EP3024433A1 - Transparent sunscreen compositions and use thereof - Google Patents
Transparent sunscreen compositions and use thereofInfo
- Publication number
- EP3024433A1 EP3024433A1 EP14750428.6A EP14750428A EP3024433A1 EP 3024433 A1 EP3024433 A1 EP 3024433A1 EP 14750428 A EP14750428 A EP 14750428A EP 3024433 A1 EP3024433 A1 EP 3024433A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- sunscreen
- sunscreen composition
- mixtures
- weight
- acid
- 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.)
- Withdrawn
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
- A61K8/37—Esters of carboxylic acids
-
- 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
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K8/00—Cosmetics or similar toiletry preparations
- A61K8/02—Cosmetics or similar toiletry preparations characterised by special physical form
- A61K8/04—Dispersions; Emulsions
- A61K8/046—Aerosols; Foams
-
- 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
- A61K2800/26—Optical properties
- A61K2800/262—Transparent; Translucent
-
- 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
- A61K2800/20—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
- A61K2800/31—Anhydrous
-
- 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
- A61K2800/48—Thickener, Thickening system
-
- 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
- A61K2800/49—Solubiliser, Solubilising system
Definitions
- the invention relates to transparent sunscreen compositions which contain at least one ester of an ⁇ -hydroxycarboxylic acid and a solid organic UV filter in the dissolved state, and are substantially free of water and ethanol, and their use as sunscreen, in particular sunscreen or sunscreen spray.
- transparent sunscreen compositions which contain at least one ester of an ⁇ -hydroxycarboxylic acid and a solid organic UV filter in the dissolved state, and are substantially free of water and ethanol, and their use as sunscreen, in particular sunscreen or sunscreen spray.
- UVA and UVB radiation of the sun also has a damaging effect on the skin. If the human skin is exposed to the sun for an extended period of time, this can lead to various disorders. Examples include erythema, dermatoses, dermatitis, accelerated aging of the skin and skin cancer. For the protection of the skin, therefore, a large number of sunscreens are offered. These contain, inter alia, sunscreen filters which can be used in cosmetic preparations. These UVA and UVB filters are summarized in most states in the form of positive lists such as Annex VI of the European Regulation on Cosmetic Products No. 1223/2009.
- the said sunscreen in contrast to the present invention are emulsions and dispersions, they contain emulsifiers and
- Dispersants may be applied after application of the sunscreen to the skin at high humidity, e.g. By sweating or bathing, emulsify significant amounts of the UVA and UVB filters and remove them from the skin so that they are no longer available for sun protection.
- DE 20200006005 U1 and DE 102005059742 A1 propose transparent alcoholic sunscreen gels or sprays, which are increasingly used by many consumers because of their appearance, which is associated with freshness, clarity and naturalness.
- These transparent sunscreen gels or sprays contain at least 20% by weight of ethanol.
- the presence of ethanol is claimed because of the refreshing cooling sensory effect.
- ethanol can dry out and irritate the skin.
- the carriers provide oils, e.g. Isopropyl myristate, isopropyl palmitate, alkyl benzoate, preferably mineral oil. These oils have the sole task of dissolving the organic UV filters. They have no moisturizing and soothing effect, which would be of great benefit to the sun-exposed skin.
- the mineral oil is attributed the additional function of a plasticizer. However, it is known that mineral oils seal the skin pores and thereby minimize skin respiration.
- EP 0685226 B1 claims cosmetic compositions which contain inter alia the solid organic UV filter ethylhexyl triazone in combination with esters of ⁇ -hydroxycarboxylic acids. Indications that the claimed cosmetic compositions are transparent are lacking; on the contrary, they are aqueous emulsions, as far as sunscreen formulations are concerned.
- EP 0904776 B1 claims a composition of at least one filter-type UV filter derived from benzylidene camphor, dibenzoylmethane and / or triazine in admixture with a dialkyl tartrate. Again, there is no indication that the claimed composition is suitable for the preparation of transparent sunscreens.
- EP 0800816 B1 claims photoprotective drug combinations of a triazine derivative as a UV filter and one or more dialkyl esters of ⁇ , ⁇ -dihydroxycarboxylic acids. There is no indication whatsoever that the claimed compositions are suitable for the preparation of transparent sunscreens; on the contrary, they are aqueous emulsions.
- the object of the present invention was to remedy the disadvantages mentioned. Surprisingly, it has been found that the sunscreen compositions or their use in accordance with claims provide the abovementioned disadvantages.
