WO2017027286A1 - Compositions containing voided latex particles and inorganic metal oxides - Google Patents

Compositions containing voided latex particles and inorganic metal oxides Download PDF

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Publication number
WO2017027286A1
WO2017027286A1 PCT/US2016/045321 US2016045321W WO2017027286A1 WO 2017027286 A1 WO2017027286 A1 WO 2017027286A1 US 2016045321 W US2016045321 W US 2016045321W WO 2017027286 A1 WO2017027286 A1 WO 2017027286A1
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Prior art keywords
weight
unsaturated monomers
meth
acrylate
total weight
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PCT/US2016/045321
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English (en)
French (fr)
Inventor
Junsi GU
Jennifer KOENIG
Xiang Qian LIU
Xiaodong Lu
Ying O'connor
Curtis Schwartz
Xindi Yu
Fanwen Zeng
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Rohm and Haas Co
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Rohm and Haas Co
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Application filed by Rohm and Haas Co filed Critical Rohm and Haas Co
Priority to BR112018001974-7A priority Critical patent/BR112018001974B1/pt
Priority to JP2018504657A priority patent/JP6820910B2/ja
Priority to US15/749,317 priority patent/US20180221254A1/en
Priority to EP16751436.3A priority patent/EP3331489A1/en
Priority to CN201680045118.3A priority patent/CN107920967A/zh
Publication of WO2017027286A1 publication Critical patent/WO2017027286A1/en
Anticipated expiration legal-status Critical
Priority to US16/920,789 priority patent/US20200337951A1/en
Ceased legal-status Critical Current

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    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • A61K8/0279Porous; Hollow
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/27Zinc; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8105Compositions of homopolymers or copolymers of unsaturated aliphatic hydrocarbons having only one carbon-to-carbon double bond; Compositions of derivatives of such polymers
    • A61K8/8117Homopolymers or copolymers of aromatic olefines, e.g. polystyrene; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8129Compositions 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 an alcohol, ether, aldehydo, ketonic, acetal or ketal radical; Compositions of hydrolysed polymers or esters of unsaturated alcohols with saturated carboxylic acids; Compositions of derivatives of such polymers, e.g. polyvinylmethylether
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141Compositions 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
    • A61K8/8152Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00Preparations for care of the skin
    • A61Q19/02Preparations for care of the skin for chemically bleaching or whitening the skin
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J13/00Colloid chemistry, e.g. the production of colloidal materials or their solutions, not otherwise provided for; Making microcapsules or microballoons
    • B01J13/02Making microcapsules or microballoons
    • B01J13/06Making microcapsules or microballoons by phase separation
    • B01J13/14Polymerisation; cross-linking
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/412Microsized, i.e. having sizes between 0.1 and 100 microns

Definitions

  • This invention relates generally to personal care compositions comprising voided latex particles and inorganic metal oxide particles.
  • Personal care compositions contain a variety of additives that provide a wide array of benefits to users, such as treating skin to alter its color or tone, for example, by skin lightening.
  • Pigment grade inorganic metal oxide particulate light scatterers such as zinc oxide and titanium dioxide, are effective skin lightening agents. Providing long lasting whitening appearance is a challenging goal to meet, however. Most current technology, for example, are effective for providing whitening appearance for less than an hour.
  • U.S. Patent No. 5,663,213 discloses a method of improving UV radiation absorption of a composition containing at least one UV radiation absorbing agent by incorporating a voided latex particle into the composition.
  • the prior art discloses such particles for use in boosting the UV absorption of a composition in combination with a UV absorbing agent
  • the prior art does not disclose a voided latex particle with a particle size that is effective for skin lightening with a light scattering agent useful in skin lightening applications. Consequently, there is a need to develop new personal care compositions for use in skin lightening applications, including compositions that improve upon the state of the art with respect to the effectiveness of such compositions over time.
