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WO2000030595A1 - Compositions pour soins d'hygiene personnelle contenant un polymere - Google Patents

Compositions pour soins d'hygiene personnelle contenant un polymere Download PDF

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Publication number
WO2000030595A1
WO2000030595A1 PCT/US1999/025204 US9925204W WO0030595A1 WO 2000030595 A1 WO2000030595 A1 WO 2000030595A1 US 9925204 W US9925204 W US 9925204W WO 0030595 A1 WO0030595 A1 WO 0030595A1
Authority
WO
WIPO (PCT)
Prior art keywords
care composition
personal care
composition according
terpolymer
add
Prior art date
Application number
PCT/US1999/025204
Other languages
English (en)
Inventor
Michael W. Helioff
Joseph J. Albanese
Jenn S. Shih
Ruthann Mekita
Original Assignee
Isp Investments 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 Investments Inc. filed Critical Isp Investments Inc.
Priority to AU13259/00A priority Critical patent/AU1325900A/en
Publication of WO2000030595A1 publication Critical patent/WO2000030595A1/fr

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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
    • A61K8/72—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
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q19/00—Preparations for care of the skin
    • A61Q19/08—Anti-ageing preparations
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/02—Preparations for cleaning the hair
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00—Preparations for care of the hair
    • A61Q5/12—Preparations containing hair conditioners

