WO2017105957A1 - Composition de gel d'huile de polyacrylate - Google Patents

Composition de gel d'huile de polyacrylate Download PDF

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Publication number
WO2017105957A1
WO2017105957A1 PCT/US2016/065342 US2016065342W WO2017105957A1 WO 2017105957 A1 WO2017105957 A1 WO 2017105957A1 US 2016065342 W US2016065342 W US 2016065342W WO 2017105957 A1 WO2017105957 A1 WO 2017105957A1
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WO
WIPO (PCT)
Prior art keywords
weight
meth
composition
polymers
oil
Prior art date
Application number
PCT/US2016/065342
Other languages
English (en)
Inventor
Liang Chen
Yunshen CHEN
Jennifer KOENIG
Xiang Qian LIU
Fanwen Zeng
Original Assignee
Dow Global Technologies Llc
Rohm And Haas Company
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to US16/088,578 priority Critical patent/US20190105253A1/en
Application filed by Dow Global Technologies Llc, Rohm And Haas Company filed Critical Dow Global Technologies Llc
Priority to EP16816141.2A priority patent/EP3405170A1/fr
Priority to CA3020289A priority patent/CA3020289A1/fr
Publication of WO2017105957A1 publication Critical patent/WO2017105957A1/fr

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Classifications

    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241—Containing particulates characterized by their shape and/or structure
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04—Dispersions; Emulsions
    • A61K8/042—Gels
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/31—Hydrocarbons
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/37—Esters of carboxylic acids
    • A61K8/375—Esters of carboxylic acids the alcohol moiety containing more than one hydroxy group
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/92—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof
    • A61K8/922—Oils, fats or waxes; Derivatives thereof, e.g. hydrogenation products thereof of vegetable origin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1804—C4-(meth)acrylate, e.g. butyl (meth)acrylate, isobutyl (meth)acrylate or tert-butyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08F—MACROMOLECULAR COMPOUNDS OBTAINED BY REACTIONS ONLY INVOLVING CARBON-TO-CARBON UNSATURATED BONDS
    • C08F220/00—Copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical or a salt, anhydride ester, amide, imide or nitrile thereof
    • C08F220/02—Monocarboxylic acids having less than ten carbon atoms; Derivatives thereof
    • C08F220/10—Esters
    • C08F220/12—Esters of monohydric alcohols or phenols
    • C08F220/16—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms
    • C08F220/18—Esters of monohydric alcohols or phenols of phenols or of alcohols containing two or more carbon atoms with acrylic or methacrylic acids
    • C08F220/1808—C8-(meth)acrylate, e.g. isooctyl (meth)acrylate or 2-ethylhexyl (meth)acrylate
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L33/00—Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and only one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers
    • C08L33/02—Homopolymers or copolymers of acids; Metal or ammonium salts thereof
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/60—Particulates further characterized by their structure or composition
    • A61K2800/65—Characterized by the composition of the particulate/core
    • A61K2800/654—The particulate/core comprising macromolecular material