  • One aspect of the invention provides a personal care composition
  • a personal care composition comprising (A) voided latex particles comprising (i) at least one core polymer comprising polymerized units derived from (a) 20 to 60 weight % of monoethylenically unsaturated monomers containing at least one carboxylic acid group, based on the total weight of the core polymer, and (b) 40 to 80 weight % of non-ionic ethylenically unsaturated monomers, based on the total weight of the core polymer, and (ii) at least one shell polymer comprising polymerized units derived from (a) 55 to 85 weight % of non-ionic ethylenically unsaturated monomers, based on the total weight of the shell polymer(s), and (b) 15 to 45 weight % of polyethylenically unsaturated monomers, based on the total weight of the shell polymer(s) and (B) at least one pigment grade inorganic metal oxide particle, wherein the voide
  • Another aspect of the invention provides a method for lightening skin tone, comprising topically administering to the skin an effective amount of a personal care composition
  • a personal care composition comprising (A) voided latex particles comprising (i) at least one core polymer comprising polymerized units derived from (a) 20 to 60 weight % of monoethylenically unsaturated monomers containing at least one carboxylic acid group, based on the total weight of the core polymer, and (b) 40 to 80 weight % of non-ionic ethylenically unsaturated monomers, based on the total weight of the core polymer, and (ii) at least one shell polymer comprising polymerized units derived from (a) 55 to 85 weight % of non-ionic ethylenically unsaturated monomers, based on the total weight of the shell polymer(s), and (b) 15 to 45 weight % of polyethylenically unsaturated monomers, based on the total weight of the shell polymer(
  • the invention provides a method for improving visible light scattering of a composition
  • FIG. 1 shows the reflectance of a control film (CI), comparative film including 1 weight % Ti02 (C2), exemplary film including 1 weight % Ti0 2 + 1 weight % 400 nm voided latex particles (El), and exemplary film including 1 weight % Ti02 + 2 weight % 400 nm voided latex particles (E2).
  • CI control film
  • C2 comparative film including 1 weight % Ti02
  • El exemplary film including 1 weight % Ti0 2 + 1 weight % 400 nm voided latex particles
  • E2 exemplary film including 1 weight % Ti02 + 2 weight % 400 nm voided latex particles
  • FIG. 2 shows the reflectance of a control film (CI), comparative film including 2 weight % Ti02 (C3), comparative film including 2 weight % 400 nm voided latex particles (C4), exemplary film including 2 weight % Ti0 2 + 1 weight % 400 nm voided latex particles (E3), and exemplary film including 2 weight % Ti0 2 + 2 weight % 400 nm voided latex particles (E4).
  • CI control film
  • C3 comparative film including 2 weight % Ti02
  • C4 comparative film including 2 weight % 400 nm voided latex particles
  • E3 exemplary film including 2 weight % Ti0 2 + 1 weight % 400 nm voided latex particles
  • E4 exemplary film including 2 weight % Ti0 2 + 2 weight % 400 nm voided latex particles
  • FIG. 3 shows the reflectance of a comparative film including 1 weight % Ti0 2 + 1 weight
  • FIG. 4 shows the reflectance of a comparative film including 2 weight % Ti0 2 + 2 weight % 350 nm voided latex particles (C6), exemplary film including 2 weight % Ti0 2 + 2 weight % 400 nm voided latex particles (E4), and exemplary film including 2 weight % Ti0 2 + 2 weight % 550 nm voided latex particles (E6).
  • FIG. 5 shows the reflectance of a comparative film including 2 weight % Ti0 2 (C3) and exemplary film including 1 weight % Ti0 2 + 1 weigh % 1000 nm voided latex particles (E7).
  • FIG. 6 shows the reflectance of a comparative film including 4 weight % Ti0 2 (C7) and exemplary film including 2 weight % Ti0 2 + 2 weigh % 1000 nm voided latex particles (E8).
  • voided latex particles comprising a core polymer and a shell polymer, and having a particle size of from 400 nm to 1500 nm provide improved light scattering to compositions containing pigment grade inorganic metal oxide particles, as well as providing a long lasting whitening effect when applied to skin. Accordingly, the present invention provides in one aspect a personal care composition comprising voided latex particles and light scattering pigment grade inorganic metal oxide particles.
  • personal care is intended to refer to cosmetic and skin care compositions for leave on application to the skin including, for example, lotions, creams, gels, gel creams, serums, toners, wipes, masks, liquid foundations, make-ups, tinted moisturizer, oils, face/body sprays, and topical medicines, as well as rinse off application to the skin including, for example, body/face/hand washes, soaps, and cleansers.
  • Period care relates to compositions to be topically administered (i.e., not ingested).
  • 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) acrylic refers to either acrylic or methacrylic.
