WO2009138978A2 - Compositions for topical application comprising microencapsulated colorants - Google Patents
Compositions for topical application comprising microencapsulated colorants Download PDFInfo
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- WO2009138978A2 WO2009138978A2 PCT/IL2009/000478 IL2009000478W WO2009138978A2 WO 2009138978 A2 WO2009138978 A2 WO 2009138978A2 IL 2009000478 W IL2009000478 W IL 2009000478W WO 2009138978 A2 WO2009138978 A2 WO 2009138978A2
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- agents
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- oil
- colorants
- microencapsulated
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- 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
- A61K8/0212—Face masks
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- 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
- A61K8/11—Encapsulated compositions
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P15/00—Drugs for genital or sexual disorders; Contraceptives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/06—Antipsoriatics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P17/00—Drugs for dermatological disorders
- A61P17/10—Anti-acne agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P29/00—Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/02—Local antiseptics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/04—Antibacterial agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/10—Antimycotics
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P31/00—Antiinfectives, i.e. antibiotics, antiseptics, chemotherapeutics
- A61P31/12—Antivirals
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P39/00—General protective or antinoxious agents
- A61P39/06—Free radical scavengers or antioxidants
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q17/00—Barrier preparations; Preparations brought into direct contact with the skin for affording protection against external influences, e.g. sunlight, X-rays or other harmful rays, corrosive materials, bacteria or insect stings
- A61Q17/04—Topical preparations for affording protection against sunlight or other radiation; Topical sun tanning preparations
-
- 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
- A61Q19/002—Aftershave preparations
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- 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
- A61Q19/004—Aftersun preparations
-
- 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
- A61Q19/02—Preparations for care of the skin for chemically bleaching or whitening the skin
-
- 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
- A61Q19/04—Preparations for care of the skin for chemically tanning the skin
-
- 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
- A61Q19/06—Preparations for care of the skin for countering cellulitis
-
- 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
- A61Q19/08—Anti-ageing preparations
-
- 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
- A61K2800/41—Particular ingredients further characterized by their size
- A61K2800/412—Microsized, i.e. having sizes between 0.1 and 100 microns
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- 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
- A61K2800/42—Colour properties
Definitions
- the combined effect of the intense and the subtle shades produce a palette of color shades in the base phase, which is renewable upon application of mechanical action.
- the encapsulated pigments are made by a coacervation method.
- WO 98/5002 discloses similar color-sustainable base cosmetic formulations, further including volatile solvents to minimize the gritty feel of the microencapsulated material.
- the color obtained from the released encapsulated pigments is exactly the same as the color of the composition itself. Releasing provides renewed intensity of the original base color.
- US 5,380,485 discloses colored cosmetic compositions, comprising particulate fillers coated with polymer that is combined with colorants, and their application in decorative cosmetics.
- US Patent Application Publication Nos. 2005/0031558 and 2005/0276774 disclose a personal care or cosmetic composition containing microparticles comprising a shatter resistant blend of distinct colorants microencapsulated within a polymer matrix, preferably a cross-linked polymer matrix that does not allow any of the entrapped colorant to be released even under prolonged use.
- the matrix polymer is preferably transparent or translucent such that the blend of encapsulated colorants provides the coloring of the cosmetic product itself and of the skin upon application of the cosmetic composition.
- the microparticles disclosed in 2005/0276774 further contain secondary particles (i.e. hydrophobic polymers different from those of the matrix polymer) that are distributed throughout the matrix.
- US Patent No. 6,309,655 discloses non-oil based anhydrous cosmetic compositions comprising self-heating components (generate heat when brought into contact with water), and self-indicating disintegrating granules, comprising water-insoluble polymer and colorants. The colorants are released from the granules under physical manipulation and provide a color change, which gives the user an indication of the length of time of application and of effective mixing.
- US Patent No. 6,733,766 discloses a substantially dry composition comprising a non-capsulated colorant activable by water to reveal a visual color, and an oil-soluble carrier. The colorant is insoluble in the carrier and the visual color is not imparted to the composition in its dry state.
