EP4221665A1 - Kosmetische zusammensetzungen mit einem antimikrobiellen system mit verringerter augenreizung oder verringertem schmerz - Google Patents

Kosmetische zusammensetzungen mit einem antimikrobiellen system mit verringerter augenreizung oder verringertem schmerz

Info

Publication number
EP4221665A1
EP4221665A1 EP21791204.7A EP21791204A EP4221665A1 EP 4221665 A1 EP4221665 A1 EP 4221665A1 EP 21791204 A EP21791204 A EP 21791204A EP 4221665 A1 EP4221665 A1 EP 4221665A1
Authority
EP
European Patent Office
Prior art keywords
composition
water
cosmetic composition
antimicrobial agent
composition according
Prior art date
Legal status (The legal status 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 status listed.)
Pending
Application number
EP21791204.7A
Other languages
English (en)
French (fr)
Inventor
Catherine Chiou
Ryuji Hara
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
LOreal SA
Original Assignee
LOreal SA
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 claimed from US17/039,393 external-priority patent/US11819559B2/en
Priority claimed from FR2012222A external-priority patent/FR3116435B1/fr
Application filed by LOreal SA filed Critical LOreal SA
Publication of EP4221665A1 publication Critical patent/EP4221665A1/de
Pending legal-status Critical Current

Links

Classifications

    • 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
    • A61K8/35—Ketones, e.g. benzophenone
    • 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
    • A61K8/0208—Tissues; Wipes; Patches
    • 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
    • A61K8/34—Alcohols
    • A61K8/345—Alcohols 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q1/00—Make-up preparations; Body powders; Preparations for removing make-up
    • A61Q1/14—Preparations for removing make-up
    • 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
    • A61K2800/20—Chemical, physico-chemical or functional or structural properties of the composition as a whole
    • A61K2800/30—Characterized by the absence of a particular group of ingredients
    • 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
    • A61K2800/52—Stabilizers
    • A61K2800/524—Preservatives

Definitions

  • This invention relates to makeup removal and cleansing compositions that comprise a novel antimicrobial system that provide makeup removal efficacy with minimal irritation to eyes and other tissue.
  • makeup removal products and cleansers are used on the entire face, including some which are necessarily used around the eyes. Indeed, there are cosmetic cleansers designed specifically for removal of stubborn makeup such as regular or waterproof mascara, eye liner, eye shadow, glitters, and long-wear foundation, in addition to longer-lasting lip products. Such cleansers can require repeated tugging and rubbing on the skin, in particular on and around delicate eye tissues, which can be inherently irritating to the skin.
  • most makeup removing products include antimicrobial and preservative agents that may also give rise to stinging and burning sensation in the eye area as a result of proximity to and in some cases incidental contact with eyes during the makeup removing process.
  • compositions in particular cleansers and cleansing wipe articles that will provide makeup removal and have the benefits of preservation and protection from microbial growth without causing eye irritation.
  • These compositions and articles would desirably exclude antimicrobial, preservative and cleansing components that are irritants, such as, pentylene glycol, phenoxyethanol, and parabens, without compromising cleansing and antimicrobial efficacy.
  • a new antimicrobial system when used in a makeup removing or cleaning composition, unexpectedly produces significantly reduced or no eye irritation as compared with similarly formulated compositions that include conventional antimicrobial systems.
  • a cosmetic composition comprising: i. an antimicrobial system that comprises: a) an antimicrobial agent comprising 4-hydroxyacetophenone; and b) at least one additional antimicrobial agent comprising piroctone olamine.
  • the cosmetic composition that includes antimicrobial system is one of an O/W emulsion, a W/O emulsion, a micellar water, a wipe, or a two-phase (or multi-phase) composition.
  • the cosmetic composition is a makeup removing composition that is one of an O/W emulsion, a W/O emulsion, a micellar water, a makeup removing wipe, or a two-phase (or multi-phase) composition.
  • the at least one additional antimicrobial agent may also include any one or more of the following antimicrobial agents and their salts, including caprylyl glycol, caprylhydroxamic acid, chlorphenesin, benzoic acid, salicylic acid, benzyl alcohol, phenethyl alcohol, and benzalkonium chloride.
  • the cosmetic composition is free or essentially free of any one or more of parabens, alcohols, formaldehyde, and formaldehyde-derived compounds. In some particular embodiments, the composition is free or essentially free of parabens, formaldehyde, and formaldehyde-derived compounds.
  • the composition is free or essentially free of alcohols comprising one or more of ethanol and isopropyl alcohol.
  • the composition is free or essentially free of antimicrobials that comprise any one or more of, pentylene glycol, phenoxyethanol, hexyl glycerin, ethylhexylglycerin, octylglycerin, benzylglycerin, 3-heptoyl-2,2-propandiol, and 1 ,2-hexandiol.
