WO2009036030A1 - Water-resistant sprayable sunscreen compositions - Google Patents

Water-resistant sprayable sunscreen compositions Download PDF

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Publication number
WO2009036030A1
WO2009036030A1 PCT/US2008/075810 US2008075810W WO2009036030A1 WO 2009036030 A1 WO2009036030 A1 WO 2009036030A1 US 2008075810 W US2008075810 W US 2008075810W WO 2009036030 A1 WO2009036030 A1 WO 2009036030A1
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WO
WIPO (PCT)
Prior art keywords
sunscreen composition
composition according
water
sunscreen
acrylic acid
Prior art date
Application number
PCT/US2008/075810
Other languages
French (fr)
Inventor
Tracey Ross
Christine Barrett
Nancy Clements
Original Assignee
Isp Investmenst Inc.
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Isp Investmenst Inc. filed Critical Isp Investmenst Inc.
Publication of WO2009036030A1 publication Critical patent/WO2009036030A1/en

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Classifications

    • 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
    • A61K8/00—Cosmetics or similar toiletry preparations
    • A61K8/18—Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/8141—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
    • A61K8/8152—Homopolymers or copolymers of esters, e.g. (meth)acrylic acid esters; Compositions of derivatives of such polymers
    • 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
    • A61K8/72—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/81—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions involving only carbon-to-carbon unsaturated bonds
    • A61K8/817—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 a single or double bond to nitrogen or by a heterocyclic ring containing nitrogen; Compositions or derivatives of such polymers, e.g. vinylimidazol, vinylcaprolactame, allylamines (Polyquaternium 6)
    • A61K8/8182—Copolymers of vinyl-pyrrolidones. Compositions of derivatives of such polymers
    • 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
    • A61K2800/59—Mixtures
    • A61K2800/594—Mixtures of polymers

