US 20080299054A1 (19) United States (12) Patent Application Publication (10) Pub. No.: US 2008/0299054 A1 Chandar et al. (43) Pub. Date: Dec. 4, 2008 (54) PERSONAL CARE COMPOSITIONS WITH Publication Classification ENHANCED FRAGRANCE DELVERY (51) Int. Cl. (75) Inventors: Prem Chandar, Closter, NJ (US); A6IR 8/34 (2006.01) Lin Yang, Woodbridge, CT (US) A6II 3/14 (2006.01) A6II 3/17 (2006.01) Correspondence Address: UNILEVER PATENT GROUP (52) U.S. Cl. .............. 424/54; 424/59: 424/65; 424/70.1; 800 SYLVANAVENUE, AG West S. Wing 514/588 ENGLEWOOD CLIFFS, NJ 07632-3100 (US) (57) ABSTRACT (73) Assignee: CONOPCO, INC., d/b/a UNILEVER, Englewood Cliffs, NJ A personal care product is provided which includes a fra (US) grance, a Substituted urea and a quaternary ammonium salt. The Substituted urea and quaternary ammonium salt operate (21) Appl. No.: 11/755,009 together as a scent boosting system to enhance Volatilization offragrance components upon the personal care composition (22) Filed: May 30, 2007 being first applied to human skin or hair. US 2008/0299054 A1 Dec. 4, 2008 PERSONAL CARE COMPOSITIONS WITH structure AB, wherein A is a cationic charged compo ENHANCED FRAGRANCE DELVERY nent of the salt AB, B is an anionic charged component of the salt AB, and BACKGROUND OF THE INVENTION 0013 A has a single quaternized nitrogen atom, at least two hydroxy groups and a molecular weight no 0001 1. Field of the Invention higher than about 250. 0002 The invention concerns personal care compositions which upon application to a human body Surface quickly release fragrance components thereby improving aesthetics DETAILED DESCRIPTION OF THE INVENTION of these compositions. 0014 Now it has been found that a burst of fragrance from 0003 2. The Related Art a personal care composition can be quickly released when the 0004 Perhaps the most significant aesthetic of a personal composition is deposited upon a human body part. More care product for a consumer is fragrance. It is also important particularly, a combination of a Substituted urea and a dihy to rapidly deliver the scent. droxypropyl quaternary ammonium salt function as scent 0005. Many techniques have been reported to manipulate boosting agents. These agents allow rapid Volatilization of timing and impact of fragrance. Delayed generation has been fragrance components during application of the personal care achieved through encapsulation of scent ingredients. For composition to skin or hair. instance, U.S. Pat. No. 5,135,747 (Faryniarz et al.) reports an 0015. By the term personal care composition is meant any unscented malodor counteractant deo perfume mixture product applied to a human body for improving appearance, encapsulated within a semi-permeable wall material and a cleansing, odor control or general aesthetics. Nonlimiting quicker releasable non-encapsulated fragrance perfume mix examples of personal care compositions include leave-on ture in a cosmetically acceptable vehicle. Slow release has skin lotions and creams, shampoos, conditioners, shower also been achieved through pro-accords. These chemicals gels, toilet bars, antiperspirants, deodorants, shave creams, slowly break down releasing an odoriferous component as a depilatories, lipsticks, foundations, mascara, Sunless tanners degradation fragment. Menthol is the most frequent commer and Sunscreen lotions. cially delivered degradation constituent of pro-accords con 0016. An important element of the present invention is a tained in personal care compositions. Illustrative of this tech first scent boosting agent. This is a Substituted urea having nology is U.S. Pat. No. 6,100.233 (Sivik et al.) employing a general structure (I) B-ketoester pro-accord which transforms to chemically release fragranced alcohols such as linalool, dihydromyr cenol and other alcohols. 0006 Steady release technologies have also been O reported. Most prominent are a series of disclosures on endur ing perfumes. See U.S. Pat. No. 5,833,999; U.S. Pat. No. 5,849,310 and U.S. Pat. No. 6,086,903 all to Trinh et al. describing personal treatment compositions delivering an 0017 wherein R, R and R are selected from the group enduring perfume that provides a lasting olifactory sensation. consisting of hydrogen, C-C alkyl, (Rs),OH, and mixtures 0007 Although technologies are known for delayed thereof Rs is methylene, ethylene, propylene or combina release and prolonged perfume generation, none has solved tions thereof, and n ranges from 1 to 6; and R is (Rs), OH. 0018 Illustrative species of the substituted urea are the problem of rapidly releasing a fragrance onto human skin hydroxymethyl urea, hydroxyethyl urea, hydroxypropyl or hair. urea; bis(hydroxymethyl) urea; bis(hydroxyethyl) urea; bis (hydroxypropyl) urea; N,N'-di-hydroxymethyl urea; N,N'-di