  • the antimicrobial agent comprising 4-hydroxyacetophenone is present from about 0.2% to about 1 % by weight of the composition; the at least one additional antimicrobial agent comprising piroctone olamine (Octopirox), when present, is present from about 0.05% to about 1 .5% by weight of the composition.
  • the composition comprises 4- hydroxyacetophenone present from about 0.25% to about 2% by weight of the composition; the at least one additional antimicrobial agent comprising piroctone olamine, when present, is present from about 0.05% to about 1.5% by weight of the composition.
  • the disclosure provides a makeup removal composition, comprising: i. an antimicrobial system that comprises: a) an antimicrobial agent comprising 4-hydroxyacetophenone; and b) at least one additional antimicrobial agent comprising piroctone olamine; and ii. a water-based cleansing system.
  • the disclosure provides a makeup removal composition
  • a makeup removal composition comprising: i. an antimicrobial system that comprises: a) an antimicrobial agent comprising 4-hydroxyacetophenone; and b) at least one additional antimicrobial agent comprising piroctone olamine; and ii. a water-based cleansing system that comprises: a) one or more lipophilic emollients; b) at least one thickener for a water-based system; c) one or more humectants; and d) water.
  • the at least one lipophilic emollient is selected from isohexadecane, C15-19 alkane, isododecane, undecane, tridecane, Isopropyl myristate, dicaprylyl ether, ethylhexyl palmitate, Isopropyl palmitate, cetearyl ethylhexanoate, Isononyl isononanoate, isopropyl isostearate, diisopropyl sebacate, coco caprylate/ caprate, diisopropyl adipate, and combinations thereof; ii.
  • the at least one thickener is selected from acrylates/C 10-30 alkyl acrylate crosspolymer, sodium acrylates copolymer, carbomer, xanthan gum, hydroxypropyl guar, ceratonia siliqua (carob) gum, ammonium polyacryloyldimethyl taurate, ammonium acryloyldimethyltaurate/steareth-25 methacrylate crosspolymer, and polyacrylate crosspolymer-6 and combinations thereof; iii. the at least one humectant comprises glycerin.
  • the compositions may include more than one of each of the components, and may further include one or more additives selected from fragrances, pearlescent agents, silica, proteins, protein hydrolysates, vitamins, panthenol, silicones, odor absorbers and coloring materials; essential oils; fruit extracts, for example Pyrus Malus (Apple) Fruit Extract, and Aloe Barbadensis Leaf Juice Powder; citric acid, sodium chloride; neutralizing or pH-adjusting agents (e.g., triethylamine (TEA) and sodium hydroxide); and combinations thereof.
  • a cosmetic article comprising the cosmetic composition is provided, the article comprising: a.
  • a water-insoluble substrate comprising a cosmetic wipe; b. Impregnated in the water-insoluble substrate a cosmetic composition according to the disclosure, wherein the cosmetic composition is impregnated onto the waterinsoluble substrate in a soaking rate of 250% to 400% by weight of the cleansing composition to the weight of the substrate.
  • the article is formed from synthetic materials or formed from natural biodegradable and sustainably sourced natural originated fiber, natural fiber, or regenerated or recycled natural fiber.
  • the article comprises nonwoven fibers, the fibers formed from natural biodegradable and sustainably sourced fibers selected from (1) natural originated fiber comprising one or a combination of pulp, viscose, lyocell, cellulose acetate, and cotton, (2) natural fiber comprising one or a combination of hemp, flax, seaweed, ramie, banana, and pineapple, and (3) regenerated or recycled fiber comprising cotton, and combinations of these.
  • natural biodegradable and sustainably sourced fibers selected from (1) natural originated fiber comprising one or a combination of pulp, viscose, lyocell, cellulose acetate, and cotton, (2) natural fiber comprising one or a combination of hemp, flax, seaweed, ramie, banana, and pineapple, and (3) regenerated or recycled fiber comprising cotton, and combinations of these.
  • the disclosure provides a cosmetic composition, comprising: an antimicrobial system that comprises: an antimicrobial agent comprising 4-hydroxyacetophenone; and at least one additional antimicrobial agent comprising piroctone olamine; and a skin care system selected from: a bi-phase water-based cleansing system; a multi-phase water-based cleansing system; a single-phased micellar water water-based cleansing system; and a topical composition that is one of a serum, essence, cream or mask.
  • an antimicrobial system that comprises: an antimicrobial agent comprising 4-hydroxyacetophenone; and at least one additional antimicrobial agent comprising piroctone olamine
  • a skin care system selected from: a bi-phase water-based cleansing system; a multi-phase water-based cleansing system; a single-phased micellar water water-based cleansing system; and a topical composition that is one of a serum, essence, cream or mask.
