THELA TARDE DINEUS 20180000721A1 HILI NA MWENDOMINIO ( 19) United States (12 ) Patent Application Publication ( 10) Pub . No. : US 2018 / 0000721 A1 SaNogueira et al. (43 ) Pub . Date : Jan . 4 , 2018 ( 54 ) HYDROPHOBIC TOPICAL COMPOSITIONS A61K 8 / 35 (2006 .01 ) AND METHODS FOR PRODUCING SAME A61K 8 / 34 ( 2006 .01 ) A61K 8 / 25 ( 2006 .01 ) (71 ) Applicant : Edgewell Personal Care Brands, A61K 8 / 81 ( 2006 .01 ) LLC , Chesterfield , MO (US ) A61K 8 / 37 ( 2006 . 01 ) A61Q 17 /04 ( 2006 . 01 ) (72 ) Inventors: James SaNogueira , Wesley Hills , NY A61K 8 / 29 ( 2006 .01 ) (US ) ; Tao Zheng, New City , NY (US ) (52 ) U . S . Ci. CPC .. A61K 8 /891 (2013 .01 ); A61Q 17 /04 ( 21) Appl. No. : 15 /412 ,018 (2013 .01 ) ; A61Q 17 /02 (2013 .01 ) ; A61Q 17 /00 ( 2013 .01 ) ; A61K 8 / 893 (2013 .01 ) ; A61K (22 ) Filed : Jan . 22 , 2017 8 / 29 (2013 .01 ) ; A61K 8 /34 ( 2013 . 01 ) ; A61K 8 /25 (2013 . 01 ) ; A61K 8 /8111 (2013 .01 ) ; A61K Related U . S . Application Data 8 /37 ( 2013 . 01 ) ; A61K 8 / 35 ( 2013 .01 ) ; A61K (60 ) Provisional application No . 62 /281 ,854 , filed on Jan . 2800 /31 ( 2013. 01 ) ; A61K 2800 /43 ( 2013 .01 ) ; 22 , 2016 . A61K 2800 /54 ( 2013 .01 ) Publication Classification (57 ) ABSTRACT (51 ) Int. Ci. An anhydrous topical composition provides a water repel A61K 8 /891 ( 2006 . 01) lent surface . The anhydrous topical composition has at least A610 17 /02 ( 2006 .01 ) one film former with surface tension lower than 35 dynes / A610 17 /00 ( 2006 .01 ) cm , at least one particle having a hydrophobic surface or a A61K 8 / 893 ( 2006 .01 ) hydrophobic surface treatment , and a volatile topical carrier . Patent Application Publication Jan . 4 , 2018 Sheet 1 of 4 US 2018 /0000721 A1 152 ( 13018. .991 90 13000101 . 9° 112 FIG . 1 25 155. .0° 00 15155. 0°00 ) 722 FIG . 2 Patent Application Publication Jan . 4 , 2018 Sheet 2 of 4 US 2018 /0000721 A1 Product Name Intitial Contact Angle Contact Angle after 1 minute BANANA BOAT Sport Lotion SPF30 11. 30 11. 30 NEUTROGENA Beach Defense Lotion SPF30 a 55.. 5°50 55. 5°5° 7 COPPERTONE Sport Lotion U o SPF30 (2016 ) 61. 00 61. 00 - 20. 30 20. 30 Example 9 138 .2° 138 . 2° 133 . 3° 133 . 3° Example 18 155 .0° 155 . 0° 155 . 0° 155 . 00 FIG . 3 Patent Application Publication Jan . 4 , 2018 Sheet 3 of 4 US 2018 /0000721 A1 BANANA BOAT NEUTROGENA COPPERTONE Wet n Example 13 Sport Spray SPF 50 Beach Defense SPF 70 Clear Spray SPF 45 FIG . 4 BANANA BOAT NEUTROGENA COPPERTONE Wet n Example 13 Sport Spray SPF 50 Beach Defense SPF 70 Clear Spray SPF 45 FIG . 5 COPPERTONE Sport BANANA BOAT Example 1 Example 2 AccuSpray SPF 50 Sport Lotion SPF 50 FIG . 6 Patent Application Publication Jan . 4 , 2018 Sheet 4 of 4 US 2018 /0000721 A1 *** * * 98% tertinti*** ** * * www . veces. ** www. Example 2. 2 WÁY VW wwwcowe .. Wow XX Watercontactangle( Wwwwwwwwwwwwwwwwwwwww www * Example 23 www. BB Sourt Wray S750 von Cametane Sport Adamay Sh * 90 .. .. .. .. .. .. .. .. .. .. .. .. Spot lotius $ F430 MTG DOA Dktense lotion * * 30 2o @ 20 80 60 80 100 Time Water Droplet Stays on Surface {minutes ) FIG . 7 US 2018 /0000721 A1 Jan . 