Two-phase cosmetic composition comprising a 4-(3-alkoxy-4-hydroxyphenyl)alkyl ketone

11458077 · 2022-10-04

Assignee

Inventors

Cpc classification

International classification

Abstract

The invention relates to a composition comprising an aqueous phase and an oily phase which are visually separate and superimposed, 1,3-propanediol and a ketone compound of formula (I): ##STR00001## wherein R1 is a C.sub.2-C.sub.4 alkyl radical; R2 is H or a C.sub.1-C.sub.4 hydrocarbon-based radical; R3 is a C.sub.1-C.sub.4 hydrocarbon-based radical; and C—X is C═O. The invention can be used for the cosmetic treatment of keratin materials.

Claims

1. A composition comprising an aqueous phase and an oily phase which are visually distinct and superimposed, 1,3-propanediol and a ketone compound of formula (I): ##STR00006## wherein: RI represents a C2-C4 alkyl radical, R2 represents a hydrogen atom, or a saturated or unsaturated, linear or branched, C1-C4 hydrocarbon-based radical; R3 represents a saturated or unsaturated, linear or branched, C1-C4 hydrocarbon-based radical optionally substituted with a hydroxyl group; C—X represents C═O; wherein the composition is not an emulsion.

2. The composition as claimed in claim 1, wherein for the compound (I): R1 represents an ethyl radical; R2 represents a hydrogen atom; R3 represents a saturated or unsaturated, linear or branched, C.sub.1-C.sub.4 hydrocarbon-based radical optionally substituted with a hydroxyl group; C—X represents C═O.

3. The composition as claimed in claim 1, wherein the compound (I) is: ##STR00007##

4. The composition as claimed in claim 3, wherein compound (I) is present in a content ranging from 0.01% to 5% by weight, relative to the total weight of the composition.

5. The composition as claimed in claim 3, wherein compound (I) is present in a content ranging from 0.01% to 3% by weight, relative to the total weight of the composition.

6. The composition as claimed in claim 3, wherein the 1,3-propanediol is present in a content ranging from 1 to 20% by weight.

7. The composition as claimed in claim 3, wherein the 1,3-propanediol is present in a content ranging from 2 to 10% by weight.

8. The composition as claimed claim 1, wherein the compound (I) is present in a content ranging from 0.01% to 5% by weight, relative to the total weight of the composition.

9. The composition as claimed in claim 8, wherein the 1,3-propanediol is present in a content ranging from 1 to 20% by weight.

10. The composition as claimed in claim 1, wherein the 1,3-propanediol is present in a content ranging from 0.1 to 50% by weight.

11. The composition as claimed in claim 1, wherein the aqueous phase is present in a content ranging from 25% to 95% by weight relative to the total weight of the composition.

12. The composition as claimed in claim 1, which comprises from 20% to 95% by weight of water, relative to the total weight of the composition.

13. The composition as claimed in claim 1, which further comprises a polyol that is water-miscible at ambient temperature (25° C.) having from 2 to 6 carbon atoms.

14. The composition as claimed in claim 13, wherein the water-miscible polyol is present in a content ranging from 0.1 to 40% by weight relative to the total weight of the composition.

15. The composition as claimed in claim 1, which comprises an electrolyte.

16. The composition as claimed in claim 1, wherein the weight ratio between the aqueous phase and the oily phase ranges from 10/90 to 90/10.

17. The composition as claimed in claim 1, wherein the oily phase comprises one or more oils chosen from mineral, plant or synthetic hydrocarbon-based oils, or alternatively silicone oils.

18. The composition as claimed in claim 1, which comprises a nonionic surfactant in an amount such that the aqueous and oily phase are distinct at rest and do not mix to form an emulsion.

19. The composition as claimed claim 1, which comprises an additive chosen from: (i) a niacinamide compound chosen from niacinamide, N,N-diethylniacinamide, N-picolylniacinamide and N-allylniacinamide; (ii) a xanthine compound of formula (II): ##STR00008## wherein: R1, R2 and R3, independently of one another, denote a hydrogen atom or a methyl or ethyl radical; the compound (I) may be xanthine (R1=R2=R3=H), caffeine (R1=R2=R3=methyl), theobromine (R1=H; R2=R3=methyl), theophylline (R1=R2=methyl; R3=H) and paraxanthine (R1=R3=methyl; R2=H); and mixtures thereof.

20. The composition as claimed claim 1, wherein the compound (I) is present in a content ranging from 0.01% to 5% by weight, relative to the total weight of the composition; the 1,3-propanediol is present in a content ranging from 1 to 20% by weight; the aqueous phase is present in a content ranging from 50% to 80% by weight relative to the total weight of the composition and which comprises from 45% to 80% by weight of water, relative to the total weight of the composition and wherein the compound (I) is: ##STR00009##

21. A process for the non-therapeutic cosmetic treatment of keratin materials, comprising the application to said keratin materials of a composition as claimed in claim 1.