Definitions

  • This invention relates generally to polyacrylate oil gels that are useful in personal care formulations.
  • the polyacrylate oil gels contain hydrophobic oil ester and acrylic copolymers.
  • compositions contain a variety of additives that provide a wide array of benefits to the composition.
  • One class of additives are oil thickeners that provide viscosity enhancements and impart good aesthetics, such as good sensory feel and clarity.
  • One type of oil thickening agent known in the art are cellulose-based polymers and polyamides. These thickeners, however, come with certain drawbacks, including insufficient viscosity enhancement, high formulation temperature, and lack of consistency in viscosity control in consumer product formulations.
  • compositions comprising a polyacrylate oil gel containing a cosmetically acceptable hydrophobic ester oil and a polymer including at least two polymerized units.
  • the prior art does not, however, disclose a polyacrylate oil gel according to the present invention which achieves the significant viscosity performance at low formulation temperatures while also providing a clear formulation.
  • One aspect of the invention provides a polyacrylate oil gel composition
  • a polyacrylate oil gel composition comprising (a) hydrophobic ester oil, and (b) one or more polymers comprising polymerized units derived from (i) 96 to 99.9 weight % of C 4 -C 8 (meth)acrylate monomers, (ii) 0.1 to 2 weight % of
  • the invention provides a personal care composition
  • a polyacrylate oil gel comprising (a) one or more aliphatic C 8 -C 24 alkyl triglycerides, (b) one or more polymers comprising polymerized units derived from (i) 40 to 50 weight % of butyl methacrylate, (ii) 40 to 50 weight % of ethylhexyl methacrylate, (iii) 0.1 to 2 weight % of (meth)acrylic acid monomer, and (iv) 0 to 2 weight % of a crosslinker selected from the group consisting of trimethylolpropane trimethacrylate, ethylene glycol dimethacrylate, and combinations thereof; and (c) a dermatologically acceptable carrier, wherein the polymers have an average particle size of from 105 to 140 nm.
  • polyacrylate oil gel compositions comprising hydrophobic ester oil and polymers having a high weight percent of polymerized units derived from C 4 -C 8 (meth)acrylate and a small weight percent of methacrylic acid provide significant viscosity enhancements while retaining clarity in personal care formulations.
  • the present invention provides in one aspect a polyacrylate oil gel composition
  • a polyacrylate oil gel composition comprising (a) hydrophobic oil ester, and (b) one or more polymers comprising polymerized units derived from (i) 96 to 99.9 weight % of C 4 -C 8 (meth)acrylate monomers, (ii) 0.1 to 2 weight % of methacrylic acid monomer, and (iii) 0 to 2 weight % of crosslinkers.
  • personal care is intended to refer to cosmetic and skin care compositions for application to the skin, including, for example, body washes and cleansers, as well as leave on application to the skin, such as lotions, creams, gels, gel creams, serums, toners, wipes, liquid foundations, make-ups, tinted moisturizer, oils, face/body sprays, and topical medicines.
  • personal care is also intended to refer to hair care compositions including, for example, shampoos, leave-on conditioners, rinse-off conditioners, styling gels, pomades, hair coloring products (e.g., two-part hair dyes), hairsprays, and mousses.
  • the personal care composition is cosmetically acceptable.
  • compositions of the invention may be manufactured by processes well known in the art, for example, by means of conventional mixing, dissolving, granulating, emulsifying, encapsulating, entrapping or lyophilizing processes.
  • polymer refers to a polymeric compound prepared by polymerizing monomers, whether of the same or a different type.
  • the generic term “polymer” includes the terms “homopolymer,” “copolymer,” and “terpolymer.”
  • polymerized units derived from refers to polymer molecules that are synthesized according to polymerization techniques wherein a product polymer contains “polymerized units derived from” the constituent monomers which are the starting materials for the polymerization reactions.
  • (meth)acrylate refers to either acrylate or methacrylate
  • (meth) acrylic refers to either acrylic or methacrylic.
  • substituted refers to having at least one attached chemical group, for example, alkyl group, alkenyl group, vinyl group, hydroxyl group, carboxylic acid group, other functional groups, and combinations thereof.
  • the inventive personal care compositions include one or more polymers comprising C 4 - C 8 (meth)acrylate monomers.
  • Suitable C 4 -C 8 (meth)acrylate monomers include, for example, n- butyl (meth)acrylate, i-butyl (meth)acrylate, 2-ethylhexyl (meth)acrylate, cyclohexyl
  • the C 4 -C 8 (meth)acrylate monomers comprise one or more of i-butyl methacrylate, n-butyl methacrylate, and ethylhexyl methacrylate.