  • article is understood here to mean the combination composed of a water-insoluble support and a composition impregnated on the support.
  • This article can in particular be a wipe, but it can also have any form including those described below.
  • the water-insoluble substrate is absorbent and sufficiently strong not to disintegrate during the use thereof.
  • Keratinous substrate and “keratinous tissue” each includes but is not limited to skin, hair, and nails.
  • Cosmetically acceptable means a carrier that is compatible with any keratinous substrate.
  • the disclosure provides an antimicrobial system and a makeup removal composition that includes the antimicrobial system.
  • the antimicrobial system includes an antimicrobial agent comprising 4-hydroxyacetophenone and one or more additional antimicrobial agents comprising piroctone olamine.
  • the antimicrobial system can be used in a skin care system selected from: a bi-phase water-based cleansing system; a multi-phase water-based cleansing system; a singlephased micellar water water-based cleansing system; and a topical composition that is one of a serum, essence, cream or mask.
  • the antimicrobial system can be used in makeup removal compositions that are one of an O/W emulsion, a W/O emulsion, a micellar water, or a two-phase (or multi-phase) composition.
  • the composition is used in a makeup removing wipe.
  • the antimicrobial system may be free or essentially free of any one or more of parabens, alcohols, formaldehyde, and formaldehyde-derived compounds.
  • the composition is free or essentially free of parabens, formaldehyde, and formaldehyde-derived compounds.
  • the composition is free or essentially free of one or more of pentylene glycol, phenoxyethanol, hexyl glycerin, ethylhexylglycerin, octylglycerin, benzylglycerin, 1 ,3-propanediol, 3-heptoyl-2,2-propandiol, and 1 ,2-hexandiol.
  • the composition is free or essentially free of each of, pentylene glycol, phenoxyethanol, hexyl glycerin, ethylhexylglycerin, octylglycerin, benzylglycerin, 1 ,3- propanediol, 3-heptoyl-2,2-propandiol, and 1 ,2-hexandiol.
  • the composition is free or essentially free of all alcohols.
  • the composition is free or essentially free of alcohols comprising one or more of ethanol and isopropyl alcohol.
  • compositions may include more than one of each of the components, and may further include one or more additives including humectants, preservatives, fragrances, actives, and pH adjusters, among other cosmetically acceptable additives.
  • compositions according to the disclosure demonstrated makeup removal performance consistent with comparative compositions and significantly improved performance with respect to eye irritation.
  • the disclosure provides the antimicrobial system and the makeup removal composition imbued into a cosmetic application article.
  • the article may be formed of synthetic materials, such as PET (Polyethylene terephthalate, or polyester) and PP (polypropylene), which may be used alone or in combination with natural-based material.
  • the article may be formed of sustainable and biodegradable substrates from sources such as (1 ) natural originated fiber based nonwovens, such as pulp, viscose, lyocell, cellulose acetate, cotton, (2) natural fiber based nonwovens, such as hemp, flax, seaweed, ramie, banana, pineapple, and (3) regenerated or recycled fiber based nonwovens, such as cotton.
  • Many conventional cosmetic articles such as wipes, are formed of fossilbased polymeric materials, such as PET (Polyethylene terephthalate, or polyester) and PP (polypropylene), which may be used alone or in combination with natural-based material.
  • PET Polyethylene terephthalate, or polyester
  • PP polypropylene
  • Such synthetic substrates are desirable because they are relatively less costly to produce and deliver good tensile strength, however, because they essentially never degrade, they contribute adversely to the environment.
  • natural originated fiber based nonwovens such as pulp, viscose, lyocell, cellulose acetate, cotton
  • natural fiber based nonwovens such as hemp, flax, seaweed, ramie, banana, pineapple
  • regenerated or recycled fiber based nonwovens such as cotton.
  • natural originated fiber refers to fiber materials that are formed by chemical processing that render derivatives based on natural fibers
  • natural fiber means nonderivative forms of natural fibers
  • regenerated/recycled means natural fibers that are reclaimed from goods formed with such fibers.
  • the article herein is formed of substrates that are obtained from sustainable sources and are biodegradable.
  • these materials are selected from natural originated fiber formed into nonwovens, using fibers such as pulp, viscose, lyocell, cellulose acetate, and cotton.
  • the substrates used to form cosmetic articles are nonwovens of lyocell. According to those embodiments that include natural biodegradable and sustainably sourced fibers, a clear benefit realized is the opportunity to reduce the environmental burden. Other benefits may also be achieved using sustainable and biodegradable substrates.
  • articles that employ sustainable and biodegradable substrates, particularly lyocell nonwovens demonstrate certain mechanical, textural, and absorbent properties.
  • An article according to the disclosure is moist to the touch. It exhibits the advantage of being comfortable during application to the skin and having a nourishing effect due to the presence of an oily phase.
