AU769297B2 - Personal cleansing composition - Google Patents

Description

WO 00/72807 PCT/US00/15254 PERSONAL CLEANSING COMPOSITION Field of the Invention The present invention relates to personal care compositions in the form of oil-inwater emulsions which are useful for cleansing the skin and the hair. These emulsions are stable during storage and de-emulsify upon contact with the skin to release the oil phase for conditioning and moisturization. These compositions have the advantage of providing improved cleansing efficacy without irritating the skin or leaving the skin feeling tight or irritated and maintain skin integrity.

Background of the Invention Basic skin cleansing activities have been long addressed by the personal care industry. Removing soil from the skin is a worldwide requirement of the consumer population that has been met by the available skin cleansing products. In the cleansing process, the surfactants strip the skin of its natural lipids which keep the skin supple, moisturized and protected from the elements. Frequent usage of cleansing products tend to leave the skin compromised dry and irritated) which can lead discomfort and possible skin problems.

Much research and effort has been expended in this field to produce cleansing compositions that will not only provide effective cleansing of the skin, but also condition the skin as well.

Several patents and published applications disclose the use ofdimer acids.

JP-A-58027636 (Shiseido) is reported as disclosing an oil-in-water type emulsion WO 00/72807 PCT/US00/15254 comprising dimer acid, stearic acid, cetanol, vaseline, squalene, glycerin monostearate, monosodium-N-stearoylglutamate, propylene glycol, potassium hydroxide and carboxyvinylpolymer.

WO 94/20067 (PCT/EP94/00814) appears to disclose an emulsion of a dicarboxylic acid and an emulsifying agent which is chosen such that the emulsion may be shear thickened in use. According thereto, the emulsion may be used in toiletries compositions, cosmetics compositions and pharmaceutical compositions.

The following patents and published applications appear to disclose the use of polyisobutylene, which is also referred to as polymeric isobutene, polymeric isobutylene and polyisobutene.

US Pat. No. 5,658,577 to Fowler et al. appears to disclose a nonabrasive thickened aqueous-based personal cleansing compositions, which utilize insoluble micronized cleansing particles. One material identified in the general disclosure thereof regarding the solid cleansing particles is polyisobutylene.

WO 96/32092 (PCT/US96/05038) appears to disclose compositions for personal cleansing in the form of oil-in-water emulsions which have the characteristic of breaking up upon contact with the skin. The compositions appear to contain a particular copolymer, a non-emulsifying detersive surfactant, an oil selected from a specific group of compounds, and water. Two of the oils amongst many identified are hydrogenated polyisobutylene and isohexadecane (according to this publication is a commercially available hydrocarbon sold as Permethyl 101A by Presperse, South Plainfield, NJ).

WO 97/16168 (PCT/US96/17506) appears to disclose a personal cleansing composition containing a surfactant, a hydrophobic active component, a WO 00/72807 PCT/US00/15254 hydrocarbon-containing component and a cationic polymer. The hydrocarboncontaining component may be a "permethyl" having the general formula: CH3 C(CH3)2 CH2 )n C(CH3)H CH3 wherein can vary from about 4 to over 200. Products wherein is 4, 16, 38 and 214, respectively, are disclosed as being marketed as PERMETHYL 102A, 104A, 106A and 1082A from Presperse, Inc. The examples thereof appear to use PERMETHYL 104A and 106A.

U.S. Pat. No. 5,441,730 appears to disclose a shampoo, rather than a hand cleanser, wherein the shampoo contains polymeric isobutylene and surfactants (which do not include cationic surfactants). This reference also appears to disclose a hair styling composition which contains cationic surfactants as a conditioning ingredient.

Skin cleansing compositions must satisfy a number of criteria to be accepted by the customers. These criteria include cleansing, easy to apply and rinse off copious amount of foam, good skin feel during and after use, and mild to the skin as well as moisturizing and conditioning. The ideal skin cleanser should be able to deliver these product attributes even when used frequently.

In the average home setting, the frequency of hand washing is somewhere between about 5 to 10 times daily. These customers are the average consumers who shop at the local supermarkets for their skin cleansers. Most of the premium skin cleansers on the market will meet these customer needs.

These skin cleansers utilize surfactant combinations that deliver the foaming characteristics while minimizing the irritation. The conditioning cleanser formulations include emollients and moisturizers which leave a coated feel on the skin after rising. The 3 WO 00/72807 PCT/US00/15254 coated feel frequently is the result of using oils oftriglycerides to deliver the conditioning that the customers want; however, most customers want the conditioning benefits without the hard to rinse-off and coated feel.

Another segment of the market is the professional caregivers whose profession demands that they wash their hands about 30 to 50 times a day to minimize cross contamination and thus nosocomial infection. These customers demand skin cleansers that will not damage their skin when used in high frequency. They also do not have the time or, in some cases, are not allowed to apply hand lotions between handwashings. Another product attribute they seek is an easy to rinse off product as they are frequently rushing from patient to patient.

Therefore, a need exists for a personal cleansing composition that can be used at least 30 times per day without causing irritation or dryness to the skin, is easy to rinse off and leaves the skin feeling clean and conditioned.

WO 00/72807 PCT/US00/15254 Summary of the Invention The personal cleansing composition of the present invention provides effective cleansing properties with cosmetic elegance and also long-lasting skin conditioning and moisturization benefits to maintain skin integrity even under frequent usage conditions.