  • glass transition temperature or “T g” refers to the temperature at or above which a glassy polymer will undergo segmental motion of the polymer chain. Glass transition temperatures of a polymer can be estimated by the Fox equation ⁇ Bulletin of the American Physical Society, 1 (3) Page 123 (1956)) as follows:
  • w ⁇ and w 2 refer to the weight fraction of the two comonomers
  • r g(1) and r g (2) refer to the glass transition temperatures of the two corresponding homopolymers made from the monomers.
  • additional terms are added ( ⁇ ⁇ /3 ⁇ 4 ⁇ )) ⁇
  • the 3 ⁇ 4 of a polymer can also be calculated by using appropriate values for the glass transition temperatures of homopolymers, which may be found, for example, in "Polymer Handbook," edited by J. Brandrup and E.H. Immergut, Interscience Publishers.
  • the T g of a polymer can also be measured by various techniques, including, for example, differential scanning calorimetry ("DSC"). The values of T g reported herein are measured by DSC.
  • the inventive personal care compositions contain voided latex particles.
  • Voided latex particles useful in the invention comprise a multistaged particle containing at least one core polymer and at least one shell polymer.
  • the ratio of the core weight to the total polymer weight is from 1:4 (25% core) to 1:100 (1% core), and preferably from 1:8 (12% core) to 1:50 (2% core).
  • the at least one core polymer includes polymerized units derived from
  • the core polymer may be obtained, for example, by the emulsion homopolymerization of the monoethylenically unsaturated monomer containing at least one carboxylic acid group or by copolymerization of two or more of the monoethylenically unsaturated monomers containing at least one carboxylic acid group.
  • the monoethylenically unsaturated monomer containing at least one carboxylic acid group is copolymerized with one or more non-ionic (that is, having no ionizable group) ethylenically unsaturated monomers.
  • a swelling agent such as an aqueous or gaseous medium containing a base to partially neutralize the acid core polymer and cause swelling by hydration.
  • Suitable monoethylenically unsaturated monomers containing at least one carboxylic acid group of the core polymer include, for example, (meth)acrylic acid, (meth)acryloxypropionic acid, itaconic acid, aconitic acid, maleic acid, fumaric acid, crotonic acid, citraconic acid, maleic anhydride, monomethyl maleate, monomethyl fumarate, and monomethyl itaconate, and other derivatives such as corresponding anhydride, amides, and esters.
  • (meth)acrylic acid (meth)acryloxypropionic acid, itaconic acid, aconitic acid, maleic acid, fumaric acid, crotonic acid, citraconic acid, maleic anhydride, monomethyl maleate, monomethyl fumarate, and monomethyl itaconate, and other derivatives such as corresponding anhydride, amides, and esters.
  • the monoethylenically unsaturated monomers containing at least one carboxylic acid group are selected from acrylic acid and methacrylic acid.
  • the core comprises polymerized units of monoethylenically unsaturated monomers containing at least one carboxylic acid group in an amount of from 20 to 60 weight %, preferably from 30 to 50 weight %, and more preferably from 35 to 45 weight %, based on the total weight of the core polymer.
  • Suitable non-ionic ethylenically unsaturated monomers of the core polymer include, for example, styrene, vinyltoluene, ethylene, vinyl acetate, vinyl chloride, vinylidene chloride, acrylonitrile, (meth)acrylamide, (Ci-C22)alkyl and (C3-C2o)alkenyl esters of (meth)acrylic acid, such as methyl (meth)acrylate, ethyl (meth)acrylate, butyl (meth)acrylate, 2-ethylhexyl
  • the non-ionic ethylenically unsaturated monomers are selected from methyl methacrylate and butyl methacrylate.
  • the core comprises polymerized units of non-ionic ethylenically unsaturated monomers in an amount of from 40 to 80 weight %, preferably from 50 to 70 weight %, and more preferably from 55 to 65 weight %, based on the total weight of the core polymer.
  • the voided latex particles suitable for use in the present invention also include at least one shell polymer.
  • the at least one shell polymer(s) comprise polymerized units derived from non-ionic ethylenically unsaturated monomers and polyethylenically unsaturated monomers.
  • at least one shell polymer optionally comprises polymerized units derived from at least one of monoethylenically unsaturated monomers containing at least one carboxylic acid group and monoethylenically unsaturated monomers containing at least one "non- carboxylic" acid group.
  • the shell portion of the voided latex particles are polymerized in a single stage, preferably in two stages, and more preferably in at least three stages.