  • an article according to the disclosure is passed over the skin, while possibly leaving it applied for a time sufficient for the makeup products to be dissolved in the impregnating composition of the article, and then the skin is wiped.
  • the skin can also optionally be rinsed subsequently.
  • the article according to the invention is preferably a cosmetic article appropriate for caring for and/or treating the skin of the face, body or hands and for cleaning or removing makeup from the skin of the face and/or body. It can also be used for caring for the hair and for removing makeup from the eyes.
  • An article according to the disclosure can have any form appropriate to the desired objective. It can constitute a wipe that has a generally rectangular, square or other shape that may be single ply, multiple ply, and may be folded or un-folded.
  • the article can also be in the form of a glove, of a mitten or in any other form appropriate for practical use on the face or the body, for example in the form of a face with holes for the sites of the eyes, nose and/or mouth, or in the form of a makeup-removing fingerstall for application in removing makeup from the eyelashes, or in the form of a single- or doublesided disc which can in particular comprise two sides impregnated with different compositions.
  • the article can also comprise a rough surface which makes possible the exfoliation (scrubbing) of the skin.
  • compositions that comprise an inventive antimicrobial system according to the disclosure may be in the form of a makeup removal composition comprising one or more lipophilic emollients, one or more volatile silicone compounds, at least one thickener for a water-based system and one or more humectants and water.
  • inventive antimicrobial system according to the disclosure may be provided in a composition that is generally in the form of one of an O/W emulsion, a W/O emulsion, a micellar water, a makeup removing wipe, or a two-phase (or multi-phase) composition.
  • the antimicrobial system may be incorporated to replace the conventional antimicrobial systems in the art.
  • such compositions are free or essentially free of any one or more of parabens, surfactants, alcohols, formaldehyde, and formaldehyde- derived compounds.
  • compositions are free or essentially free of antimicrobials comprising any one or more of, pentylene glycol, phenoxyethanol, hexyl glycerin, ethylhexylglycerin, octylglycerin, benzylglycerin, 3-heptoyl-2,2- propandiol, and 1 ,2-hexandiol.
  • compositions according to the disclosure can include one or more lipophilic emollients.
  • Lipophilic emollients may be selected from branched or linear, liquid alkane with carbon chain length of C11 to C20.
  • liquid alkanes may be selected from those with a carbon chain length of from C11 to C20.
  • the liquid alkanes may be selected from those with a carbon chain length of from C11 to C20, or from C15 to C19, or one of C11 , C12, C13, C14, C15, C16, C17, C18 to C19.
  • suitable liquid alkanes that may be used according to the disclosure include hydrocarbon-based oils containing from 8 to 16 carbon atoms, and especially branched C8-C16 alkanes such as C8-C16 isoalkanes.
  • such liquid alkanes may be chosen from isoparaffins, for instance isododecane (also known as 2,2,4,4,6-pentamethylheptane), isodecane, and isohexadecane.
  • the at least one lipophilic emollient comprises one or more of isohexadecane, C15-19 alkane, isododecane, undecane, tridecane and combinations thereof. In some embodiments, the at least one lipophilic emollient comprises isohexadecane.
  • Lipophilic emollients may be selected from polar emollients.
  • Emollients are oil-phase ingredients selected from esters, triglycerides, ethers, carbonates, alcohols, oils, butters, fatty acids, and their combinations thereof.
  • the polar emollients may be selected from those with a molecular weight of 400 g/mol or less. More, generally, the polar emollient may have a molecular weight in the range from about 50 g/mol to about 350 g/mol.
  • suitable polar emollients that may be used according to the disclosure include those derived from C12-C50 fatty acids, preferably C16-C22 saturated fatty acids, and monohydric alcohols.
  • esters may be chosen from isopropyl myristate, methyl palmitate, isopropyl laurate, isopropyl palmitate, ethylhexyl palmitate, ethylhexyl laurate, ethylhexyl oleate, ethylhexyl isononanoate, myristyl myristate, 2-ethylhexyl caprate/caprylate (or octyl caprate/caprylate), 2-ethylhexyl palmitate, isostearyl neopentanoate, isononyl isononanoate, hexyl laurate, esters of lactic acid and of fatty acids.
  • esters may be chosen from iso
  • the at least one lipophilic emollient comprises one of isopropyl myristate, dicaprylyl ether, ethylhexyl palmitate, isopropyl palmitate, cetearyl ethylhexanoate, isononyl isononanoate, isopropyl isostearate, diisopropyl sebacate, coco caprylate/ caprate, diisopropyl adipate, and combinations thereof.
  • the at least one lipophilic emollient comprises isopropyl myristate.
  • the at least one lipophilic emollient comprises dimethicone, cyclopentasiloxane, and/or other silicone emollients.
