Uncomplexed cyclodextrin compositions for odor control

• US 6,033,679 A
• Filed: 04/27/1998
• Issued: 03/07/2000
• Est. Priority Date: 04/27/1998
• Status: Expired due to Term

• Current Assignee: The Procter & Gamble Company
• Original Assignee: The Procter & Gamble Company
• Inventors: Schneiderman, Eva, Woo, Ricky Ah-Man, Trinh, Toan, Reece, Steven, Chung, Alex Haejoon, Cobb, Daniel Scott, Ward, Thomas Edward, Wolff, Ann Margaret, Rosenbalm, Erin Lynn
• Primary Examiner(s): Page, Thurman K.
• Assistant Examiner(s): HOWARD, SHARON LEE
• Application Number:
  US09/067,639
• Time in Patent Office: 680 Days
• Field of Search: 424/76.1, 424/401
• US Class Current: 424/401
• CPC Class Codes: A61K 2800/51 Chelating agents
• CPC Class Codes: A61K 8/416 Quaternary ammonium compounds A61K8/35 takes precedence
• CPC Class Codes: A61K 8/43 Guanidines
• CPC Class Codes: A61K 8/738 Cyclodextrins
• CPC Class Codes: A61L 2209/22 Treatment by sorption, e.g. absorption, adsorption, chemisorption, scrubbing, wet cleaning
• CPC Class Codes: A61L 9/01 Deodorant compositions compositions released by contact with a liquid A61L9/05
• CPC Class Codes: A61L 9/145 air-liquid contact processes, e.g. scrubbing
• CPC Class Codes: A61Q 13/00 Formulations or additives for perfume preparations essential oils or perfumes per se C11B9/00
• CPC Class Codes: A61Q 15/00 Anti-perspirants or body deodorants deodorisation of air A61L9/00
• CPC Class Codes: C11D 3/222 Natural or synthetic polysaccharides, e.g. cellulose, starch, gum, alginic acid or cyclodextrin
• CPC Class Codes: C11D 3/33 Amino carboxylic acids
• CPC Class Codes: C11D 3/3738 Alkoxylated silicones
• CPC Class Codes: C11D 3/48 Medical, disinfecting agents, disinfecting, antibacterial, germicidal or antimicrobial compositions
• CPC Class Codes: C11D 3/502 Protected perfumes
• CPC Class Codes: D06F 58/203 Laundry conditioning arrangements
• CPC Class Codes: D06F 58/30 Drying processes controlling a series of operations in domestic laundry dryers D06F58/32
• CPC Class Codes: D06M 13/005 Compositions containing perfumes; Compositions containing deodorants
• CPC Class Codes: D06M 15/03 Polysaccharides or derivatives thereof
• CPC Class Codes: D06M 16/00 Biochemical treatment of fibres, threads, yarns, fabrics, or fibrous goods made from such materials, e.g. enzymatic
• CPC Class Codes: D06M 2200/20 Treatment influencing the crease behaviour, the wrinkle resistance, the crease recovery or the ironing ease
• CPC Class Codes: D06M 23/06 : Processes in which the treating agent is dispersed in a gas, e.g. aerosols aerosol compositions C09K3/30

Abstract

The present invention relates to a stable, aqueous odor-absorbing composition, preferably for use on inanimate surfaces. The composition comprises from about 0.1% to about 20%, by weight of the composition, of solubilized, water-soluble, uncomplexed cyclodextrin and an effective amount of at least one ingredient to improve the performance of the composition selected from the group consisting of: (1) cyclodextrin compatible surfactant; (2) cyclodextrin compatible antimicrobial active; and (3) mixtures thereof. Hydrophilic perfume improves acceptance. Optionally, the composition can contain low molecular weight polyols; metallic salts to help control odor; a humectant, etc. The composition is essentially free of any material that would soil or stain fabric. The composition is preferably applied as small particle size droplets, especially from spray containers. The cyclodextrin/surfactant combination, either alone, or in combination with the other ingredients, provides improved antimicrobial activity.