- the present invention relates to functional/multifunctional color-changing cosmetic compositions comprising biologically and/or therapeutically active substances for topical use, which upon application, e.g. rubbing onto the skin, immediately and irreversibly change their color.
- This change of color occurs in the skin area covered by the composition and indicates the delivery of active materials to the applied skin area.
- the change of color generated a visual esthetic effect.
- wall-forming polymer refers to a polymer or a combination of two or more different polymers as defined herein, which form a component of the external wall or layer or shell of the microcapsules.
- therapeutic agent is used herein for a natural or synthetic substance that provides one or more therapeutic properties to the cosmetic compositions of the invention.
- natural extract refers herein to ingredients of botanical origin, which did not undergo any significant chemical changes. This term includes plant oils such as essential oils.
- the present invention provides a color-changing cosmetic composition for skin care comprising one or more active substances and one or more microencapsulated colorants and optional non-encapsulated one or more colorant wherein, upon application on the skin, the composition provides a changing color effect, which indicates the delivery of the active substances from said composition onto the skin and/or gives to the skin a visual esthetical effect.
- the colorant useful according to the present invention may be oil-soluble or oil- dispersible or with limited solubility in water.
- suitable colorants include organic and inorganic pigments, lakes, natural and synthetic dyes and any combination thereof.
- the color agent is a natural or synthetic organic dye, for example, aromatic azo, indigoid, triphenylmethane, anthraquinone and xanthine dyes of the well-known D&C and FD&C series.
- the colorants in the composition is microencapsulated and additional colorants may be microencapsulated or non- encapsulated.
- the active substance with beneficial properties for the skin are vitamins, e.g., the vitamins A, B, C, D, E, F, K, P, or mixtures thereof.
- the composition of the invention comprises microcapsules containing one or more of following vitamins: vitamin A, either in its free form as Retinol or in its ester form as Retinol Palmitate, useful as skin regenerating, whitening/lightening, keratolytic, antiacne, anti-psoriatic and anti-inflammatory agent; vitamin C (ascorbic acid) and its derivatives, useful as anti-oxidant/free radical scavenging, whitening/lightening and anti- psoriatic agents; vitamin E, preferably as ⁇ -tocopherol, useful as anti-oxidant/free radical scavenging, and anti-inflammatory agent; vitamin F, a mixture of unsaturated linoleic and alpha-linolenic fatty acids, also known as Essential Fatty Acids (
- the active substance is a pharmaceutical agent suitable for dermal applications, selected from an antibiotic such as, but not limited to, erythromycin, azithromycin or clarithromycin, or any of the moisturizing, whitening/lightening, depigmentation, antioxidant/free radical scavenger, cooling/calming, keratolytic, astringent, healing/regenerating/revitalizing, rejuvenating, anti-cellulite, anti-spider vessel, anti-acne, and anti-psoriatic agents as will be defined hereinafter.
- an antibiotic such as, but not limited to, erythromycin, azithromycin or clarithromycin, or any of the moisturizing, whitening/lightening, depigmentation, antioxidant/free radical scavenger, cooling/calming, keratolytic, astringent, healing/regenerating/revitalizing, rejuvenating, anti-cellulite, anti-spider vessel, anti-acne, and anti-psoriatic agents as will be defined hereinafter.