The personal cleansing composition comprises: a) at least one polymeric isobutene having from about 12 to about 156 carbon atoms, preferably from about 24 to about 156 carbon atoms, wherein the polymeric isobutene is liquid at room temperature and pressure, b) at least one dicarboxylic acid having the formula R1--CH--R2--CO2H R3--CH--R4--CO2H or a cosmetically acceptable salt thereof, wherein R1 and R3 are each C6-C10 alkyl and R2 and R4 are each C6 to C10 alkylene; c) at least one surfactant selected from the group consisting of anionic, amphoteric, nonionic, zwitterionic and combinations thereof; and d) water.

The polymeric polyisobutenes and the dicarboxylic acids are hydrophobic and are substantive to the skin. These two materials resist wash off, and provide long-lasting conditioning feel on the skin and moisturization.

The polymeric isobutene component of the composition provides long-lasting skin conditioning via deposition ofa hydrophobic film on the skin. Liquid polymeric isobutenes WO 00/72807 PCT/US00/15254 have primarily been utilized in cosmetic formulations and not in personal cleansing compositions. The polymeric isobutenes may be hydrogenated. The polymeric isobutene is preferably present in an amount ranging from about 0.1 to about 10 percent, more preferably from about 1 to about 8 percent, by weight based on the total weight of the composition.

The dicarboxylic acid is preferably a dimer acid wherein R1 and R3 are the same alkyl and R2 and R4 are the same group. The dicarboxylic acid is preferably present in an amount ranging from about 0.1 to about 10 percent, more preferably from about 1 to about 8 percent.

The surfactants are preferably present in an amount of at least 1% by weight of the composition, more preferably from about 2 to about 30% by weight, and most preferably from about 5 to about 25% by weight. The surfactant component provides the flash and voluminous foam which are difficult to obtain with compositions that are enriched with hydrophobic and skin conditioning ingredients. The surfactants are preferably those which are mild to the skin and provide flash foaming properties to the composition. The anionic surfactants provide voluminous foam. The amphoteric and zwitterionic surfactants provide foam stability and mildness and also build viscosity. The nonionic surfactants provide cleansing and mildness and also provide viscosity.

The composition may optionally further include a viscosity building agent and/or an emulsifying agent to the extent such properties are not supplied or insufficiently supplied by the polymeric isobutene, dicarboxylic acid and surfactant(s).

When present, the emulsifying agent is preferably present in an amount ranging from about 0.1 to about 5 percent, more preferably from about 0.1 to about 2.5 percent, by 6 WO 00/72807 PCT/US00/15254 weight.

When present, the viscosity building agent is preferably present in an amount ranging from about 0.1 to about 5 percent, more preferably from about 0.1 to about percent, by weight.

Polyglycerol esters have the property of being both a viscosity building agent and an emulsifying agent. Polyglycerol esters have the added benefit of being substantive to the skin and providing long-term moisturization. When a large amount ofhydrophobic components are present in the composition, surfactants alone are typically not adequate to maintain the composition homogeneous. Accordingly, polyglycerol esters are preferably used to build viscosity, emulsify and keep the composition homogeneous. When present, polyglycerol esters are preferably present in an amount ranging from about 0.1 to about percent, more preferably from about 0.1 to about 2.5 percent, by weight.

The composition optionally further comprises at least one amine-functional silicone, preferably present in an amount ranging from about 0.1 to about 3 percent, more preferably from about 0.1 to about 2 percent, by weight. This component provides substantive skin conditioning and lessens and controls the tacky feel imparted by the polymeric isobutenes and the dicarboxylic acids utilized in the composition.

The polyglycerol ester and the amino-functional silicone may both be present in the composition. However, when the surfactants amphoteric and nonionic surfactants can act as viscosity building agents) in the composition provide sufficient viscosity for the composition, the amino-functional silicone may be used without the polyglycerol ester.

The composition may further comprise a polyethylene glycol having a molecular weight ranging from about 1,500,000 to about 5,000,000 molecular weight, preferably WO 00/72807 PCT/USOO/15254 present in an amount ranging from about 0.01 to about 0.7 percent, more preferably from about 0.05 to about 0.4 percent, by weight. This component provides a lubricious feel during usage. This component acts as a lubricating or slip agent.

Unless otherwise specified, all percentages used herein are by weight of the total composition and all measurements made are at 25°C. All weight percentages, unless otherwise indicated, are on an active ingredient's weight basis (as opposed to a weight percentage of a commercially available material which contains the active in a solvent).

WO 00/72807 PCT/US00/15254 Detailed Description of the Invention According to the present invention, there is provided a personal cleansing composition comprising: a) at least one polymeric isobutene having from about 24 to about 156 carbon atoms, wherein the polymeric isobutene is liquid at room temperature and pressure; b) at least one dicarboxylic acid having the formula R1--CH--R2--C02H R3--CH--R4--C02H or a cosmetically acceptable salt thereof wherein R1 and R3 are each C6-C10 alkyl and R2 and R4 are each C6 to C10 alkylene; c) at least one surfactant selected from the group consisting of anionic, amphoteric, nonionic, zwitterionic and combinations thereof; and d) water.

Liquid Polymeric Isobutene The polymeric isobutenes suitable for use in the present invention have from about 12 to about 156 carbon atoms, preferably from about 24 to about 156 carbon atoms. The polymeric isobutenes are liquid (free flowing liquid to viscous liquid) at room temperature and pressure and provides long-lasting skin conditioning via deposition of a hydrophobic film on the skin. Liquid polymeric isobutenes have primarily been utilized in cosmetic formulations and not in personal cleansing compositions. The liquid polymeric isobutene is WO 00/72807 PCT/US00/15254 sometimes referred to as a "permethyl", and are available from Presperse, Inc. Such materials have the general formula: CH3 C(CH3)2 CH2 )n C(CH3)H CH3 wherein can vary from about 2 to over 200. Products wherein is 2, 3, 4, 16 and 38, respectively, are disclosed as being marketed as PERMETHYL 99A, 101 A, 102A, 104A and 106A from Presperse, Inc. These polymeric isobutenes range from a free-flowing liquid to a viscous liquid at room temperature.