Definitions

  • This invention relates to personal care compositions, and more particularly, to anti-wrinkle skin care and self-thickening gel hair care products.
  • Straub, F. et al. in U.S. Pat. No. 4,595,737 prepared water soluble terpolymers of a vinyl lactam, acrylic acid and 50-80% of a C 1 -C 4 alkyl vinyl ether by solution polymerization in alcohol or a cyclic ether.
  • the product was a viscous mass which was very difficult to filter; it was isolated by casting a film of the terpolymer and evaporating the solvent.
  • Blank, I. and Fertig, J., in U.S. Pat. No. 4,248,855 described a series of terpolymers of vinyl pyrrolidone, acrylic acid and methyl acrylate, prepared by solution and emulsion polymerization.
  • the personal care products of the invention are anti-wrinkle skin care compositions, and self-thickening gels in hair care styling compositions and include a polymer having by weight, (a) 20-90% of a vinyl lactam, (b) 1-55% of a polymerizable carboxylic acid and (c) 1-25% of a hydrophobic monomer, peferably wherein (a) is 40-70%, (b) is 15-40% and (c) is 5-20%; and, particularly wherein (a) is vinyl pyrrolidone, (b) is (meth)acrylic acid, and (c) is an alkyl ester of a polymerizable carboxylic acid having at least 6 carbon atoms in the alkyl group, preferably, a C ⁇ 0 -C 24 alkyl (meth)acrylate, wherein (b) is neutralized up to 100%, most preferably about 10-80%.
  • the personal care composition includes the polymer in an amount, by weight, of at least 1 %, preferably 1-15%.
  • the polymers in the personal care compositions of the invention are terpolymers of vinylpyrrolidone (VP), (meth)acrylic acid (MAA) and a hydrophobic monomer comprised of long chain alkyl (meth)acrylates.
  • the long chain alkyl (meth)acrylate monomer component of the terpolymer provides a self-thickening gel at suitable use levels of active polymer.
  • Skin care compositions containing the polymer provide unique anti-wrinkle or skin tightening effects from a gel matrix, and other multifunctional skin benefits.
  • Such polymers also have excellent fixative properties making it useful in hair care products such as self-thickening styling gels, mousses, shampoos and conditioners.
  • the polymer has a composition range, by weight, of 20-90% of a vinyl lactam, 1-55% of a polymerizable carboxylic acid and 1-25% of hydrophobic monomer.
  • terpolymers comprise (a) about 40-70% vinyl pyrrolidone, (b) 15-40% acrylic acid and (c) 5-20% of a C ⁇ 0 -C 4 alkyl (meth)acrylate.
  • the acrylic acid portion of the terpolymer may be neutralized with sodium hydroxide or an organic amine such as 2-amino-2-methyl-1-propanol.
  • the degree of neutralization, based on the acrylic acid portion of the terpolymer suitably ranges from 10 to 100%, preferably 10-80%, to yield clear gels of desired Brookfield viscosity.
  • the gel can also be fortified with moisturizers such as hyaluronic acid.
  • Hydrogenated milk fat (Milwhity, sold by lchimaru Pharcos Co., Ltd.) is also useful in providing extended moisturization and skin smoothness.
  • Other fortifying ingredients can be employed to enhance skin cleansing and provide a cooling sensation.
  • Witch Hazel Extract containing 14% alcohol is particularly effective in aiding the cooling sensation and decreasing the drying time.
  • polymeric film formers such as PVP (polyvinylpyrrolidone), PVP/VA (polyvinylpyrrolidone/vinyl acetate copolymer), VP/DMAPMA (vinylpyrrolidone/dimethylaminopropylmethacrylate copolymer), etc. have long been utilized for their fixative properties.
  • PVP polyvinylpyrrolidone
  • PVP/VA polyvinylpyrrolidone/vinyl acetate copolymer
  • VP/DMAPMA vinylpyrrolidone/dimethylaminopropylmethacrylate copolymer
  • These thickeners are often drawn from a selection of materials which includes Chitin, Carbomers (crosslinked polyacrylic acid), cellulosics, natural gums, gum derivatives and acrylic acid derivatives.
  • the styling/thickening multi-functionality of the polymer of the invention eliminates the necessity of added thickeners, thereby lowering formulation costs and reducing manufacturing complexity. Supplied as a viscous liquid, the terpolymer solution is easy to handle, non-dusting, pourable and easier to disperse in water with added neutralizer. There is no chance of formation of "fish eyes” or partially hydrated lumps which would require prolonged mixing time, heat and/or high shear for incorporation or filtration for removal. This improves the visual aesthetics of clear gel systems as well as providing a more consistent and reliable viscosity from batch to batch.
  • Said gels are also clearer because the insoluble complex that forms when Carbomer and more traditional cationic polymers are combined (creating a slight to moderate visible haze) are avoided. Also eliminated is the flaking which sometimes is apparent on the surface of the hair when traditional styling gels are applied.
  • the styling and holding ability of the polymer has been demonstrated by test methods which measure curl retention under high humidity and hair characteristics using tresses of hair.
  • the long chain alkyl (meth)acrylate hydrophobe also provides a degree of conditioning that is most noticeable in the soft, touchable, non-tacky feel on the hair.
  • the polymer is by no means limited to its applications in styling gels. Hair care products where styling, thickening and conditioning are desirable end properties benefit by the presence of the polymer therein. Such hair fixative products include mousses, spray gels and setting lotions.
  • Hair cleansing products such as conditioning shampoos, 3-in-1 (cleansing+conditioning+styling) products, and hair conditioners of both the rinse-off and leave-in type are improved by addition of the polymer.
  • Combinations of the polymer with either monomeric and/or polyquats in suitable proportions also forms a water-insoluble complex that is substantive to the hair and provides for hightened conditioning benefits with styling properties.
  • the charged reactants were heated from ambient temperature to 60°C in 20 minutes and held at 65°C for 30 minutes. Then 341 microliter of t-butyl peroxypivalate (Lupersol 11 ) was charged while the feeding solution was introduced into the reactor simultaneously over 2 1 hours while the temperature was held at 60°C. Then 175 g of ethanol was fed into reactor over 10 minutes, and the reaction mixture was held at 60°C for one hour. The solution was heated to 80°C (reflux temperature). 171 microliter of Lupersol 11 was added every 2 hours until the residual monomer level (N-vinylpyrrolidone) was less than 100 ppm. The contents were refluxed, cooled to room temperature. The product was a solution of a terpolymer of VP, AA and SMA at 30% solids in ethanol.
  • Hyladerm 1 % Active (Hyaluronic Acid) 1.00
  • Hyladerm (Hyaluronic acid, 1 % active) 1.00
  • Aculyn 22 (Acrylates/Steareth 20 3.25 Methacrylate copolymer)
  • Phase I is prepared in a smaller vessel and mixed until uniform. Low heat ( ⁇ 40°C) may be used if needed.
  • Phase II premix water, and TEA and set it aside. Add the terpolymer to the larger vessel, start the weep mixer, and then slowly add the water/neutralizer premix. Mix for 30 minutes at low speed to minimize aeration.
  • Phase II When Phase II is mixed well, add Phase I to the batch. Mix until uniform, 30 to 60 minutes.
  • Phase I is combined in a smaller vessel and mixed until uniform. Use low heat ( ⁇ 40°C) if needed.
  • Phase II Premix water and TEA and set aside. Add the terpolymer to the larger vessel, start the sweep mixer, then slowly add the water/neutralizer premix. Mix for 30 minutes at low speed to minimize aeration.
  • Phase II When Phase II is well mixed, add Phase I to the batch. Mix until uniform,

