TW201904560A - Oil cleanser composition - Google Patents

Abstract

Provided are personal care compositions including (a) hydrophobic ester oil, (b) at least one of a nonionic or anionic surfactant, and (c) one or more polymers containing polymerized units derived from (i) 86 to 96 weight % of C4-C8 (meth)acrylate monomers, (ii) 0.5 to 5 weight % of (meth)acrylic acid monomer, and (iii) 3.5 to 9 weight % of hydroxyethyl methacrylate.

Description

Oil detergent composition

The present invention is generally directed to personal care compositions suitable for use as an oil cleansing formulation. The personal care composition contains a hydrophobic ester oil, a surfactant, and an acrylic copolymer.

Personal care cleaning compositions contain various additives that provide a range of benefits to the composition. One type of additive is an oil thickener that provides enhanced viscosity and imparts good aesthetics such as good sensory feel and clarity. Oil thickeners known in the art include, for example, styrene-ethylene/butadiene-styrene copolymers, polyamine polymers, and cellulosic polymers. However, such thickeners have certain disadvantages, including insufficient viscosity enhancement, high formulation temperatures, and lack of consistency in viscosity control in consumer product formulations.

For this purpose, polyacrylate oil gels have been used in the art. For example, WO 2014/204937 A1 discloses a personal care composition comprising a polyacrylate oil gel comprising a cosmetically acceptable hydrophobic ester oil and a polymer comprising at least two polymerized units. However, the prior art does not disclose a polyacrylate oil gel according to the present invention that achieves significant viscosity performance at low formulation temperatures while also providing a clear formulation.

Therefore, there is a need to develop thickeners that provide significant viscosity enhancement without the disadvantages of the prior art.

One aspect of the present invention provides a personal care composition comprising (a) at least one cosmetically acceptable hydrophobic ester oil, (b) selected from the group consisting of a nonionic surfactant, an anionic surfactant, and mixtures thereof At least one surfactant and (c) comprise one or more polymers derived from the following: (i) 86 to 96% by weight of a C ₄ -C ₈ (meth) acrylate monomer, (ii) 0.5 to 5% by weight of (meth)acrylic acid monomer and (iii) 3.5 to 9% by weight of hydroxyethyl methacrylate.

In another aspect, the present invention provides a personal care composition comprising (a) 50 to 70% by weight of one or more aliphatic C ₈ -C ₂₄ alkyl triglycerides, (b) 30 to 50 a % by weight surfactant comprising a nonionic surfactant having a hydrophilic-lipophilic balance of from 9 to 12, and an anionic alkyl ether sulfuric acid selected from the group consisting of triethanolamine salts, monoisopropanolamine salts, and combinations thereof. Salt surfactant: and (c) 4 to 6 wt% of one or more polymers comprising the following polymerized units: (i) 90 to 95.5% by weight of isobutyl methacrylate and methacrylic acid B Hexyl hexyl ester, (ii) 0.5 to 2% by weight of (meth)acrylic acid monomer and (iii) 4 to 8% by weight of hydroxyethyl methacrylate.

The present inventors have now surprisingly discovered that personal care compositions comprising a hydrophobic ester oil, a surfactant, and a polymer having a high weight percentage of polymerized units and a small weight percent of (meth)acrylic monomer provide significant viscosity enhancement. , while retaining transparency in personal care cleansing formulations, the polymerized units derived from a C ₄ -C ₈ (meth) acrylate monomers, poly (ethylene glycol) methacrylate. Accordingly, in one aspect, the present invention provides a personal care cleansing composition comprising (a) a hydrophobic oil ester and (b) at least one nonionic or anionic alkyl ether sulfate surfactant and (c) including a source One or more polymers of the following polymerized units: (i) 86 to 96% by weight of C ₄ -C ₈ (meth) acrylate monomer, (ii) 0.5 to 5% by weight of (meth)acrylic acid And (iii) 3.5 to 9% by weight of hydroxyethyl methacrylate.