- the present invention relates to transparent sunscreen compositions containing esters of ⁇ -hydroxycarboxylic acids.
- the present invention relates to the use of sunscreen compositions as skin sprayable sunscreen sprays and as hand-applied gels to the skin. Due to the fact that the sunscreen compositions are transparent liquids, they are not present as emulsions and / or dispersions. The use of surfactants is not necessary and the transparent sunscreen compositions are therefore preferably surfactant-free.
- the present invention more particularly relates to transparent sunscreen compositions
- the sunscreen compositions according to the invention are considered to be transparent, if possible, in daylight by a disposable cuvette filled with the sunscreen composition according to the invention (Brand GmbH, Wertheim / Germany, dimensions: 12.5 ⁇ 12.5 ⁇ 45 mm, wavelength range: 300 nm - 900 nm) with the naked eye to look. Characters (font: Arial, font size: 8) located immediately after the disposable cuvette must be clearly recognizable and readable. "Insoluble in water” or “water-insoluble” means that the organic UV filter is at 25 ° C in water to less than 0.5% by weight. "Solid” means that the organic UV filter is a solid at 25 ° C, especially in crystalline form.
- ⁇ -Hydroxycarboxylic acids such as, for example, lactic acid, citric acid, malic acid or tartaric acid are widely used in cosmetic preparations. They are used, inter alia, as humectants and to stimulate the cell metabolism in the skin for stressed and aging skin. Since ⁇ -hydroxycarboxylic acids can lead to skin irritation even at low concentrations, their use in cosmetic preparations is severely limited. This is remedied by esters of ⁇ -hydroxycarboxylic acids, which can be regarded as carriers of the ⁇ -hydroxycarboxylic acids and are slowly cleaved by the esterases present on and in the skin with the release of the ⁇ -hydroxycarboxylic acids.
- esters of ⁇ -hydroxycarboxylic acids have a long-term care effect on the skin. Due to the slow release of the ⁇ -hydroxycarboxylic acids on the skin, it is possible, in comparison with free ⁇ -hydroxycarboxylic acids, to apply large amounts of the esters of ⁇ -hydroxycarboxylic acids to the skin by means of cosmetic preparations, where they have a moisturizing and soothing effect. All acid groups of the ⁇ -hydroxycarboxylic acid (s) used according to the invention are therefore esterified.
- esters of ⁇ -hydroxycarboxylic acids are sold by Sasol / Italy under the name COSMACOL® ELI (INCI: C12-13 alkyl lactates), COSMACOL® ECI (INCl: tri-C12-13 alkyl citrates), COSMACOL® ECL (INCI: Tri-C14-15 alkyl citrate), COSMACOL® EMI (INCI: di-C 2-13 alkyl malate), COSMACOL® ETI (INCI: di-C12-13 alkyl tartrate) and COSMACOL® ETLP (INCI: dimyristyl tartrate) , In addition to the moisturizing and calming effect on sun-stressed skin, these esters are characterized by being good solvents for organic UV filters, especially solid organic UV filters.
- the sunscreen compositions according to the invention contain at least one water-insoluble and solid organic UVA and / or UVB filter as mentioned in Annex VI of the European Regulation on Cosmetic Products No. 1223/2009. Particularly preferred
- Ethylhexyl methoxycinnamates e.g., Eusolex® 2292, Merck
- ethyl triazone Uvinul® T 150, BASF
- the water-insoluble and solid organic UV filters are soluble in the esters of ⁇ -hydroxycarboxylic acids or mixtures thereof and the sunscreen compositions. Therefore, the sunscreen compositions are also transparent.
- the sunscreen compositions are also transparent.
- liquid soluble UVA or UVB filters or mixtures thereof may also be present.
- the transparent sunscreen compositions according to the invention contain not more than 1% by weight of water and not more than 1% by weight of ethanol and are thus substantially free of water and essentially free of ethanol.
- the transparent sunscreen compositions according to the invention preferably contain not more than 1% by weight of a C 3 -alcohol and preferably not more than 1% by weight of a C 4 -alcohol.
- transparent and gel-like sunscreen compositions can be prepared by using one or more thickeners comprising hydrophilic amorphous silicates, hydrophobic amorphous silicates, silicate salts or mixtures thereof. Examples include the Aerosil® and Sipernat® grades from Evonik Industries and the Wacker® HDK grades from Wacker Chemie.