  • the polymer comprises polymerized units of C 4 -C 8 (meth)acrylate monomers in an amount of from 96 to 99.9 weight %, and preferably from 98 to 99.9 weight %, based on the total weight of the polymer.
  • the polymer comprises polymerized units derived from 40 to 90 weight % butyl (meth)acrylate monomers, and 10 to 60 weight % ethylhexyl (meth)acrylate monomers, based on the total weight of the polymer.
  • the polymers of the inventive personal care compositions also comprise (meth)acrylic acid monomer.
  • the (meth)acrylic acid monomer is present in an amount of from 0.1 to 2 weight %, preferably from 0.3 to 1.5 weight %, and more preferably from 0.5 to 1 weight %, based on the total weight of the polymer.
  • the polymers can also include crosslinkers, such as a monomer having two or more non- conjugated ethylenically unsaturated groups, i.e., a multiethylenically unsaturated monomer.
  • Suitable multiethylenically unsaturated monomers include, for example, di- or tri-allyl ethers and di- or tri-(meth)acrylyl esters of diols or polyols (e.g., trimethylolpropane diallyl ether, trimethylolpropane triacrylate, ethylene glycol dimethacrylate), di- or tri-allyl esters of di- or tri- acids, (e.g.
  • the crosslinkers comprise one or more of trimethylolpropane trimethacrylate and ethylene glycol dimethacrylate.
  • the inventive polymers comprise polymerized units of crosslinker monomers in an amount of 2 weight % or less, preferably from 0.3 to 2 weight %, and more preferably from 0.3 to 1.5 weight %, based on the total weight of the polymer.
  • the polymers have an average particle size of from 50 to 500 nm, preferably of from 75 to 250 nm, and more preferably of from 105 to 140 nm. Polymer molecular weights can be measured by standard methods such as, for example, size exclusion chromatography or intrinsic viscosity.
  • the polymers of the present invention have a weight average molecular weight (M w ) of 10,000,000 or less, preferably 8,500,000 or less, and more preferably 7,000,000 or less as measured by gel permeation chromatography.
  • the copolymer particles have a M w of 50,000 or more, preferably 100,000 or more, and more preferably 200,000 or more, as measured by gel permeation chromatography.
  • the polymers are present in the
  • polyacrylate oil gel in an amount of from 0.1 to 20 weight %, preferably from 1 to 13 weight %, and more preferably from 4 to 6 weight %, based on the total weight of the polyacrylate oil gel composition.
  • Suitable polymerization techniques for preparing the polymers contained in the inventive personal care compositions include, for example, emulsion polymerization and solution polymerization, preferably emulsion polymerization, as disclosed in U.S. Patent No. 6,710,161.
  • Aqueous emulsion polymerization processes typically are conducted in an aqueous reaction mixture, which contains at least one monomer and various synthesis adjuvants, such as the free radical sources, buffers, and reductants in an aqueous reaction medium.
  • a chain transfer agent may be used to limit molecular weight.
  • the aqueous reaction medium is the continuous fluid phase of the aqueous reaction mixture and contains more than 50 weight % water and optionally one or more water miscible solvents, based on the weight of the aqueous reaction medium.
  • Suitable water miscible solvents include, for example, methanol, ethanol, propanol, acetone, ethylene glycol ethyl ethers, propylene glycol propyl ethers, and diacetone alcohol.
  • the aqueous reaction medium contains more than 90 weight % water, preferably more than 95 weight % water, and more preferably more than 98 weight % water, based on the weight of the aqueous reaction medium.
  • the polymers of the present invention may be isolated by a spray drying process. While spray drying is one preferred embodiment of how to produce the dry powder, other suitable methods include, for example, freeze drying, a two-step process including the steps of (i) pan drying the emulsion and then (ii) grinding the pan dried material into a fine powder, coagulation of the acrylic emulsion and collection of the powder by filtration followed by washing and drying, fluid bed drying, roll drying, and freeze drying. Suitable techniques for spray drying the polymer beads of the present invention are known in the art, for example, as described in US 2014/0113992 Al. In certain embodiments, anti-caking agents are used when spray drying the polymer beads.
  • Suitable anti-caking agents include, for example, mineral fillers (e.g., calcium carbonate, kaolin, titanium oxide, talc, hydrated alumina, bentonite, and silica), solid polymer particles with a T g or T m greater than 60°C (e.g., polymethylmethacrylate, polystyrene, and high density polyethylene), and water soluble polymers with a T g greater than 60°C (e.g., polyvinyl alcohol and methylcellulose).
  • the anti-caking agent can be mixed in the acrylic suspension prior to spray drying or introduced as a dry powder in the spray drying process. In certain
