# US 8,771,656 B2 · Long-lasting easy wash-off cosmetic compositions > Agents: this data is available as JSON from the patentgrep API and MCP server — see https://patentgrep.com/llms.txt - Number: US 8,771,656 B2 - Document ID: US8771656B2 - Status: Granted - Kind: B2 - Application number: 13/325,670 - Filed: 2011-12-14 - Published: 2013-06-20 - Granted: 2014-07-08 - Earliest claimed: 2011-12-14 - Assignees: Avon Products, Inc. - Applicants: Ashley L. Howell; Bing C. Mei - Inventors: Ashley L. Howell; Bing C. Mei - Web page: https://patentgrep.com/patent/US8771656B2 ## CPC - A61K 8/8141: {Compositions of homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by only one carboxyl radical, or of salts, anhydrides, esters, amides, imides or nitriles thereof; Compositions of derivatives of such polymers} - A61K 8/8152: {Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers} - A61Q 1/02: Preparations containing skin colorants, e.g. pigments (preparations in powder form A61Q1/12) - A61Q 1/04: for lips - A61Q 1/06: Lipsticks - A61Q 1/10: for eyes, e.g. eyeliner, mascara - A61Q 19/00: Preparations for care of the skin - A61Q 1/12: Face or body powders for grooming, adorning or absorbing - A61K: PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES (devices or methods specially adapted for bringing pharmaceutical products into particular physical or administering forms A61J3/00; chemical aspects of, or use of materials for deodorisation of air, for disinfection or sterilisation, or for bandages, dressings, absorbent pads or surgical articles A61L; soap compositions C11D) - A61Q: SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS ## Abstract Cosmetic compositions are provided, which are capable of forming a cosmetic film on a human integument when applied thereto. Cosmetic compositions according to the invention typically include a cosmetically acceptable vehicle, optionally, one or more colorants, and a pH-dependent film-forming polymer of poly(methacrylic acid-co-methyl methacrylate) having a ratio of methacrylic acid to methyl methacrylate of about 1:1 to about 1:2, an acid value of from about 150 to about 350 mg KOH/g, and a weight average molar mass between about 100,000 and about 150,000 g/mol. The compositions are capable of forming an adherent film on the integument that is substantially resistant to removal by water at a first pH, but readily dispersible or soluble in water at a second pH higher than said first pH. ## Claims ### Claim 1 A method for forming a cosmetic film on a human integument comprising: applying to said human integument a cosmetic composition comprising a cosmetically acceptable vehicle, optionally, one or more colorants, and a pH-dependent film-forming polymer of poly(methacrylic acid-co-methyl methacrylate) with a ratio of methacrylic acid to methyl methacrylate of about 1:1 to about 1:2, an acid value of from about 150 to about 350 mg KOH/g, and a weight average molar mass between about 100,000 and about 150,000 g/mol, wherein said polymer is capable of forming an adherent film on a human integument that is resistant to removal by water at a first pH, but readily dispersible or soluble in water at a second pH higher than said first pH, with the proviso that said film forming polymer is not in the form of a microcapsule, wherein said cosmetic composition is a mascara. ### Claim 2 (depends on 1) A method according to claim 1, wherein said second pH is greater than about 5.5. ### Claim 3 (depends on 1) A method according to claim 1, wherein said second pH is greater than about 6.5. ### Claim 4 (depends on 1) A method according to claim 1, wherein said second pH is greater than about 7.5. ### Claim 5 (depends on 1) A method according to claim 1, wherein said ratio of methacrylic acid to methyl methacrylate is about 1:1. ### Claim 6 (depends on 1) A method according to claim 1, wherein said ratio of methacrylic acid to methyl methacrylate is about 1:2. ### Claim 7 (depends on 1) A method according to claim 1, wherein said acid value is from about 150 to about 200 mg KOH/g. ### Claim 8 (depends on 1) A method according to claim 1, wherein said acid value is from about 300 to about 350 mg KOH/g. ### Claim 9 (depends on 1) A method according to claim 1, further comprising contacting said cosmetic composition with soap and water to raise the pH of the human integument from the first pH to the second pH, thereby removing the cosmetic composition from the human integument. ### Claim 10 (depends on 1) A method according to claim 1, wherein said cosmetic composition is a mascara. ### Claim 11 A cosmetic composition comprising a cosmetically acceptable vehicle, optionally, one or more colorants, and a pH-dependent film-forming polymer of poly(methacrylic acid-co-methyl methacrylate) with a ratio of methacrylic acid to methyl methacrylate of about 1:1 to about 1:2, an acid value of from about 150 to about 350 mg KOH/g, and a weight average molar mass between about 100,000 and about 150,000 g/mol, wherein said polymer is capable of forming an adherent film on a human integument that is resistant to removal by water at a first pH, but readily dispersible or soluble in water at a second pH higher than said first pH, with the proviso that said film forming polymer is not in the form of a microcapsule, wherein said cosmetic composition is a mascara. ### Claim 12 (depends on 11) A composition according to claim 11, wherein said second pH is greater than about 5.5. ### Claim 13 (depends on 11) A composition according to claim 11, wherein said second pH is greater than about 6.5. ### Claim 14 (depends on 11) A composition according to claim 11, wherein said second pH is greater than about 7.5. ### Claim 15 (depends on 11) A composition according to claim 11, wherein said ratio of methacrylic acid to methyl methacrylate is about 1:1. ### Claim 16 (depends on 11) A composition according to claim 11, wherein said ratio of methacrylic acid to methyl methacrylate is about 1:2. ### Claim 17 (depends on 11) A composition according to claim 11, wherein said acid value is from about 150 to about 200 mg KOH/g. ### Claim 18 (depends on 11) A composition according to claim 11, wherein said acid value is from about 300 to about 350 mg KOH/g.