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(19) United States (12) Patent Application Publication (10) Pub US 20030166496A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2003/0166496 A1 Godfroid et al. (43) Pub. Date: Sep. 4, 2003 (54) AMINE OXIDES AS PERFUME SOLUBILITY Publication Classi?cation AGENTS (51) Int. Cl? ..................................................... .. 0111) 9/44 (76) Inventors: Robert Allen Godfroid, West Chester, (52) Us. 01. .......................................... .. 510/503; 510/101 OH (US); Gina Isoldi, Ixelles (BE); Allessandra Tamburini, Genova (IT) (57) ABSTRACT Correspondence Address: The purpose of the present invention is to provide a premix THE PROCTER & GAMBLE COMPANY composition comprising (a) a perfume and (b) an amine INTELLECTUAL PROPERTY DIVISION oxide, Wherein the Weight ratio of (a):(b) is betWeen 20:1 WINTON HILL TECHNICAL CENTER - BOX and 1:1. The inventions further relates to treating composi 161 tions comprising either said premix composition or a per 6110 CENTER HILL AVENUE fume and an amine oxide in a ratio of 20:1 to 1:1. In said CINCINNATI, OH 45224 (US) premix composition, the amine oxide serves as a solubility agent for the perfume. The present invention further pro (21) Appl. No.: 10/355,851 vides a method of solubilising a perfume in an amine oxide. The present invention also provides a method of treating a (22) Filed: Jan. 31, 2003 surface With the treating composition of the present inven tion comprising the steps of applying the treating composi Related US. Application Data tion to a surface and Wiping said surface. The present invention further provides a process for preparing a premix (60) Provisional application No. 60/353,279, ?led on Feb. composition comprising the step of solubilising a perfume in 1, 2002. Provisional application No. 60/355,005, ?led an amine oxide, Wherein the perfume to amine oxide ratio is on Feb. 7, 2002. betWeen 20:1 to 1:1. US 2003/0166496 A1 Sep. 4, 2003 AMINE OXIDES AS PERFUME SOLUBILITY perfume components in an essentially aqueous composition. AGENTS This problem is further exaserbated When perfume compo nents at high molecular Weight are used. In response to this CROSS REFERENCE TO RELATED problem, perfume and composition manufactures have intro APPLICATION duced solubility agents to improve the solubility of the perfume components. See for example: US. Pat. No. 5,851, [0001] This application claims the bene?t of US. Provi 976 (Colgate-Palmolive) discloses an aqueous cleaning sional Application No. 60/353279, ?led on Feb. 1, 2002; and composition comprising (a) from 0.1 to 10% Wt. of an of US. Provisional Application No. 60/355005, ?led on Feb. anionic surfactant; (b) from 0.02 to 10% Wt. of an amine 7, 2002. oxide surfactant; (c) from 0.05 to 2% of a fatty acid; (d) from 0.4 to 10% Wt. of a Water-insoluble hydrocarbon, essential FIELD OF THE INVENTION oil or perfume; and (e) from 0.5 to 15% Wt. of a Water [0002] This invention relates to a premix composition mixable co-surfactant, Which serves as a solubility agent for comprising a perfume and an amine oxide and to treating the perfume. compositions comprising either said premix composition or [0007] HoWever, the need to solubilise a perfume must be a perfume and an amine oxide. The present treating com balanced With the need to minimiZe the concentration of positions are advantageous for use on fabrics and hard non-volatile components in said compositions. Non-volatile surfaces including kitchen and bathroom surfaces, tiles, components, e.g., surfactants and/or solubility agents, can glass surfaces, countertops, Walls, dishes, and ceramic, vinyl leave visible residues in the form of streaks, ?lms and haZes and ?nished Wood ?oors. Such treating compositions can on treated surfaces. further comprise conventional ingredients. [0008] EP 572 080 (Quest Int.) is concerned With the solubilisation of a perfume With limited amounts of anionic BACKGROUND OF THE INVENTION and nonionic surfactants and discloses a clear oil-in-Water [0003] Perfumed compositions are Well-knoWn in the art. microemulsion comprising a perfume oil, one or more Consumer acceptance of such perfumed compositions is anionic and/or nonionic surfactants and less than 10% Wt. of determined not only by the performance achieved With these a loWer aliphatic alcohol. HoWever, the applicant of the products but also by the aesthetics associated thereWith. The present invention has found that the non-volatile compo perfume components are therefore an important aspect of the nents, e.g., the nonionic surfactant, of the microemulsion of successful formulation of such commercial products. EP 572 080 leave visible residues on surfaces treated there With. Consequently, despite the advances in the art, there is [0004] Previously available compositions comprising per still a need to