In the present invention, "personal care" is intended to mean a cosmetic and skin care composition for application to the skin, including, for example, body detergents and cleansers, as well as retention agents for application to the skin, such as lotions, creams. , gels, gel creams, serums, lotions, wipes, liquid foundations, cosmetics, coloring humectants, oils, facial/body sprays and topical medicines. In the present invention, "personal care" is also intended to mean a hair care composition comprising, for example, a shampoo, a leave-on conditioner, a rinse-off conditioner, a styling gel, a hair oil, a hair dye product (for example, two Part of the hair dye), hair spray and mousse. Preferably, the personal care composition is cosmetically acceptable. "Cosmetically acceptable" means an ingredient that is normally used in a personal care composition, and is intended to emphasize that a substance that is toxic when present in an amount normally found in a personal care composition is not included as part of the present invention. The compositions of the present invention can be made by methods well known in the art, for example by conventional mixing, dissolving, granulating, emulsifying, encapsulating, coating or lyophilizing processes.

As used herein, the term "polymer" refers to a polymeric compound prepared by polymerizing monomers of the same or different types. The generic term "polymer" includes the terms "homopolymer," "copolymer," and "terpolymer." As used herein, the term "polymeric unit derived from" refers to a polymer molecule synthesized according to a polymerization technique in which the product polymer contains "aggregation units" which are "derived from" as a constituent monomer of a polymerization starting material. "." As used herein, the term "(meth)acrylate" refers to acrylate or methacrylate, and the term "(meth)acrylic" refers to acrylic acid or methacrylic acid. As used herein, the term "substituted" refers to having at least one attached chemical group, such as an alkyl group, an alkenyl group, a vinyl group, a hydroxyl group, a carboxylic acid group, other functional groups, and combinations thereof.

As used herein, the term "hydrophilic-lipophilic balance (HLB) value" means a value calculated from the molar fraction of a nonionic surfactant mixture starting from its concentration in weight percent in the mixture, followed by The concentration in mol is calculated by dividing the concentration of the surfactant by the molecular weight. Calculate the total nonionic surfactant concentration in mol, and the molar fraction of each surfactant in the mixture is divided by the molar concentration of the surfactant in the mixture by the total nonionic surfactant in mol The concentration is calculated. To calculate the system HLB value, the molar fraction of each nonionic surfactant is then multiplied by its HLB value, and the sum of the values obtained is the system HLB value.

The personal care composition of the present invention comprises one or more polymers including structural units derived from a C ₄ -C ₈ (meth) acrylate monomer, a (meth)acrylic monomer, and a hydroxyethyl methacrylate. Suitable C ₄ -C ₈ (meth) acrylate monomers include, for example, n-butyl (meth) acrylate, isobutyl (meth) acrylate, 2-ethylhexyl (meth) acrylate, (methyl) Cyclohexyl acrylate, n-octyl (meth) acrylate, phenyl (meth) acrylate, benzyl (meth) acrylate and 2-phenylethyl (meth) acrylate. Preferably, the C ₄ -C ₈ (meth) acrylate monomer comprises one or more of isobutyl methacrylate, n-butyl methacrylate and ethyl hexyl methacrylate. In certain embodiments, the polymer comprises from 86 to 96% by weight, preferably from 88 to 95.5% by weight, and more preferably from 90 to 95.5% by weight, based on the total weight of the polymer, of C ₄ -C ₈ (methyl a polymeric structural unit of an acrylate monomer. In certain embodiments, the C ₄ -C ₈ (meth) acrylate monomer comprises methacrylic acid in a ratio of from 9:1 to 2:3, preferably from 3:2 to 2:3 and more preferably 1:1. Isobutyl ester and ethylhexyl methacrylate.

The polymer of the personal care composition of the present invention also includes structural units derived from (meth)acrylic monomers. In certain embodiments, the polymer comprises from 0.5 to 5% by weight, preferably from 0.5 to 3.5% by weight, and more preferably from 0.5 to 2% by weight, based on the total weight of the polymer, of (meth)acrylic monomers. Polymeric structural unit.

The polymer of the personal care composition of the present invention also includes structural units derived from hydroxyethyl methacrylate. In certain embodiments, the polymer comprises a polymerization of hydroxyethyl methacrylate in an amount of from 3.5 to 9% by weight, preferably from 3.75 to 8.5% by weight and more preferably from 4 to 8% by weight, based on the total weight of the polymer. Structural units.