  • the at least one lipophilic emollient comprises each of isohexadecane, isopropyl myristate, dimethicone, cyclopentasiloxane, and/or other silicone emollients.
  • each of the at least one or more lipophilic emollients that may be present in the composition are provided in a range of from about 1 % to about 12% by weight, or from about 3% to about 11 % by weight, or from about 5% to about 10% or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • a range of from about 1 % to about 12% by weight, or from about 3% to about 11 % by weight, or from about 5% to about 10% or any suitable combination, sub-combination, range, or sub-range thereof by weight are provided in a range of from about 1 % to about 12% by weight, or from about 3% to about 11 % by weight, or from about 5% to about 10% or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • each of at least one or more lipophilic emollients in the composition may be present by weight, based on the total weight of the composition, from about 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 to about 12 percent, including increments and ranges therein and there between.
  • compositions according to the disclosure can include at least one thickener.
  • the at least one thickener may be selected from one or more of natural gums and synthetic polymers, for example starches (com, rice, tapioca, potato), gums (xanthan carrageenan, gellan, sclerotium).
  • starches com, rice, tapioca, potato
  • gums xanthan carrageenan, gellan, sclerotium
  • the at least one thickener may be selected from acrylates/C 10-30 alkyl acrylate crosspolymer, Sodium Acrylates Copolymer, carbomer, xanthan gum, hydroxypropyl guar, ceratonia siliqua (carob) gum, ammonium polyacryloyldimethyl taurate, ammonium acryloyldimethyltaurate/steareth-25 methacrylate crosspolymer, and polyacrylate crosspolymer-6.
  • the composition comprises two or more thickeners.
  • the composition comprises one or both of the polymeric thickener’s acrylates/C 10-30 alkyl acrylate crosspolymer and sodium acrylates copolymer, and optionally one or more additional polymeric thickeners.
  • each of the at least one thickener is present in the composition in a range of from about 0.01 % to about 5%, or from about 0.01 % to about 3%, or from about 0.05% to about 2.5%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • a range of from about 0.01 % to about 5%, or from about 0.01 % to about 3%, or from about 0.05% to about 2.5%, or any suitable combination, sub-combination, range, or sub-range thereof by weight based on the weight of the composition.
  • the total amount of thickener in the composition is present from about 0.01 % to about 5%, or from about 1 .0% to about 3%, or from about 2% to about 2.55%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • the total amount of thickener in the composition is present from about 0.01 % to about 5%, or from about 1 .0% to about 3%, or from about 2% to about 2.55%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • one or more thickener when present, is present by weight, based on the total weight of the composition, from about 0.01 , 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 1.0, 1.1 , 1.2, 1.3, 1.4, 1.5, 1.6, 1.7, 1.8, 1.9, 2.0, 2.1 , 2.2, 2.3, 2.4, 2.5, 2.6, 2.7, 2.8, 2.9, 3.0, 3.5, 4.0, 4.5 to about 5.0 percent, including increments and ranges therein and there between.
  • water is present in the compositions in a range from about 40% to about 90%, or from about 55% to about 85%, or from about 60% to about 75%, or from about 65% to about 70%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • water is present, by weight, based on the total weight of the composition, from about 40, 45, 50, 55, 60, 65, 70, 75, 80, 85, to about 90 weight percent, including increments and ranges therein and there between
  • the water used may be sterile demineralized water and/or a floral water such as rose water, cornflower water, chamomile water or lime water, and/or a natural thermal or mineral water such as, for example: water from Vittel, water from the Vichy basin, water from llriage, water from La Roche Posay, water from La Bourboule, water from Enghien-les-Bains, water from Saint Gervais-les-Bains, water from Neris-les-Bains, water from Allevar-les-Bains, water from Digne, water from Maizieres, water from Neyrac-les-Bains, water from Lons-le-Saunier, water from Eaux Bonnes, water from Rochefort, water from Saint Christau, water from Les Fumades, water from Tercis-les- Bains or water from Avene.
  • a floral water such as rose water, cornflower water, chamomile water or lime water
  • a natural thermal or mineral water such as, for example: water from Vittel, water from
  • the water phase may also comprise reconstituted thermal water, that is to say a water comprising trace elements such as zinc, copper, magnesium, etc., reconstituting the characteristics of a thermal water.
  • the pH of the composition is not limited but is generally between 2 and 12, and in some embodiments, is one of between 3 and 11 , and between 5 and 9, and between 6 and 8, and in some embodiments is 7.
  • the pH can be adjusted to the desired value by addition of a base (organic or inorganic) to the composition, for example ammonia or a primary, secondary or tertiary (poly)amine, such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or 1 ,3-propanediamine, or alternatively by addition of an inorganic or organic acid, advantageously a carboxylic acid, such as, for example, citric acid.