  • the term "outermost shell” refers to the composition of the final distinct polymerization stage used to prepare the voided latex particles.
  • the outermost shell comprises at least 25 weight %, preferably at least 35 weight %, and more preferably at least 45 weight % of the total shell portion of the voided latex particle.
  • Suitable non-ionic ethylenically unsaturated monomers for the shell polymer(s) include, for example, vinyl acetate, acrylonitrile, methacrylonitrile, nitrogen containing ring compound unsaturated monomers, vinylaromatic monomers, ethylenic monomers and selected (meth)acrylic acid derivatives.
  • Suitable (meth)acrylic acid derivatives include, for example, (Q- C 22 )alkyl (meth)acrylate, substituted (meth)acrylate, and substituted (meth)acrylamide monomers.
  • the (meth)acrylic acid derivatives are selected from methyl acrylate, methyl methacrylate, ethyl acrylate, ethyl methacrylate, butyl acrylate, butyl methacrylate, isobutyl acrylate, isobutyl methacrylate, hydroxyethyl methacrylate, hydroxypropyl methacrylate, dimethylaminoethyl methacrylate, dimethylaminopropyl methacrylamide, and mixtures thereof.
  • Suitable vinylaromatic monomers include, for example, styrene, oc-methylstyrene, vinyltoluene, alkyl-substititued styrene (such as t-butylstyrene and ethylvinylbenzene), and halogenated styrenes (such as chlorostyrene and 3,5-bis
  • the vinylaromatic monomers are selected from styrene, ethylvinylbenzene, t-butylstrene, and mixtures thereof.
  • the shell polymer(s) comprise polymerized units of non-ionic ethylenically unsaturated monomers in an amount of from 55 to 85 weight %, preferably from 60 to 80 weight %, and more preferably from 65 to 75 weight %, based on the total weight of the shell polymer(s).
  • Suitable polyethylenically unsaturated monomers for the shell polymer(s) include, for example, di(meth)acrylates, tri(meth)acrylates, tetra(meth)acrylates, polyallylic monomers, polyvinylic monomers, and (meth) acrylic monomers having mixed ethylenic functionality.
  • Suitable polyvinylic monomers include, for example, diethyleneglycol divinyl ether,
  • the polyvinylic monomer comprises
  • Suitable (meth)acrylic monomers having mixed ethylenic functionality include, for example, the acrylate ester of neopentyl glycol monodicyclopentenyl ether, allyl
  • acryloxypropionate allyl acrylate, allyl methacrylate, crotyl acrylate, crotyl methacrylate, 3- cyclohexenylmethyleneoxyethyl acrylate, 3-cyclohexenylmethyleneoxyethyl methacrylate, dicyclopentadienyloxyethyl acrylate, dicyclopentadienyloxyethyl methacrylate, dicyclopentenyl acrylate, dicyclopentenyl methacrylate, dicyclopentenyloxyethyl acrylate, dicycol
  • the (meth)acrylic monomers having mixed ethylenic functionality comprise allyl methacrylate.
  • the shell polymer(s) comprise polymerized units of polyethylenically unsaturated monomers in an amount of from 15 to 45 weight %, preferably from 20 to 35 weight %, and more preferably from 22 to 30 weight %, based on the total weight of the shell polymer(s).
  • the outermost shell comprises polymerized units of polyethylenically unsaturated monomers in an amount of from 10 to 100 weight %, preferably from 15 to 70 weight %, and more preferably from 20 to 60 weight %, based on the weight of the outermost shell polymer.
  • Suitable monoethylenically unsaturated monomers containing at least one carboxylic acid group for the shell polymer(s) include, for example, (meth)acrylic acid, (meth)acryloxypropionic acid, itaconic acid, aconitic acid, maleic acid, fumaric acid, crotonic acid, citraconic acid, maleic anhydride monomethyl maleate, monomethyl fumarate, and monomethyl itaconate, and other derivatives such as corresponding anhydride, amides, and esters.
  • the monoethylenically unsaturated monomers containing at least one carboxylic acid group are selected from acrylic acid and methacrylic acid.
  • the shell polymer(s) comprises polymerized units of monoethylenically unsaturated monomers containing at least one carboxylic acid group in an amount of from 0.1 to 10 weight %, preferably from 0.3 to 7.5 weight %, and more preferably from 0.5 to 5 weight %, based on the total weight of the shell polymer(s).