Definitions

  • This invention relates to sunscreen compositions, and more particularly, to water-resistant, sprayable sunscreens compositions having excellent water-resistance and enhanced skin feel for the user.
  • Some emulsion sunscreen formulations on the market which exhibit water resistance include the copolymer ALLIANZTM OPT (acrylates C 12 -C 2 3 alkyl methacrylate) in combination with Pemulen TR-2 (acrylates C 1 0-C30 alkyl acrylate crosspolymer) or Carbomer.
  • ALLIANZTM OPT acrylates C 12 -C 2 3 alkyl methacrylate
  • Pemulen TR-2 acrylates C 1 0-C30 alkyl acrylate crosspolymer
  • Carbomer Carbomer
  • water resistant, sprayable sunscreen compositions are provided which have enhanced skin feel for the user.
  • sunscreen compositions which include the copolymer ALLIANZTM OPT in combination with UltraThixTM P-100 (ISP), an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone cross polymer.
  • water resistant, sprayable sunscreen compositions including (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate, and (b) an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone crosspolymer.
  • a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate Preferably (a) is ALLIANZTMOPT and (b) is UltraThixTM P-100, which provides enhanced skill feel for the user. Most preferably, by wt, (a):(b) is about 5:1 .
  • Suitable sunscreen compositions include an active sunscreen ingredient, such as UVA and/or UVB materials.
  • the present invention is directed to water resistant, sprayable sunscreen compositions.
  • Sunscreen compositions in accordance with the present invention include (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate, and (b) an emulsion stabilizer.
  • the emulsion stabilizer is an acrylic acid/vinyl pyrrolidone crosspolymer.
  • the sunscreen compositions of the present invention include a combination of polymers that provide water resistant, sprayable sunscreen compositions that also exhibit enhanced skin feel for the user.
  • the first polymer is a tetrapolymer emulsion polymerization product of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl-eicosinyl methacrylate.
  • a particularly useful tetrapolymer of this type is ALLIANZTM OPT (INCI name acrylates/C-12-22 alkylmethacrylate copolymer) commercially available from ISP as an aqueous dispersion at 47% to 49% solids.
  • the first polymer may be present in an amount of about 0.1 % to about 10%, more particularly from about 0.25% to about 5%, still more particularly from about 0.5% to about 1 .5% and in certain cases about 1 % polymer solids based on the total weight of the composition.
  • the sunscreen compositions set forth herein also include a second polymer.
  • the second polymer is an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone crosspolymer.
  • the emulsion stabilizer is UltraThixTM P-100 (INCI name Acrylic Acid/VP Crosspolymer), which is an acrylic acid/vinyl pyrrolidone cross polymer.
  • the emulsion stabilizer may be present in any amount that provides the desired water resistance and skin feel for the user.
  • the emulsion stabilizer may be present in an amount from about 0.05% to about 10%, more particularly from about 0.1 % to about 2.5%, still more particularly from about 0.25% to about 1 % and in certain cases about 0.5% polymer solids based on the total weight of the composition.
  • the first and second polymers may be present in a ratio from about 10:1 to 1 :1 , more particularly from about 7:1 to 3:1 and still more particularly from about 5:1 by weight, respectively. The ratios set forth herein are determined based on the polymers as supplied. Of course, the present invention is not limited to these particular ratios.
  • the sunscreen compositions of the invention can contain one or more active UVA and UVB sunscreen compounds, e.g., avobenzone, benzophenone-3, p-Aminobenzoic acid (PABA), Camphor benzalkonium methosulfate, Phenylbenzimidazole sulfonic acid, Terephthalidene dicamphor sulfonic acid, Benzylidene camphor sulfonic acid, Octocrylene, Polyacrylamidomethyl benzylidene camphor, Ethylhexyl methoxycinnamate, PEG- 25 PABA, lsoamyl p-methoxycinnamate, Ethylhexyl thazone, Dromethzole thsiloxane, Diethylhexyl butamido thazone, 4-Methylbenzylidene camphor, 3- Benzylidene camphor, Ethylhexyl
  • Water resistance as set forth herein is measured in accordance with the following procedure. In-vitro skin (IMS Testing Group) is hydrated for 12 to 18 hours in a hydration chamber (82% water/ 18% glycerin solution). Four (4) samples and one reference/blank are prepared by applying 6 to 8 mg. of the sunscreen sample onto each sample and allowing the sample to re-hydrate for 20 minutes.
  • Retention water resistance
  • compositions according to certain aspects of the present invention provide water resistance (as determined by the procedures set forth herein) of at least 60%, more particularly at least 70%, and in certain cases about 80%, 90% or even about 100%.
  • the described in vitro test method has been confirmed through corresponding in vivo tests.

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  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Dermatology (AREA)
  • Chemical & Material Sciences (AREA)
  • Dispersion Chemistry (AREA)
  • Cosmetics (AREA)

Abstract

A water resistant, sprayable sunscreen composition which includes (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate and (b) an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone crosspolymer.