  • a base organic or inorganic
  • a primary, secondary or tertiary (poly)amine such as monoethanolamine, diethanolamine, triethanolamine, isopropanolamine or 1 ,3-propanediamine
  • an inorganic or organic acid advantageously a carboxylic acid, such as, for example, citric acid.
  • the composition can include one or more additional solvents, for example, monoalcohols such as monohydric C-i-Cs alcohols such as ethanol, propanol, butanol, isopropanol, isobutanol, and benzyl alcohol, and phenylethyl alcohol.
  • monoalcohols such as monohydric C-i-Cs alcohols such as ethanol, propanol, butanol, isopropanol, isobutanol, and benzyl alcohol, and phenylethyl alcohol.
  • the composition is free or essentially free of any and all alcohols. In some particular embodiments, the composition is free or essentially free of alcohols comprising one or more of ethanol and isopropyl alcohol.
  • the humectant may comprise one or more of polyols, including, for example, glycerin, glycerol, butylene glycol, propylene glycol, isoprene glycol, dipropylene glycol, hexylene glycol and polyethylene glycols, monoethylene glycol, diethylene glycol, triethylene glycol, diethylene glycol, hexylene glycol, glycol ethers such as monopropylene, dipropylene and tripropylene glycol alkyl(C1 -C4)ethers, sgualane, triacetin, sugars, such as glucose, xylitol, maltitol, sorbitol, sucrose pentaerythritol, inositol, pyrrolidone carboxylic acid, lactic acid, lithium chloride, acetamide MEA, sodium lac
  • the compositions include a humectant comprising glycerin.
  • the amount of humectant present in the compositions can range from about 1 % to about 15%, or from about 2% to about 12%, or from about 3% to about 7%, or from about 4% to about 5%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the weight of the composition.
  • any one of or a combination of humectant may be present, by weight, based on the total weight of the composition, is from about 1 , 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, to about 15 weight percent, including increments and ranges therein and there between.
  • compositions can also comprise at least one additive used in the cosmetics field which does not affect the properties of the compositions according to the invention, such as additives selected from fragrances, pearlescent agents, silica, proteins, protein hydrolysates, vitamins, panthenol, silicones, odor absorbers and coloring materials; essential oils; fruit extracts, for example Pyrus Malus (Apple) Fruit Extract, and Aloe Barbadensis Leaf Juice Powder; citric acid, sodium chloride; neutralizing or pH-adjusting agents (e.g., triethylamine (TEA) and sodium hydroxide); and combinations thereof.
  • additives selected from fragrances, pearlescent agents, silica, proteins, protein hydrolysates, vitamins, panthenol, silicones, odor absorbers and coloring materials
  • essential oils for example Pyrus Malus (Apple) Fruit Extract, and Aloe Barbadensis Leaf Juice Powder
  • citric acid sodium chloride
  • neutralizing or pH-adjusting agents e.g., triethylamine (TEA
  • the amount of one or more actives and additives, alone or in combination, present in the composition can be present in the composition according to the disclosure in a range from about 0.001 % to about 20%, by weight, or from about 0.005% to about 0.01 %, or from about 0.01 % to about 0.1 %, or from about 0.15% to about 5%, or from about 0.40% to about 4%, or from about 0.5% to about 2.5% by weight, or from about 1 % to about 2%, or any suitable combination, sub-combination, range, or sub-range thereof by weight, based on the total weight of the composition.
  • any one or a combination of actives and additives may be present, by weight, based on the total weight of the composition, each one or the combination present from about 0.001 , 0.002, 0.003, 0.004, 0.005, 0.006, 0.007, 0.008, 0.009, 0.01 , 0.02, 0.03, 0.04, 0.05, 0.06, 0.07, 0.08, 0.09, 0.10, 0.20, 0.30, 0.40, 0.50, 0.60, 0.70, 0.80, 0.90, 1.0, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11 , 12, 13, 14, 15, 16, 17, 18, 19 to about 20 weight percent, including increments and ranges therein and there between.
  • articles comprising a solid substrate imbued with an inventive antimicrobial system, in some embodiments in the form of a makeup removal composition.
  • the article may be formed from synthetic materials or formed from natural biodegradable and sustainably sourced natural originated fiber, natural fiber, or regenerated or recycled natural fiber.
  • the substrate is a nonwoven material.
  • a general description of nonwoven materials is given in Riedel “Nonwoven Bonding Methods and Materials”, Nonwoven World (1987). These substrates are obtained according to the normal methods of the technology for the preparation of nonwoven materials.
  • the substrate is a nonwoven material, use may be made of a nonwoven material which does not go into ball, and which is sturdy enough not to disintegrate and not to become fluffy when applied to the skin. It must be absorbent and soft at least on one side for the removal of makeup from the eyes in particular.
  • a water insoluble substrate is employed.