  • Suitable monoethylenically unsaturated monomers containing at least one "non- carboxylic" acid group for the shell polymer(s) include, for example, allylsulfonic acid, allylphosphonic acid, allyloxybenzenesulfonic acid, 2-acrylamido-2-methylpropanesulfonic acid (the acryonym "AMPS" for this monomer is a trademark of LubriZol Corporation, Wickliffe, Ohio, USA), 2-hydroxy-3-(2-propenyloxy)propanesulfonic acid, 2-methyl-2-propene-l- sulfonic acid, 2-methacrylamido-2-methyl-l-propanesulfonic acid, 3-methacrylamido-2-hydroxy-l- propanesulfonic acid, 3-sulfopropyl acrylate, 3-sulfopropyl methacrylate, isopropenylphosphonic acid, vinylphosphonic acid, phosphoethyl methacrylate, st
  • the monoethylenically unsaturated monomers containing at least one "non-carboxylic” acid group are selected from 2-acrylamido-2-methylpropanesulfonic acid, styrenesulfonic acid, and sodium styrene sulfonate.
  • the shell polymer(s) comprise polymerized units of monoethylenically unsaturated monomers containing at least one "non-carboxylic” acid group in an amount of from 0.1 to 10 weight %, preferably from 0.5 to 7.5 weight %, and more preferably from 1 to 5 weight %, based on the total weight of the shell polymer(s).
  • the shell polymer(s) of the latex particles suitable for use in the present invention have T g values which are high enough to support to support the void within the latex particle.
  • the T g values of at least one shell are greater than 50°C , preferably greater than 60°C, and more preferably greater than 70°C.
  • the core polymer and shell polymer are made in a single polymerization step. In certain other embodiments, the core polymer and shell polymer are made in a sequence of polymerization steps. Suitable polymerization techniques for preparing the voided latex particles contained in the inventive personal care compositions include, for example, sequential emulsion polymerization. In certain embodiments, the monomers used in the emulsion polymerization of the shell polymer of the voided latex particles comprise one or more non-ionic ethylenically unsaturated monomer.
  • 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 void of the latex particles is prepared by swelling the core with a swelling agent containing one or more volatile components.
  • the swelling agent permeates the shell to swell the core.
  • the volatile components of the swelling agent can then be removed by drying the latex particles, causing a void to be formed within the latex particles.
  • the swelling agent is an aqueous base. Suitable aqueous bases useful for swelling the core include, for example, ammonia, ammonium hydroxide, alkali metal hydroxides, such as sodium hydroxide, or a volatile amine such as trimethylamine or
  • the voided latex particles are added to the composition with the swelling agent present in the core.
  • the latex particles are added to the composition with the swelling agent present in the core.
  • the volatile components of the swelling agent will be removed upon drying of the composition.
  • the voided latex particles are added to the composition after removing the volatile components of the swelling agent.
  • the voided latex particles contain a void with a void fraction of from 1% to 70%, preferably from 5% to 50%, more preferably from 10% to 40%, and even more preferably from 25% to 35%.
  • the void fractions are determined by comparing the volume occupied by the latex particles after they have been compacted from a dilute dispersion in a centrifuge to the volume of non- voided particles of the same composition.
  • the voided latex particles have a particle size of from 400 nm to 1500 nm, as measured by a Brookhaven BI-90. In certain embodiments, the voided latex particles have a particle size of from 400 nm to 800 nm, preferably from 400 nm to 700 nm, more preferably from 400 nm to 600 nm, and even more preferably from 400 nm to 550 nm, as measured by a Brookhaven BI-90.
  • the voided latex particles have a particle size of from 800 nm to 1500 nm, preferably from 400 nm to 700 nm, more preferably from 400 nm to 600 nm, and even more preferably from 400 nm to 550 nm, as measured by a Brookhaven BI-90
  • the amount of voided latex particles in the composition of the invention may be in the range of from 0.5 to 20 solids weight %, preferably from 1 to 7 solids weight %, more preferably from 1 to 2 solids weight %, based on the total weight of the composition.
  • the personal care compositions of the present invention also comprise inorganic metal oxide particles.
  • Suitable inorganic metal oxide particles include, for example, zinc oxide (ZnO), titanium dioxide (Ti0 2 ), and mixtures thereof.
