IP Library Granted Patent US 7,867,963
Granted Patent B2
US 7,867,963 · App. 12/349,401 · Granted Jan 11, 2011

Mono-, di- and polyol phosphate esters in personal care formulations

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Quick Facts
Patent No.
US 7,867,963
App. No.
12/349,401
Granted
Jan 11, 2011
Kind
B2
Abstract

A hydrophilized personal care formulation, which can be in the form of a hand or body soap (liquid or bar), lipstick, body wash, makeup remover, skin cleaner, hair conditioner, skin or hair moisturizer. The formulation employs an organophosphorus material or a mixture of an organophosphorus material, for example, mono-, di-, and polyol phosphate esters.

Claims (54)

1. A personal care composition, comprising:

(a) a surface active agent mixture comprising a nonionic surfactant and an amphoteric surfactant,

(b) a hydrophilizing agent selected from the group consisting of:

(b)(I)(1) organophosphorus compounds according to structure (I):

wherein:

each R 1 and R 2 are independently absent or O, provided that at least one of R 1 and R 2 is O,

each R 3 is independently an alkyleneoxy, or poly(alkyleneoxy) group, which may optionally be substituted on one or more carbon atoms of such alkyleneoxy, or poly(alkyleneoxy) group, by hydroxyl, alkyl, hydroxyalkyl, alkoxy, alkenyl, aryl, or aryloxy groups,

R 5 and R 4 are each independently absent or an alkyleneoxy, or poly(alkyleneoxy) group, which may optionally be substituted on one or more carbon atoms of such alkyleneoxy, or poly(alkyleneoxy) group, by hydroxyl, alkyl, hydroxyalkyl, alkoxy, alkenyl, aryl, or aryloxy groups,

R 6 , R 8 and R 7 are each independently H, or (C 1 -C 30 )hydrocarbon, which hydrocarbon may optionally be substituted on one or more carbon atoms by hydroxyl, fluorine, alkyl, alkenyl or aryl and/or interrupted at one or more sites by an O, N, or S heteroatom, or —POR 9 R 10 ,

R 9 and R 10 are each independently hydroxyl, alkoxy, aryloxy, or (C 1 -C 30 )hydrocarbon, which hydrocarbon may optionally be substituted on one or more carbon atoms by hydroxyl, fluorine, alkyl, alkenyl or aryl and/or interrupted at one or more sites by an O, N, or S heteroatom, and

m is an integer of from 1 to 5,

(b)(I)(2) salts of organophosphorus compounds according to structure (I),

(b)(I)(3) condensation reaction products of two or more molecules of one or more organophosphorus compounds according to structure (I), and

(b)(I)(4) mixtures comprising two or more of the compounds, salts, and/or reaction products of (b)(1), (b)(2), and (b)(3);

(c) a pearlizing agent;

(d) a glycol emulsifier; and

(e) water.

2. The personal care composition of claim 1 , further comprising at least one member selected from the group consisting of a silicone hair conditioning agent, and an antidandruff ingredient.

3. The personal care composition of claim 1 , further comprising at least one component selected from the group consisting of a silicone compound, and an additional detersive surfactant.

4. The personal care composition of claim 1 , wherein the organophosphorus material is present in a liquid carrier.

5. The personal care composition of claim 1 , wherein the composition is for cleaning hair or skin, and wherein a 10% aqueous solution of said composition has a pH from about 4 to about 12.

6. The personal care composition of claim 3 , wherein the silicone compound is an alpha, omega-trimethylsilyl-polydimethylsioloxane having a viscosity at 25° C. of at least 25 centistokes and less than 60,000 centistokes.

7. A method for cleaning hair or skin comprising applying an effective amount of the personal care composition of claim 1 , provided that a 10% aqueous solution of said composition has a pH from about 4 to about 9.

8. The method of claim 7 , wherein the composition further comprises at least one member selected from the group consisting of a silicone hair conditioning agent, and an antidandruff ingredient.

9. The method of claim 8 , wherein the amphoteric surfactant is at least one member selected from the group consisting of:

the alkali salts of alkyl amphodipropionates, alkyl amphodiacetates, alkyl amphoglycinates, alkyl amphopropyl sulfonates and alkyl amphopropionates wherein alkyl represents an alkyl group having 6 to 20 carbon atoms.

10. The method of claim 9 , wherein in said at least one amphoteric surfactant the alkyl group is derived from coconut oil or is a lauryl group.