In certain embodiments, the polymer also includes a crosslinking agent, such as a monomer having two or more non-conjugated ethylenically unsaturated groups, ie, a polyethylenically unsaturated monomer. Suitable polyethylenically unsaturated monomers include, for example, diols or di- or triallyl ethers of polyhydric alcohols and di- or tris(meth) propylene decyl esters (for example, trimethylolpropane diallyl ether, three Hydroxymethylpropane triacrylate, ethylene glycol dimethacrylate), di or triallyl di or triacid (for example, diallyl phthalate), allyl (meth)acrylate Ester, divinyl fluorene, triallyl phosphate, and divinyl aromatic (eg, divinyl benzene). In certain embodiments, the crosslinking agent comprises ethylene glycol dimethacrylate. In certain embodiments, the copolymer of the present invention comprises from 0.01 to 1% by weight, preferably from 0.01 to 0.6% by weight, and more preferably from 0.01 to 0.2% by weight, based on the total weight of the polymer, of the crosslinking agent monomer. Structural units.

In certain embodiments, the polymer has an average particle size of from 80 to 150 nm, preferably from 90 to 150 nm, and more preferably from 100 to 120 nm. The molecular weight of the polymer can be measured by standard methods such as size exclusion chromatography or intrinsic viscosity. In certain embodiments, the polymer of the present invention has a weight average molecular weight (M w ) of 10,000,000 g/mol or less, preferably 8,500,000 g/mol or less, as measured by gel permeation chromatography. Small, and more preferably 7,000,000 g/mol or less. In certain embodiments, the _Mw of the copolymer particles is 50,000 g/mol or greater, preferably 100,000 g/mol or greater, and more preferably 200,000 g, as measured by gel permeation chromatography. /mol or greater. In certain embodiments, the polymer is present in the personal care composition in an amount from 0.1 to 20% by weight, preferably from 2 to 13 and more preferably from 4 to 6% by weight, based on the total weight of the personal care composition.

Suitable polymerization techniques for preparing the polymers contained in the personal care compositions of the present invention include, for example, emulsion polymerization and solution polymerization, preferably emulsion polymerization, as disclosed in U.S. Patent No. 6,710,161. The aqueous emulsion polymerization process is generally carried out in an aqueous reaction mixture containing at least one monomer and various synthetic adjuvants, such as a free radical source, a buffer, and a reducing agent, in the aqueous reaction medium. In certain embodiments, a chain transfer agent can be used to limit the molecular weight. The aqueous reaction medium is a continuous fluid phase of the aqueous reaction mixture and contains greater than 50% by weight water, based on the weight of the aqueous reaction medium, and optionally one or more water soluble solvents. Suitable water-soluble solvents include, for example, methanol, ethanol, propanol, acetone, ethylene glycol ethyl ether, propylene glycol propyl ether, and diacetone alcohol. In certain embodiments, the aqueous reaction medium contains greater than 90% by weight water, preferably greater than 95% by weight water, and more preferably greater than 98% by weight water, based on the weight of the aqueous reaction medium.

The polymer of the present invention can be isolated by spray drying. While spray drying is a preferred embodiment of how to produce a dry powder, other suitable methods include, for example, freeze drying; a two-step process comprising the steps of: (i) disc drying the emulsion and then (ii) grinding the disc dried material A fine powder is formed; the acrylic emulsion is coagulated and the powder is collected by filtration followed by washing and drying; fluidized bed drying; roll drying and freeze drying. Techniques suitable for spray drying the polymer beads of the present invention are known in the art, for example as described in US 2014/0113992 A1. In certain embodiments, an anticaking agent is used when spray drying the polymer beads. Suitable anti-caking agents include, for example the mineral filler (e.g., calcium carbonate, kaolin, titanium oxide, talc, hydrated alumina, bentonite and silicon dioxide), T _g or T _m greater than 60 deg.] C of the solid polymer particles (e.g. , polymethyl methacrylate, polystyrene, and high density polyethylene) and T _g greater than water-soluble polymers (e.g., methyl cellulose and polyvinyl alcohol) of 60 deg.] C. The anti-caking agent can be mixed in the acrylic acid suspension prior to spray drying or introduced into the spray drying process as a dry powder. In certain embodiments, the anti-caking agent coats the polymer beads to prevent the beads from sticking to each other on the inner wall of the dryer. In certain embodiments, the anti-caking agent is present in an amount from 0 to 20% by weight and more preferably from 0.01 to 10% by weight, based on the total weight of the polymer beads.