Description

COMPARATIVE EXAMPLES 1 TO 9

(1) The following 4 two-phase compositions according to the invention (examples 1 to 4) and 5 compositions outside the invention (examples 5 to 9) were prepared (contents by weight percentage) and the appearance of each composition obtained was observed.

(2) TABLE-US-00001 Example 1 Example 2 Example 3 Example 4 Polydime- 9 9 9 9 thylsiloxane 10 cSt Isohexadecane 6 6 6 6 Decyl glucoside 0.17 0.17 0.17 0.17 in aqueous solu- tion at 55% by weight (ORAMIX NS 10 from SEPPIC) Hexylene glycol 0.4 0.4 0.4 0.4 Sodium chloride 0.4 0.4 0.4 0.4 Potassium 1 1 1 1 phosphate Sequestrant 0.2 0.2 0.2 0.2 4-(3-ethoxy-4- 0.5 0.5 0.5 0.5 hydroxy- phenyl)butan-2- one 1,3-propanediol 5 5 5 5 niacinamide — 3 — 3 caffeine — — 1 1 Water qs 100 qs 100 qs 100 qs 100 Appearance at Two-phase with 2 Two-phase Two-phase Two-phase T0 clear and color- with 2 clear with 2 clear with 2 clear less phases and colorless and colorless and colorless phases phases phases Example 5* Placebo Example 6* Example 7* Example 8* Example 9* Poly- 9 9 9 9 9 dimthylsiloxane 10 cSt Isohexadecane 6 6 6 6 6 Decyl glucoside 0.17 0.17 0.17 0.17 0.17 in aqueous solu- tion at 55% by weight (ORAMIX NS 10 from SEPPIC) Hexylene glycol 0.4 0.4 0.4 0.4 0.4 Sodium chloride 0.4 0.4 0.4 0.4 0.4 Potassium 1 1 1 1 1 phosphate Sequestrant 0.2 0.2 0.2 0.2 0.2 4-(3-ethoxy-4- — 0.5 — — — hydroxy- phenyl)butan-2- one 1,3-propanediol — — 5 — — niacinamide — — — 3 — caffeine — — — — 1 Water qs 100 qs 100 qs 100 qs 100 qs 100 Appearance at Two-phase Two-phase Two-phase Two-phase Two-phase T0 with white with white with white with white with white oily phase oily phase oily phase oily phase oily phase

(3) The antimicrobial protection of each two-phase composition of examples 1 to 4 according to the invention was also evaluated according to the following protocol:

(4) The challenge-test method is constituted of an artificial contamination of the sample with microbial strains from a collection (bacteria, yeasts and moulds) and of an evaluation of the number of revivable microorganisms seven days after inoculation.

(5) In order to demonstrate the effect of the composition tested, the antimicrobial activity of the composition tested was compared with the same solution alone (control), after inoculation of approximately 10.sup.6 CFU (Colony Forming Units)/gram of aqueous solution.

(6) Microorganism Cultures

(7) 5 pure cultures of microorganisms are used.

(8) TABLE-US-00002 MICROORGANISMS Subculturing medium T ° ATCC Escherichia coli (Ec) Trypto-casein soya 35° C. 8739 Enterococcus faecalis (Ef) Trypto-casein soya 35° C. 33186 Pseudomonas aeruginosa (Pa) Trypto-casein soya 35° C. 19429 Candida albicans (Ca) Sabouraud 35° C. 10231 Aspergillus niger (An) Malt 35° C. 6275 ATCC = American Type Culture Collection

(9) The strains of gram-negative bacteria (Escherichia coli and Pseudomonas aeruginosa), gram-positive bacterium (Enterococcus faecalis), yeast (Candida albicans), and mould (Aspergillus niger) are inoculated into subculturing medium, respectively the day before inoculation for the bacteria and the yeast, and 5 days before inoculation for the mould.

(10) On the day of inoculation: a suspension in tryptone salt diluent is prepared, respectively, for the bacteria and the yeast, so as to obtain by spectrophotometer a suspension with an optical density of between 35% and 45% of transmitted light at 544 nm; for the mould, the spores are collected by washing the agar with 6 to 7 ml of harvesting solution and the suspension is recovered in a sterile tube or flask.

(11) After homogenizing the microbial suspension, 0.2 ml of microbial suspension is introduced into each pill bottle (the suspensions are used pure: between 1×10.sup.8 and 3×10.sup.8 CFU per ml) and the microbial suspension is thoroughly homogenized in the 20 g of composition to be tested, using a spatula.