  • the anti-caking agent coats the polymer beads to prevent the beads from sticking to each other inner wall of the dryer.
  • the anti-caking agent is present in an amount of from 0 to 20 weight %, and more preferably from 0.01 to 10 weight %, based on the total weight of the polymer beads.
  • the polyacrylate oil gel compositions of the present invention also contain a cosmetically acceptable hydrophobic ester oil.
  • a cosmetically acceptable hydrophobic ester oil In general, any hydrophobic ester oil or mixtures thereof which are toxicologic ally safe for human or animal use may constitute the oil base of the present invention.
  • the hydrophobic ester oil comprises aliphatic C8-C 24 alkyl triglycerides.
  • Suitable hydrophobic ester oils include, for example, caprylic/capric triglycerides, saturated fatty esters and diesters (e.g., isopropyl palmitate, octyl palmitate, butyl stearate, isocetyl stearate, octadodecyl stearate, octadodecyl stearoyl stearate, diisopropyl adipate, and dioctyl sebacate), and animal oils and vegetable oils (e.g., mink oil, coconut oil, soybean oil, palm oil, corn oil, cocoa butter, sesame oil, sunflower seed oil, jojoba oil, olive oil, and lanolin oil).
  • caprylic/capric triglycerides saturated fatty esters and diesters (e.g., isopropyl palmitate, octyl palmitate, butyl stearate, isocetyl stearate
  • the hydrophobic ester oil is diffused in an oil base.
  • Suitable oil bases include any oil or mixture of oils which are conventionally used in personal care products including, for example, paraffin oils, paraffin waxes, and fatty alcohols (e.g., stearyl alcohol, isostearyl alcohol, and isocetyl alcohol).
  • the hydrophobic ester oil comprises one or more of caprylic/capric triglycerides and sunflower seed oil.
  • the hydrophobic ester oils are present in the polyacrylate oil gel in an amount of from 80 to 99.9 weight %, preferably from 87 to 99 weight %, and more preferably from 94 to 96 weight %, based on the total weight of the polyacrylate oil gel composition.
  • Polyacrylate oil gels according to the present invention may be formulated by
  • the formulation temperature is from 25°C to 150°C, preferably from 50°C to 100°C, and more preferably from 60°C to 80°C.
  • the inventive personal care composition includes the polyacrylate oil gel described herein in an amount of at least 0.5 weight %, at least 2 weight %, or at least 4 weight %, by weight of the composition.
  • the inventive skin care compositions comprise the particles described herein in an amount of no more than 25 weight %, no more than 30 weight %, or no more than 40 weight %, by weight of the composition.
  • inventive personal care compositions also include a dermatologically acceptable carrier.
  • a dermatologically acceptable carrier Such material is typically characterized as a carrier or a diluent that does not cause significant irritation to the skin and does not negate the activity and properties of active agent(s) in the composition.
  • dermatologically acceptable carriers include, without limitation, water, such as deionized or distilled water, emulsions, such as oil-in-water or water-in-oil emulsions, alcohols, such as ethanol, isopropanol or the like, glycols, such as propylene glycol, glycerin or the like, creams, aqueous solutions, oils, ointments, pastes, gels, lotions, milks, foams, suspensions, powders, or mixtures thereof.
  • the aqueous solutions may contain cosolvents, e.g., water miscible cosolvents.
  • Suitable water miscible cosolvents include, for example, ethanol, propanol, acetone, ethylene glycol ethyl ethers, propylene glycol propyl ethers, and diacetone alcohol.
  • the composition contains from about 99.99 to about 50 percent by weight of the dermatologically acceptable carrier, based on the total weight of the composition.
  • compositions of the invention may be included in the compositions of the invention such as, but not limited to, abrasives, absorbents, aesthetic components such as fragrances, pigments,
  • astringents e.g., clove oil, menthol, camphor, eucalyptus oil, eugenol, menthyl lactate, witch hazel distillate
  • preservatives anti-caking agents, a foam building agent, antifoaming agents, antimicrobial agents (e.g., iodopropyl butylcarbamate), antioxidants, binders, biological additives, buffering agents, bulking agents, chelating agents, chemical additives, cosmetic astringents, cosmetic biocides, denaturants, drug astringents, external analgesics, film formers or materials, e.g., polymers, for aiding the film- forming properties and substantivity of the composition (e.g., copolymer of eicosene and vinyl pyrrolidone), opacifying agents, pH adjusters, propellants, reducing agents, sequestrants, skin bleaching and light
  • astringents e.g.
  • Exemplary polymers in accordance with the present invention and comparative polyi contain the components recited in Table 1. Table 1. Exemplary and Comparative Polymers Particles