  • the inorganic metal oxide particles are pigment grade ZnO or pigment grade Ti0 2 that produce a white appearance caused by light scattering.
  • pigment grade inorganic metal oxide particles having good pigmentation properties and have a particle size in the range of from 250 nm to 1000 nm, preferably from 250 nm to 500 nm, and more preferably from 250 nm to 350 nm.
  • Suitable ZnO and Ti0 2 particles include, for example, those commercially available under the trade names AQUASPERSABIL Rutile Ti0 2 and OLEOSPERSE Ti0 2 from Presperse Corporation, and TITANIX Ti0 2 from Tyca Corporation.
  • the skin care compositions include inorganic metal oxide particles in an amount of from 0.1 to 20 weight %, preferably 0.1 to 10 weight %, and more preferably 0.1 to 5 weight %, based on the total weight of the composition.
  • compositions of the invention 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 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.
  • the personal care composition of the invention may also include, for instance, a thickener, additional emollients, an emulsifier, a humectant, a surfactant, a suspending agent, a film forming agent, a lower monoalcoholic polyol, a high boiling point solvent, a propellant, a mineral oil, silicon feel modifiers, or mixtures thereof.
  • a thickener for instance, a thickener, additional emollients, an emulsifier, a humectant, a surfactant, a suspending agent, a film forming agent, a lower monoalcoholic polyol, a high boiling point solvent, a propellant, a mineral oil, silicon feel modifiers, or mixtures thereof.
  • 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,
  • colorings/colorants essential oils, skin sensates, 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)
  • astringents e.g., clove oil, menthol, camphor, eucalyptus oil, eugenol, menthyl lactate, witch hazel distillate
  • preservatives e.g., clove oil, menthol, camphor, eucalyptus oil, eugenol, menthyl lactate, witch hazel distillate
  • preservatives e.g., clove oil, menthol, camphor, eucalyptus oil, eugenol, menthyl lactate, witch hazel
  • butylcarbamate antioxidants, binders, biological additives, buffering agents, bulking agents, chelating agents, chemical additives, colorants, 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 lightening agents (e.g., hydroquinone, kojic acid, ascorbic acid, magnesium ascorbyl phosphate, ascorbyl glucosamine), skin-conditioning agents (e.g., humectants, including miscellaneous and occlusive), skin soothing and/or healing agents (e.g., panthenol and derivatives (e.g., eth
  • the present invention provides that the personal care compositions may be used in a method for lightening skin tone.
  • the present invention provides a method for improving the visible light scattering of a composition by adding the voided latex particles to a composition comprising at least one pigment grade inorganic metal oxide particle.
  • the personal care compositions are generally administered topically by applying or spreading the compositions onto the skin.
  • the frequency may depend, for example, on the level of skin lightening that an individual is likely to desire. By way of non-limiting example, administration on a frequency of at least once per day may be desirable.
  • Exemplary voided latex particles in accordance with the present invention and comparative particles in the Examples below contain the components recited in Table 1. Table 1. Exemplary and Comparative Copolymer Particles
  • Shell 3 (46.4%): 46.2 Sty / 51.1 DVB / 2.7 SSS
  • MMA methyl methacrylate
  • MAA methacrylic acid
  • SSS sodium styrene sulfonate
  • Voided latex particles as prepared in Example 1 were evaluated for particle size and percent void fraction, as shown in Table 2.
  • the particle size was measured using a Brookhaven BI-90.
  • the percent void fraction of the latex particles was measured by making a 10% by weight dispersion of each sample with propylene glycol, which was then mixed and poured into a weight-per-gallon cup which was capped and weighed. A 10 % water blank was also measured, and the difference in the weight was used to calculate the density of the sample, from which the percent void fraction was determined.
  • Exemplary skin lightening formulations according to the present invention contain the components recited in Table 3.
  • the skin lightening formulations were prepared by adding Ultrez 10 and 1,3-butanediol to water and mixing until the Ultrez 10 was completely dissolved. The remaining components of Phase I were then added to the mixture. Phase II components were mixed separately and heated to 70°C to ensure that all components were melted. Phases I and II were then combined while mixing and cooled to about 50°C, at which point Phase III components were added to the mixture. The mixture was allowed to cool to about 30°C, and the pH was adjusted to a pH of about 5.5-6.0 by adding triethanolamine dropwise.