solubilise a perfume Without leaving fumes are described in for example: US. Pat. No. 5,814,591 unWanted, visible residues on treated surfaces. (Clorox) discloses an aqueous hard surface cleaner With improved soil removal properties comprising (a) a nonionic [0009] It has been surprisingly found that the combination or an amphoteric surfactant; (b) not more than 50% Wt. of at of a perfume and an amine oxide at relatively high level of least one Water-soluble or dispersible organic solvent; (c) perfume to relatively loW level of amine oxide as solubility from 0.01 to 25% Wt. of tetraammonium ethylenediamine agent overcomes the solubility problems of a perfume. tetraacetate; and (d) optionally from 0.0 to 0.3% of a Treating compositions comprising a perfume and an amine perfume. oxide either as such or in the form of a premix composition results in a reduction in the amount of visible residues on [0005] Additionally, the consumer has speci?c expecta treated surfaces. tions from the perfume of said compositions. Firstly, having treated a surface With a perfumed composition, it is desirable [0010] The treating compositions of the present invention to maintain the pleasing fragrance imparted by the treatment can be alkaline or acidic. An acidic composition is useful for composition over a prolonged period. Indeed, perfumes not removing hard Water deposits. HoWever, and preferably, the only make such compositions themselves more aesthetically compositions of the present invention are alkaline. Such pleasing by masking any unpleasant malodor of said com compositions further comprise an alkalinity agent. These positions, but also impart a pleasant fragrance to surfaces alkalinity agents increase the perfume solubility to a greater treated thereWith. HoWever, the amount of perfume carried extent than an equal mass of solubility agents. The preferred over from the composition or aqueous Wash liquor contain alkalinity source is volatile and does not contribute to visible ing said composition onto the surface is often marginal and residues on surfaces after treatment of those surfaces With thus does not last long on the surface or in the room. the treating compositions of the present invention. The Industry, therefore, continues to look With urgency for more combination of a solubility agent and alkalinity source ef?cient and effective fragrance delivery methods, especially shoWs a synergetic effect on the solubility of a perfume in in the provision of long-lasting fragrance to treated surfaces. the compositions of the present invention. Preferable, said perfume gives a long-lasting odor pro?le to said room or [0006] Secondly, individual consumer preference for dif surface. ferent perfumes and perfume types means that manufactures of those perfumed compositions must formulate a range of SUMMARY OF THE INVENTION different perfumed product compositions of the same gen eral type in order to appeal to the majority of consumers. [0011] The purpose of the present invention is to provide HoWever, this poses a problem since manufactures are a premix composition comprising (a) a perfume and (b) an limited by the perfume components that can be used to make amine oxide, Wherein the Weight ratio of (a):(b) is betWeen the perfume. Generally, perfume components are relatively about 20:1 and about 1:1. The inventions further relates to hydrophobic. It can therefore be dif?cult to solubilise said treating compositions comprising either said premix com US 2003/0166496 A1 Sep. 4, 2003 position or a perfume and an amine oxide in a ratio of about tetrahydrolinalool, citronellol, citronellyl acetate, dihy 20:1 to about 1:1. In said premix composition, the amine dromyrcenol, dihydromyrcenyl acetate, terpineol, terpinyl oxide serves as a solubility agent for the perfume. The acetate, acetate, 2-phenylethanol, 2-phenylethyl acetate, present invention further provides a method of solubilising benZyl alcohol, benZyl acetate, benZyl salicylate, benZyl a perfume in an amine oxide. The present invention also benZoate, styrallyl acetate, amyl salicylate, dimenthylben provides a method of treating a surface With the treating Zylcarbinol, trichloromethylphenycarbinyl acetate, p-tert composition of the present invention comprising the steps of .butylcyclohexyl acetate, isononyl acetate, alpha-n-amylci applying the treating composition to a surface and optionally nammic aldehyde, alpha-hexyl-cinammic aldehyde, Wiping said surface. The present invention further provides 2-methyl-3-(p-tert.butylphenyl)-propanal, 2-methyl-3(p a process for preparing a premix composition comprising the isopropylphenyl)propanal, 3-(p-tert.butylphenyl)propanal, step of solubilising a perfume in an amine oxide, Wherein the tricyclodecenyl acetate, tricyclodecenyl propionate, 4-(4 perfume to amine oxide
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