Table A: PERMETHYL Product Viscosity PERMETHYL Viscosity 99A (CI2) 1 cps 20 °C 101A(C16) 4 cps 25 °C 102A (C20) 16 cps 25 °C 104A (C68) 7600 cps 40 °C 106A (C156) 3200 cps 100 °C Such polymeric isobutenes may be prepared by any suitable method, such as disclosed in U.S. Pat. No. 4,061,780 and in WO 96/32092 (PCT/US96/05038), which are hereby incorporated by reference. For purposes of the present invention, the hydrogenation step of U.S. 4,061,780 is optional. Please note that the PERMETHYL materials do contain some unsaturation.

WO 00/72807 PCT/US00/15254 Dicarboxylic Acid The dicarboxylic acids useful in the present invention have the formula Rl--CH--R2--CO2H

I

R3--CH--R4--CO2H or a cosmetically acceptable salt thereof, wherein RI and R3 are each C6-C10 alkyl and R2 and R4 are each C6 to C10 alkylene.

Preferably, R1 and R3 have the same carbon chain length, and R2 and R4 have the same carbon chain length. In one embodiment, all of R1, R2, R3 and R4 have the same carbon chain length, for example, a C8 alkyl for R1 and R3 and a C8 alkylene for R2 and R4.

The dicarboxylic acid may be produced by the dimerization of an unsaturated C18 fatty acid, for example, linoleic acid. It will be appreciated, however, that other methods of synthesis are possible. Dicarboxylic acids of this type are commercially available, for example under the trade names ofEMPOL Dimer Acids from Henkel Corp., such as EMPOL 1008, and "Pripol" from Unichema International, such as Pripol 1006 and Pripol 1009. The "Pripol" dimer acids are hydrogenated.

The polymeric polyisobutenes and the dicarboxylic acids are hydrophobic and are substantive to the skin. These two materials resist wash off, and provide longlasting conditioning feel on the skin and moisturization. The polymeric isobutene is WO 00/72807 PCT/US00/15254 preferably present in an amount ranging from about 1 to about 5 percent. The dicarboxylic acid is preferably present in an amount ranging from about 1 to about 10 percent. The dicarboxylic acid is preferably a dimer acid wherein R1 and R3 are the same alkyl and R2 and R4 are the same group. Dimer acids have the added attribute of being useful in sunscreens as an anti-free-radical agent. Unless otherwise indicated all percents are by weight based on the total weight of the composition.

Surfactant The composition preferably also comprises a surfactant selected from the group consisting of anionic, amphoteric, nonionic, zwitterionic and combinations thereof. The surfactant component provides the flash and voluminous foam which are difficult to obtain with compositions that are enriched with hydrophobic and skin conditioning ingredients.

The surfactants are preferably those which are mild to the skin and provide flash foaming properties to the composition. The anionic surfactants provide voluminous foam. The amphoteric surfactants provide foam stability and mildness. The nonionic surfactants provide cleansing and mildness.

Such surfactants are well known and commercially available. See, U.S. Pat. Nos.

5,441,730; 5,534,265; 5,585,104; and 5,658,577, which are hereby incorporated by reference.

Suitable anionic surfactants are the alkyl sulfates, alkyl ether sulfates, alkaryl sulfonates, alkyl succinates, alkyl sulfosuccinates, N-alkyl sarcosinates, alkyl phosphates, alkyl ether phosphates, alkyl ether carboxylates, and oc-olefin sulfonates, especially their sodium, magnesium, ammonium and mono-, di- and tri-ethanolamine salts. The alkyl WO 00/72807 PCT/US00/15254 groups generally contain from 8 to 18 carbon atoms and may be unsaturated. The alkyl ether sulfates, alkyl ether phosphates and alkyl ether carboxylates may contain from 1 to ethylene oxide and/or propylene oxide units per molecule, and preferably contain 2 to 3 ethylene oxide units per molecule.

Examples of further suitable anionic surfactants include sodium acyl isethionates, sodium acyl taurates, sodium oleyl succinate, ammonium lauryl sulfosuccinate, ammonium lauryl sulfate, sodium dodecylbenzene sulfonate, triethanolamine dodecylbenzene sulfonate and sodium N-lauryl sarcosinate. Other useful anionic surfactants include sodium lauryl sulfate, triethanolamine lauryl sulfate, triethanolamine monolauryl phosphate, sodium lauryl ether sulfate 1EO, 2EO and 3EO, ammonium lauryl sulfate and ammonium lauryl ether sulfate lEO, 2EO and 3EO. As used herein, "EO" means an oxyethylene group.

Nonionic surfactants include condensation products of aliphatic (C 8 -Cis) primary or secondary linear or branched-chain alcohols or phenols with alkylene oxides, usually ethylene oxide and generally from about 6 to about 30 EO groups.

Other suitable nonionics include mono- or di-alkyl alkanolamides and alkyl polyglucosides. Examples include coco mono- or di-ethanolamide, coco monoisopropanolamide, and coco di-glucoside.