Claims

1. A stable, aqueous odor-absorbing composition comprising:

(A) an effective amount to absorb malodors of solubilized, uncomplexed cyclodextrin,

(B) optionally, an effective amount to lower the surface tension of the composition, of cyclodextrin compatible surfactant;

(C) an effective amount, to kill, or reduce the growth of microbes, of cyclodextrin compatible and water soluble antimicrobial active;

(D) optionally, an effective amount to provide a scent signal of hydrophilic perfume containing at least about 50% by weight of the perfume of ingredients having a ClogP of less than about 3.5 and, optionally, a minor amount of perfume ingredients selected from the group consisting of ambrox, bacdanol, benzyl salicylate, butyl anthranilate, cetalox, damascenone, alpha-damascone, gamma-dodecalactone, ebanol, herbavert, cis-3-hexenyl salicylate, alpha-ionone, beta-ionone, alpha-isomethylionone, lilial, methyl nonyl ketone, gamma-undecalactone, undecylenic aldehyde, and mixtures thereof;

(E) optionally, from about 0.01% to about 3% by weight of the composition of low molecular weight polyol;

(F) optionally, from about 0.001% to about 0.3% by weight of the composition of aminocarboxylate chelator;

(G) optionally, an effective amount of metallic salt for improved odor benefit;

(H) optionally, an effective amount to improve the storage stability of solubilized, water-soluble, antimicrobial preservative; and

(I) aqueous carrier.

2. The composition of claim 1 wherein said cyclodextrin is selected from the group consisting of beta-cyclodextrin, alpha-cyclodextrin, gamma-cyclodextrin, derivatives of said cyclodextrins, and mixtures thereof.

3. The composition of claim 2 wherein said cyclodextrin derivatives are selected from the group consisting of methyl substituted cyclodextrins, ethyl substituted cyclodextrins, hydroxyalkyl substituted cyclodextrins, branched cyclodextrins, cationic cyclodextrins, quaternary ammonium cyclodextrins, anionic cyclodextrins, amphoteric cyclodextrins, cyclodextrins wherein at least one glucopyranose unit has a 3-6-anhydrocyclomalto structure, and mixtures thereof.

4. The composition of claim 3 wherein said cyclodextrin is methylated beta-cyclodextrin.

5. The composition of claim 3 wherein said cyclodextrin is a mixture of methylated alpha-cyclodextrin and methylated beta-cyclodextrin.

6. The composition of claim 3 wherein said cyclodextrin is hydroxypropyl beta-cyclodextrin.

7. The composition of claim 3 wherein said cyclodextrin is a mixture of hydroxypropyl alpha-cyclodextrin and hydroxypropyl beta-cyclodextrin.

8. The composition of claim 1 wherein said cyclodextrin is present at a level of from about 0.01% to about 20% by weight of the composition.

9. The composition of claim 8 wherein said cyclodextrin is present at a level of from about 0.01% to about 5% by weight of the composition.

10. The composition of claim 9 wherein said cyclodextrin is present at a level of from about 0.1% to about 3% by weight of the composition.

11. The composition of claim 8 wherein said antimicrobial active is bis-biguanide alkane water soluble salt selected from the group consisting of:

chlorides, bromides, sulfates, alkyl sulfonates, phenylsulfonates p-methylphenyl sulfonates, nitrates, acetates, gluconates, and mixtures thereof at a level of from about 0.001% to about 0.4%, preferably from about 0.05% to about 0.2%, by weight of the composition.

12. The composition of claim 11 wherein said antimicrobial active is chlorhexidine.

13. The composition of claim 1 additionally comprising at least one of said cyclodextrin compatible surfactant, said hydrophilic perfume;

said low molecular weight polyol;

said aminocarboxylate chelator;

said metallic salt; and

said solubilized, water-soluble, antimicrobial preservative.

14. The composition of claim 8 wherein said antimicrobial active is quaternary ammonium compound at a level of from about 0.001% to about 0.8% by weight of the composition.

15. The composition of claim 14 wherein said quaternary ammonium compound is at a level of from about 0.001% to about 0.8% by weight of the composition and is selected from the group consisting of:

(1) benzalkonium chlorides;

(2) substituted benzalkonium chlorides;

(3) dialkyl quaternary;

(4) N-(3-chloroallyl) hexaminium chloride, (5) benzethonium chloride;

(6) methylbenzethonium chloride;

(7) cetylpyridinium chloride; and

(8) mixtures thereof.