- depigmentation (whitening)/lightening agents such as, but not limited to, Licorice (Gycyrrhiza Glabra) root extract, arbutin, kojic acid, hydroquinone, beta-hydroxy acids such as salicylic acid, alpha-hydroxy acids, vitamin C and derivatives, and mixtures thereof;
- antioxidant/free radical scavenging agents such as, but not limited to, vitamin
- cooling and calming agents such as, but not limited to, menthol, Aloe Barbadensis leaf extract, camphor, methyl salicylate, menthyl lactate, allantoin, bisabalol, Chamomile extract and essential oil, Evening Primrose oil, Borage oil, Eucalyptus Citriodora essential oil, Patchouli essential oil, panthenol, and mixtures thereof;
- antibiotics for topical application such as, but not limited to, erythromycin, clarithromycin, azithromycin and clindamycin;
- anti-cellulite agents such as, but not limited to, Rutin hydrate, xanthine, caffeine, theoph lline, theobromine, aminophylline, and mixtures thereof;
- anti-inflammatory agents such as, but not limited to, vitamin F, vitamin E, carotenoids, vitamin A, unsaturated fatty acids, Rutin, bioflavanoids, Hippophae (Sea Buckthorn) oil, Olive oil, Salicin, Ginger root extract and essential oil, Jojoba oil, Chamomile essential oil, Eucalyptus Citriodora essential oil, ursolic acid, triamcinolones, cortisones, prednisones, cortodoxone, flucetonide, medrysone, amcinafel, amcinafide, betamethasone and esters thereof, clocortelone, descinolone, desonide, flucloronide, flumethasone, flunisolide, fluocinonide, flucortolone, paramethasone, dexamethasone, fluroandrenolone acetonide, acetonide, dichlorisone, and mixtures thereof;
- astringent agents such as, but not limited to, Witch hazel (Hamamalis Virginiana), Yarrow (Achillea millefolium), Rosewood oil, benzoin, aluminum sulfate and other aluminum salts, salicylic acid, zinc oxide, and mixtures thereof;
- (xix) antiseptic agents such as, but not limited to, honey, curcumin, captan, chlorhexidine and its derivatives, hexachlorophene, triclosan, triacetin, sodium usnate, sulfur, and mixtures thereof;
- active substances beneficial for fever blisters including, but not limited to, acyclovir, antihistamines, local anesthetic, essential oils possessing antiviral activity, and mixtures thereof;
- single-layer or multi-layer microcapsules for use in the compositions of the present invention encapsulating in their core one or more colorant or one or more active ingredient, and comprising one or more shells of the same or different wall-forming polymer, are produced by a method comprising the steps of: (a) preparing an organic solution comprising: (i) an active agent/colorant dissolved or dispersed therein; (ii) a wall-forming polymer selected from the group consisting of a polyacrylate, a polymethacrylate, low molecular weight (about 15,000 D) poly(methyl methacrylate)-co-(methacrylic acid) (1 :0.16), poly(ethyl acrylate)-co-(methyl methacrylate)-co-(trimethylammmonium-ethyl methacrylate chloride) (1 :2:0.1), poly(butyl methacrylate)-co-(2-dimethylaminoethyl methacrylate)-co-(methyl methacryl
- the encapsulation method of the present invention masks the original color of the encapsulated colorants, increases the stability of sensitive substances against degradation, and prevents undesirable release of the encapsulated substances into the composition during the manufacturing process and prolonged storage.
- the effectiveness of protection/masking by a single-layer microencapsulation depends on the chemical structure, molecular weight and physical properties of the encapsulated substance. For some colorants and active substances, single-layered microencapsulation would not provide an adequate masking effect and/or protection from degradation. For such substances a double- or multi-layered microencapsulation is employed.
- the microcapsules are composite double- or multi- layered spherical particles with a size of less than 70 ⁇ m, consisting of an inner core containing the colorant or active and one or more outer shells of the same or different wall- forming polymer.
- the polymer shell contains a plasticizer such as tricaprylin, trilaurin, tripalmitin, triacetin, ti ⁇ ethyl citrate, acetyltriethyl citrate, isopropyl myristate, paraffin oil, or a mixture thereof, in order to control the physical properties and level of elasticity of the microcapsules.
- a plasticizer such as tricaprylin, trilaurin, tripalmitin, triacetin, ti ⁇ ethyl citrate, acetyltriethyl citrate, isopropyl myristate, paraffin oil, or a mixture thereof, in order to control the physical properties and level of elasticity of the microcapsules.
- compositions and cosmetic products prepared therefrom may contain additional natural or synthetic dyes in a non-encapsulated form to provide a desired initial color to the product before its application. This initial color may be totally different from the color, which eventually develops on the skin upon release of the encapsulated colorants.
