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WO2014108384A1 - Compositions de laque capillaire sous forme d'aérosol - Google Patents

Compositions de laque capillaire sous forme d'aérosol Download PDF

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Publication number
WO2014108384A1
WO2014108384A1 PCT/EP2014/050120 EP2014050120W WO2014108384A1 WO 2014108384 A1 WO2014108384 A1 WO 2014108384A1 EP 2014050120 W EP2014050120 W EP 2014050120W WO 2014108384 A1 WO2014108384 A1 WO 2014108384A1
Authority
WO
WIPO (PCT)
Prior art keywords
hair spray
spray composition
aerosol hair
composition according
acrylate
Prior art date
Legal status (The legal status 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 status listed.)
Ceased
Application number
PCT/EP2014/050120
Other languages
English (en)
Inventor
Yevgen Blyumin
Dirk Weber
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
DSM IP Assets BV
Original Assignee
DSM IP Assets BV
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 DSM IP Assets BV filed Critical DSM IP Assets BV
Publication of WO2014108384A1 publication Critical patent/WO2014108384A1/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

Links

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
    • A61K8/8141—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
    • A61K8/8147—Homopolymers or copolymers of acids; Metal or ammonium salts thereof, e.g. crotonic acid, (meth)acrylic acid; 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
    • A61K8/02—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
    • 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