16. The composition of claim 8 additionally comprising at least one of said cyclodextrin compatible surfactant;

said hydrophilic perfume;

said low molecular weight polyol;

said aminocarboxylate chelator;

said metallic salt; and

said solubilized, water-soluble, antimicrobial preservative.

20. The composition of claim 1 which is clear.

21. The composition of claim 1 additionally containing from about 0.01% to about 3%, by weight of the composition, of low molecular weight polyol selected from the group consisting of:

glycerol;

ethylene glycol;

propylene glycol;

diethylene glycol;

dipropylene glycol;

or mixtures thereof.

22. The composition of claim 1 additionally containing an effective amount to control amine-type odors of polyanionic acid or alkali metal salt thereof, having an average molecular weight of less than about 20,000.

23. The composition of claim 22 wherein the polyanionic acid is polyacrylic acid having an average molecular weight of less than about 10,000, and at a level of from about 0.001% to about 3% by weight of the composition.

24. The composition of claim 23 containing from about 0.01% to about 1% by weight of the composition of said polyacrylic acid or alkali metal salt thereof, having an average molecular weight of from about 500 to about 5,000.

25. The composition of claim 1 additionally containing from about 0.001% to about 0.8% by weight of the composition of quaternary compounds containing two C_1-4 alkyl and/or hydroxy alkyl groups and two C_6-4 alkyl groups.

26. The composition of claim 25 wherein said quaternary compound is di C_8-12 dimethyl ammonium chloride at a level of from about 0.005% to about 0.2% by weight of the composition.

27. An article of manufacture comprising the composition of claim 1 in a spray dispenser.

28. The article of manufacture of claim 27 wherein said spray dispenser comprises a trigger spray device and is capable, of providing droplets with a weight average diameter of from about 10 to about 120 μ

m.

29. The method of controlling odor on an inanimate surface comprising spraying an effective amount of the composition of claim 1 onto said surface using a trigger-spray device.

31. The composition of claim 9 wherein said cyclodextrin is present at a level of from about 0.5% to about 2% by weight of the composition and said bis-biguanide alkane water soluble salt is at a level of from about 0.05% to about 0.2% by weight of the composition and said bis-biguanide alkane water soluble salt is selected from the group consisting of:

chlorhexidine;

(1) 1,6-bis-(2-ethylbexylbiguanidohexane)dihydrochloride;

1,6-di-(N₁,N₁ '"'"'-phenyldiguanido-N₅,N₅ '"'"')hexane tetrahydrochloride, 1,6-di-(N₁,N₁ '"'"'-phenyl-N₁,N₁ '"'"'-methyldiguanido-N₅,N₅ '"'"')hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-o-chlorophenyldiguanido-N₅,N₅ '"'"')-hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-2,6-dichlorophenyldiguanido-N₅,N₅ '"'"')hexane dihydroehloride;

1,6-di[N₁,N₁ '"'"'-β

-(p-methoxyphenyl) diguanido-N₅,N₅ '"'"']-hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-α

-methyl-β

-phenyldiguanido-N₅,N₅ '"'"')-hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-p-nitrophenyldiguanido-N₅,N₅ '"'"')hexane dihydrochloride;

ω

;

ω

'"'"'-di-(N₁,N₁ '"'"'-phenyldiguanido-N₅,N₅ '"'"')-di-n-propylether dihydrochloride;

.omega;

omega'"'"'-di(N₁,N₁ '"'"'-p-chlorophenyldiguanido-N₅,N₅ '"'"')-di-n-propylether tetrahydrochloride;

1,6-di(N₁,N₁ '"'"'-2,4-dichlorophenyldiguanido-N₅,N₅ '"'"')hexane tetrahydrochloride;

1,6-di(N₁,N₁ '"'"'-p-methylphenyldiguanido-N₅,N₅ '"'"')hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-2,4,5-trichlorophenyldiguanido-N₅,N₅ '"'"')hexane tetrahydrochloride;

1,6-di[N₁,N₁ '"'"'-α

-(p-chlorophenyl) ethyldiguanido-N₅,N₅ '"'"'] hexane dihydrochloride;

ω

;

ω

'"'"'di(N₁, N₁ '"'"'-p-chlorophenyldiguanido-N₅,N₅ '"'"')m-xylene dihydrochloride;