- a multifunctional color-changing sunscreen/sunblock composition having the indicative color effect of product application and antioxidant activity.
- Old-fashion sun screening/sun-blocking compositions provide UV light protection as a primary shield.
- Today's sunscreens are balanced sunscreen protection systems that provide two defense mechanisms: filtering UV rays and antioxidant activity to neutralize reactive oxygen species (ROS) as a secondary shield.
- ROS reactive oxygen species
- the total microencapsulated colorants are present in amounts ranging from 1% to 10%, preferably 3% to 7%; the sunscreen agents are present in amounts ranging from 5% to 50%, preferably 10% to 40%; the moistening agents are present in amounts ranging from 0.5% to 5%, preferably 1% to 3%; and the antioxidants are present in amounts ranging from 0.1% to 1%, preferably 0.2% to 0.5% by weight of the total composition.
- the multifunctional color-changing sunscreen/sunblock composition of the invention is a multifunctional high SPF (45) sunscreen/sunblock composition comprising the three primary iron oxide colorants yellow, red and black iron oxides, separately microencapsulated, non-encapsulated sunscreen agents titanium dioxide, zinc oxide, and homosalate, microencapsulated antioxidant vitamin E and moistening and calming agents Borage oil and allantoin.
- the present invention provides a multifunctional color-changing sunless tanning composition, which provides an immediate "summer" skin tone.
- the common purpose of sunless tanning compositions is to provide a desired color shade of a tan tone to the skin, moisturize the skin and protect it from sunburn. The tan effect of known compositions is actually observed only a certain amount of time after application of the product to the skin.
- the color-changing sunless tanning compositions of the present invention provide an immediate desired tan skin tone to the face and body that accentuate the simultaneous delivery of other active ingredients beneficial to the skin, such as moistening and UV absorbers.
- the sunless tanning composition contains a sunscreen agent, the colored areas of the skin indicate that those applied skin areas are protected from UV light.
- a multifunctional color-changing sunless tanning composition comprises one or more, preferably three colorants, more preferably three colorants separately microencapsulated, and one or more active agents in a microencapsulated or non-capsulated form selected from a sunless tanning agent, moistening agent, an antioxidant agent, or a sunscreen agents.
- the multifunctional color-changing sunless tan composition of the invention is a sunless tan body lotion comprising the three primary iron oxide colorants, yellow, red and black, separately microencapsulated, non-encapsulated sunless tanning agent 1,3-dihydroxyacetone (DHA), and microencapsulated antioxidant vitamin E, moistening agents Borage oil and vitamin F, and the sunscreen agent octyl methoxycinnamate.
- DHA 1,3-dihydroxyacetone
- the total microencapsulated colorants are present in amounts ranging from 1% to 10%, preferably 4% to 7%; the microencapsulated whitening/lightening agent is present in amounts ranging from 0.05% to 0.5%, preferably 0.1% to 0.3%; microencapsulated free radical scavenger is present in amounts ranging from 0.03% to 0.5%, preferably 0.06% to 0.3; and the sunscreen agent is present in amounts ranging from 2% to 20%, preferably 5% to 12%.
- the color-changing aftershave composition is a multifunctional calming aftershave balm, comprising three primary iron oxide colorants, yellow, red and black, separately microencapsulated, and microencapsulated moistening agent Borage oil, revitalizing/regenerating agent Hippophae oil, cooling/calming agent menthol, and the anti-inflammatory agent Tea Tree oil.
- the present invention provides a decorative multifunctional color-changing composition, more preferably a multifunctional make-up, that provides a desired even skin color coupled with moistening, sunscreen, and antioxidant activities.
- the decorative composition comprises at least three separately microencapsulated colorants, moistening, antioxidant, and sunscreen agents in microencapsulated or non-capsulated forms.
- the present invention relates to a multifunctional color-changing dermal pharmaceutical composition
- a multifunctional color-changing dermal pharmaceutical composition comprising a blend of one or more, preferably three colorant, more preferably three separately microencapsulated colorants, wherein each colorant is a primary colorant.