SUMMARY OF THE INVENTION hydroxyethyl urea; N,N'-di-hydroxypropyl urea; N.N.N'-tri 0008. A personal care composition is provided which hydroxyethyl urea; tetra(hydroxymethyl) urea; tetra includes: (hydroxyethyl) urea; tetra(hydroxypropyl) urea; N-methyl 0009 (i) from about 0.0001 to about 5% of a fragrance to N'-hydroxyethyl urea; N-ethyl-N'-hydroxyethyl urea; impart a pleasant scent onto a human body to which the N-hydroxypropyl-N'-hydroxyethyl urea and N,N-dimethyl composition is applied; N-hydroxyethyl urea. Where the term hydroxypropyl (0010 (ii) from about 0.01 to about 20% of a substituted appears, the meaning is generic for either 3-hydroxy-n-pro urea of general structure (I) pyl, 2-hydroxy-n-propyl, 3-hydroxy-i-propyl or 2-hydroxy i-propyl radicals. Most preferred is hydroxyethyl urea. The latter is available as a 50% aqueous liquid from the National Starch & Chemical Division of ICI under the trademark O HydroVance. 0019. Amounts of the substituted urea were may range from about 0.01 to about 20%, preferably from about 0.5 to about 15%, more preferably from about 1 to about 10%, and 0011 wherein R, R and R are selected from the optimally from about 5 to about 8% by weight of the compo group consisting of hydrogen, C-C alkyl, (Rs),OH, sition. and mixtures thereof Rs is methylene, ethylene, pro 0020. A second scent boosting agent of the present inven pylene or combinations thereof, and n ranges from 1 tion is a dihydroxypropyl trialkyl quaternary ammonium salt to 6; and R is (Rs), OH. and of structure AB, wherein A is a cationic charged component of (0012 (iii) from about 0.01% to about 20% by weight of the salt AB, and B is an anionic charged component of the salt a dihydroxypropyl trialkyl quaternary ammonium salt of AB, A has one quaternized nitrogen atom, at least two US 2008/0299054 A1 Dec. 4, 2008 hydroxyl groups and a molecular weight no higher than about 0033 alpha-Santalol 250 but preferably no higher than about 200, and optimally no 0034 alpha-Terpineol higher than 170. 0035 Ambreftollide 0021 Anionic charged component B may be organic or 0.036 Amylbenzoate inorganic with proviso that the material is cosmetically 0037 Amyl cinnamate acceptable. Typical inorganic anions are halides, Sulfates, 0038 Amyl cinnamic aldehyde phosphates, nitrates and borates. Most preferred are the 0039 Aurantiol halides, especially chloride. Organic anionic counter ions 0040 Benzaldehyde include methosulfate, toluoylsulfate, acetate, citrate, tartrate, 0041 Benzophenone lactate, gluconate, and benzenesulfonate. The number and 0.042 Benzyl acetate charge of negatively charged component B will be sufficient 0043 Benzyl salicylate to neutralize the positive charge of component A. 0044 Beta-caryophyllene 0022. A preferred embodiment of the quaternary ammo 0045 beta-Methyl naphthyl ketone nium salt is the dihydroxypropyl tri(C-C alkyl) ammonium 0046) Cadinene salts. 0047 Cavacrol 0023 These salts may be obtained in a variety of synthetic 0048 Cedrol procedures, most particularly by hydrolysis of chlorohydrox 0049 Cedryl acetate ypropyltri(C-C alkyl) ammonium salts. Ordinarily the 0.050 Cedryl formate C-C, alkyl constituent on the quaternized ammonium group 0051 Cinnamyl cinnamate will be methyl, ethyl, n-propyl, isopropyl and mixtures 0.052 cis-Jasmone thereof. Particularly preferred is a trimethyl ammonium 0053 Coumarin group known through INCI nomenclature as a “trimonium’ 0054 Cyclamen aldehyde group. A most preferred species is 1,2-dihydroxypropyltri 0055 Cyclohexyl salicylate monium chloride, wherein the C-C alkyl is a methyl group. 0056 d-Limonene 0024. Amounts of the quaternary ammonium salts may 0.057 delta-Nonalactone range from about 0.01 to about 20%, preferably from about 0.058 delta-Undecalactone 0.5 to about 15%, more preferably from about 1 to about 10%, 0059 Dihydro isojasmonate optimally from about 5 to about 8% by weight of the compo 0060 Dihydromycenol sition. 0061 Dimethyl acetal 0025. The term “fragrance' is defined as a mixture of 0062 Diphenyl methane odoriferous components, optionally mixed with a suitable 0063 Diphenyl oxide Solvent diluent or carrier, which is employed to impart a 0.064 Dodecalactone desired odor. 0065 Ethyl methyl phenylglycidate 0026 Fragrance components and mixtures thereof may be 0.066 Ethyl undecylenate obtained from natural products Such as essential oils, abso 0067 Ethylene brassylate lutes, resinoids, resins and concretes, as well as Synthetic 0068 Eugenol products Such as hydrocarbons, alcohols, aldehydes, ketones, 0069 Exaltolide ethers, carboxylic acids, esters, acetals, ketals, nitrites and the 0070 Galaxolide like, including Saturated and unsaturated compounds, ali 0071 gamma-n-methyl ionone phatic, carbocyclic and heterocyclic compounds. 0072 gamma-Undecalactone