# US 11,306,051 B2 · Use of vanillin derivatives as a preservative, preservation method, compounds, and composition

> Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt

- Number: US 11,306,051 B2
- Document ID: US11306051B2
- Status: Granted
- Kind: B2
- Application number: 16/894,258
- Filed: 2020-06-05
- Published: 2020-09-24
- Granted: 2022-04-19
- Earliest claimed: 2009-10-01
- Assignees: L'oreal
- Applicants: L'oreal
- Inventors: Maria Dalko
- Web page: https://patentgrep.com/patent/US11306051B2

## CPC

- C07C 49/255: containing ether groups, [IMAGE cpc-sch-C07C-0958.gif] groups,[IMAGE cpc-sch-C07C-0959.gif] groups, or[IMAGE cpc-sch-C07C-0960.gif] groups
- A01N 31/16: with two or more oxygen or sulfur atoms directly attached to the same aromatic ring system
- A01P 1/00: Disinfectants; Antimicrobial compounds or mixtures thereof
- A01P 3/00: Fungicides
- A61K 8/35: Ketones, e.g. benzophenone
- A61K 47/10: Alcohols; Phenols; Salts thereof, e.g. glycerol; Polyethylene glycols [PEG]; Poloxamers; PEG/POE alkyl ethers
- A61P 17/00: Drugs for dermatological disorders
- A61Q 19/00: Preparations for care of the skin
- A61K 2800/524: Preservatives
- Y02A 50/30: Against vector-borne diseases, e.g. mosquito-borne, fly-borne, tick-borne or waterborne diseases whose impact is exacerbated by climate change
- C07C: ACYCLIC OR CARBOCYCLIC COMPOUNDS
- A01N: PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF (preservation of food or foodstuff A23); BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES (preparations for medical, dental or toiletry purposes which kill or prevent the growth or proliferation of unwanted organisms A61K); PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
- A01P: BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
- 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)
- A61P: SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- Y02A: TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE

## Abstract

The present invention relates to the use, in a cosmetic, dermatological or pharmaceutical composition, of at least one compound of formula (I): in which: R2 represents a hydrogen atom or a methyl or ethyl radical; R3 represents a linear C1-C12 alkyl radical, optionally substituted with a hydroxyl group; or a linear C2-C12 alkenyl radical, optionally substituted with a hydroxyl group; as a preserving agent. The invention also relates to certain novel compounds and to the cosmetic, dermatological or pharmaceutical compositions comprising them.

## Claims

### Claim 1

A cosmetic, dermatological or pharmaceutical composition comprising the compound of the following formula:
wherein said compound, is present as a preserving agent in the composition and is present in a proportion of from 0.01% to 5% by weight relative to the weight of the composition,
and a physiologically acceptable medium comprising at least one ingredient selected from the group consisting of silicone fatty substances, nonsilicone fatty substances, glycols, ketones, thickeners, emulsifiers, surfactants, gelling agents, fragrances, fillers, dyestuffs, moisturizers, vitamins and polymers.

### Claim 2 (depends on 1)

The composition according to claim 1, comprising a physiologically acceptable medium which comprises at least one ingredient selected from the group consisting of silicone fatty substances selected from the group consisting of silicone oils, gums and waxes; non-silicone fatty substances selected from the group consisting of oils, pastes and waxes of plant, mineral, animal and/or synthetic origin; and wherein the composition optionally further comprises an active cosmetic agent.

### Claim 3 (depends on 1)

The composition according to claim 1, which is in the form of a product for making up the skin of the face, body or lips; an aftershave gel or lotion; a hair-removing cream; a body hygiene composition; a solid composition; an aerosol composition also comprising a pressurized propellent; a hair-setting lotion, a hair-styling cream or gel, a dyeing composition, a hair-restructuring lotion, a permanent-wave composition, a lotion or a gel for combating hair loss; or a composition for oro-dental use.

### Claim 4 (depends on 1)

The composition according to claim 1, in which the compound, is present in a proportion of 0.1% to 2.5% by weight, relative to the weight of the composition.

### Claim 5 (depends on 2)

The composition according to claim 2, in which the compound, is present in a proportion of from 0.1% to 2.5% by weight, relative to the weight of the composition.

### Claim 6 (depends on 3)

The composition according to claim 3, in which the compound, is present in a proportion of from 0.1% to 2.5% by weight, relative to the weight of the composition.

### Claim 7 (depends on 1)

The composition according to claim 1, which does not contain any preserving acting agent in addition to said compound.

### Claim 8 (depends on 1)

The composition according to claim 1, wherein the physiologically acceptable medium is an aqueous medium and does not contain any preserving acting agent chosen from the group of paraben, organic acids and formaldehyde-releasing compounds.

### Claim 9 (depends on 1)

The composition according to claim 1, in which the compound, is present in a proportion of 0.01% to 2.5% by weight, relative to the weight of the composition.

### Claim 10 (depends on 2)

The composition according to claim 2, in which the compound, is present in a proportion of from 0.01% to 2.5% by weight, relative to the weight of the composition.

### Claim 11 (depends on 3)

The composition according to claim 3, in which the compound, is present in a proportion of from 0.01% to 2.5% by weight, relative to the weight of the composition.

### Claim 12 (depends on 1)

The composition according to claim 1, wherein said compound is present as a preserving agent against at least one contaminating agent selected from the group consisting of bacteria, yeast and mould.

### Claim 13 (depends on 1)

The composition according to claim 1, which exhibits less than 200 cfu/gram of E. coli, P. aeruginosa, E. faecalis, C. albicans, and/or A. niger after 7 days when inoculated with about 106 cfu/gram of the E. coli, P. aeruginosa, E. faecalis, C. albicans, and/or A. niger and maintained at 22° C.±2° C.

### Claim 14 (depends on 1)

The composition according to claim 1, which comprises at least one aqueous phase and has a pH of 4 to 9.

### Claim 15 (depends on 1)

The composition according to claim 1, which comprises at least one aqueous phase and has a pH of 4 to 7.

### Claim 16 (depends on 1)

The composition according to claim 1, which comprises at least one aqueous phase and has a pH of 5 to 6.

### Claim 17 (depends on 1)

The composition according to claim 1, which is in the form of a shower gel or a shampoo.

### Claim 18 (depends on 1)

The composition according to claim 1, which is in the form of a shower gel.

### Claim 19 (depends on 1)

The composition according to claim 1, which is in the form of a shampoo.

### Claim 20 (depends on 1)

The composition according to claim 1, wherein said compound is present as a preserving agent against at least one contaminating agent selected from the group consisting of yeast and mould.

### Claim 21 (depends on 1)

The composition according to claim 1, which exhibits less than 200 cfu/gram of C. albicans, and/or A. niger after 7 days when inoculated with about 106 cfu/gram of the C. albicans, and/or A. niger and maintained at 22° C.±2° C.

### Claim 22 (depends on 1)

The composition according to claim 1, which is in the form of a product for making up the skin of the face, body or lips; an aftershave gel or lotion; a hair-removing cream; a body hygiene composition; a solid composition; an aerosol composition also comprising a pressurized propellent; a hair-setting lotion, a hair-styling cream or gel, a dyeing composition, a hair-restructuring lotion, a permanent-wave composition, a lotion or a gel for combating hair loss.

### Claim 23 (depends on 1)

The composition according to claim 1, which does not contain any ester having the structure R1COOR2 in which R1 represents a fatty acid residue containing from 8 to 29 carbon atoms and R2 represents a branched or unbranched hydrocarbon-based chain containing from 3 to 30 carbon atoms.