The personal care compositions of the present invention also contain a cosmetically acceptable hydrophobic ester oil. In general, any hydrophobic ester oil or mixture thereof that is toxicologically safe for human or animal use may constitute the oil base of the present invention. In certain embodiments, the hydrophobic oils include esters of aliphatic C ₈ -C ₂₄ alkyl triglycerides. Suitable hydrophobic ester oils include, for example, caprylic/capric triglycerides, saturated fatty esters and diesters (eg, isopropyl palmitate, octyl palmitate, butyl stearate, isocetyl stearate, Octadecyl stearate, octadodecyl stearoyl stearate, diisopropyl adipate and dioctyl sebacate, and animal and vegetable oils (eg, eucalyptus oil, Coconut oil, soybean oil, palm oil, corn oil, cocoa butter, sesame oil, sunflower oil, jojoba oil, olive oil and lanolin oil). In certain embodiments, the hydrophobic ester oil diffuses into the oil matrix. Suitable oil bases include any oil or oil mixture conventionally used in personal care products, including, for example, paraffinic oils, paraffin waxes, and fatty alcohols (eg, stearyl alcohol, isostearyl alcohol, and isocetyl alcohol). In certain preferred embodiments, the hydrophobic ester oil comprises one or more of caprylic/capric triglyceride and sunflower oil. In certain embodiments, the hydrophobic ester oil is present in the personal care composition in an amount from 10 to 90% by weight, preferably from 30 to 80% by weight, and more preferably from 50 to 70% by weight, based on the total weight of the personal care composition. in.

The personal care compositions of the present invention also comprise at least one of a nonionic surfactant, an anionic surfactant, and mixtures thereof. In certain embodiments, the total amount of surfactant is present in an amount from 10 to 90% by weight, preferably from 20 to 70% by weight, and more preferably from 30 to 50% by weight, based on the total weight of the personal care composition. In certain embodiments, the nonionic surfactant and the anionic surfactant are from 1:15 to 10:1, preferably from 1:2 to 5:1, more preferably from 1:3 to 2:1 and more preferably 1: A ratio of 4 to 1:1 exists.

In certain embodiments, the HLB value of the nonionic surfactant is from 7 to 14 calculated from the molar fraction of the individual nonionic surfactant in the nonionic surfactant mixture and the individual HLB values of the nonionic surfactant. Preferably, it is from 8 to 13, and more preferably from 9 to 12. Suitable nonionic surfactants having such HLB values include, for example, those nonionic surfactants as provided in Table 1. Table 1. HLB value of the nonionic surfactant

In certain embodiments, suitable nonionic surfactants include, for example, sorbitan esters (eg, polyethylene glycol sorbitan stearate), fatty acid polyglycol esters or ethylene oxide and rings. a polycondensate of oxypropane.

Other suitable nonionic surfactants include, for example, long chain fatty acid monoalkanolamines and dialkanolamines, for example, behenyl decyl monoethanol decylamine, cocoa monoethanol amide, isostearyl sulfhydryl Ethanol decylamine, lauryl sulphate monoethanol decylamine, myristyl monoethanol decylamine, oleyl monoethanol decylamine, ricinoleoyl monoethanolamide, stearic acid monoethanolamide Indoleamine, behenyldiethanolamine, hexyldiethanolamine, cocoyldiethanolamine, isostearylnonylethanolamine, lauryldiethanolamine, Linoleyl monoethanolamide, myristyl monoethanol amide, oleyl monoethanol decylamine, palmitoyl diethanol decylamine, ricin toxin monoethanol amide and hard fat Mercapto monoethanol amide. Other suitable nonionic surfactant of, for example, comprise ₁₀ -C ₂₂ fatty alcohol ethoxylates C, e.g., oleyl alcohol ether -2, -3 oleyl ether, oleyl ether -4, -5 oleyl ether, oleyl alcohol Ether-6, oleyl ether-7, oleyl ether-8, oleyl ether-9, oleyl ether-10, oleyl ether-11, oleyl ether-12, oleyl ether-15, oleyl ether- 16. Ochol ether-20, oleyl ether-25, lauryl ether-2, lauryl ether-3, lauryl ether-4, lauryl ether-5, lauryl ether-6, lauryl ether-7, Lauryl ether-8, lauryl ether-9, lauryl ether-10, lauryl ether-11, lauryl ether-12, lauryl ether-13, lauryl ether-15, lauryl ether-16, lauryl alcohol Ether-20, lauryl ether-25, cetyl ether-10, cetyl ether-12, cetyl ether-14, cetyl ether-15, cetyl ether-16, cetyl ether- 17. Cetyl ether-20, cetyl ether-25, cetyl alcohol ether-10, cetyl alcohol ether-12, cetyl alcohol ether-14, cetyl ether ether-15, cetyl wax Oleyl ether-16, cetyl oleyl ether-17, cetyl oleyl ether-20, cetyl oleyl ether-25, cetearyl ether-10, cetearyl ether-12, cetyl wax Stearyl ether-14, cetearyl ether-15 Cetearyl alcohol-16, cetearyl ether-18, cetearyl ether-20, cetearyl ether-22, cetearyl ether-25, isostearyl ether -10, isostearyl ether-12, isostearyl ether-15, isostearyl ether-20, isostearyl ether-22, isostearyl ether-25, stearyl ether-10, Stearyl ether-11, stearyl ether-14, stearyl ether-15, stearyl ether-16, stearyl ether-20 and stearyl ether-25. Other suitable nonionic surfactants include, for example, alkyl polyglucosides, for example, decyl glucoside, octyl glucoside, cetearyl glucoside, cocoyl ethyl glucoside, lauryl glucoside, Myristyl glucoside and coco glucoside. Other suitable nonionic surfactants include polyalkylene glycol ethers such as fatty acid glycerides or partial glycerides, for example, PEG-30 hydrogenated castor oil, PEG-35 hydrogenated castor oil, PEG-40 hydrogenated castor oil, PEG-45 Hydrogenated castor oil, PEG-50 hydrogenated castor oil, PEG-55 hydrogenated castor oil, PEG-60 hydrogenated castor oil, PEG-65 hydrogenated castor oil, PEG-80 hydrogenated castor oil, PEG-100 hydrogenated castor oil, PEG-200 hydrogenated Castor oil, PEG-35 castor oil, PEG-50 castor oil, PEG-55 castor oil, PEG-60 castor oil, PEG-80 castor oil and PEG-100 castor oil.