Amphoteric and zwitterionic surfactants include alkyl amine oxides, alkyl betaines, alkyl amidopropyl betaines, alkyl sulfobetaines (sultaines), alkyl glycinates, alkyl carboxyglycinates, alkyl amphopropionates, alkyl amphoglycinates, alkyl amidopropyl hydroxysultaines, acyl taurates and acyl glutamates, wherein the alkyl and acyl groups have from 8 to 19 carbon atoms. Examples include lauryl amine oxide, cocodimethyl sulfopropyl betaine and preferably lauryl betaine, cocamidopropyl betaine and sodium 13 WO 00/72807 PCT/US00/15254 cocamphopropionate.

The total level of surfactant material(s) in the compositions of the present invention is preferably at least 1% by weight of the composition, more preferably from about 2 to about 30% by weight and most preferably from about 5 to about 25% by weight.

Any emulsifier may be used which provides the necessary emulsion stability and examples of such emulsifiers are well known in the art and will therefore not be discussed at length here.

The emulsifier agent may if desired or appropriately be provided by any surfactant present in the composition as a detergent material or may alternatively be constituted by another surfactant component present purely for its emulsifier properties.

A particularly preferred emulsifier agent is an anionic emulsifier, such as an alkylarylpolyalkoxyethylene sulfate, e.g. sodium alkylphenylpolyethoxyethylene sulfate, available commercially for example as Alipal CO-433.

The emulsifier agent may be used in any suitable amount, as appropriate to the processing conditions and materials used. By way of example, a suitable amount of emulsifier agent may be from about 0.1 to about 10% by weight, preferably from about 1 to about 5% by weight.

Polyglycerol Ester The composition preferably further comprises at least one polyglycerol ester is preferably present in an amount ranging from about 0.25 to about 2 percent. This component is substantive to the skin and provides long-term moisturization and 14 WO 00/72807 PCT/US00/15254 emulsification of the components of the composition. When a large amount ofhydrophobic components are present in the composition, surfactants alone are typically not adequate to maintain the composition homogeneous. The polyglycerol esters are used to emulsify and keep the composition homogeneous. Such materials are available commercially, for example, from Lonza, Inc., Fair Lawn, NJ under the trade name POLYALDO. These include: Polyaldo 3-1-S (triglyceryl monostearate), Polyaldo 6-2-0 (hexaglyceryl dioleate), Polyaldo 6-4-0 (hexaglyceryl tetraoleate), Polyaldo 6-2-P (hexaglyceryl dipalmitate), Polyaldo 6-2-S (hexaglyceryl distearate), Polyaldo 10-1-0 (decaglyceryl mono-oleate), Polyaldo 10-6-0 (decaglyceryl hexaoleate), Polyaldo 10-10-0 (decaglyceryl decaoleate), Polyaldo 10-2-P (decaglyceryl dipalmitate), and Polyaldo 10-1-S (decaglyceryl monostearate). Suitable polyglycerol esters include those disclosed in U.S. 3,936,391, which have 3 to 10 glycerol units and 1 to 2 saturated fatty acyl ester groups each having from 16 to 20 carbon atoms. U.S. 4,950,441 and 5,247,114 and WO 96/01616 (Lonza) disclose suitable polyglycerol esters and their method of manufacture. U.S. 3,936,391; 4,950, 441; and 5,247,114 and WO 96/01616 (Lonza) are hereby incorporated by reference.

Amine-Functional Silicone The composition preferably further comprises at least one amine-functional silicone, preferably present in an amount ranging from about 0.25 to about 2 percent. This component provides substantive skin conditioning and lessens and controls the tacky feel imparted by the polymeric isobutenes and the dicarboxylic acids utilized herein. Such materials are available commercially, for example, from Witco under the trade name WO 00/72807 PCTUSOO/1 5254 "Silsoft"; Goldschmidt under the trade name "Abil" and 'Tegosoft"; and Dow Corning under the trade name, for example, Dow Corning 344 Fluid.

WO 00/72807 PCT/US00/15254 Polyethylene Glycol The composition preferably further comprises a polyethylene glycol having a molecular weight from about 1,500,000 to about 5,000,000, preferably present in an amount ranging from about 0.01 to about 0.7 percent. This component provides a lubricious feel during usage. This component acts as a lubricating agent.

Polyethylene glycol is a well-known material and has CAS number 25322-68-3. It is also known as poly(oxyethylene), polyglycol and polyether glycol. Polyethylene glycol is prepared by the condensation of ethylene glycol or of ethylene oxide and water. Such materials are also available commercially, for example, from R.I.T.A. under the trade name PEO, such as PEO-18, which is PEG-90M. Such materials are also available from Amerchol.

Other Ingredients One or more other adjunct ingredients commonly found in personal cleansing compositions may also be included in compositions of the present invention in minor amounts. Such additional ingredients include foam boosters, pearlizers, opacifiers, suspending agents, preservatives, perfumes, dyes, coloring agents, viscosity modifiers, proteins, polymers, buffering agents, polyols and other moisturizing agents and herb and other plant extracts.

The compositions of the invention are preferably based on an aqueous emulsion, typically with water forming at least one component of the continuous phase. The compositions, especially those which are hair care compositions, preferably comprise water in an amount of from about 30 to about 90% by weight, most preferably from about 40 to 17 WO 00/72807 PCT/US00/15254 about 70% by weight.

EXAMPLES

The performance of the following composition examples were evaluated by sensory panels, focus groups, biophysical measurements, trained clinicians, digital imaging photography and/or technical personnel.

A sensory panel is comprised of both technical and non-technical personnel who used the products on a blind-label basis and provided feedback based on sensory perception. The focus group participants also evaluated the products without knowing the manufacturer of the products. In addition, they were evaluating and assessing whether the products delivered on the benefits presented in the product concepts.