Description

WATER-RESISTANT SPRAYABLE SUNSCREEN COMPOSITIONS CROSS REFERENCE TO RELATED APPLICATION
This Application claims the benefit of U.S. Provisional Application Serial Number 60/971 ,069 filed September 10, 2007, the contents of which are hereby incorporated by reference.
FIELD OF THE INVENTION
[0001] This invention relates to sunscreen compositions, and more particularly, to water-resistant, sprayable sunscreens compositions having excellent water-resistance and enhanced skin feel for the user.
BACKGROUND OF THE INVENTION
[0002] Some emulsion sunscreen formulations on the market which exhibit water resistance include the copolymer ALLIANZ™ OPT (acrylates C12-C23 alkyl methacrylate) in combination with Pemulen TR-2 (acrylates C10-C30 alkyl acrylate crosspolymer) or Carbomer. However, these formulations do not have an aesthetically pleasant skin feel for the user, i.e., what is perceived as the aesthetic value in the skin feel.
[0003] Accordingly, in accordance with certain aspects of the present invention, water resistant, sprayable sunscreen compositions are provided which have enhanced skin feel for the user.
[0004] In accordance with certain embodiments of the present invention, sunscreen compositions are provided which include the copolymer ALLIANZ™ OPT in combination with UltraThix™ P-100 (ISP), an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone cross polymer.
SUMMARY OF THE INVENTION
[0005] What is described herein are water resistant, sprayable sunscreen compositions including (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate, and (b) an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone crosspolymer. Preferably (a) is ALLIANZ™OPT and (b) is UltraThix™ P-100, which provides enhanced skill feel for the user. Most preferably, by wt, (a):(b) is about 5:1 . Suitable sunscreen compositions include an active sunscreen ingredient, such as UVA and/or UVB materials.
DETAILED DESCRIPTION OF THE INVENTION
[0006] The present invention is directed to water resistant, sprayable sunscreen compositions. Sunscreen compositions in accordance with the present invention include (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate, and (b) an emulsion stabilizer. The emulsion stabilizer is an acrylic acid/vinyl pyrrolidone crosspolymer.
[0007] The sunscreen compositions of the present invention include a combination of polymers that provide water resistant, sprayable sunscreen compositions that also exhibit enhanced skin feel for the user. The first polymer is a tetrapolymer emulsion polymerization product of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl-eicosinyl methacrylate. A particularly useful tetrapolymer of this type is ALLIANZ™ OPT (INCI name acrylates/C-12-22 alkylmethacrylate copolymer) commercially available from ISP as an aqueous dispersion at 47% to 49% solids. The first polymer may be present in an amount of about 0.1 % to about 10%, more particularly from about 0.25% to about 5%, still more particularly from about 0.5% to about 1 .5% and in certain cases about 1 % polymer solids based on the total weight of the composition.
[0008] The sunscreen compositions set forth herein also include a second polymer. The second polymer is an emulsion stabilizer which is an acrylic acid/vinyl pyrrolidone crosspolymer. Preferably, the emulsion stabilizer is UltraThix™ P-100 (INCI name Acrylic Acid/VP Crosspolymer), which is an acrylic acid/vinyl pyrrolidone cross polymer. The emulsion stabilizer may be present in any amount that provides the desired water resistance and skin feel for the user. Typically, the emulsion stabilizer may be present in an amount from about 0.05% to about 10%, more particularly from about 0.1 % to about 2.5%, still more particularly from about 0.25% to about 1 % and in certain cases about 0.5% polymer solids based on the total weight of the composition. [0009] In accordance with certain embodiments of the present invention, the first and second polymers may be present in a ratio from about 10:1 to 1 :1 , more particularly from about 7:1 to 3:1 and still more particularly from about 5:1 by weight, respectively. The ratios set forth herein are determined based on the polymers as supplied. Of course, the present invention is not limited to these particular ratios.
