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(12) United States Patent (10) Patent No.: US 9,655,825 B2 Youssef Et Al

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(12) United States Patent (10) Patent No.: US 9,655,825 B2 Youssef Et Al US0096.55825B2 (12) United States Patent (10) Patent No.: US 9,655,825 B2 Youssef et al. (45) Date of Patent: *May 23, 2017 (54) SUNSCREEN COMPOSITION CONTAINING (56) References Cited HIGH LEVELS OF LIPOSOLUBLEUV FILTERS U.S. PATENT DOCUMENTS 5,599,533 A 2/1997 Stepniewski et al. (71) Applicant: L’OREAL, Paris (FR) 6,548,074 B1 4/2003 Mohammadi 7,772,214 B2 8, 2010 Vatter et al. (72) Inventors: Sara Robyn Muenz Youssef, 8,329,200 B2 12/2012 Bauer et al. 8,592,547 B2 11/2013 Sakuta et al. Middlesex, NJ (US); Catherine Chiou, 2007/0274932 A1 11/2007 Suginaka et al. Saddle Brook, NJ (US); Angelike A. 2007/0297997 A1 12/2007 Tanner Galdi, Westfield, NJ (US) 2008, OO38360 A1 2/2008 Zukowski et al. 2010/0092408 A1 4/2010 Breyfogle et al. 2013,0230474 A1 9/2013 Tanner (73) Assignee: L'Oreal, Paris (FR) 2013,034531.6 A1 12/2013 Chiou (*) Notice: Subject to any disclaimer, the term of this patent is extended or adjusted under 35 FOREIGN PATENT DOCUMENTS U.S.C. 154(b) by 0 days. DE 102O08060656 A1 6, 2010 EP O813403 A1 12, 1997 This patent is Subject to a terminal dis EP 1598.045 A2 11/2005 claimer. EP 2334283 A2 6, 2011 JP 11315009 A 11, 1999 (21) Appl. No.: 14/744,771 WO 2013 192004 A2 12/2013 (22) Filed: Jun. 19, 2015 OTHER PUBLICATIONS (65) Prior Publication Data Agache et al.(Measuring the Skin; 2004; Springer Science & Business Media: p. 29).* US 2016/0367453 A1 Dec. 22, 2016 PCT International Search Report dated Jul. 19, 2016. (51) Int. Cl. * cited by examiner A6 IK S/37 (2006.01) A6 IK 8/40 (2006.01) Primary Examiner — Ernst V Arnold A6 IK 8/89 (2006.01) (74) Attorney, Agent, or Firm — McNees Wallace & A61O 1704 (2006.01) Nurick LLC A6 IK 8/35 (2006.01) A6 IK 8/4I (2006.01) (57) ABSTRACT A6 IK 8/894 (2006.01) A water-releasing Sunscreen composition in the form of an A6 IK 8/34 (2006.01) emulsion and process for using the composition are pro A6 IK 8/893 (2006.01) vided. The composition includes an aqueous phase contain A6 IK 8/06 (2006.01) ing at least one stability boosting polyol. The composition (52) U.S. Cl. further includes an oil phase containing a first emulsifier and CPC ................ A61K 8/35 (2013.01); A61K 8/064 a structuring agent. The oil phase also includes a combined (2013.01); A61K 8/345 (2013.01); A61K 8/37 organic UV filter comprising a liquid organic liposoluble (2013.01); A61K 8/41 (2013.01); A61K 8/891 UV filter and a solid organic liposoluble UV filter. The (2013.01); A61K 8/893 (2013.01); A61K 8/894 combined organic UV filter is at a concentration from about (2013.01); A61O 1704 (2013.01); A61 K 10% to about 25%. The composition includes a phase ratio 2800/52 (2013.01); A61K 2800/884 (2013.01) of the aqueous phase to the oil phase of about 1.0 to about (58) Field of Classification Search 10.0. The Sunscreen composition is stable, has a Sun pro CPC .......... A61K 2800/30; A61K 2800/591; A61 K tection factor (SPF) of greater than or equal to 15 and 2800/805; A61K 38/4893; A61K 8/062: exhibits a critical wavelength of greater than 370 nm, and A61K 8/37; A61K 8/40; A61K 8/891; converts from an emulsion to a plurality of droplets upon A61N 1/3605; A61N 1/36096; A61Q application of shear. 17/04; C12Y 304/24069 See application file for complete search history. 20 Claims, No Drawings US 9,655,825 B2 1. 2 SUNSCREEN COMPOSITION CONTAINING filters. The composition, according to the present disclosure, HIGH LEVELS OF LIPOSOLUBLEUV is capable of carrying high amounts of liposoluble ingredi FILTERS ents in a texturally pleasing manner, without experiencing separation of the emulsion. The present invention also FIELD OF THE INVENTION provides a water-releasing effect when applied onto a kera tinous Substrate. Such as skin, hair or nails. The water The present invention is directed to compositions con releasing effect enables the composition, initially in the form taining liposoluble active ingredients and methods of using of an emulsion, to be converted into a plurality of droplets them. More specifically, the present invention is directed to upon application of shear, Such as, for example, rubbing. a stable Sunscreen composition in the form of water releas 10 In an exemplary embodiment, a Sunscreen composition in ing emulsion containing high levels of liposoluble UV the form of a stable, tactilely pleasing emulsion containing filters. significant amounts of at least one liposoluble active ingre BACKGROUND OF THE INVENTION dient is provided. The composition includes an aqueous 15 phase containing at least one stability boosting polyol at a Sunscreen compositions are applied to the skin to protect concentration, by weight, of from about 4% to about 35%, the skin from the sun's ultraviolet rays that can lead to based upon