Clinician evaluation of the skin consisted of visual examination of the skin to assess degree of erythema and scaling.

Digital imaging photography offers consistently high resolution and color reproduction that conventional photography does not offer.

Evaluation by technical personnel consisted of evaluating the cosmetic appearance, testing the physical properties using instruments such as pH meter, viscometer, microscope, spectrophotometer, etc. and assessing the performance of the products on sensory parameters such as smell, skin feel, etc.

Materials Used: The following materials have been used in preparing the formulations of the Examples herein: WO 00/72807 WO 0072807PCTIUSOO/1 5254 Table B Tradenamne (Supplier) Description Function Polyado HGDS (Lonza) Mapeg 6000

(PPG)

Empicol AL 70/A (Albright Wilson) Standapol EA-2 (Henkel/Cospha) Atlas G-4280

(ICI)

Mackamn CBS-50G (McIntyre) Hexaglycerol Distearate PEG 150 Distearate Ammoniumn Lauryi Sulfate Amnmonium Laureth Sulfate polyoxyethlyene (80) monolaurate sorbitan laurate] Emulsifier/thickener/moisturizei Thickener/skin conditioning agent High foaming anionic surfactant Moderate to high foaming anionic surfactant Skin coating adhesion Cocarridopropyl Hydroxysultaine Silsoft A-858 (OSI/Witco) Lexorez- 100 (Inolex) Arlacel 80

(ICI)

Dimner Acid (Henkel) Permethyl 1 04A (Presperse, Inc.) Carbopol ETD 2020 Goodrich) Dowicil 200 (Dow Chemical) Trimethylsilyl Amodirnethicone Copolyol Adipic Acid/Diethylene GlycolI/Glycerin Crosspolymer Sorbitan Mono-oleate EMPOL 1008 Gentle zwitterionic surfactant/ foam booster/thickener Skin adhesion agent/smooth agent Skin coating adhension Strong emulsifier/nonionic surfactant Carrier/coating agent Coating agent/skin feel/adherinj aid Thickener/suspending/viscosity control Preservative Polyisobutene Carbomer Quaterium- 15 WO 00/72807 WO 0072807PCT/USOO/1 5254 Table B (Cont'd) Tradename (Supplier) Description Function D.I. Water Empicol LX- 100 (Albright Wilson) Empicol ESD FEA (Albright Wilson) Eucarol AGE-EC (Pilot Chemical) Sodium Laurvl Sulfate Sodiumn Laureth Sulfate Disodium Cocoglucoside Citrate High foaming anionic surfactani Moderate to high foaming anionic surfactant Gentle moderate foaming arnion surfactant Friction reducer/slippery feel/onditioning agent Fragrance Gentle moderate to high foamin anionc surfactant PEO- 18 Seafoam (Firmenich) Mackanate EL (McIntyre) PEG-90M Fragrance Disodiumn Laureth Sulfosuccinate Tego Betamne L-7 (Goldschmidt Chem.) Ritamnectant PCA Glycerin (Witco, Corp.) Stepanate, SXS (Stepan) Monateric 1023 (Mona Indus.) Empicol ESB 70IFEA (Albright Wilson) Cocoan-idopropyl Betaine Sodium PCA Gentle moderate foam amphoteric surfactant Humectant Moisturizer High foaming anionic surfactant/foam booster Glycerin Sodium xylenesulfonate Sodium Lauroampho PG-acetate phosphate Gentle moderate to high foamin amphoteric surfactant Moderate to high foaming anionic surfactant Sodiumn Laureth Sulfate WO 00/72807 PCT/US00/15254 Tradename (Supplier) TECH-O #11-070 (Beacon CMP Corp.) Ritacomplex J Witconate AOS (Witco Corp.) VERSENE NA (Dow Chemical) Empicol EAC 70/EP (Albright Wilson) Amphoterge K-2 (Lonza) LANETTE 14 NF (Henkel/Cospha) Table B (Cont'd) Description Oat Flour (CAS 134134-86-4) Na Cocoyl lactylate/GMS/ Cetearyl alcohol Alkyl (C 4

C

16 olefin Sulfonate Na 2

H

2 EDTA 2H 2 0 Ammonium Laureth Sulfate Disodium Cocoamphodipropionate Myristyl alcohol (CAS# 112-72-1) Function Thickener, binder and protein source Conditioning agents, emollient Anionic surfactant Chelating agent Moderate to high foaming anionic surfactant High foaming amphoteric surfactant Emollient/conditioning agent.

Formulation Procedure: Unless otherwise indicated, the formulations in the following examples were prepared using the procedure given below: 1. Charge approximately 40% of the total water needed into a mixer and heat to 65 to 0 C while under agitation.

2. Add the POLYALDO HGDS and the MAPEG 6000 to the mixer and allow to mix for 15 to 20 minutes under moderate agitation until homogeneous. Solution will appear smooth and milky white.

3. In a second mixing vessel, combine the PEO-18 (PEG-90M) with the remaining 21 WO 00/72807 PCT/US00/15254 required water. (Use caution not to introduce air into the solution) 4. Reduce mixing speed to give a light-moderate agitation. Add STEPANATE SXS and Witconate AOS, an anionic surfactant, (if used) and continue mixing for an additional 30 (thirty) minutes. (NOTE: Mixing speed should not generate foam or introduce air into the solution.) Slightly increase the mixing speed of the first vessel containing the added components and start adding the PEO-18 solution (prehydrate) slowly. The system will start to cool down but hold the temperature between 55 to 60 0

C.