Suitable anionic surfactants for use herein include, for example, anionic alkyl ether sulfate surfactants (e.g., triethanolamine ("TEA") salts and monoisopropanolamine ("MIPA") salts), alkyl ether sulfonic acids. Salt surfactant and alkyl ether carboxylate surfactant. Suitable anionic alkyl ether sulfate surfactants include, for example, octyl polyether ammonium sulfate, C ₁₂ -C ₁₅ alkanol ether ammonium sulfate, lauryl ether ammonium sulfate, lauryl ether-5 ammonium sulfate, myristyl ether Ammonium sulfate, DEA C ₁₂ -C ₁₃ alkanol ether-3 sulfate, DEA lauryl ether sulfate, DEA myristyl ether sulfate, diethylamine lauryl ether sulfate, sodium cocoyl ether sulfate, Magnesium lauryl ether sulfate, lauryl ether-5 magnesium sulfate, magnesium myristate ether sulfate, oleyl alcohol sulfate, MEA lauryl ether sulfate, MIPA C ₁₂ -C ₁₅ alkanol ether sulfate, MIPA lauryl alcohol Ether sulfate, sodium cocoyl ether sulfate, sodium C9-15 alkanol ether-3, sodium C ₁₀ -C ₁₅ alkanol ether-3, sodium C ₁₂ C ₁₆ alkanol ether-2 sulfate, C ₁₂ -C ₁₃ -alkanol ether sodium sulfate, C ₁₂ -C ₁₄ alkanol ether-3 sodium sulfate, C ₁₂ -C ₁₅ alkanol ether sodium sulfate, C ₁₂ -C ₁₅ alkanol ether-3 sulfuric acid Sodium, sodium C ₁₃ -C ₁₅ alkanol ether-3 sulfate, sodium cocoyl ether sulfate, sodium stearyl ether ether, sodium lauryl ether sulfate, sodium lauryl ether sulfate, sodium myristyl ether sulfate , oleyl ether sulfate, TE A lauryl ether sulfate, TEA lanolin ether sulfate and TIPA lauryl ether sulfate.

The personal care compositions according to the present invention can be formulated by conventional mixing methods known to those skilled in the art. In certain embodiments, the temperature of the formulation is from 20 ° C to 100 ° C, preferably from 25 ° C to 50 ° C.