- the transparent sunscreen compositions according to the invention When used as sprays, the transparent sunscreen compositions according to the invention contain 0 to 2% by weight, in particular 0 to 1% by weight, such as 0.01 to 0.1% by weight, of the above thickener. When used as gels, the transparent sunscreen compositions according to the invention contain 0-10% by weight, in particular 1 to 8% by weight and more preferably 1% to 5% by weight of the above thickener.
- the transparent sunscreen compositions according to the invention may further comprise, in addition to the esters of ⁇ -hydroxycarboxylic acids, further oils or waxes or mixtures thereof.
- the oils and / or waxes from the group of lecithins, triglycerides of saturated or unsaturated, branched and / or linear alkylcarboxylic acids having a chain length of 6 to 24, in particular 12 to 18 carbon atoms, are selected, including mixtures thereof.
- the triglycerides may advantageously be synthetic, semi-synthetic or natural oils and / or waxes, such as tristostearin, soybean oil, castor oil, olive oil, safflower oil, wheat germ oil, grapeseed oil, peanut oil, sunflower oil, almond oil, palm oil, palm kernel oil, coconut oil, thistle oil, evening primrose oil, rapeseed oil and like.
- synthetic oils and / or waxes such as tristostearin, soybean oil, castor oil, olive oil, safflower oil, wheat germ oil, grapeseed oil, peanut oil, sunflower oil, almond oil, palm oil, palm kernel oil, coconut oil, thistle oil, evening primrose oil, rapeseed oil and like.
- oils and / or waxes may be selected from the group of branched and / or linear hydrocarbons, such as e.g. Paraffin waxes, Vaseline
- oils and / or waxes can furthermore advantageously be selected from the group of esters of saturated and / or unsaturated, branched and / or linear alkylcarboxylic acids having a chain length of 3 to 30 carbon atoms and saturated or unsaturated, branched or linear alcohols having a chain length of 3 to 30 carbon atoms, including mixtures thereof.
- esters of aromatic carboxylic acids with saturated or unsaturated, branched or linear alcohols having a chain length of 3 to 30 carbon atoms, including mixtures thereof, such as C 12-15 -alkyl benzoate can be used in the transparent sunscreens according to the invention. Any mixtures of such oil and wax components are advantageous to use in the context of the present invention.
- the transparent sunscreen compositions according to the invention preferably contain saturated or unsaturated, branched or linear alcohols of a chain length of 10 to 30 carbon atoms, including mixtures thereof.
- Guerbet alcohols such as ISOFOL® 12 (INCI: butyloctanol, Sasol Germany), ISOFOL® 16 (INCI: hexyldecanol), ISOFOL® 18 T (INCI:
- the transparent sunscreen compositions according to the invention may contain further cosmetic and / or pharmaceutical auxiliaries, additives and / or active ingredients. These are, for example, cooling substances such as menthol, dyes, perfumes, antioxidants, plant extracts, antiperspirants, browning agents, film formers, protein hydrolysates, vitamins, antimicrobial substances and the like.
- Phase A was heated to about 60 ° C and stirred until the sample became clear.
- the sample was allowed to cool to about 30 ° C and phase B was added and homogenized.
- phase C was added and homogenized by means of Ultra-Turrax. Subsequently, the gel was defoamed under vacuum. Determination of the clear melting point:
- a test tube or Shukoff flask is filled with 5-10 ml_ of the clear product to be tested and fitted with a cold thermometer. The sample is cooled in the cryostat bath to at least -20 ° C until the sample is completely frozen. Subsequently, the sample is slowly thawed at room temperature.
- the clear melting point is the temperature at which the sample no longer shows any noticeable turbidity. As a result, the arithmetic mean was given from two determinations, unless the difference thereof exceeds 1 ° C.
- Tables 1a, 1b, 2a and 2b The respective formulations and results of the investigations are shown in Tables 1a, 1b, 2a and 2b.