6. If a CARBOMER (ETD 2020) is used, it should be handled similar to the PEO-18 by making a prehydrate solution and by adding slowly as in step 7. The following products can be added at this step EMPICOL ESB EMPICOL AL 70/A, STANDAPOL EA-2, EMPICOL LX-100, EUCAROL AGE- EC. MACKANATE EL, AND MONATERIC 1023 as per each individual formulation requirement. After this addition, add the TEGO BETAINE L-7 and allow to mix for 20 minutes. Maintain good mixing as the solution thickens by increasing mixing speed without creating foam or introducing air into the solution.

At this step, start increasing the temperature to 65 70 0

C.

8. Add the ATLAS G-4280, ARLACEL 80, MACKAM CBS-50G, SILSOFT A-858, and LEXOREZ-100 (if noted in the formulation). Then, mix for 20 minutes while holding the temperature at 65 to 70 0

C.

9. Add the dimer acid (EMPOL 1008), followed by the PERMETHYL 104A.

Increase the mixing speed to maintain good mixing without creating foam or introducing air (bubbles) into the solution.

22 WO 00/72807 PCT/US00/15254 Mix for 90 minutes at 60 to 65 0 C. Then, cool to 45 0 C before going to the next step.

11. Add RITAMECTANT PCA followed by KEMSTRENE (glycerine). Mix for minutes.

12. Add DOWICIL 200 (if used), then the VERSENE NA. Mix for 5 minutes.

13. Add fragrance and continue mixing for 20 minutes while letting the product cool to to 30 0

C.

14. Adjust pH to 5.5 with citric acid and/or sodium hydroxide.

Add water to obtain the final weight and mix for additional 15-20 minutes with no heating.

Examples 1462-126 and 1462-127 Formulations 14621-126 and 1462-127 were formulated to provide a lotion-like appearance and improve lathering and long term conditioning benefits. Dimer acid and polyisobutene were used for long term conditioning benefits. The trimethysilyl amodimethicone copolyol was used to reduce the tacky tactile properties of the dimer acid. Emulsifiers, such as PEG-80 sorbitan laurate and sorbitan mono-oleate, were used keep the formulation homogeneous.

WO 00/72807 PCT/US00/15254 Formulation No.: 1462-126 1462-127 Ingredient %w/w %w/w Hexaglyceryl Distearate 1.00 1.00 PEG-150 Distearate 2.00 2.00 Ammonium lauryl sulfate 8.76 8.76 Ammonium laureth sulfate 1.00 0.75 Adipic acid/diethylene glycol/glycerin crosspolymer 0.50 1.00 Sorbitan Laurate 1.44 1.44 Cocamidopropyl Hydroxysultaine 2.00 2.00 Sorbitan mono-oleate 1.00 1.00 Dimer Acid 2.50 2.50 Polyisobutene (Permethyl 104A) 2.50 2.50 Carbomer 0.50 0.50 Trimethylsilyl amodimethicone copolyol 1.75 1.50 0.05 0.05 Disodium EDTA 0.10 0.10 Fragrance 0.50 0.50 D.I. water 65.59 66.70 Misc.* 8.90 7.70 Total 100.00 100.00 Note: "Misc." as used in the formulations of the Examples herein includes the carriers (typically water) and impurities contained in the commercially available products which are the sources of the ingredients listed in the formulations.

WO 00/72807 PCT/US00/15254 Examples 1462-151 and 1462-161 Formulations 1462-151 and 1462-161 were formulated to provide the lubricious feel during application of the product on the hands. Polyethylene glycols provide such tactile properties. PEG-90M was used in these examples.

A sensory panel composed of 25 individuals used these two formulations and a benchmark product (the identity of which was concealed from the panelists). The panelists each washed their hands at least 3 times a day (normal household usage) with each of these formulations and rated them on a scale of 0 to 7, where represented the highest level of satisfaction of the panelist, relative to certain specific attributes, except that with "Feel coated" category represented the highest Level of satisfaction. The results are given in Table 1.

WO 00/72807 PCT/US00/15254

ATTRIBUTE

Like product consistency Ease of application Ease of lathering Like ease of lathering Amount of lather Like amount of lather Lubricious feel during appl Easy to rinse off Feel coated (lower number is better) Like way hands feel Feel moisturized Feel moisturized, 30 min after application Overall liking TABLE 1 -151 5.32 5.80 4.96 5.04 4.44 4.80 5.76 5.40 3.36 5.56 4.88 4.16 5.00

CONTROL

5.96 6.28 5.92 5.92 5.36 5.80 5.76 5.08 3.84 5.16 4.36 3.80 4.96 -161 2.08 2.60 3.04 2.92 3.08 3.36 4.60 2.92 3.80 4.32 3.88 3.28 2.76 One of the performance objectives of the invention was to provide a skin cleanser that has long term conditioning effects, including moisturizing attributes. The marked categories are those which relate to this performance objective. The coated feel category is included since it provides an indicator of user acceptance.

Sensory panel results show that 1462-151 performed on the moisturizing 26 WO 00/72807 PCT/USOO/15254 attributes but generated slightly less lather versus the benchmark [Oil of Olay Moisturizing Body Wash]. The overall liking and preference were equivalent. When the panelists were asked to pick the product they liked the best of the three. The results revealed that 40% picked 1462- 151 and 48% picked the benchmark product Formulation 1462-161 was prepared and used without an initial evaluation as to basic properties such as viscosity prior to use with the sensory panel. Formulation 1462-161 was not perceived to have performed as well as Formulation 1462-151 and the benchmark product. This was due in part to its greater viscosity compared to the other two formulations tested. Due to the greater viscosity, the panelists had a difficult time getting the product out of the container. This had a negative halo effect on the performance of this formulation. The increased viscosity is believed to have been due to the use of disodium laureth sulfosuccinate (note that it was not used in Formulation 1462-151) and its interaction with the other ingredients possibly forming micelles. It is believed that by lowering the concentration of this ingredient, for example, to about 1.5% by weight (the amount of disodium cocoglucoside citrate used in Formulation 1462-151) that this high viscosity situation would be ameliorated and a less viscous product would result.