1,12-di(N₁,N₁ '"'"'-p-chlorophenyldiguanido-N₅,N₅ '"'"') dodecane dihydrochloride;

1,10-di(N₁,N₁ '"'"'-phenyldiguanido-N₅,N₅ '"'"')-decane tetrahydrochloride;

1,12-di(N₁,N₁ '"'"'-phenyldiguanido-N₅,N₅ '"'"') dodecane tetrahydrochloride;

1,6-di(N₁,N₁ '"'"'-o-chlorophenyldiguanido-N₅,N₅ '"'"') hexane dihydrochloride;

1,6-di(N₁,N₁ '"'"'-p-chlorophenyldiguanido-N₅,N₅ '"'"')-hexane tetrahydrochloride;

ethylene bis (1-tolyl biguanide);

ethylene bis (p-tolyl biguanide);

ethylene bis(3,5-dimethylphenyl biguanide);

ethylene bis(p-tert-amylphenyl biguanide), ethylene bis(nonylphenyl biguanide);

ethylene bis (phenyl biguanide);

ethylene bis (N-butylphenyl biguanide);

ethylene bis (2,5-diethoxyphenyl biguanide);

ethylene bis(2,4-dimethylphenyl biguanide);

ethylene bis(o-diphenylbiguanide);

ethylene bis(mixed amyl naphthyl biguanide);

N-butyl ethylene bis(phenylbiguanide);

trimethylene bis(o-tolyl biguanide);

N-butyl trimethylene bis(phenyl biguanide); and

the corresponding pharmaceutically acceptable salts of all of the above.

17. A stable, aqueous odor absorbing composition, for use on inanimate surfaces, comprising:

(A). from about 0.5% to about 5%, by weight of the composition, of uncomplexed cyclodextrin selected from the group consisting of;

hydroxypropyl alpha-cyclodextrin;

hydroxypropyl beta-cyclodextrin;

methylated beta-cyclodextrin;

methylated alpha-cyclodextrin; and

mixtures thereof;

(B). from about 0.05% to about 0.3%, by weight of the composition, of cyclodextrin compatible surfactant selected from the group consisting of;

block copolymers of ethylene oxide and propylene oxide;

polyalkyleneoxide polysiloxanes; and

mixtures thereof;

(C). from about 0.05% to about 0.2% by weight of the composition of cyclodextrin compatible and water soluble antimicrobial active selected from the group consisting of chlorhexidine, its chloride, its acetate, its gluconate, or mixtures thereof;

(D). optionally, from about 0.003% to about 0.5% by weight of the composition of hydrophilic perfume containing at least about 50% by weight of the perfume of perfume ingredients that have a ClogP of less than about 3.5 and, optionally, a minor amount of perfume ingredients selected from the group consisting of ambrox, bacdanol, benzyl salicylate, butyl anthranilate, cetalox, damascenone, alpha-damascone, gamma-dodecalactone, ebanol, herbavert, cis-3-hexenyl salicylate, alpha-ionone, beta-ionone, alpha-isomethylionone, lilial, methyl nonyl ketone, gamma-undecalactone, undecylenic aldehyde, and mixtures thereof;

(E). optionally, from about 0.01% to about 3% by weight of the composition of low molecular weight polyol;

(F). optionally, from about 0.001% to about 0.3% by weight of the composition of aminocarboxylate chelator;

(G). optionally, an effective amount of copper and/or zinc salts, for improved odor benefit;

(H). optionally, from about 0.0001% to about 0.5% by weight of the composition of solubilized, water-soluble, antimicrobial preservative; and

(I). aqueous carrier,

said composition being essentially free of any material that would soil or stain fabric under usage conditions, and having a pH of more than about 3.5.

18. The composition of claim 17 wherein said cyclodextrin is selected from the group consisting of:

hydroxypropyl alpha-cyclodextrin;

hydroxypropyl beta-cyclodextrin; and

mixtures thereof.

19. The composition of claim 17 wherein said cyclodextrin is selected from the group consisting of:

methylated beta-cyclodextrin;

methylated alpha-cyclodextrin; and

mixtures thereof.

30. The method of claim 30 wherein the droplets of the spray that is formed by the trigger spray device have a weight average diameter of from about 10 to about 120 μ

m.