weight of the composition. The composition erythema, a reddening of the skin also known as Sunburn. further includes an oil phase containing a first emulsifier at Sunlight or ultraviolet radiation in the UV-B range has a a concentration, by weight, of from about 0.1% to about wavelength of 290 nm to 320 nm and is known to be the 20%, based upon weight of the composition and a structur primary cause of Sunburn. Ultraviolet rays at a wavelength ing agent. The oil phase also includes a combined organic of 320 nm to 400 nm, known as UV-A radiation, produce UV filter comprising a liquid organic liposoluble UV filter tanning of the skin. However, in the process of doing so, the and a solid organic liposoluble UV filter. The combined UV-A rays can damage or harm the skin. organic UV filter is at a concentration from about 10% to The photoprotection of keratinous Substrates, especially 25 about 25%, by weight, based on the total weight of the skin, is considered by many to be necessary in order to composition. The composition includes a phase ratio of the facilitate protection from Sunburn and photo-aging, as well aqueous phase to the oil phase of about 1.0 to about 10.0. as to decrease the chances of skin cancer development. The Sunscreen composition is stable, has a Sun protection There are typically two types of UV sunscreens used to factor (SPF) of greater than or equal to 15 and exhibits a accomplish photoprotection, namely, inorganic UV filters 30 critical wavelength of greater than 370 nm, and converts and organic UV filters. from an emulsion to a plurality of droplets upon application Inorganic UV filters, such as titanium dioxide and Zinc of shear. oxide, are typically employed in large quantities in order to In another exemplary embodiment, a method of inhibiting ensure proper coverage/maximum protection over the Sur UV rays from contacting keratinous Substrates is provided. face onto which they are applied. As a result, they have a 35 The method includes applying the above-disclosed Sun tendency to feel dry and impart an undesirable white color screen composition, including liposoluble UV filters, onto onto the treated surface. the surface of a keratinous substrate, followed by application While it is desirable to utilize organic UV filters, the of force onto the composition present on the keratinous incorporation of liposoluble UV filters into emulsion-type substrate. compositions has posed various stability challenges. This 40 Other features and advantages of the present invention has been especially true when the desire was to incorporate will be apparent from the following more detailed descrip larger amounts of said ingredients into compositions. tion of the preferred embodiment which illustrates, by way Examples of lack of stability include discoloration of the of example, the principles of the invention. formula and/or precipitation of the ingredients out of the composition. The problem, however, is that Such organic 45 DETAILED DESCRIPTION OF THE filters, due to their electrolytic properties, are difficult to INVENTION formulate with when it comes to long-term stability. This lack of stability oftentimes manifests itself in the form of It has been surprisingly discovered by the inventors that re-crystallization of the filters in the composition, causing high concentrations of liposoluble UV filters can be formu them to separate from the emulsion. Liposoluble UV filters 50 lated into a stable water-in-oil type emulsion which, though present a challenge for incorporation into emulsions initially in the form of a cream, possesses a transformative intended for topical application onto a keratinous Substrate, water-releasing effect upon application of force. Such as, for as most traditional emulsions are thickened and/or stabilized example, shear. with natural or synthetic polymers. Such as gums and One advantage of an embodiment of the present disclo polyacrylates, which are very sensitive to electrolytes. 55 Sure includes providing a stable composition or stable pho It is therefore an object of the present invention to provide toprotection composition capable of carrying relatively high a composition capable of stably carrying liposoluble UV levels of liposoluble ingredients without undergoing phase filters, which is also tactilely pleasing to consumers upon separation, i.e. re-crystallizing and/or breaking the emul application. Sion. The water-releasing effect enables the composition, 60 initially in the form of an emulsion, to be converted into a BRIEF DESCRIPTION OF THE INVENTION plurality of droplets carrying high levels of water-soluble ingredients upon application of force, Such as, for example, The present invention is directed to compositions con shear, caused by an end user's rubbing of the composition taining liposoluble active ingredients and methods of using onto the Surface of a target keratinous Substrate.
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