Landscapes

  • Health & Medical Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Dermatology (AREA)
  • Gerontology & Geriatric Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Cosmetics (AREA)

Abstract

L'invention concerne une composition pour soins d'hygiène personnelle contenant, en poids, environ 1-10 d'un polymère qui renferme, en poids, a) 20-90 de pyrrolidone vinylique, b) 1-55 d'un acide carboxylique polymérisable qui est l'acide (méth)acrylique et c) 1-25 d'un monomère hydrophobe qui est un ester alkyle d'un acide carboxylique polymérisable ayant au moins 6 atomes de carbone dans le groupe alkyle.
PCT/US1999/025204 1998-11-23 1999-10-28 Compositions pour soins d'hygiene personnelle contenant un polymere WO2000030595A1 (fr)

Priority Applications (1)

Application Number Priority Date Filing Date Title
AU13259/00A AU1325900A (en) 1998-11-23 1999-10-28 Polymer personal care compositions

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US10952998P 1998-11-23 1998-11-23
US60/109,529 1998-11-23
US42015199A 1999-10-18 1999-10-18
US09/420,151 1999-10-18

Publications (1)

Publication Number Publication Date
WO2000030595A1 true WO2000030595A1 (fr) 2000-06-02

Family

ID=26807055

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/US1999/025204 WO2000030595A1 (fr) 1998-11-23 1999-10-28 Compositions pour soins d'hygiene personnelle contenant un polymere

Country Status (2)

Country Link
AU (1) AU1325900A (fr)
WO (1) WO2000030595A1 (fr)

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002072047A3 (fr) * 2001-02-21 2002-12-27 Basf Ag Agent cosmetique ou pharmaceutique
US20100009931A1 (en) * 2006-05-05 2010-01-14 L'oreal Association of a tensor agent or device and a saccharide compound
EP2221045A1 (fr) * 2009-02-20 2010-08-25 Beiersdorf AG Formulations de soin de la peau avec un effet tenseur immédiat
US8003738B2 (en) * 2004-12-07 2011-08-23 Basf Se Method of producing aqueous secondary dispersions of water-insoluble polymers
WO2013087309A3 (fr) * 2011-12-16 2013-08-22 Henkel Ag & Co. Kgaa Produit pour la déformation temporaire de fibres kératiniques et procédé de déformation temporaire des cheveux
US11200373B2 (en) 2017-03-02 2021-12-14 Palantir Technologies Inc. Automatic translation of spreadsheets into scripts

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5015708A (en) * 1989-06-26 1991-05-14 Gaf Chemicals Corporation Precipitation polymerization of terpolymers of a vinyl lactam, a polymerizable carboxylic acid and a hydrophobic monomer in an aliphatic hydrocarbon solvent
US5603926A (en) * 1992-12-01 1997-02-18 Osaka Yuki Kagaku Kogyo Kabushiki Kaisha Cosmetic composition comprising cationic polymer thickener

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5015708A (en) * 1989-06-26 1991-05-14 Gaf Chemicals Corporation Precipitation polymerization of terpolymers of a vinyl lactam, a polymerizable carboxylic acid and a hydrophobic monomer in an aliphatic hydrocarbon solvent
US5603926A (en) * 1992-12-01 1997-02-18 Osaka Yuki Kagaku Kogyo Kabushiki Kaisha Cosmetic composition comprising cationic polymer thickener

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2002072047A3 (fr) * 2001-02-21 2002-12-27 Basf Ag Agent cosmetique ou pharmaceutique
US8003738B2 (en) * 2004-12-07 2011-08-23 Basf Se Method of producing aqueous secondary dispersions of water-insoluble polymers
US20100009931A1 (en) * 2006-05-05 2010-01-14 L'oreal Association of a tensor agent or device and a saccharide compound
EP2221045A1 (fr) * 2009-02-20 2010-08-25 Beiersdorf AG Formulations de soin de la peau avec un effet tenseur immédiat
WO2013087309A3 (fr) * 2011-12-16 2013-08-22 Henkel Ag & Co. Kgaa Produit pour la déformation temporaire de fibres kératiniques et procédé de déformation temporaire des cheveux
US11200373B2 (en) 2017-03-02 2021-12-14 Palantir Technologies Inc. Automatic translation of spreadsheets into scripts

Also Published As

Publication number Publication date
AU1325900A (en) 2000-06-13

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