[0010] The sunscreen compositions of the invention can contain one or more active UVA and UVB sunscreen compounds, e.g., avobenzone, benzophenone-3, p-Aminobenzoic acid (PABA), Camphor benzalkonium methosulfate, Phenylbenzimidazole sulfonic acid, Terephthalidene dicamphor sulfonic acid, Benzylidene camphor sulfonic acid, Octocrylene, Polyacrylamidomethyl benzylidene camphor, Ethylhexyl methoxycinnamate, PEG- 25 PABA, lsoamyl p-methoxycinnamate, Ethylhexyl thazone, Dromethzole thsiloxane, Diethylhexyl butamido thazone, 4-Methylbenzylidene camphor, 3- Benzylidene camphor, Ethylhexyl salicylate, Ethylhexyl dimethyl PABA, Benzophenone-4, Benzophenone-5, Methylene bis-benzthazolyl tetramethylbutylphenol, Disodium phenyl dibenzimidazole tetrasulfonate, Bis- ethylhexyloxyphenol methoxyphenol thazine, and Polysilicone-15. Other compounds described in the art for the purpose may also be used.
[0011] Water resistance as set forth herein is measured in accordance with the following procedure. In-vitro skin (IMS Testing Group) is hydrated for 12 to 18 hours in a hydration chamber (82% water/ 18% glycerin solution). Four (4) samples and one reference/blank are prepared by applying 6 to 8 mg. of the sunscreen sample onto each sample and allowing the sample to re-hydrate for 20 minutes.
[0012] Initial UV absorbance readings are measured (each sample vs. the reference) for each sample scanned at four orientations rotating 90 degrees after each reading. Readings are taken at the highest peak between 250-400 nm on a dual beam UV-Vis spectrophotometer with slide holder. The four (4) samples are placed in the water bath (25°C with propeller mixing at 50 rpm) for 80 minutes. The samples are removed from the water bath and allowed to dry for 10 minutes. The samples are placed in the hydration chamber for 120 minutes. Readings are taken (each sample vs. the reference) for each sample scanned at four orientations rotating 90 degrees after each reading. Readings are taken at the highest peak between 250-400 nm.
[0013] Retention (water resistance) is calculated by dividing the final readings by the initial readings and multiplying by 100. The average and standard deviation are calculated and recorded. Inconsistently high or low values should be omitted from the calculation of the retention.
[0014] Compositions according to certain aspects of the present invention provide water resistance (as determined by the procedures set forth herein) of at least 60%, more particularly at least 70%, and in certain cases about 80%, 90% or even about 100%. The described in vitro test method has been confirmed through corresponding in vivo tests.
[0015] The invention will now be described by reference to the following non-limiting examples of invention compositions.
EXAMPLE 1 - SPF 30 Spray Lotion with Allianz™ OPT and UltraThix™ P-100 Polymers
INGREDIENT % w/w Water Phase
Dl Water 58.7
Disodium EDTA 0.10
Glycerin 2.00
Ultrathix™ P-100 0.40
TEA (Thethanolamine) 0.03
Oil Phase
Escalol 517(Avobenzone) 3.00
Escalol 597(Octocrylene) 2.50
Escalol 587(Octisalate) 5.00
Escalol 557 (Octinoxate) 7.50
Escalol 567 (Benzophenone-3) 6.00
Ritamulse SCG 1 .00 (Sod. Lauryl Lactylate Cetearyl Alcohol/Glyceral Stearate) Cetereth-20 5.00
Behenyl Alcohol 0.50
Ceraphyl SLK (Isodecyl Neopentanoate) 1 .00
Ceraphyl 41 (d 2-15 Alkyl Lactate) 4.00
Germaben Il E 1 .00
Post-Additive
TEA (Triethanolamine) 0.20
Allianz™ OPT 2.05
PROCESS:
1. Disperse UltraThix™ P- 100 into water phase.
2. Mix thoroughly.
3. Heat the water phase to 75 - 800C.
4. In a separate beaker, combine the oil phase, heat 70 - 75°C.
5. Add the oil phase to the water phase.
6. Continue mixing and cooling.
7. Add remaining TEA, homogenize.
8. Post-add the Allianz™ OPT into mixture of water and oil phases.
9. Continue mixing until uniform.
Properties
Water-resistance - 73% Enhanced skin feel SPF value - 31

