IP Library › Granted Patent US 12,508,217
Granted Patent B2
US 12,508,217 · App. 18/050,223 · Granted Dec 30, 2025

Cosmetic compositions comprising high amounts of hydroxypropyl tetrahydropyrantriol

Inventors: Angelike Galdi (Westfiled, NJ); Yon Jae Yoon (Roselle, NJ)
Assignee: L'OREAL
A61K8/498A61G19/00A61K8/25A61K8/894
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Quick Facts
Patent No.
US 12,508,217
App. No.
18/050,223
Granted
Dec 30, 2025
Kind
B2
Abstract

The present disclosure relates to stable cosmetic compositions containing high amounts of hydroxypropyl tetrahydropyrantriol. The cosmetic compositions further include water, silicone oils, and crosslinked emulsifying silicone elastomers, and co-emulsifier silicones chosen from dimethicone copolyols. Methods for stabilizing the cosmetic compositions containing high amounts of hydroxypropyl tetrahydropyrantriol and methods of treating the skin with the cosmetic compositions is also described.

Claims (50)

1 . A cosmetic composition comprising:

(a) 15 to 55 wt. % of hydroxypropyl tetrahydropyrantriol;

(b) 15 to 50 wt. % of water;

(c) 5 to 25 wt. % of one or more silicone oils;

(d) 0.1 to 10 wt. % of one or more crosslinked emulsifying silicone elastomers;

(e) 0.01 to 5 wt. % of one or more co-emulsifier silicones chosen from dimethicone copolyols;

(f) 5 to 45 wt. % of one or more water-soluble solvents;

wherein the composition is a water in silicone emulsion and all percentages by weight are based on the total weight of the composition; and wherein the composition is a stable cosmetic composition which does not visually phase separate or form visibly observable particulates for at least 2 weeks in storage at 4° C., 25° C., 37° C., and/or 45° C.; or which does not visually phase separate or form visibly observable particulates for at least 10 cycles of freeze-thaw testing, wherein the freeze-thaw testing comprises placing the cosmetic composition in a stability chamber and subjecting it to temperature fluctuation at 12-hour intervals, for a first interval of 12 hours at −20° C. followed by a second interval of 12 hours at 25° C., or in which the viscosity of the cosmetic composition does not change by more than 20% for at least 2 weeks in storage at 4° C., 25° C., 37° C., and/or 45° C.

2 . The composition of claim 1 comprising:

(a) 20 to 50 wt. % of hydroxypropyl tetrahydropyrantriol.

3 . The composition of claim 1 comprising:

(b) 15 to 45 wt. % of the water.

4 . The composition of claim 1 , wherein the one or more silicone oils of (c) are chosen from dimethicone, dimethiconol, cyclopentasiloxane, cyclomethicone, cyclotetrasiloxane, cyclohexasiloxane, cycloheptasiloxane, decamethylcyclopentasiloxane, cyclotrisiloxane, capryldimethicone, caprylyl trimethicone, caprylyl methicone, cetearylmethicone, hexadecylmethicone, hexylmethicone, lauryl methicone, myristyl methicone, phenyl methicone, stearyl methicone, stearyl dimethicone, behenyl dimethicone, trifluoropropyl methicone, cetyl dimethicone, polyphenylmethylsiloxane, dimethylpolysiloxane, methylphenylpolysiloxane, methyltrimethicone, diphenylsiloxyphenyl trimethicone, and phenyl trimethicone, and mixtures thereof.

5 . The composition of claim 1 , wherein one of the one or more silicone oils of (c) is dimethicone.

6 . The composition of claim 1 , wherein the one or more crosslinked emulsifying silicone elastomers of (d) are chosen from polyoxyalkylenated emulsifying silicone elastomers, polyglycerolated emulsifying silicone elastomers, and mixtures thereof.

7 . The composition of claim 1 , wherein the one or more crosslinked emulsifying silicone elastomers of (d) comprise one or more polyoxyalkylenated emulsifying silicone elastomers.

8 . The composition of claim 7 , wherein the one or more polyoxyalkylenated emulsifying silicone elastomers are chosen from dimethicone/PEG-10/15 crosspolymer, PEG-15 lauryl dimethicone crosspolymer, PEG-10 lauryl dimethicone crosspolymer, PEG-12 dimethicone crosspolymers, dimethicone/dimethicone PEG/PPG 15 crosspolymer, dimethicone PEG-10 crosspolymer, dimethicone PEG-15 crosspolymer, dimethicone polyglycerin-3 crosspolymer, dimethicone PPG-20 crosspolymer, lauryl dimethicone PEG-15 crosspolymer, lauryl dimethicone polyglycerin-3 crosspolymer, PEG-8 dimethicone polysorbate-20 crosspolymer, PEG-10 dimethicone/vinyl dimethicone crosspolymer, PEG-15 laurylpolydimethylsiloxy ethyl crosspolymer, and mixtures thereof.

9 . The composition of claim 8 comprising two or more the polyoxyalkylenated emulsifying silicone elastomers.

10 . The composition of claim 1 , wherein the one or more dimethicone copolyols of (e) are chosen from dimethicone PEG-8 Benzoate, dimethicone PEG-7 Phosphate, dimethicone PEG-8 phosphate, dimethicone PEG-10 phosphate, PEG-7 dimethicone, PEG-8 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, PEG-14 dimethicone, PEG-17 dimethicone, PEG/PPG-3/10 dimethicone, PEG/PPG-4/12 dimethicone, PEG/PPG-17/18 dimethicone, cetyl PEG/PPG-10/1 dimethicone, and mixtures thereof.