Definitions

  • the present invention relates to aerosol hair spray compositions comprising a not or only partially neutralized acrylate copolymer and a propellant as well as to their use for styling hair.
  • aerosol hair spray compositions comprising specific acrylate copolymers which are not or only partially neutralized show reduced flaking properties after application to hair.
  • the ratio of ethyl methacrylate (EMA) to ethyl acrylate (EA) (w/w) is selected in the range of 4:1 to 1 :1 , preferably in the range of 2: 1 to 1 :1 , in particular in the range of 2:1 to 1.3:1.0, which can also be expressed as coefficient of EMA/ EA which accordingly should preferably be selected in the range of 4 to 1 , preferably in the range of 2 to 1 such as in particular in the range of about 2.0 to 1.3.
  • the acrylate copolymer is in the form of acrylate copolymer beads obtained by suspension polymerisation of the respective monomers.
  • acrylate copolymer beads in connection with the present invention is meant polymer particles that are simple to isolate e.g. by filtering or centrifuging.
  • the polymer beads in connection with the present invention typically have an average diameter of at least 50 ⁇ , preferably of at least 150 ⁇ .
  • the beads according to the present invention have a diameter between 50 and 150 ⁇ such as in particular between 150 to 500 ⁇ .
  • Particular suitable acrylate copolymer beads according to the present invention have a molecular weight of about 100kDalton, a glass transition temperature of about 80-120 * C and a particle size of about 50 to 1500 ⁇ , preferably of 150 to 500 ⁇ (X-50). Even more preferred acrylate copolymer beads according to the present invention have additionally an acid value selected in the range of 125-145 mg KOH/g.
  • acrylate copolymer beads are e.g. disclosed in WO2011 /057882 which is included herein by reference.
  • Particularly advantageous in all embodiments of the present invention are acrylate copolymer beads from monomers selected form the group consisting of methacrylic acid (M ), n-butyl methacrylate (BMA), ethyl acrylate (EA) and ethyl methacrylate (EMA) which exhibit a Tg of 98-108 ' C and an acid value of 125-145 mg KOH/g.
  • M methacrylic acid
  • BMA n-butyl methacrylate
  • EA ethyl acrylate
  • EMA ethyl methacrylate
  • Such acrylate copolymer beads are e.g.
  • Another suitable acrylate copolymer according to the present invention is the acrylate copolymer from tert. -butyl acrylate, ethyl acrylate and methacrylic acid which is commercially available as Luvimer* 100 P at BASF.
  • the neutralization level of the carboxyl groups of the acrylate copolymers is preferably selected in the range of 0-80 mole- , more preferably in the range of 0-75 mole-% and most preferably in the range of 0-35 mole-%.
  • the amount of neutralizing agent necessary for achieving the desired neutralization level can easily be calculated by a person skilled in the art from the acid value of the respective acrylate copolymer.
  • the at least one propellant may or may not be VOC.
  • Particularly suitable propellants according to the present invention are n-propane, isopropane, n-butane, isobutane, dimethyl ether; dimethoxymethane, difluoroethane, chlorodifluoroethane, chlorodifluoromethane, other chlorofluorocarbons or combinations thereof.
  • Preferred propellants according to the present invention are either a mixture of n-propane and n- butane or dimethyl ether, most preferred is dimethyl ether (DME) as the use of DME as propellant results in least flaking as illustrated in the examples.
  • the at least one propellant is used at a total concentration of 10 to 70 wt.-3 ⁇ 4; and more preferably of 30 to 60 wt.-% based on the total weight of the aerosol hair spray composition.
  • the total amount of the at least one acrylate copolymer in the aerosol hair spray compositions according to the present invention may easily be chosen by a person skilled in the art.
  • a concentration of 0.1 -10 wt.-%, more preferred of 1 -8 wt.-%, most preferred of about 2-5 wt.-% based on the total weight of the aerosol hair spray compositions is used.
  • the aerosol hair styling compositions according to the present invention are prepared according to standard methods in the art.
  • a bulk solution of the at least one acrylate copolymer with all the definitions and preferences as given above in a suitable solvent or solvent mixture, optionally in the presence of other additives usually employed in aerosol hair spray composition is prepared which is subsequently mixed with the at least one propellant.
  • the bulk solution consists mainly of the at least one acrylate copolymer, water and a Ci alcohol.
  • Particularly suitable d. 4 alcohols include methanol, ethanol propanol and butanol. Most preferred is ethanol.
  • the bulk solution consists of 1 -15 wt.- of the at least one acrylate copolymer, 20-100 wt.-3 ⁇ 4 of water, 0-80 wt.-% of ethanol and 0-10 wt.-% of other additives usually employed in aerosol hair spray composition.
  • the other hair fixative resins may be present in the aerosol hair spray composition at a concentration of from 0.5 to 6.0 wt.-%, preferably from 1.0 to 3.0 wt.-%, based on the total weight of the aerosol hair spray composition.