(12) The content of microorganisms present in the product corresponds after homogenization to a concentration of 10.sup.6 microorganisms per gram of product, i.e. inoculation at 1% of an inoculum containing 10.sup.8 microorganisms per ml.

(13) After 7 days of contact time between the microorganisms and the product at 22° C.±2° C. and in the dark, ten-fold dilutions are performed and the number of revivable microorganisms remaining in the product is counted. The results are expressed in log.

(14) The following results were obtained:

(15) TABLE-US-00003 E. coli P. aeruginosa E. faecalis C. albicans A. niger Result Ex 1 −4 −4 −4 −4 −4 compliant Ex 2 −4 −4 −4 −4 −4 compliant Ex 3 −4 −4 −4 −4 −4 compliant Ex 4 −4 −4 −4 −4 −4 compliant

(16) The two-phase compositions according to the invention (examples 1 to 4) exhibit conforming antimicrobial protection.

COMPARATIVE EXAMPLES 10 TO 12

(17) The following 2 two-phase compositions according to the invention (examples 10 to 11) and a composition outside the invention (example 12) were prepared (contents by weight percentage) and the appearance of each composition obtained was observed.

(18) TABLE-US-00004 Example 10 Example 11 Example 12* cyclopentasiloxane 9 9 9 Isohexadecane 6 6 6 Decyl glucoside 0.17 0.17 0.17 in aqueous solution at 55% by weight (ORAMIX NS 10 from SEPPIC) Hexylene glycol 0.4 0.4 0.4 Sodium chloride 0.4 0.4 0.4 Potassium phosphate 1 1 1 Sequestrant 0.2 0.2 0.2 4-(3-ethoxy-4- 0.5 0.5 hydroxy- phenyl)butan-2- one 1,3-propanediol 5 5 niacinamide — 3 — Water qs 100 qs 100 qs 100 Appearance at Two-phase with Two-phase with Two-phase with T0 2 clear and 2 clear and 2 clear and colorless phases colorless phases colorless phases

(19) The two-phase compositions according to the invention (examples 10 and 11) also exhibit conforming antimicrobial protection.

COMPARATIVE EXAMPLES 13 TO 15

(20) The following 2 two-phase compositions according to the invention (examples 13 and 14) and a composition outside the invention (example 15) were prepared (contents by weight percentage) and the appearance of each composition obtained was observed.

(21) TABLE-US-00005 Example 13 Example 14 Example 15* Isopropyl 4.5 4.5 4.5 palmitate Isododecane 4.5 4.5 4.5 Isohexadecane 6 6 6 Decyl glucoside 0.17 0.17 0.17 in aqueous solu- tion at 55% by weight (ORAMIX NS 10 from SEPPIC) Hexylene glycol 0.4 0.4 0.4 Sodium chloride 0.4 0.4 0.4 Potassium 1 1 1 phosphate Sequestrant 0.2 0.2 0.2 4-(3-ethoxy-4- 0.5 0.5 hydroxy- phenyl)butan-2- one 1,3-propanediol 5 5 niacinamide — 3 — Water qs 100 qs 100 qs 100 Appearance at Two-phase with Two-phase with Two-phase with T0 2 clear and 2 clear and 2 clear and colorless phases colorless phases colorless phases

(22) The two-phase compositions according to the invention (examples 13 and 14) also exhibit conforming antimicrobial protection.

COMPARATIVE EXAMPLES 16 TO 18

(23) The following 2 two-phase compositions according to the invention (examples 16 and 17) and a composition outside the invention (example 18) were prepared (contents by weight percentage) and the appearance of each composition obtained was observed.

(24) TABLE-US-00006 Example 16 Exampl 17 Example 18* Isododecane 9 9 9 Isohexadecane 6 6 6 Decyl glucoside 0.17 0.17 0.17 in aqueous solu- tion at 55% by weight (ORAMIX NS 10 from SEPPIC) Hexylene glycol 0.4 0.4 0.4 Sodium chloride 0.4 0.4 0.4 Monopotassium 1 1 1 phosphate Sequestrant 0.2 0.2 0.2 4-(3-ethoxy-4- 0.5 0.5 hydroxy- phenyl)butan-2- one 1,3-propanediol 5 5 niacinamide — 3 — Water qs 100 qs 100 qs 100 Appearance at Two-phase with Two-phase with Two-phase with T0 2 clear and 2 clear and 2 clear and colorless phases colorless phases colorless phases

(25) The two-phase compositions according to the invention (examples 16 and 17) also exhibit conforming antimicrobial protection.