11 . The composition of claim 1 , wherein one or the one or more dimethicone copolyols is PEG-10 dimethicone.

12 . The composition of claim 1 ,

wherein the one or more water-soluble solvents are chosen from glycerin, mono-alcohols, polyols, glycols, and a mixture thereof.

13 . The composition of claim 1 , wherein the amount of the one or more water-soluble solvents of (f) is from 5 to 35 wt. %, based on the total weight of the cosmetic composition.

14 . The composition of claim 13 , wherein the water-soluble solvents are chosen from glycerin, mono-alcohols, polyols, glycols, and a mixture thereof.

15 . The composition of claim 1 having a viscosity of 20,000 to about 150,000 Pa·s, and shear rate of 1 s −1 at 25° C.

16 . A cosmetic composition comprising:

(a) 15 to 55 wt. % of hydroxypropyl tetrahydropyrantriol;

(b) 15 to 50 wt. % of water;

(c) 5 to 25 wt. % of one or more silicone oils;

(d) 0.1 to 10 wt. % of one or more crosslinked emulsifying silicone elastomers;

(e) about 0.01 to about 5 wt. % of one or more co-emulsifying silicones chosen from dimethicone copolyols, wherein the dimethicone copolyols are chosen from dimethicone PEG-8 benzoate, dimethicone PEG-7 Phosphate, dimethicone PEG-8 phosphate, dimethicone PEG-10 phosphate, PEG-7 dimethicone, PEG-8 dimethicone, PEG-9 dimethicone, PEG-10 dimethicone, PEG-12 dimethicone, PEG-14 dimethicone, PEG-17 dimethicone, PEG/PPG-3/10 dimethicone, PEG/PPG-4/12 dimethicone, PEG/PPG-17/18 dimethicone, cetyl PEG/PPG-10/1 dimethicone, and mixtures thereof;

(f) 5 to 45 wt. % of one or more water-soluble solvents;

(g) 0.1 to 5 wt. % of one or more silicone powders; and

wherein the composition is a water in silicone emulsion and all percentages by weight are based on the total weight of the composition; and wherein the composition is a stable cosmetic composition which does not visually phase separate or form visibly observable particulates for at least 2 weeks in storage at 4° C., 25° C., 37° C., and/or 45° C.; or which does not visually phase separate or form visibly observable particulates for at least 10 cycles of freeze-thaw testing, wherein the freeze-thaw testing comprises placing the cosmetic composition in a stability chamber and subjecting it to temperature fluctuation at 12-hour intervals, for a first interval of 12 hours at −20° C. followed by a second interval of 12 hours at 25° C., or in which the viscosity of the cosmetic composition does not change by more than 20% for at least 2 weeks in storage at 4° C. 25° C., 37° C., and/or 45° C.

17 . The composition of claim 16 , wherein one of the one or more silicone oils is dimethicone.

18 . The composition of claim 16 , wherein the one or more crosslinked emulsifying silicone elastomers are chosen from polyoxyalkylenated emulsifying silicone elastomers.

19 . A kit comprising the cosmetic composition of claim 1 and one or more additional skin treatment compositions, wherein the cosmetic composition and each of the one or more skin treatment compositions are separately contained.

20 . A method for treating skin comprising applying the cosmetic composition of claim 1 to the skin.

21 . The composition of claim 1 comprising:

(a) 25 to 50 wt. % of hydroxypropyl tetrahydropyrantriol.

22 . The composition of claim 1 comprising:

(a) 30 to 50 wt. % of hydroxypropyl tetrahydropyrantriol.

23 . A cosmetic composition comprising:

(a) 25 to 50 wt. % of hydroxypropyl tetrahydropyrantriol;

(b) 15 to 45 wt. % of water;

(c) 5 to 25 wt. % of one or more silicone oils;

(d) 0.1 to 10 wt. % of one or more crosslinked emulsifying silicone elastomers;

(e) about 0.01 to about 5 wt. % of one or more co-emulsifier silicones chosen from dimethicone copolyols;

(f) 5 to 45 wt. % of one or more water-soluble solvents;

wherein the composition is a water in silicone emulsion and all percentages by weight are based on the total weight of the composition; and wherein the composition is a stable cosmetic composition which does not visually phase separate or form visibly observable particulates for at least 2 weeks in storage at 4° C., 25° C., 37° C., and/or 45° C.; or which does not visually phase separate or form visibly observable particulates for at least 10 cycles of freeze-thaw testing, wherein the freeze-thaw testing comprises placing the cosmetic composition in a stability chamber and subjecting it to temperature fluctuation at 12-hour intervals, for a first interval of 12 hours at −20° C. followed by a second interval of 12 hours at 25° C., or in which the viscosity of the cosmetic composition does not change by more than 20% for at least 2 weeks in storage at 4° C., 25° C., 37° C., and/or 45° C.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Dec 22, 2022
From: GALDI, ANGELIKE; YOON, YON JAE
To: L'OREAL
Reel/Frame 062187/0945 →
Priority Claims (1)
FR 2200819 · Jan 31, 2022 · national
Continuity (2)
Provisional Application 63273958 · Oct 31, 2021
Related Publication 20230137659A1 · May 4, 2023
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