix, and a method for forming a hydrogel through a simple process at room temperature. The material including: a disperse phase (A) including a lipid peptide-based gelator including at least one of a compound of Formula (1) or pharmaceutically usable salt thereof, water, and a fatty acid salt; and a phase (B) that includes a water-soluble acidic polymer: (where R1 is a C9-23 aliphatic group, R2 is a hydrogen atom or a C1-4 alkyl group that optionally has a C1-2 branched chain, R3 is a —(CH2)n—X group, n is a number of 1 to 4, X is an amino group, a guanidino group, a —CONH2 group, a 5-membered ring optionally containing 1 to 3 nitrogen atom(s), a 6-membered ring optionally containing 1 to 3 nitrogen atom(s), or a condensed heterocycle that contains a 5-membered ring and a 6-membered ring optionally containing 1 to 3 nitrogen atom(s)).

## Claims

### Claim 1

A hydrogel-forming material comprising:
(i) a disperse phase (A) including 0.2 to 0.5% by mass, relative to a total mass of a formed hydrogel, of a lipid peptide-based gelator consisting of a compound of Formula (1) or a pharmaceutically usable salt thereof, water, and 0.1 to 0.25% by mass, relative to the total mass of the formed hydrogel, of a fatty acid salt, and
a disperse phase (B) that includes 0.1 to 0.2% by mass, relative to the total mass of the formed hydrogel, of a carboxyvinyl polymer increasing viscosity by neutralization; or
(ii) a disperse phase (A) including 0.3 to 0.5% by mass, relative to a total mass of a formed hydrogel, of a lipid peptide-based gelator consisting of a compound of Formula (1) or a pharmaceutically usable salt thereof, water, and 0.1 to 0.305% by mass, relative to the total mass of the formed hydrogel, of a fatty acid salt, and
a disperse phase (B) that includes 0.2% by mass, relative to the total mass of the formed hydrogel, of an acrylic acid-alkyl methacrylate copolymer increasing viscosity by neutralization, or 0.1 to 0.5% by mass, relative to the total mass of the formed hydrogel, of a polyacrylic acid increasing viscosity by neutralization:
where R1 is a C9-23 aliphatic group, R2 is a hydrogen atom or a C1-4 alkyl group that optionally has a C1-2 branched chain, R3 is a —(CH2)n—X group, n is a number of 1 to 4, X is an amino group, a guanidino group, a —CONH2 group, a 5-membered ring optionally containing 1 to 3 nitrogen atom(s), a 6-membered ring optionally containing 1 to 3 nitrogen atom(s), or a condensed heterocycle that contains a 5-membered ring and a 6-membered ring optionally containing 1 to 3 nitrogen atom(s).

### Claim 2 (depends on 1)

The hydrogel-forming material according to claim 1, wherein the fatty acid salt is selected from the group consisting of butyrates, valerates, caproates, enanthates, caprylates, pelargonates, caprates, laurates, myristates, pentadecylates, palmitates, palmitoleates, margarates, stearates, oleates, vaccenates, linoleates, (9,12,15)-linolenates, (6,9,12)-linolenates, eleostearates, tuberculostearates, arachidates, arachidonates, behenates, lignocerates, nervonates, cerotates, montanates, and melissates.

### Claim 3 (depends on 1)

The hydrogel-forming material according to claim 1, wherein the disperse phase (A) further includes a polyhydric alcohol.

### Claim 4 (depends on 1)

The hydrogel-forming material according to claim 1, wherein the disperse phase (B) further includes a polyhydric alcohol.

### Claim 5 (depends on 1)

A method for producing a hydrogel comprising:
preparing the disperse phase (A) including a lipid peptide-based gelator, water, and a fatty acid salt as claimed in claim 1;
adding the disperse phase (B) including a water-soluble acidic polymer as claimed in claim 1 to the disperse phase (A); and
stirring the resulting mixture at room temperature and then leaving the resulting mixture still standing to form a hydrogel.

### Claim 6 (depends on 5)

The method for producing a hydrogel according to claim 5, wherein preparation of the disperse phase (A) is performed by mixing the lipid peptide-based gelator, water, and the fatty acid salt at a high temperature with stirring and then leaving the resulting mixture to cool to reach room temperature.

### Claim 7 (depends on 1)

A hydrogel formed from the hydrogel-forming material as claimed in claim 1.

### Claim 8 (depends on 2)

A hydrogel formed from the hydrogel-forming material as claimed in claim 2.

### Claim 9 (depends on 3)

A hydrogel formed from the hydrogel-forming material as claimed in claim 3.

### Claim 10 (depends on 4)

A hydrogel formed from the hydrogel-forming material as claimed in claim 4.