The personal care compositions of the present invention also comprise a dermatologically acceptable carrier. Such materials are typically characterized as carriers or diluents that do not significantly irritate the skin and do not counteract the activity and properties of the active agent in the composition. Examples of dermatologically acceptable carriers suitable for use in the present invention include, but are not limited to, water, such as deionized water or distilled water; emulsions, such as oil-in-water or water-in-oil emulsions; alcohols, such as ethanol, isopropanol or An analogue thereof; a diol such as propylene glycol, glycerol or the like; a cream; an aqueous solution; an oil; an ointment; a paste; a gel; a lotion; a milk; a foam; a suspension; a powder or a mixture thereof. The aqueous solution may contain a cosolvent, for example, a water soluble cosolvent. Suitable water soluble cosolvents include, for example, ethanol, propanol, acetone, ethylene glycol ethyl ether, propylene glycol propyl ether, and diacetone alcohol. In some embodiments, the composition contains from about 99.99 to about 50 weight percent of a dermatologically acceptable carrier, based on the total weight of the composition.

Other additives may be included in the compositions of the present invention such as, but not limited to, abrasives, absorbents, aesthetic components such as fragrances, pigments, stains/colorants, essential oils, skin percepts, astringents (eg, clove oil, Menthol, camphor, eucalyptus, eugenol, menthyl lactate, witch hazel distillate), preservatives, anti-caking agents, foaming agents, antifoaming agents, antimicrobial agents (eg, iodopropyl butyl Amino amide), antioxidants, binders, biological additives, buffers, bulking agents, chelating agents, chemical additives, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, external analgesics, A film or film former, for example, a polymer, an opacifier, a pH adjuster, a propellant, for use in a film-forming property and affinity of a composition (for example, a copolymer of eicosene and vinylpyrrolidone) Reducing agents, spacers, skin bleaching and brightening agents (eg, hydroquinone, kojic acid, ascorbic acid, magnesium ascorbyl phosphate, ascorbyl glucosamine), skin conditioning agents (eg, moisturizers, containing miscellaneous and Plug type), skin soothing and/or healing agents (eg, panthenol and derivatives (eg, ethyl panthenol), true aloe, pantothenic acid and its derivatives, allantoin, bisabolol, and dipotassium glycyrrhizinate) , skin care agents, vitamins (eg, vitamin C) and its derivatives, polyoxyl and fatty alcohols. The amount of selected ingredients effective to achieve the desired characteristics provided by such ingredients can be readily determined by those skilled in the art.

Some embodiments of the invention will now be described in detail in the following examples. EXAMPLES Example 1 Preparation of Exemplary Polymers and Comparative Polymers

Exemplary polymers and comparative polymers according to the present invention contain the components described in Table 2. Table 2. Exemplary and comparative polymer particles iBMA = isobutyl methacrylate EHMA = ethylhexyl methacrylate MAA = methacrylic acid HEMA = hydroxyethyl methacrylate EGDMA = ethylene glycol dimethacrylate * comparison ⁺ precipitation in the formulation

The synthesis of the exemplary polymer P2 was carried out as follows. The three liter round bottom flask is equipped with a mechanical overhead stirrer, heating jacket, thermocouple, condenser and inlet for the addition of monomer, initiator and nitrogen. 470 grams of deionized water and 7.46 grams of DS-4 (Polystep A-16-22: sodium dodecylbenzene sulfonate from Stepan) were fed into the pot. The contents of the pot were set to be stirred with a stream of nitrogen and heated to 87-89 °C. Add 24.89 grams of DS-4 and 181.65 grams of deionized water to the plastic lined container and mix with the top agitator. The container was fed with 263.20 grams of isobutyl methacrylate, 263.20 grams of 2-ethylhexyl methacrylate, 28.00 grams of 2-hydroxyethyl methacrylate, 5.60 grams of methacrylic acid and 0.56 grams. Ethylene glycol dimethacrylate is added to form a smooth and stable monomer emulsion. An initial catalyst charge of 0.28 grams of ammonium persulfate and 12.71 grams of deionized water was prepared and set aside. A pot buffer solution of 1.92 g of ammonium bicarbonate and 12.71 g of deionized water was prepared and set aside. A 22.38 gram seed preform was removed from the stable monomer emulsion and placed in a small beaker. A rinse solution of 16.8 grams of deionized water was prepared. A co-feed of 0.28 grams of ammonium persulfate and 49.22 grams of deionized water was prepared and placed aside.