- Table 1a Transparent sunscreen sprays - formulations:
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Birds (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Dermatology (AREA)
- Chemical & Material Sciences (AREA)
- Dispersion Chemistry (AREA)
- Cosmetics (AREA)
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE202013103395U DE202013103395U1 (en) | 2013-07-26 | 2013-07-26 | Transparent sunscreen compositions and their use |
PCT/DE2014/000371 WO2015010679A1 (en) | 2013-07-26 | 2014-07-23 | Transparent sunscreen compositions and use thereof |
Publications (1)
Publication Number | Publication Date |
---|---|
EP3024433A1 true EP3024433A1 (en) | 2016-06-01 |
Family
ID=49155249
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
EP14750428.6A Withdrawn EP3024433A1 (en) | 2013-07-26 | 2014-07-23 | Transparent sunscreen compositions and use thereof |
Country Status (12)
Country | Link |
---|---|
US (1) | US20160166485A1 (en) |
EP (1) | EP3024433A1 (en) |
CN (1) | CN105431129A (en) |
AU (1) | AU2014295502B2 (en) |
BR (1) | BR112016001715B1 (en) |
CA (1) | CA2917737A1 (en) |
DE (2) | DE202013103395U1 (en) |
MX (1) | MX2016001129A (en) |
MY (1) | MY183624A (en) |
RU (1) | RU2684776C2 (en) |
WO (1) | WO2015010679A1 (en) |
ZA (1) | ZA201600140B (en) |
Families Citing this family (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102014207916A1 (en) * | 2014-04-28 | 2015-10-29 | Beiersdorf Aktiengesellschaft | Sunscreen with reduced tendency to textile staining II |
DE102014207919A1 (en) * | 2014-04-28 | 2015-10-29 | Beiersdorf Ag | Sunscreen with reduced tendency to textile staining I |
JP2021524848A (en) * | 2018-05-18 | 2021-09-16 | ディーエスエム アイピー アセッツ ビー.ブイ.Dsm Ip Assets B.V. | Local composition |
WO2020088778A1 (en) * | 2018-11-02 | 2020-05-07 | Symrise Ag | A liquid and transparent blend of uv filters |
EP4000692A1 (en) | 2020-11-17 | 2022-05-25 | Beiersdorf AG | Two component sunscreen |
CN114177111A (en) * | 2021-12-20 | 2022-03-15 | 中山中研化妆品有限公司 | Sunscreen spray and preparation method thereof |
Family Cites Families (26)
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US5942250A (en) * | 1986-12-23 | 1999-08-24 | Tristrata Technology, Inc. | Compositions and methods for enhancing the topical effects of sunscreen agents |
US5118507A (en) * | 1991-06-25 | 1992-06-02 | Elizabeth Arden Co., Division Of Conopco, Inc. | Silicone based cosmetic composition |
US5134223A (en) * | 1991-07-17 | 1992-07-28 | Lever Brothers Company, Division Of Conopco, Inc. | Water dispersible or water soluble copolymer containing UV-absorbing monomer |
FR2720636B1 (en) | 1994-06-03 | 1996-07-26 | Oreal | Photoprotective cosmetic compositions containing specific oils and uses. |
US5874069A (en) * | 1997-01-24 | 1999-02-23 | Colgate-Palmolive Company | Cosmetic composition containing silicon-modified amides as thickening agents and method of forming same |
DE19615038A1 (en) | 1996-04-17 | 1997-10-23 | Beiersdorf Ag | Cosmetic and dermatological light protection formulations containing triazine derivatives and dialkyl esters of alpha, beta-dihydroxycarboxylic acids |
FR2768053B1 (en) * | 1997-09-09 | 1999-10-15 | Oreal | PHOTOPROTECTIVE COMPOSITIONS COMPRISING A BENZYLIDENE CAMPHOR AND / OR A DIBENZOYLMETHANE AND / OR A TRIAZINE AND A DIALKYL TARTRATE; COSMETIC USES |
FR2816506B1 (en) * | 2000-11-16 | 2003-01-10 | Thierry Bernoud | COSMETIC COMPOSITION THICKENED BY POLYAMIDE RESIN |
DE10062611A1 (en) * | 2000-12-15 | 2002-06-27 | Merz & Co Gmbh & Co | Skin oils from oil-soluble components and W / O emulsifiers with an HLB value of 2-6 and optionally one or more conventional additives, processes for their preparation and their use |
WO2003075875A1 (en) * | 2002-03-12 | 2003-09-18 | Ciba Specialty Chemicals Holding Inc. | Uv absorber compositions comprising a hydroxyphenyltriazine compound |