  • the water-insoluble substrate can comprise one or more layers and it can be chosen from the group consisting of woven materials, nonwoven materials, foams, sponges, waddings, as sheets, balls, or films. It can in particular be a nonwoven substrate based on fibers of natural origin (flax, wool, cotton, silk, viscose, fibers made of bamboo) or synthetic origin (cellulose derivatives, polyvinyl derivatives, polyesters, such as polyethylene terephthalate), polyolefins, such as polyethylene (PET) or polypropylene, polyamides, such as Nylon, or acrylic derivatives) and their mixtures, such as viscose/PET, polylactic acid (PLA) or viscose/polylactic acid (viscose/PLA).
  • fibers of natural origin fibers of natural origin (flax, wool, cotton, silk, viscose, fibers made of bamboo) or synthetic origin (cellulose derivatives, polyvinyl derivatives, polyesters, such as polyethylene terephthalate
  • the substrate is a nonwoven material, composed of viscose or a nonwoven material composed of a viscose/microviscose mixture, through a hydro entanglement process.
  • the article comprises nonwoven fibers, the fibers formed from natural biodegradable and sustainably sourced fibers selected from (1 ) natural originated fiber comprising one or a combination of pulp, viscose, lyocell, cellulose acetate, and cotton, (2) natural fiber comprising one or a combination of hemp, flax, seaweed, ramie, banana, and pineapple, and (3) regenerated or recycled fiber comprising cotton, and combinations of these.
  • the substrate is a nonwoven material formed of a biodegradable material, such as lyocell.
  • the article can comprise one or more layers having identical or different properties and having properties of elasticity and of softness and other properties appropriate to the desired use.
  • the substrates can comprise, for example, two parts having different elasticity properties, as described in the document WO-A-99/13861 , or can comprise a single layer having different densities, as described in the document WO-A-99/25318, or can comprise two layers of different textures, as described in the document WO-A-98/18441 .
  • the article when the article is used for the body, the article can comprise at least one rough side for making it possible, at the same time, to massage the skin or to scrub the skin.
  • the article can have any size and any shape which are appropriate for the desired objective. Furthermore, it generally has a surface area of between 0.005 m 2 and 0.1 m 2 , or from between 0.01 m 2 and 0.05 m 2 .
  • the weight of the substrate can be in a range between 30 gsm to 200 gsm (gram per square meter), or from between 40 gsm to 60 gsm.
  • the degree of impregnation of the composition onto the substrate generally ranges from 100 to 1000%, in some embodiments from about 150% to about 700%, or from about 250% to about 400% of the weight of the substrate.
  • the techniques for impregnating the substrates with compositions are well known and can all be applied in the present invention.
  • the impregnating composition is heated and added to the substrate by one or more techniques comprising immersion, coating, spraying, and the like.
  • EXAMPLE 2 Inventive Examples:
  • the composition is an antimicrobial system.
  • the composition is a makeup remover in the form of one of an O/W emulsion, a W/O emulsion, or in micellar water, in makeup removing wipes or in two- phase (or multi-phase) makeup removing compositions.
  • the composition is a makeup remover comprising the antimicrobial composition.
  • compositions in the form of cleansing and make up removing compositions are provided in Table 2.
  • Inventive Examples 1 and 2 are essentially the same composition as a commercially available product sold under the brand DERMABLEND MAKEUP DISSOLVER, except that each includes an antimicrobial system that is free (or essentially free) from phenoxyethanol and pentylene glycol, and each includes the antimicrobial 4-hydroxyacetophenone together with piroctone olamine.
  • each of the two inventive compositions are associated with little or no irritation, particularly in comparison with the comparative composition that was tested and with the overall eye irritation potential of the category of comparatives that include typical antimicrobial systems.
  • Comparative Example 1 is a commercially available product sold under the brand DERMABLEND MAKEUP DISSOLVER and includes the antimicrobials phenoxyethanol and caprylyl glycol (representative of a typical antimicrobial system used in many cosmetics in the art as of the instant application).
  • Comparative Example 2 is the same as Comparative Example 1 except the phenoxyethanol has been replaced by the antimicrobial 4-hydroxyacetophenone.
  • Comparative Example 3 is the same as Comparative Example 1 except the composition also includes the antimicrobial ethylhexylglycerin.
  • Comparative Example 4 is the same as Comparative Example 2 except that hydroxyacetophenone was replaced with pentylene glycol. As reported in more detail in the context of consumer testing, the above table shows that each of the four comparative Examples were associated with moderate to high irritation.
  • Table 5 Microbiological Study Results*: Inventive Ex. 1 , after storage at 45°C for 2 months (accelerated aging)
  • Table 6 Microbiological Study Results*: Inventive Ex. 2 at TO & room temperature
  • EXAMPLE 5 Consumer Study of Eye Irritation and Makeup Removal (MUR) Efficacy
  • a consumer study was conducted to evaluate the eye irritation and/or discomfort and MUR efficacy of inventive and comparative compositions.