- Such compositions provide the color indication for delivery and release of the therapeutic actives, and optionally further provide tonal/concealing effects, e.g. by masking skin disorders such as redness.
- the multifunctional color-changing topical pharmaceutical composition comprises one or more separately microencapsulated colorants, microencapsulated or non-capsulated therapeutic agents e.g. antibiotics, and further microencapsulated or non-capsulated active ingredients selected from moistening agent, calming agent, antioxidant, and sunscreen agents.
- microencapsulated or non-capsulated therapeutic agents e.g. antibiotics
- microencapsulated or non-capsulated active ingredients selected from moistening agent, calming agent, antioxidant, and sunscreen agents.
- the microencapsulated colorants are present in amounts ranging from 3% to 10%, preferably 5% to 8%; antibiotic is present in amounts ranging from 0.05% to 0.2 %, preferably 0.1% to 0.15%; moistening agent is present in amounts ranging from 1% to 5%, preferably 2% to 3%; antioxidant/radical scavenger is present in amounts ranging from 0.1% to 0.5%, preferably 0.2% to 0.5%; the sunscreen agent is present in amounts ranging from 2% to 10%, preferably 5% to 7%; and the calming agent is present in amounts ranging from 0.2% to 1%, preferably 0.4% to 0.7%, by weight of the total composition.
- the present invention provides a color-changing multifunctional anti-acne face cream comprising one or more microencapsulated colorant, preferably a green colorant that provides a concealing effect and, optionally, the three primary iron oxide colorants, yellow, red and black, separately microencapsulated, and further comprising the anti-acne therapeutic agent salicylic acid (non-encapsulated), microencapsulated azithromycin, keratolytic agent vitamin A, antioxidant vitamin E, and cooling/calming agent menthol, non-encapsulated sunscreen agent benzophenone-3, and moistening agent Aloe Vera gel.
- a color-changing multifunctional anti-acne face cream comprising one or more microencapsulated colorant, preferably a green colorant that provides a concealing effect and, optionally, the three primary iron oxide colorants, yellow, red and black, separately microencapsulated, and further comprising the anti-acne therapeutic agent salicylic acid (non-encapsulated), microencapsulated azithromycin, kera
- concentrations of the active substances either microencapsulated or not are calculated as percentage by weight of whole composition
- concentration of the microencapsulated colorant are calculated as percentage by weight of whole composition of the loaded microcapsules.
- microencapsulated materials were obtained from Tagra Biotechnologies Ltd., Netanya, Israel: yellow iron oxide (YellowCapl); red iron oxide (RedCapl); black iron oxide (BlackCapl); Ferric Ammonium Ferrocyanide (BlueCap); Retinol Palmitate - Vitamin A (Tagravit A2); Retinol (Tagravit R); free alpha-Tocopherol - Vitamin E (Tagravit El); odorless mixture of free form of Linoleic and Linolenic acids (Tagravit Fl); micro-capped masked Chamomile Oil (Tagrol CMl); Micro-capped masked Ginger Oil.
- the inner cores containing Iron Oxide pigments coated with a polymer- plasticizer shell were prepared by dissolving 2 gr Eudragit RS PO (Degussa) in 15 ml ethyl acetate while stirring for a period of 10 min. Then, 2 gr of a plasticizer chosen from tricaprylin, triethyl citrate, acetyl triethyl citrate, isopropyl myristate or a mixture thereof, was added while stirring for 5 min, followed by addition of 4 gr of an iron oxide pigments (chosen from Yellow Iron Oxide/hydroxide, Black Iron Oxide, Red Iron Oxide or a mixture thereof), while stirring for a period of 15 min.
- 2 gr of a plasticizer chosen from tricaprylin, triethyl citrate, acetyl triethyl citrate, isopropyl myristate or a mixture thereof was added while stirring for 5 min, followed by addition of 4 gr of an iron oxide pigments (chosen from Yellow
- the obtained suspension was emulsified in 90 ml of water containing 0.5 gr PVA saturated beforehand with 15 ml ethyl acetate. This suspension was poured into 900 ml of water, while stirring, and incubated for 10-15 min to extract ethyl acetate and allow the formation of microcapsules.