One of the performance objectives of the invention was to provide a skin cleanser that can be used at least 30 times a day without causing skin irritation or dryness. A technical person tested 1462-151 by washing with it 30 times a day for one week. Digital imaging photograph was used to document the effects of the skin cleanser on the hands.

Digital photographs were taken before usage, two days, four days and seven days later. The photographs showed no visible skin irritation or dryness after seven days of frequent handwashing.

WO 00/72807 WO 0072807PCTIUSOO/15254 1462-151 1462-161 Ingredijent %WlW %WlW Hexaglyceryl Distearate 1.50 1.50 PEG- 15 0 Distearate 2.00 2.00 Sodium lauryl sulfate 7.68 2.88 Sodium laureth sulfate 1.40 3.50 Disodiumn cocoglucoside citrate 1.50 0.00 sorbitan laurate 1.44 1.44 Cocarniidoproyl Hydroxysultaine 2.00 2.00 Sorbitan mono-oleate 1.00 1.00 Dimer Acid 2.50 2.50 Polyisobutene 2.50 2.50 Disodiumn laureth sulfosuccinate 0.00 3.20 Triniethylsilyl arnodimethicone copolyol 2.00 1.50 0.40 0.40 Quaternium- 15 0.05 0.05 Disodiumn EDTA 0.10 0.10 Fragrance 0.50 0.50 D.I. water 66.90 65.90 Misc. 6.50 Total 100.00 100.00 WO 00/72807 PCT/US00/15254 Examples 1488-57, 1488-58 and 1488-59 Formulations 1488-57, 58 and 59 were additional formulations with variations in the concentration of the sodium laureth sulfate, sodium xylenesulfonate, cocamidopropyl hydroxy sultaine, trimethylsilyl amodimethicone copolyol, sodium PCA, glycerin and fragrance.

In four focus group sessions attended by operating room nurses, Formulation 1488-59 received favorable evaluations in the areas of lathering characteristics, skin feel and moisturization when tested against the concept of a skin cleanser that will provide moisturization as well cleansing and can be used frequently in the hospital setting.

A technical person washed with Formulation 1488-59 for 35 consecutive times in one day. No perceivable irritation was experienced and no perceivable dryness was observed on the hands.

Three technical person washed with Formulations 1488-57 and 1488-58 in a similar manner to Formulations 1488-59. These formulations had good foaming action, cleaning, after feel and moisturizing. No perceivable irritation was experienced and no perceivable dryness was observed on the hands.

WO 00/72807 WO 0072807PCTIUSOO/15254 1488-57 1488-58 1488-59 Ingredient %W/W %W/W %w/w Hexaglyceryl Distearate 0.75 0.75 0.75 PEG-150 Distearate 1.00 1.00 1.00 Sodium laureth sulfate 9.10 8.40 9.10 Sodium xylenesulfonate 1.20 0.80 0.80 sorbitan laurate 2.88 2.88 2.88 Cocaniidopropyl Betaine 1.80 1.80 1.80 Cocaniidoproyl Hydroxysultaine, 2.00 1.75 2.00 Dimer Acid 2.50 2.50 2.50 Polymeric isobutene(Permethyl 104A) 2.50 2.50 2.50 Trimethylsilyl arnodimetbicone copolyol 1.00 0.50 0.50 0.30 0.30 0.30 Sodium PCA 1.00 0.75 0.75 Glycerin 6.00 4.00 4.00 Quaternium- 15 0.05 0.05 0.05 DisodiumEDTA 0.10 0.10 0.10 Fragrance 0.50 0.40 0.40 D.I. water 52.80 59.70 58.20 Misc. 14.50 11.80 12.40 Total 100.00 100.00 100.00 The compositions of the present invention may be prepared by the following general WO 00/72807 PCT/US00/15254 procedures outlined here. In one procedure, the PEG-90M was first dispersed in 65 0 C water.

The polyglycerol ester and PEG-150 distearate were then introduced. This was followed by the various surfactants and emulsifiers. Care was taken in the whole process to minimize aeration of the mixture. Maintaining the mixture at 65 0 C, the dimer acid and liquid polymeric isobutene were then added. The heat was removed at this stage, and the humectants, glycerin and sodium PCA, were add. This was followed by the preservatives, quaternium-15 and disodium EDTA (versene NA). After the mixture cooled to 40°C, the fragrance was added.

The final pH was adjusted with either citric acid or sodium hydroxide solution to about In another procedure, the compositions of the present invention may also be prepared as follows. The polyglycerol ester and PEG-150 distearate were added to 65-70 0 C water.

After the mixture was homogeneous, sodium xylene sulfonate was added to the mixture. Then, the PEG-90M which was dispersed in water in a second vessel was added to the main vessel.

The remaining surfactants, trimethylsilyl amodimethicone copolyol, dimer acid, liquid polymeric isobutene, sodium PCA, glycerin, preservatives and fragrance were then added in order with mixing after the addition of each ingredient. The final pH was adjusted with either citric acid or sodium hydroxide solution.