  • a cohort of 10 consumers was provided with samples of each of Inventive Example 1 Comparative Ex 1 and Comparative Ex 4.
  • the consumers used the product daily over a two-week period, and after two-weeks of usage, participated in the survey.
  • the eye irritation/discomfort and MUR efficacy were reported using a rating scale of 1-5, as follows:
  • Results showing the generally comparable (with respect to MUR efficacy) and superior performance (with respect to eye irritation) of the inventive compositions as compared with a comparative composition are shown in Table 12. (NOTE where indicated, a subject ‘stopped using the Comparative Composition 1 after 1 application due to eye stinging).
  • Table 12 Raw Scores from Consumer Testing
  • EXAMPLE 6 Inventive and Comparative Examples for Makeup Removing Wipe Products.
  • Table 13 shows the MUR juice formulas of inventive and Comparative Examples, eye irritation and MUR tests of the corresponding MUR wipes. All wipes were prepared by impregnating juice formula at 320% soak rate on lyocell nonwoven substrate. The results clearly demonstrated the significantly reduced eye irritation and superior micro challenge results of Inventive Ex 3 compared to the Comparative Examples.
  • At least one means one or more and thus includes individual components as well as mixtures/combinations.
  • the term “comprising” is intended to be inclusive or open-ended and does not exclude any additional, unrecited element, method, step, or material.
  • the term “consisting of” excludes any element, step or material other than those specified in the claim and, in the latter instance, impurities ordinarily associated with the specified material(s).
  • the terms “free” and “devoid” indicates that no reliably measurable excluded material is present in the composition, typically 0% by weight, based on the total weight of the composition.
  • the term “essentially free” means that, while it prefers that no excluded material is present in the composition, it is possible to have very small amounts of the excluded material in the composition of the invention, provided that these amounts do not materially affect the advantageous properties of the composition.
  • “essentially free” means that excluded material can be present in the composition at an amount of less than about 0.1 % by weight, based on the total weight of the composition.
  • weight or amount as used herein with respect to the percent amount of an ingredient refers to the amount of the raw material comprising the ingredient, wherein the raw material may be described herein to comprise less than and up to 100% activity of the ingredient. Therefore, weight percent of an active in a composition is represented as the amount of raw material containing the active that is used, and may or may not reflect the final percentage of the active, wherein the final percentage of the active is dependent on the weight percent of active in the raw material.

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EP21791204.7A 2020-09-30 2021-09-30 Kosmetische zusammensetzungen mit einem antimikrobiellen system mit verringerter augenreizung oder verringertem schmerz Pending EP4221665A1 (de)

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US17/039,393 US11819559B2 (en) 2020-09-30 2020-09-30 Cosmetic compositions comprising an antimicrobial system with reduced eye irritation or discomfort
FR2012222A FR3116435B1 (fr) 2020-11-26 2020-11-26 Compositions cosmétiques comprenant un agent antimicrobien
PCT/US2021/052787 WO2022072585A1 (en) 2020-09-30 2021-09-30 Cosmetic compositions comprising an antimicrobial system with reduced eye irritation or discomfort

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US6063397A (en) 1996-10-25 2000-05-16 The Procter & Gamble Company Disposable cleansing products for hair and skin
CN1191058C (zh) 1997-09-12 2005-03-02 普罗克特和甘保尔公司 皮肤或毛发用清洁及调理用品
AU735728B2 (en) 1997-11-19 2001-07-12 Procter & Gamble Company, The Personal cleansing wipe articles having superior softness
DE102009022444A1 (de) * 2009-05-23 2010-01-07 Clariant International Limited Zusammensetzung enthaltend Sorbitanmonocaprylat und antimikrobielle Wirkstoffe
DE102016205580A1 (de) * 2016-04-05 2017-10-05 Beiersdorf Ag Neues Sonnenschutzmittel mit reduzierter Neigung zur Textilverfleckung
CN107349163A (zh) * 2017-07-19 2017-11-17 广东德丝肤生物科技有限公司 一种营养毛囊固发黑发精华及其制备方法
EP3494850B1 (de) * 2017-12-11 2022-04-13 Dr. Schumacher GmbH Feuchttuch mit hydroxyacetophenon
EP4009938A1 (de) * 2019-08-05 2022-06-15 L'oreal Nichtgewebtes wasserlösliches wischtuch
CN110664633A (zh) * 2019-11-16 2020-01-10 烟台东方化学有限公司 一种防腐增效组合物及其应用
CN111388365A (zh) * 2020-03-17 2020-07-10 广州市加中榕科技有限公司 一种无硅柔顺去屑洗发水及其制备方法

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