- the obtained core microcapsules were isolated by sedimentation, washed with water and dried at a temperature not higher than 30 0 C to get a free flowing powder.
- the obtained dispersion was treated with ultrasonic for a period of 3 min. Then, 6 gr of the powdered modified inner cores microcapsules were gradually added to the dispersion while stirring for 5 min. After a homogenous suspension was obtained, it was emulsified in 84 ml of water containing 0.5 g PVA, saturated beforehand with 11 ml ethyl acetate. The obtained suspension was poured into 840 ml of water, while stirring, and incubated for a period of 3-5 min to extract ethyl acetate and allow formation of double- layered microcapsules. The isolation of the composite double-layered microcapsules as a free flowing powder was performed as described in the first stage.
- the sunscreen cream obtained had a white color and when gently rubbed on the skin, immediately changed in color to a light tan tone.
- Example 3 Preparation of color-changing after sun lotion
- phase E The ingredients of phase E were premixed slightly at room temperature and slowly added to the mixture at 40 0 C, whilst mixing gently until complete distribution was achieved.
- the microencapsulated colorants of phase F were added gradually and slowly, one by one while mixing gently, until a uniform composition was obtained. The composition was slowly cooled down to room temperature, while gently mixing.
- the prepared phase D was added to the mixture at the temperature of 35-40 0 C, while mixing.
- the ingredients of phase E were added slowly, one at a time, to the emulsion at 40 0 C, whilst gently mixing until complete distribution was achieved.
- the ingredients of phase F were then added gradually, one at a time, while gently mixing at 40 0 C until uniform composition was obtained.
- the composition was slowly cooled down to room temperature, while gently mixing.
- the color-changing sunless tanning body lotion obtained had a white color and when gently rubbed on the skin, immediately changed its color and provided a bronze tan tone to the applied skin area.
- a multifunction color-changing calming aftershave balm containing active ingredients capable of moistening, calming/cooling, protecting and revitalizing the skin was prepared using the ingredients listed in Table 4, as follows: the ingredients of phase A were combined in the order listed and heated to 8O 0 C. The ingredients of phase B were combined and heated to 8O 0 C. Then, phase A was slowly added to phase B, while homogenizing. The mixing was continued for a further 15 minutes at the temperature 75- 80 0 C, and the mixture was then slowly cooled down to 40 0 C under mixing. Phase C was prepared by slurring aluminium starch octenylsuccinate into glycerine and adding to the mixture of phases A and B at 40 0 C.
- Phase D was added to the mixture of phases A, B and C at room temperature under gentle mixing.
- Phase E was premixed and added to the rest formulation at room temperature.
- the formulation was mixed for a further 5-10 minutes until a substantially uniform composition was achieved.
- the microencapsulated ingredients of phase F were added gradually, one at a time, and the composition was mixed gently until a complete distribution of the ingredients was obtained.
- the anti-acne cream obtained immediately changed its color to a natural to slight tanned skin tone upon gentle rubbing on the skin, and effectively and evenly concealed damaged skin area.
- Table 6 Ingredients for anti-acne face cream
- the white anti-cellulite face cream obtained changed its color upon gently rubbing it on a cellulite area, masked the cellulite signs and provided the applied area with an even and natural skin tone.
- a multifunctional anti-aging face cream composition containing active ingredients capable of moistening, renewing, regenerating, revitalizing and protecting the face skin from aging processes was prepared from the ingredients listed in Table 8, as follows: the components of phase A were combined and heated to 75 0 C. The components of phase B were combined and heated to 80 0 C. Phase B was added slowly to phase A, while homogenizing. Homogenization was continued for a further 5 minutes at 75-8O 0 C. The mixture was then cooled to 60 0 C and phase C was added, while homogenizing for a further 5 minutes at the same temperature (60 0 C). The components of phase D were added slowly while gently stirring. Stirring was continued until the complete dispersion of phase D in the carrier was achieved, and the resulting mixture was allowed to cool.