  • iBMA isobutyl methacrylate
  • EHMA ethylhexyl methacrylate
  • MAA methacrylic acid
  • TMPTMA trimethylolpropane trimethacrylate
  • EGDMA ethylene glycol dimethacrylate
  • Synthesis of exemplary polymer XP8 was carried out as follows. A three liter round bottom flask was equipped with a mechanical overhead stirrer, heating mantle, thermocouple, condenser and inlets for the addition of monomer, initiator and nitrogen. The kettle was charged with 470 grams deionized water and 7.46 grams of DS-4 (Polystep A-16-22: sodium
  • Trimethylolpropane Trimethacrylate was charged to the vessel and allowed to form a smooth, 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 preform seed of 22.38 grams was removed from the stable monomer emulsion and put into a small beaker.
  • a rinse of 16.8 grams of deionized water was prepared.
  • a co-feed catalyst charge of 0.28 grams of ammonium persulfate and 49.22 grams of deionized water was prepared and set aside.
  • the kettle buffer solution and initial catalyst solution were added to the reactor, followed by the perform seed and rinse.
  • the reaction was monitored for a small exotherm. After the exotherm, the temperature control was adjusted to 83-85°C.
  • the monomer emulsion feed was added to the kettle, sub-surface, at a rate of 4.38 grams/minute for 15 minutes. After 15 minutes, the rate was increased to 8.77 grams/minutes for 75 minutes, giving a total feed time of 90 minutes. While the monomer emulsion feed was added to the kettle, the co-feed catalyst solution was also added over 90 minutes at a rate of 0.55 grams/minute. At the completion of the feeds, 16.8 grams of deionized water was added as a rinse. The reaction was then held for 20 minutes at 83-85°C.
  • a chase promoter of 3.77 grams of a 0.15% iron sulfate heptahydrate solution was prepared.
  • a chase activator solution of 1.12 grams of isoascorbic acid dissolved in 36.40 grams of deionized water was prepared.
  • a chase catalyst solution of 2.14 grams of 70% tert-butyl hydroperoxide in 35.40 grams of deionized water was prepared.
  • the chase promoter solution was added as a shot to the kettle.
  • the kettle contents were then cooled to 70°C, while adding the chase activator and chase catalyst solutions separately by syringe over 60 minutes at a feed rate of 0.7 grams/minute.
  • the reaction was held for 10 minutes, and then cooled to room temperature.
  • the emulsion was filtered through a 100 mesh bag.
  • Exemplary polymers NP1-NP3, XP1-XP7, and XP9-CP12, and comparative polymers NCI, NC2, XC1, and CX2 were prepared substantially as described above, with the appropriate changes in monomer and monomer amounts as recited in Table 1.
  • Exemplary and comparative polymers as prepared in Example 1 were evaluated for particle size as shown in Table 2. Table 2. Particle Size Characterization
  • the particle size distributions of exemplary polymers was determined by light diffraction using a Malvern Mastersizer 2000 Analyzer equipped with a 2000uP module. Approximately 0.5 g of polymer emulsion samples were pre-diluted into 5 mL of 0.2 weight % active Triton 405 in degassed, DI water (diluents). The pre-diluted sample was added drop-wise to the diluent filled 2000uP module while the module was pumped at 1100 rpm. Red light obscurations were targeted to be between 4 and 8%. Samples were analyzed using a Mie scattering module (particle real refractive index of 1.48 and absorption of zerp: Diluent real refractive index of 1.330 with absorption of zero). A general purpose (spherical) analysis model with "normal sensitivity" was used to analyze the diffraction patterns and convert them into particle size distributions.
  • Mie scattering module particle real refractive index of 1.48 and absorption of zerp: Diluent real ref
  • Exemplary and comparative polymers as prepared in Example 1 were spray dried according to the following procedure.
  • a two-fluid nozzle atomizer was equipped on a Mobile Minor spray dryer (GEA Process Engineering Inc.).
  • the spray drying experiments were performed under an inert atmosphere of nitrogen.
  • the nitrogen supplied to the atomizer at ambient temperature was set at 1 bar and 50% flow, which is equivalent to 6.0 kg/hour of flow rate.
  • the polymer emulsion was fed into the atomizer at about 30 mL/min using a peristaltic pump (Masterflex L/S). 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 jar attached to the cyclone and subsequently vacuum dried at room temperature to removed residual moisture.
  • Exemplary polyacrylate oil gels as evaluated in Table 4 above were formulated by heating the cosmetic oil and polymer to 70°C under stirring (EuroStar 60, IKA) at 500 rpm for 1 hour. The mixture was then cooled to room temperature. The results demonstrate that the inventive polyacrylate oil gels exhibit far superior viscosity enhancement and clarity when compared with comparative oil gels prepared from comparative polymers.