4 , 2018 HYDROPHOBIC TOPICAL COMPOSITIONS hydrophobic Carbon Nanotube Forests , ” 3 NANO LETTERS AND METHODS FOR PRODUCING SAME 1701 ( 2003 ) ; U . S . Pat . No. 9 , 115 ,424 ) . Additionally , acid absorbed onto aluminum coated in polyethyleneimine ( PEI) CROSS REFERENCE TO RELATED can create a superhydrophobic surface (Ren et al ., “ Prepa APPLICATIONS ration and Characterization of an Ultrahydrophobic Surface [0001 ] This application claims priority to U . S . Provisional Based on a Stearic Acid Self -Assembled Monolayer over Application Ser. No . 62 / 281854, filed on Jan . 22 , 2016 , the Polyethyleneimine Thin Films, ” 546 SURFACE SCIENCE 64 contents of which are incorporated herein for reference in its ( 2003 )) . entirety . 10007 ] Film formers are known to be used in topical compositions to create water resistant barriers . Film formers BACKGROUND OF THE INVENTION are durable water resistant polymers that have wide use in industrial processes . When applied to a surface , film formers Field of the Invention act as a barrier between the surface and any outside matter, such as water. Film formers are commercially available in [0002 ] The invention involves chemical compositions many different forms . Emulsion -based film formers are capable of repelling water. Specifically, the invention typically water - in - oil or water- in - silicone emulsions . The involves chemical compositions, safe for application to use of such emulsions relies on the water evaporating and human skin , capable of repelling water by imparting hydro leaving the oil or the silicone in contact with the skin to phobic of superhydrophobic characteristics into topical for produce a water resistant layer. However , the use of emul mulae . sion - based film formers creates unpleasant aesthetics on the skin , such as an oily appearance and a greasy feel . The Description of Related Art resulting film is not water repellent and leaves an unnatural [ 0003 ] Water repellency or durability is one of key per appearance on the skin . formance characteristics in certain topical compositions [0008 ] Anhydrous film formers typically include organic including long -wearing color cosmetics and water resistant solvents , such as an alcohol. Such film formers can also sunscreens . Conventional technologies in cosmetics and produce a tacky feeling on human skin and other undesirable sunscreens have focused on staying power on skin , such as aesthetics when introduced to water. Representative patents long - lasting skin adhesion or water resistance of cosmetic regarding such water resistant topical compositions are set actives. Many film formers have been used to enhance the forth below in Table 1 . durability of cosmetic and other topical compositions on human skin . Typically , when a topical composition is TABLE 1 exposed to water, such as through sweating or swimming, 1 U . S . Pat . No . 5 , 985 , 297 Anhydrous and water - resistant cosmetic the water starts to wet the composition surface . A wet compositions surface ultimately results in a lack of durability in a topical N U . S . Pat . No . 5 ,925 ,337 Waterproof compositions for covering composition . This lack of durability is caused by a loss of the eyelashes , and process for the topical actives due to any re - emulsification process . preparation thereof [0004 ] Past compositions attempted to create water resis 3 U . S . Pat. No. 4 ,795 ,631 Water based lip color comprising an tant surfaces, whereas hydrophobic or superhydrophobic alkali soluble film - forming agent technology creates a water repellent surface . A water repel lent surface creates a physical interaction with water mol [0009 ] Film formers conventionally used in topical com ecules , so that water will bead up and roll off the topical positions alone do not reach a desirable level of hydropho surface without wetting the surface . Water repellency not bicity that imparts durability. Ideally , a topical composition only provides a desirable dry feel on skin but also creates a has a superhydrophobic surface that creates a water contact visual cue for formula durability on skin . angle of 150 degrees or more . Table 2 below shows that most [ 0005 ] Hydrophobicity is measured by the water contact film formers alone can barely achieve a water contact angle angle . The water contact angle on a surface is the angle of greater than 100 degrees, while it is desirable to achieve a the leading edge of a water droplet on the surface as surface hydrophobicity where the contact angle of water is measured from the center of the interface between the 130 degrees or greater . It should also be noted that upon droplet and the surface . A surface with a contact angle of 180 incorporation into a topical composition with various other degrees means that water sits on the surface as a perfect ingredients , such contact angles are difficult to maintain . sphere . Hydrophobic surfaces , when measured , have a con tact angle between 90 degrees and 150 degrees. Superhy TABLE 2 drophobic surfaces, when measured , have a contact angle yS Critical Contact between 150 degrees and 180 degrees . Surface Angle [0006 ] A superhydrophobic surface can cause water to roll Tension with off the surface leaving little or no residue . Hydrophobic Polymer Name CAS No. (dynes / cm ) Water O ) surfaces are desirable in many arts for varied uses and are Polyvinyl alcohol (PVOH ) 25213 - 24 - 5 37 51 created through varying means. For example , a superhydro Nylon 6 (polycaprolactum , 25038 -54 - 4 43 . 9 62 . 6 phobic surface can be created on polytetrafluoroethylene aramid 6 ) ( PTFE ) with a picosecond laser for use on underwater Polyethylene oxide ( PEO , PEG ) 25322 -68 - 3 43 63 Polymethylmethacrylate 9011 - 14 - 7 37 . 5 70 . 9 materials (Shang et al ., “ Nanostructured Superhydrophobic (PMMA , acrylic ) the sa m e ye Surfaces, ” 40 J . MATER . Sci . 3587 ( 2005 ) ) . Carbon nanotu Polystyrene (PS ) 9003 -53 - 6 34 87 . 4 bules also can achieve a superhydrophobic surface through Polybutadiene 9003 - 17 - 2 29 . 3 96 deoxygenation of a chemical treatment (Lau et al ., “ Super US 2018 /0000721 A1 Jan . 4 , 2018 TABLE 2 - continued alylidene dicamphor sulfonic acid , bis -disulizole disodium , disodium phenyl dibenzimidazole tetrasulfonate , diethyl yS Critical Contact amino hydroxybenzoyl hexylbenzoate , bis- diethylamino Surface Angle Tension with hydroxybenzoyl benzoate , bis -benzoxazolylphenyl ethyl Polymer Name CAS No . (dynes / cm ) Water O ) hexylamino triazine, octocrylene , octinoxate , octisalate , homosalate , ensulizole , ethylhexyl triazone , enzacamene , Polyethylene (PE ) 9002 - 88 - 4 31 . 6 96 Polydimethylsiloxane (PDMS ) 9016 - 00 - 6 20 . 1 107. 2 amiloxate , diethylhexyl butamido triazine, benzylidene Paraffin (Wax ) 8002 - 74 - 2 24 . 8 108 . 9 malonate polysiloxane , padimate - O , trolamine salicylate , Polytetrafluoroethylene ( PTFE ) 9002 -84 - 0 19 . 4 109 . 2 cinoxate , p - aminobenzoic acid , oxybenzone , meradimate , Polyisobutylene (PIB , butyl 9003 -27 - 4 27 112 .