Claims

CLAIMS What is claimed:
1. A water resistant, sprayable sunscreen composition including (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate and (b) an acrylic acid/vinyl pyrrolidone crosspolymer.
2. A sunscreen composition according to claim 1 wherein (a) is acrylates/Ci2-22 alkylmethacrylate copolymer and (b) is Acrylic Acid/VP Crosspolymer.
3. A sunscreen composition according to claim 1 which exhibits enhanced skin feel for the user.
4. A sunscreen composition according to claim 1 wherein, by wt, (a): (b) is about 10:1 to 1 :1.
5. A sunscreen composition according to claim 1 wherein, by wt, (a): (b) is about 7:1 to 3:1.
6. A sunscreen composition according to claim 1 wherein, by wt, (a): (b) is about 5:1.
7. A sunscreen composition according to claim 1 which includes an active sunscreen ingredient.
8. A sunscreen composition according to claim 1 wherein (a) is present at about 0.25% to about 5% solids.
9. A sunscreen composition according to claim 1 which has a water- resistance of at least 60%.
10. A sunscreen composition according to claim 9 which has a water- resistance of at least 70%.
1 1. A water resistant, sprayable sunscreen composition comprising an active sunscreen ingredient and from about 0.25% to about 5% solids of (a) a tetrapolymer of methacrylic acid, methyl methacrylate, butyl acrylate and cetyl eicosinyl methacrylate and from about 0.1 % to about 2.5% of (b) an acrylic acid/vinyl pyrrolidone crosspolymer wherein the sunscreen composition provides a water resistance of at least 60%.
12. A sunscreen composition according to claim 1 1 wherein (a) is acrylates/Ci2-22 alkylmethacrylate copolymer.
13. A sunscreen composition according to claim 1 1 wherein (b) is Acrylic Acid/VP Crosspolymer.
14. A sunscreen composition according to claim 13 wherein (a) is acrylates/Ci2-22 alkylmethacrylate copolymer.
15. A sunscreen composition according to claim 14 wherein the sunscreen composition provides a water resistance of at least 70%.
16. A sunscreen composition according to claim 14 wherein, by wt, (a): (b) is about 7:1 to 3:1 .
17. A sunscreen composition according to claim 16 wherein, by wt, (a): (b) is about 5:1.
PCT/US2008/075810 2007-09-10 2008-09-10 Water-resistant sprayable sunscreen compositions WO2009036030A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US97106907P 2007-09-10 2007-09-10
US60/971,069 2007-09-10

Publications (1)

Publication Number Publication Date
WO2009036030A1 true WO2009036030A1 (en) 2009-03-19

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Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130164241A1 (en) * 2011-12-23 2013-06-27 Mary Kay Inc. Mascara formulation
CN110721107A (en) * 2019-10-25 2020-01-24 苏州绿叶日用品有限公司 Waterproof sunscreen spray composition for hair and preparation method thereof
US11168287B2 (en) 2016-05-26 2021-11-09 Kimberly-Clark Worldwide, Inc. Anti-adherent compositions and methods of inhibiting the adherence of microbes to a surface

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020076390A1 (en) * 2000-10-25 2002-06-20 3M Innovative Properties Company Acrylic-based copolymer compositions for cosmetic and personal care
US7022316B2 (en) * 2003-02-25 2006-04-04 L'oreal Non-pilling UV-photoprotecting sunscreen compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20020076390A1 (en) * 2000-10-25 2002-06-20 3M Innovative Properties Company Acrylic-based copolymer compositions for cosmetic and personal care
US7022316B2 (en) * 2003-02-25 2006-04-04 L'oreal Non-pilling UV-photoprotecting sunscreen compositions

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US20130164241A1 (en) * 2011-12-23 2013-06-27 Mary Kay Inc. Mascara formulation
US9216303B2 (en) * 2011-12-23 2015-12-22 Mary Kay Inc. Mascara formulation
US11168287B2 (en) 2016-05-26 2021-11-09 Kimberly-Clark Worldwide, Inc. Anti-adherent compositions and methods of inhibiting the adherence of microbes to a surface
GB2565511B (en) * 2016-05-26 2022-04-13 Kimberly Clark Co Anti-adherent compositions and methods of inhibiting the adherence of microbes to a surface
CN110721107A (en) * 2019-10-25 2020-01-24 苏州绿叶日用品有限公司 Waterproof sunscreen spray composition for hair and preparation method thereof

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