- phase E The fragrance (phase E) was added at 45 0 C, while stirring. When the temperature had decreased to 4O 0 C the ingredients of phase F were added one at a time. A slow and gentle mixing was continued until the formulation achieved substantial uniformity. The microencapsulated colorants of phase G were added gradually, one at a time, and slow mixing was continued until a complete distribution was achieved. The composition was cooled down to room temperature while gently mixing.
- the anti-aging face cream obtained had a white color. Upon gently rubbing the cream of a skin area the cream changed its color, and provided the applied akin area with an even tone and natural skin tone.
- a color-changing face mask containing active ingredients capable of providing intensive moistening, regenerating and revitalizing effects to the skin was prepared from the ingredients listed in Table 9, as follows: phases A and B were heated to 85°C separately. Then, Phase B was added to phase A and homogenized during 10-15 minutes at 80-85°C. The emulsion was cooled down to about 40°C and the ingredients of phases C and D were added one at a time, while homogenizing and maintaining the temperature at around 40°C. The ingredients of phase E were then added to the formulation gradually one at a time, at a temperature of around 40 0 C with gentle mixing until a complete distribution was obtained. The composition was cooled down to room temperature, with a gentle mixing until a uniform composition was obtained.
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Abstract
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Priority Applications (5)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US12/992,446 US20110229536A1 (en) | 2008-05-12 | 2009-05-12 | Compositions for topical application comprising microencapsulated colorants |
ES09746272.5T ES2623584T3 (en) | 2008-03-20 | 2009-05-12 | Compositions for topical application comprising microencapsulated dyes |
EP09746272.5A EP2293761B1 (en) | 2008-05-12 | 2009-05-12 | Compositions for topical application comprising microencapsulated colorants |
CN2009801271811A CN102088946A (en) | 2008-05-12 | 2009-05-12 | Compositions for topical application comprising microencapsulated colorants |
JP2011509081A JP2011519969A (en) | 2008-05-12 | 2009-05-12 | Composition for topical application comprising a microencapsulated colorant |
Applications Claiming Priority (2)
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US5241108P | 2008-05-12 | 2008-05-12 | |
US61/052,411 | 2008-05-12 |
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WO2009138978A2 true WO2009138978A2 (en) | 2009-11-19 |
WO2009138978A3 WO2009138978A3 (en) | 2010-07-15 |
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PCT/IL2009/000478 WO2009138978A2 (en) | 2008-03-20 | 2009-05-12 | Compositions for topical application comprising microencapsulated colorants |
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US (1) | US20110229536A1 (en) |
EP (1) | EP2293761B1 (en) |
JP (1) | JP2011519969A (en) |
KR (1) | KR20110021853A (en) |
CN (1) | CN102088946A (en) |
WO (1) | WO2009138978A2 (en) |
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Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5753244A (en) * | 1994-05-09 | 1998-05-19 | Reynolds; Taylor W. | Method and product for applying skin treatments and ointments |
WO2001035933A2 (en) * | 1999-11-17 | 2001-05-25 | Tagra Biotechnologies Ltd. | A method of microencapsulation |
US6309655B1 (en) * | 1999-04-30 | 2001-10-30 | The Andrew Jergens Company | Self-indicating cosmetic composition |
EP1175895A2 (en) * | 2000-07-28 | 2002-01-30 | Warner-Lambert Company | Indicating shaving preparations |