  • Comparative skin lightening formulations contain the components recited in Table 4. Table 4. Comparative Skin Lightening Formulations
  • the skin lightening formulations were prepared by adding Ultrez 10 and 1,3-butanediol to water and mixing until the Ultrez 10 was completely dissolved. The remaining components of Phase I were then added to the mixture. Phase II components were mixed separately and heated to 70°C to ensure that all components were melted. Phases I and II were then combined while mixing and cooled to about 50°C, at which point Phase III components were added to the mixture. The mixture was allowed to cool to about 30°C, and the pH was adjusted to a pH of about 5.5-6.0 by adding triethanolamine dropwise.
  • Example 5 Example 5
  • the whitening effect of exemplary formulations including 1 weight % Ti0 2 and Polymer A particles, and comparative formulations including 1 weight % Ti0 2 , as prepared in Examples 3 and 4 were measuring using an in vitro technique substantially in accordance with the following protocol.
  • the in vitro whitening test was conducted in an environment controlled room with temperature at 70-75°F and relative humidity at 48-55%.
  • the substrate used for the test was a Leneta Form 2A Opacity Card, and reflectance was measured using Novo-Shade Duo 45/0 reflectometer.
  • a BYK 2" wide 3 mil Wet Film Bird Applicator was used to make the drawdown film.
  • the opacity card was placed on a vacuum plate with vacuum on.
  • a drawdown film was made using the 3 mil wet film bird applicator. Reflectance on both black and white side of the card was measured in Opacity mode using the reflectometer with a proper guard to avoid the drawdown film being touched.
  • a particles (El), exemplary formulations including 1 weight % Ti0 2 and Polymer B particles (E5), and comparative formulations including 1 weight % Ti0 2 and Polymer C particles (C5), as prepared in Examples 3 and 4 were measuring using an in vitro technique substantially according to the protocol described in Example 5. The results of the reflectance measurements are shown in Table 7 and FIG. 3 as percent reflectance.
  • Exemplary 1000 nm Particles and T1O 2 The whitening effect of exemplary formulations including 1 weight % Ti0 2 and 1 weight % Polymer C particles (E7) and comparative formulations including 2 weight % Ti0 2 (C3) as prepared in Examples 3 and 4 were measuring using an in vitro technique substantially according to the protocol described in Example 5. The results of the reflectance measurements are shown in Table 9 and FIG. 5 as percent reflectance.

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PCT/US2016/045321 2015-08-07 2016-08-03 Compositions containing voided latex particles and inorganic metal oxides Ceased WO2017027286A1 (en)

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BR112018001974-7A BR112018001974B1 (pt) 2015-08-07 2016-08-03 Composição para cuidados pessoais, e, métodos para clareamento do tom de pele e para melhorar a dispersão da luz visível de uma composição
JP2018504657A JP6820910B2 (ja) 2015-08-07 2016-08-03 ボイドを有するラテックス粒子及び無機金属酸化物を含有する組成物
US15/749,317 US20180221254A1 (en) 2015-08-07 2016-08-03 Compositions containing latex particles and inorganic metal oxides
EP16751436.3A EP3331489A1 (en) 2015-08-07 2016-08-03 Compositions containing voided latex particles and inorganic metal oxides
CN201680045118.3A CN107920967A (zh) 2015-08-07 2016-08-03 含有乳胶颗粒和无机金属氧化物的组合物
US16/920,789 US20200337951A1 (en) 2015-08-07 2020-07-06 Compositions containing latex particles and inorganic metal oxides

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WO2019182714A1 (en) 2018-03-21 2019-09-26 Dow Global Technologies Llc Compositions containing latex particles and ir actives
CN110958871A (zh) * 2017-07-28 2020-04-03 陶氏环球技术有限责任公司 用于醇基防晒制剂的spf增效剂

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CN110958871A (zh) * 2017-07-28 2020-04-03 陶氏环球技术有限责任公司 用于醇基防晒制剂的spf增效剂
WO2019089173A1 (en) 2017-10-31 2019-05-09 Rohm And Haas Company Multistage colored polymer particle and skin care formulations comprising same
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WO2019182714A1 (en) 2018-03-21 2019-09-26 Dow Global Technologies Llc Compositions containing latex particles and ir actives

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BR112018001974B1 (pt) 2021-06-29
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