WO 00/72807 WO 0072807PCTILJSOO/15254 Example: 1488 -94, -92, and -78 In this example, three formulations were prepared using the ingredients shown below: Formulations: Formulation No.: (94) (92) (78) POLYALDO HGDS FG MAPEG 6000 EMPICOL ESB 70IFEA STEPANATE SXS ATLAS G-4280 ThGO BETAJNE L-7 MACKEM CBS -50G SILSOFT A -858 Dimier Acid PERMETHYL 104A PEO- 18 (PEG 90M) RITAMECTANT PCA R.I.T.A. (Na Cocoyl Lactylate/GMS) VERSENE EDTA Fragrance WITCONATE AOS Citric Acid or NaOH (20%)-pH Adj.

ARLACEL 80 (Sorbitan Mono-oleate) DOWICIL 200 Glycerine D.I. water misc.

TOTAL

0.75% 0.75% 1.00% 9.1% 7.0% 0.8% 0.8% 2.88% 2.88% 1.8% 1.8% 2.0% 1.0% 0.5% 0.5% 2.5% 2.0% 2.5% 2.0% 0.3% 0.2% 0.75% 1.5% 0.1% 0.2% 5.5% 1.00% 0.05% 4.0% 60.8% 3.0% 100% 0.75% 1.00% 9.1% 0.8% 2.88% 1.8% 0.2% 0.1% 0.8% 1.25% 0.05% 65.4% 1.4% 100% 2.0% 0.1% 0.5% 1.2% 5.5% 1.25% 0.05% 61.5% 4.0% 100% Note: The percentages in the foregoing table refer to the amount of the active component (contained in the trademarked product refer to Table B above) contained in the formulation.

WO 00/72807 PCTIUSOO/15254 Three technical persons washed with each of the foregoing formulations for consecutive times in one day, each formulation on a separate day. These formulations had good foaming action, cleansing, after feel and moisturizing. No perceivable irritation was experienced and no perceivable dryness was observed on the hands.

WO 00/72807 PCT/US00/15254 Example: 1524D 086 In this example, another formulation according to the present invention was prepared using the procedure of the previous example.

Ingredients w/w Delionized Water 61.65 VERSENE NA 0.10 POLYALDO HGDS 0.50 TECH-O #11-070 2.00 ARLACEL 80 2.50 EMPICOL EAC 70/EP 12.50 AMPHOTERGE K-2 1.00 DOWICIL 200 0.05 TEGO BETAINE L-7 10.00 Fragrance 0.20 Dimer Acid 2.00 LEXOREZ 100 1.00 PERMETHYL 104A 5.00 LANETTE 14 NF 1.50 TOTAL 100.00 Note: The percentages in the foregoing table refer to the amount of the active component (contained in the trademarked product refer to Table B above.

Three technical persons washed with each of the foregoing formulation for 35 consecutive times in one day. This formulation had good foaming action, cleansing, after feel and moisturizing. No perceivable irritation was experienced and no perceivable dryness was observed on the hands.

Claims (14)

1. A personal cleansing composition comprising: a) at least one polymeric isobutene having from about 24 to about 156 carbon atoms, wherein the polymeric isobutene is liquid at room temperature and pressure; b) at least one dicarboxylic acid having the formula R1--CH--R2-CO2H I R3--CH--R4-C02H or a cosmetically acceptable salt thereof, wherein R1 and R3 are each C6-C10 alkyl and R2 and R4 are each C6 to C10 alkylene; c) at least one surfactant selected from the group consisting of anionic, amphoteric, nonionic, zwitterionic and combinations thereof; and d) water. S

2. The composition according to claim 1 further comprising a component selected from the group consisting of viscosity building agents, emulsifying agents, agents which are both a viscosity building agent and an emulsifying agent, and combinations thereof.

3. The composition according to claim 2, wherein the component comprises at least

4. The composition according to claim 1 further comprising at least one amine- :00 os WO 00/72807 PCT/US00/15254 functional silicone.

The composition according to claim 4 further comprising at least one polyglycerol ester.

6. The composition according to claim 1 further comprising a polyethylene glycol. having a molecular weight ranging from about 1,500,000 to about 5,000,000 molecular weight.

7. A personal cleansing composition prepared by combining starting ingredients comprising: a) at least one polymeric isobutene having from about 24 to about 156 carbon atoms, wherein the polymeric isobutene is liquid at room temperature and pressure; b) at least one dicarboxylic acid having the formula R1--CH--R2--CO2H R3--CH--R4--CO2H or a cosmetically acceptable salt thereof, wherein R1 and R3 are each C6-C10 alkyl and R2 and R4 are each C6 to C10 alkylene; e) at least one surfactant selected from the group consisting of anionic, amphoteric, nonionic, zwitterionic and combinations thereof, and f) water.

8. The composition according to claim 7 prepared by further combining a component selected from the group consisting of viscosity building agents, emulsifying agents, agents which are both a viscosity building agent and an emulsifying agent, and combinations thereof.

9. The composition according to claim 8, wherein the component comprises at least one polyglycerol ester.

The composition according to claim 7 prepared by further combining at least one amine-functional silicone.

11. The composition according to claim 10 prepared by further combining at least one polyglycerol ester.

12. The composition according to claim 7 prepared by further combining a polyethylene glycol having a molecular weight ranging from about 1,500,000 to about 5,000,000 molecular weight.

13. A personal cleansing composition substantially as hereinbefore described with reference to the Examples.

14 November 2003 By Freehills Carter Smith Beadle Registered Patent Attorneys for the Applicant ETHICON, INC. *3 oooooo