Abstract

La présente invention concerne des compositions de soins personnels comprenant une composition de gel d'huile de polyacrylate comprenant (a) une huile d'ester hydrophobe, et (b) un ou plusieurs polymères comprenant des unités polymérisées dérivées de (i) 96 à 99,9 % en poids de monomères de (méth)acrylate en C4-C8, ii) de 0,1 à 2 % en poids de monomère d'acide méthacrylique, et (iii) de 0 à 2 % en poids d'agents de réticulation.
PCT/US2016/065342 2015-12-14 2016-12-07 Composition de gel d'huile de polyacrylate WO2017105957A1 (fr)

Priority Applications (3)

Application Number Priority Date Filing Date Title
US16/088,578 US20190105253A1 (en) 2015-12-14 2016-06-07 Polyacrylate oil gel composition
EP16816141.2A EP3405170A1 (fr) 2015-12-14 2016-12-07 Composition de gel d'huile de polyacrylate
CA3020289A CA3020289A1 (fr) 2015-12-14 2016-12-07 Composition de gel d'huile de polyacrylate

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US201562266960P 2015-12-14 2015-12-14
US62/266,960 2015-12-14
US201662411018P 2016-10-21 2016-10-21
US62/411,018 2016-10-21

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WO2017105957A1 true WO2017105957A1 (fr) 2017-06-22

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WO2019023107A1 (fr) * 2017-07-24 2019-01-31 Dow Global Technologies Llc Compositions d'écran solaire de soins personnels
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WO2019023110A1 (fr) * 2017-07-24 2019-01-31 Dow Global Technologies Llc Compositions d'écran solaire pour soins personnels
WO2019023116A1 (fr) * 2017-07-24 2019-01-31 Dow Global Technologies Llc Composition de gel d'huile de polyacrylate pour soins personnels
WO2020092030A1 (fr) 2018-10-30 2020-05-07 Dow Global Technologies Llc Compositions de conditionnement des cheveux
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WO2020223026A1 (fr) * 2019-04-30 2020-11-05 Dow Global Technologies Llc Mélange polymère/huile de silice hydrophile
CN113631140A (zh) * 2019-04-30 2021-11-09 陶氏环球技术有限责任公司 聚合物/亲水性硅油共混物
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