DE20206005U1 (en) | 2002-04-17 | 2003-08-21 | Klein Helmut | Training unit has computer monitored weight position |
US6916464B2 (en) * | 2002-12-20 | 2005-07-12 | L'oreal | Sunscreen compositions |
BR0300699B1 (en) | 2003-03-18 | 2014-12-09 | Johnson & Johnson Ind Ltda | "SOLAR AND / OR BRASS COMPOSITION COMPOSITION AND SILICA MIXTURE USES IN PREPARING THE SAME AND SUCH COMPOSITION IN COSMETIC PRODUCT PREPARATION". |
DE102004039726A1 (en) * | 2004-08-16 | 2006-03-02 | Beiersdorf Ag | Cosmetic preparation, useful e.g. for the protection of sunlight, as a make-up product in the decorative cosmetic and day- and night cream, comprises UV light protection filter and oil components with hydroxyl group |
DE102004051420A1 (en) * | 2004-10-22 | 2006-05-04 | Merz Pharma Gmbh & Co. Kgaa | Propulsion gas-free foamable preparation, useful e.g. as sun protection preparation and cosmetic agent, comprises carbohydrate (preferably e.g. sugar esters) and co-surfactant of non-ionic ethoxylated/propoxylated surfactant |
EP1764684A1 (en) * | 2005-09-01 | 2007-03-21 | Alcatel | Data structure and a method for creating a documentation of a program |
DE102005059742A1 (en) | 2005-12-13 | 2007-06-14 | Beiersdorf Ag | Transparent sunscreen |
JP4964253B2 (en) * | 2006-03-01 | 2012-06-27 | イーエルシー マネージメント エルエルシー | Transparent sunscreen gel and method of use |
DE102006020380A1 (en) * | 2006-04-28 | 2007-10-31 | Henkel Kgaa | Preparing oil-in-water emulsion, useful in e.g. cosmetic, comprises heating portion of water and oil-/fat phase; providing second and remaining portion of water; followed by mixing, homogenizing and providing polysaccharide and aroma agent |
GB0712767D0 (en) * | 2007-07-02 | 2007-08-08 | Dow Corning | Foamable compositions |
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DE202010006005U1 (en) | 2010-04-23 | 2010-07-22 | Mann & Schröder GmbH | Transparent sunscreen with high sun protection |
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-
2013
- 2013-07-26 DE DE202013103395U patent/DE202013103395U1/en not_active Expired - Lifetime
-
2014
- 2014-07-23 AU AU2014295502A patent/AU2014295502B2/en not_active Ceased
- 2014-07-23 US US14/904,808 patent/US20160166485A1/en not_active Abandoned
- 2014-07-23 RU RU2016105514A patent/RU2684776C2/en active
- 2014-07-23 MX MX2016001129A patent/MX2016001129A/en unknown
- 2014-07-23 MY MYPI2016700024A patent/MY183624A/en unknown
- 2014-07-23 CA CA2917737A patent/CA2917737A1/en not_active Abandoned
- 2014-07-23 BR BR112016001715-3A patent/BR112016001715B1/en not_active IP Right Cessation
- 2014-07-23 CN CN201480041727.2A patent/CN105431129A/en active Pending
- 2014-07-23 DE DE112014003462.2T patent/DE112014003462A5/en not_active Withdrawn
- 2014-07-23 EP EP14750428.6A patent/EP3024433A1/en not_active Withdrawn
- 2014-07-23 WO PCT/DE2014/000371 patent/WO2015010679A1/en active Application Filing
-
2016
- 2016-01-07 ZA ZA2016/00140A patent/ZA201600140B/en unknown
Non-Patent Citations (1)
Title |
---|
DATABASE GNPD [online] MINTEL; 30 June 2013 (2013-06-30), "Zero Trace Spray SPF 15", Database accession no. 2081923 * |
Also Published As
Publication number | Publication date |
---|---|
CN105431129A (en) | 2016-03-23 |
MX2016001129A (en) | 2016-07-26 |
RU2016105514A3 (en) | 2018-05-31 |
DE202013103395U1 (en) | 2013-08-13 |
CA2917737A1 (en) | 2015-01-29 |
BR112016001715B1 (en) | 2020-08-11 |
WO2015010679A1 (en) | 2015-01-29 |
AU2014295502B2 (en) | 2019-10-17 |
RU2016105514A (en) | 2017-08-31 |
ZA201600140B (en) | 2017-04-26 |
RU2684776C2 (en) | 2019-04-15 |
DE202013103395U9 (en) | 2014-08-28 |
DE112014003462A5 (en) | 2016-06-23 |
MY183624A (en) | 2021-03-03 |
BR112016001715A2 (en) | 2017-09-19 |
AU2014295502A1 (en) | 2016-01-28 |
US20160166485A1 (en) | 2016-06-16 |
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