When the pot is at temperature, the pot buffer solution and the initial catalyst solution are added to the reactor, followed by the seed preform and rinse. Monitor the reaction for smaller exotherms. After the exotherm, the temperature control was adjusted to 83-85 °C. A monomer emulsion feed was added to the surface of the pan at a rate of 4.40 grams per minute for 15 minutes. After 15 minutes, the rate was increased to 8.80 grams per minute for 75 minutes giving a total feed time of 90 minutes. The cofeed catalyst solution was also added at a rate of 0.55 grams per minute over 90 minutes when the monomer emulsion feed was added to the kettle. When the feed was completed, 16.8 grams of deionized water was added as a rinse. The reaction was then held at 83-85 ° C for 20 minutes.

During the holding period, 3.77 grams of a tracking enhancer of 0.15% iron sulfate heptahydrate solution was prepared. A trace activator solution of 1.12 grams of isoascorbic acid dissolved in 36.40 grams of deionized water was prepared. A trace catalyst solution of 2.14 grams of 70% tert-butyl hydroperoxide in 35.40 grams of deionized water was prepared.

After 20 minutes of retention, the reaction was cooled to 80 °C and the tracking accelerator solution was added to the pot as pellets. The contents of the pot were then cooled to 70 ° C while the tracking activator and tracking catalyst solution were separately added by syringe at a feed rate of 0.7 g/min over 60 minutes. The reaction was held for 10 minutes and then cooled to room temperature. The emulsion was filtered through a 100 mesh bag at room temperature.

Exemplary polymers P1, P3, P4, and P5 and comparative polymers C1, C2, and C3 were prepared substantially as described above, wherein as described in Table 2, the amounts of monomer and monomer were suitably varied. Example 2 Particle Size Characterization of Exemplary Polymers

As shown in Table 3, the particle sizes of the exemplary and comparative polymers prepared as in Example 1 were evaluated. Table 3. Particle Characterization

The particle size distribution was determined by light scattering using a Malvern Mastersizer 2000 Analyzer equipped with a 2000 uP module. Approximately 0.5 g of the polymer emulsion sample was pre-diluted in 5 mL of 0.2% by weight active Triton 405 in degassed DI water (diluent). The pre-diluted sample was added dropwise to the diluent-filled 2000 uP module while pumping the module at 1100 rpm. The red shade is targeted to between 4% and 8%. Samples were analyzed using a Mie scattering module (1.48 particle true refractive index and 0 absorbance: 1.330 thinner true refractive index, zero absorbance). A universal (spherical) analytical model with "normal sensitivity" is used to analyze the diffraction pattern and convert it into a particle size distribution. Example 3 Illustrative and Comparative Polymer Spray Drying

The exemplary and comparative polymers prepared as in Example 1 were spray dried according to the following procedure. The two-fluid nozzle nebulizer was equipped on a Mobile Minor spray dryer (GEA Process Engineering Inc.) spray drying experiments were performed under an inert atmosphere of nitrogen. The mist was supplied at ambient temperature. The nitrogen of the converter was set at 1 bar and 50% flow, and the flow rate was equal to a flow rate of 6.0 kg/hr. The polymer emulsion was fed to the atomizer using a peristaltic pump (Masterflex L/S) at about 30 mL/min. The heated nitrogen was used to evaporate the water. The inlet temperature was set at 140 ° C, and the outlet temperature was equilibrated at 40-50 ° C by fine-tuning the emulsion feed rate. The resulting polymer powder was collected in a glass bottle attached to a cyclone. And then vacuum dried at room temperature to remove residual moisture. Example 4 Preparation of Exemplary and Comparative Oil Cleaning Formulations

Exemplary oil cleansing formulations and comparative oil cleansing formulations in accordance with the present invention comprise the components described in Table 4. Table 4. Comparison of Exemplary Oil and cleaning formulations ⁺ Available from Spectrum Chemical ⁺⁺ available from Zchimmer & Schwarz ⁺⁺⁺ available from Kao Chemical *Compared

Formulation and comparative oil cleansing formulations were formulated by mixing the exemplary and comparative polymers prepared in Example 3 at 50 ° C with stirring and the other components specified in Table 4 for 1 hour with stirring. . Example 5 Illustrative and Comparative Oil Cleaning Formulation Transparency

The viscosities of the exemplary and comparative oil cleansing formulations prepared as in Example 4 are shown in Table 5. Table 5. Exemplary transparency and oil cleaning formulations of Comparative

The image analysis of the oil gel solution image was used to evaluate the transparency of each sample. The oil gel sample formulation was placed in a 1 mL clear glass vial and placed in front of a black background. The optical image was captured using a side illumination system and then image recognition software analysis was based on a gray value of 0-255 (the value of the clear solution was 0). For good oil gel solutions, the gray value is typically less than 26. The results demonstrate that the oil cleansing formulations of the present invention exhibit excellent clarity while at the same time comparing the polymer in the oil cleansing formulation to the formulation. Example 6 Rheological characterization of exemplary and comparative oil cleaning formulations