US20060051425A1 (en) * | 1999-11-17 | 2006-03-09 | Tagra Biotechnologies Ltd. | Method of microencapsulation |
WO2007083174A1 (en) * | 2006-01-20 | 2007-07-26 | Carlo Ghisalberti | Curative pigments and make-up comprising thereof |
WO2008012709A2 (en) * | 2006-07-27 | 2008-01-31 | Kimberly-Clark Worldwide, Inc. | Thermochromic compositions for skin application |
EP1908452A1 (en) * | 2006-10-03 | 2008-04-09 | L'Oréal | Skincare composition providing a healthy look |
Family Cites Families (13)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4756906A (en) * | 1986-03-18 | 1988-07-12 | Minnesota Mining And Manufacturing Company | Cosmetic colorant compositions |
JPS63196505A (en) * | 1987-02-09 | 1988-08-15 | Shiseido Co Ltd | Make-up cosmetic |
JPH0386251A (en) * | 1989-08-28 | 1991-04-11 | Todoroki Sangyo Kk | Chemical reaction controller |
US5320835A (en) * | 1989-10-25 | 1994-06-14 | Avon Products, Inc. | Cosmetic formulation having a palette of color shades renewable by mechanical action |
US6733766B2 (en) * | 2002-05-06 | 2004-05-11 | Unilever Home & Personal Care Usa, Division Of Conopco, Inc. | Personal care composition with color change indicator |
DE602004018904D1 (en) * | 2003-02-26 | 2009-02-26 | Ciba Holding Inc | PARTICULAR COLOR COMPOSITION AND ITS APPLICATION IN BODY CARE PRODUCTS |
US8071078B2 (en) * | 2003-02-26 | 2011-12-06 | Basf Se | Encapsulated colorants for natural skin appearance |
EP1781250A2 (en) * | 2004-05-25 | 2007-05-09 | E-L Management Corp. | Novel color cosmetic compositions |
JP2008502648A (en) * | 2004-06-15 | 2008-01-31 | チバ スペシャルティ ケミカルズ ホールディング インコーポレーテッド | Crush-resistant encapsulated colorant for natural skin appearance |
US20060057084A1 (en) * | 2004-09-14 | 2006-03-16 | Gonzalez Anthony D | Attero-chromic color aggregates |
WO2006039515A2 (en) * | 2004-09-30 | 2006-04-13 | Robin Schaffer | Composition of sunscreen and color-changing markers |
US7341743B2 (en) * | 2004-10-28 | 2008-03-11 | Revlon Consumer Products Corporation | Color cosmetic compositions |
US20060287215A1 (en) * | 2005-06-17 | 2006-12-21 | Mcdonald J G | Color-changing composition comprising a thermochromic ingredient |
-
2009
- 2009-05-12 JP JP2011509081A patent/JP2011519969A/en active Pending
- 2009-05-12 US US12/992,446 patent/US20110229536A1/en not_active Abandoned
- 2009-05-12 CN CN2009801271811A patent/CN102088946A/en active Pending
- 2009-05-12 WO PCT/IL2009/000478 patent/WO2009138978A2/en active Application Filing
- 2009-05-12 KR KR1020107027407A patent/KR20110021853A/en not_active Application Discontinuation
- 2009-05-12 EP EP09746272.5A patent/EP2293761B1/en not_active Not-in-force
Patent Citations (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US5753244A (en) * | 1994-05-09 | 1998-05-19 | Reynolds; Taylor W. | Method and product for applying skin treatments and ointments |
US6309655B1 (en) * | 1999-04-30 | 2001-10-30 | The Andrew Jergens Company | Self-indicating cosmetic composition |
WO2001035933A2 (en) * | 1999-11-17 | 2001-05-25 | Tagra Biotechnologies Ltd. | A method of microencapsulation |
US20060051425A1 (en) * | 1999-11-17 | 2006-03-09 | Tagra Biotechnologies Ltd. | Method of microencapsulation |
EP1175895A2 (en) * | 2000-07-28 | 2002-01-30 | Warner-Lambert Company | Indicating shaving preparations |
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EP2293761A2 (en) | 2011-03-16 |
KR20110021853A (en) | 2011-03-04 |
US20110229536A1 (en) | 2011-09-22 |
WO2009138978A3 (en) | 2010-07-15 |
EP2293761B1 (en) | 2017-02-01 |
CN102088946A (en) | 2011-06-08 |
JP2011519969A (en) | 2011-07-14 |
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