11. A method for cleaning hair or skin comprising applying an effective amount of the personal care composition of claim 1 to hair or skin in need of cleaning.

12. A method for treating a human body comprising applying an effective amount of the personal care composition of claim 1 to a human body in need of treatment.

13. A cosmetic composition for removing makeup from the skin and/or eyes, and/or for the cleansing thereof, comprising:

(a) a cosmetically acceptable vehicle or carrier comprising a fatty phase and an aqueous phase,

(b) a hydrophilizing agent comprising:

(b)(I)(1) organophosphorus compounds according to structure (I):

wherein:

each R 1 is and each R 2 is independently absent or O, provided that at least one of R 1 and R 2 is O,

each R 3 is independently alkyleneoxy, poly(alkyleneoxy), which may optionally, be substituted on one or more carbon atom of such alkyleneoxy, or poly(alkyleneoxy) group by hydroxyl, alkyl, hydroxyalkyl, alkoxy, alkenyl, aryl, or aryloxy,

R 5 is and each R 4 is independently absent or alkyleneoxy, poly(alkyleneoxy), which may optionally, be substituted on one or more carbon atom of such alkyleneoxy, or poly(alkyleneoxy) group by hydroxyl, alkyl, hydroxyalkyl, alkoxy, alkenyl, aryl, or aryloxy,

R 6 and R 8 are each and each R 7 is independently H, or (C 1 -C 30 )hydrocarbon, which hydrocarbon may optionally be substituted on one or more carbon atoms by hydroxyl, fluorine, alkyl, alkenyl or aryl and/or interrupted at one or more sites by an O, N, or S heteroatom, or —POR 9 R 10 ,

R 9 and R 10 are each independently hydroxyl, alkoxy, aryloxy, or (C 1 -C 30 )hydrocarbon, which hydrocarbon may optionally be substituted on one or more carbon atoms by hydroxyl, fluorine, alkyl, alkenyl or aryl and/or interrupted at one or more sites by an O, N, or S heteroatom, and

m is an integer of from 1 to 5,

(b)(I)(2) salts of organophosphorus compounds according to structure (I),

(b)(I)(3) condensation reaction products of two or more molecules of one or more organophosphorus compounds according to structure (I), and

(b)(I)(4) mixtures comprising two or more of the compounds, salts, and/or reaction products of (b)(I)(1), (b)(I)(2), and (b)(I)(3), and

(c) a polyethylene glycol diester.

14. The makeup remover/skin cleanser cosmetic composition of claim 13 ,

wherein the cosmetically acceptable vehicle comprises the fatty phase and the aqueous phase, and

comprising from 1% to 5% by weight of (a) the polyethylene glycol diester selected from the group consisting of polyethylene glycol distearate, polyethylene glycol dipalmitate, polyethylene glycol dioleate and polyethylene glycol dibehenate and from 0.5% to 5% by weight of the organophosphorus material.

15. The makeup remover/skin cleanser composition as defined by claim 13 , comprising from 1% to 2% by weight of said polyethylene glycol diester (a) relative to the total weight of the composition.

16. The makeup remover/skin cleanser composition as defined by claim 13 , said aqueous phase comprising at least 90% by weight thereof.

17. The makeup remover/skin cleanser composition as defined by claim 13 , said aqueous phase comprising at least 95% by weight thereof.

18. The makeup remover/skin cleanser composition as defined by claim 13 , comprising an emulsion, gel, cream, lotion, or foam.

19. The makeup remover/skin cleanser composition as defined by claim 13 , further comprising at least one perfume.

20. A method for the removal of makeup from skin and/or eyes to which makeup has been applied, comprising applying thereto an effective amount of the makeup remover/skin cleanser composition as defined by claim 13 .

21. A method for cleansing skin and/or eyes in need of such treatment, comprising applying thereto an effective amount of the makeup remover/skin cleanser composition as defined by claim 13 .

Assignments (3)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 26, 2024
From: RHODIA OPERATIONS
To: SPECIALTY OPERATIONS FRANCE
Reel/Frame 066374/0642 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 3, 2011
From: RHODIA INC.
To: RHODIA OPERATIONS
Reel/Frame 025756/0342 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Jan 20, 2011
From: RHODIA INC.
To: RHODIA OPERATIONS
Reel/Frame 025736/0801 →