The viscosity of the oil cleansing formulation prepared as in Example 4 was measured using a DHR3 TA instrument rheometer (Peltier(R) quartz, 1 mm gap) with a 50 mm parallel disc geometry. All measurements were performed at 2% strain in a linear viscoelastic scheme. All analyses were performed at 25 °C and isothermal flow sweeps were performed. After the initial 2 minute equilibration, a logarithmic step ramp method was used with a range of shear stresses ranging from 0.1 to 1000 Pa with 10 data points per decade.

Figures 1 (a)-(d) show rheological profiles of viscosity versus shear rate for exemplary oil cleaning formulations F1-F4, respectively. Table 6 and Figures 2(a)-(d) show rheological profiles of the viscosity versus shear stress for the exemplary oil cleaning formulations F1-F4, respectively. Table 6. Exemplary viscosity oil cleaning formulations of

Exemplary oil cleaning formulations demonstrate increased viscosity and shear thinning behavior, which is highly desirable for oil cleaning formulations.

no

Figure 1 shows the rheological profile (viscosity versus shear rate) of a personal care cleanser formulation according to the present invention when compared to a control. Figure 2 shows the rheological profile (viscosity vs. stress) of a personal care cleanser formulation according to the present invention when compared to a control.

Claims (9)

A personal care composition comprising: (a) at least one cosmetically acceptable hydrophobic ester oil; (b) at least one surfactant selected from the group consisting of nonionic surfactants, anionic surfactants, and mixtures thereof; And (c) one or more polymers comprising from 86 to 96% by weight of a C ₄ -C ₈ (meth) acrylate monomer derived from the following polymer units (i), (ii) from 0.5 to 5% by weight ( a methyl methacrylate monomer, and (iii) 3.5 to 9% by weight of hydroxyethyl methacrylate. The personal care composition of claim 1, wherein the hydrophobic ester oil comprises one or more aliphatic C ₈ -C ₂₄ alkyl triglycerides. The personal care composition of claim 1, wherein the at least one surfactant comprises a nonionic surfactant and an anionic alkyl ether sulfate surfactant, wherein the nonionic surfactant is hydrophilic The lipophilic balance is 7 to 14. The personal care composition of claim 3, wherein the nonionic surfactant has a hydrophilic-lipophilic balance of from 9 to 12. The personal care composition of claim 3, wherein the anionic alkyl ether sulfate surfactant comprises at least one of a triethanolamine salt and a monoisopropanolamine salt. The personal care composition of claim 1, wherein the C ₄ -C ₈ (meth) acrylate single system is selected from the group consisting of ethyl hexyl (meth) acrylate and (meth) acrylate a group of esters and combinations thereof. The personal care composition of claim 1, wherein the one or more polymers comprise polymeric units derived from: (i) 90 to 95.5% by weight of a C ₄ -C ₈ (meth) acrylate single And (ii) 0.5 to 2% by weight of (meth)acrylic acid monomer and (iii) 4 to 8% by weight of hydroxyethyl methacrylate. The composition of claim 1, wherein (a) the at least one cosmetically acceptable hydrophobic ester oil is present in an amount of from 10 to 90% by weight, based on the total weight of the personal care composition, (b) the at least one surfactant is present in an amount from 10 to 90% by weight based on the total weight of the personal care composition, and (c) the one or more polymers are in the personal care composition The total weight is present in an amount of from 0.1 to 20% by weight. A personal care composition comprising: (a) from 50 to 70% by weight of one or more aliphatic C ₈ -C ₂₄ alkyl triglycerides; (b) from 30 to 50% by weight of a surfactant, including hydrophilic pro a nonionic surfactant having an oil balance of 9 to 12, and an anionic alkyl ether sulfate surfactant selected from the group consisting of triethanolamine salts, monoisopropanolamine salts, and combinations thereof; and (c) 4 to 6% by weight of one or more polymers, including from 86 to 96% by weight of a C ₄ -C ₈ (meth) acrylate monomer derived from the following polymer units (i), (ii) from 0.5 to 5% by weight ( a methyl methacrylate monomer, and (iii) 3.5 to 9% by weight of hydroxyethyl methacrylate.