  • the further hair fixative resins which are suitable in the aerosol hair spray composition include for example butyl acrylate/ethyl acrylate/methacrylic acid copolymers; polyvinyl pyrrolidone, vinyl pyrrolidone/vinyl acetate copolymers; octytacrylamide /acrylates / butyl-aminoethylmethacrylate copolymers; vinylcaprolactam/vinylpyrrolidone/ dimethylamino-ethylmethacrylate copolymers; methacryloyl ethyl- betaine/methacrylate copolymers; methacrylic acid/methacrylic ester copolymer; methacrylic acid /acrylic acid ester copolymers, alkylester of the copolymer of vinyl methyl ether and maleic anhydride; hydroxyethylcellulose quaternized with diallyl dimethyl ammonium chloride, quaternized vinyl pyr
  • One or more surfactants may be added to the hair spray composition.
  • surfactants are present in the hair spray composition, they are preferably present at a concentration of from 0.001 to 1.0 wt.-%, based on the total weight of the composition.
  • the surfactants which may be used in the hair spray composition include for example anionic, cationic, non-ionic, or amphoteric surfactants.
  • suitable surfactants include PPG 28 Buteth 35, PEG 75 lanolin, perfluoropolymethyl isopropyl ether, octoxynol-9, PEG-25 hydrogenated castor oil, polyethylene terephthalate, polyethylene glycol 25 glyceryl trioleate, oleth-3 phosphate, PPG-5-ceteth-10 phosphate, PEG-20 methyl glucose ether, glycereth-7-triacetate, glycereth-7-benzoate, fatty acid ester of polysorbate (TWEEN), or n-alkyl substituted lactam such as n-octyl pyrrolidone, or combinations thereof.
  • PPG 28 Buteth 35 PEG 75 lanolin
  • perfluoropolymethyl isopropyl ether octoxynol-9
  • PEG-25 hydrogenated castor oil polyethylene terephthalate
  • polyethylene glycol 25 glyceryl trioleate polyethylene glycol 25
  • the amount of solvent added to the hair spray composition can be selected in the range of about 100 wt.-% or less, such as in particular in the range of 55 wt.-% or less based on the total weight of the hair spray composition.
  • Suitable solvents include for example Ci to C 12 straight or branched chain alcohols such as methanol, ethanol, isopropanol, or propanol or combinations thereof.
  • the other preservatives are preferably used in an amount of about 0.001 to 1 .0 wt.-% based on the total weight of the hair spray composition.
  • One or more light screening agents may be desirable in a hair spray composition according to the invention.
  • the light screening agents are advantageously selected from UV-A, UV-B, UV-C and/ or broadband filters such as in particular from the commercially available and widely used UV-filter substances octocrylene (PARSOL* 340), 4-methyl benzylidene camphor (PARSOL* 5000), ethylhexyl methoxycinnamate (PARSOL* MCX), ethylhexyl triazone (Uvinul* T-150), diethylhexyl butamido triazone (Uvasorb* HEB), 2,2'-methylene- bis-(6-(2H-benzotriazole-2-yl)-4-(1 , 1 , 3, 3, -tetramethylbutyl)-phenol (Tinosorb* M) , bis- ethylhexyloxyphenol methoxyphenyl triazine (Tinosorb* S
  • the light screening agents are generally present in the compositions according to the invention in proportions ranging from 0.001 to 5 wt. - , preferably ranging from 0.01 to 1 wt. -%, most preferably ranging from 0.02 to 0.5 wt. -3 ⁇ 4 with respect to the total weight of the composition.
  • additives such as those commonly used by those skilled in the art may be added to the hair spray composition according to the invention.
  • the other additives used in the hair spray compositions will depend upon the type of hair spray composition desired.
  • Other additives include for example fragrances; moisturizers such as sorbitol, propanediol, butylene glycol, glycerine, hydrolyzed silk protein, or hydrolyzed wheat protein; detangling aids such as panthenol; conditioning agents such as those disclosed in US Patent 5, 164, 177 emulsifiers; antistatic aids, extracts, proteins, vitamins, dyes, tints, colorants or combinations thereof.
  • the other additives are typically present from 0.005 to 5 wt.-%; more preferably from 0.01 to 1 wt perennial-% based on total weight of the hair spray composition.
  • Hair swatches (natural European hair, color 6.0) of 1 cm broadness and 12 cm overall length [Kerling].
  • the respective hair spray was sprayed homogeneously over six hair swatches for 15s.
  • the hair swatches were left to dry for 30 min and additionally in a conditioning chamber at 75%rH 20°C.
  • the swatches were washed twice with simple SLS-Shampoo, dried at 20°C and evaluated visually for the degree of flaking. The results are presented in table 1 . As can be retrieved, the degree of flaking significantly increases with the neutralization level.
  • LAMAR ® Fix A1000 (!NC!: Acrylates Copolymer, Chemical Name: polymer with 2-Methyl-2- propanoic acid, butyl 2-methyl-2-propenoate, ethyl 2-methyl-2-propenoate and ethyl 2-propenoate, CAS Number: 1070166-98-1 ) can be incorporated into a great variety of product forms as illustrated below without being limited thereto: . Aerosol Hairspray "Strong Hold"
  • Part B with stirring: Add ethanol part II into the solution. Add step by step all other ingredients and stir until.
  • Part C Add propane/butane 1 .3.
  • Part B with stirring: Add ethanol part II into the solution. Add step by step all other ingredients and stir until.
  • Part C Add propane/butane.

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

Abstract

La présente invention concerne des compositions de laque capillaire sous forme d'aérosol qui comprennent un copolymère d'acrylate non neutralisé ou uniquement partiellement neutralisé et un propulsif. La présente invention concerne également l'utilisation desdites compositions pour coiffer les cheveux.
PCT/EP2014/050120 2013-01-09 2014-01-07 Compositions de laque capillaire sous forme d'aérosol Ceased WO2014108384A1 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
EP13150592.7 2013-01-09
EP13150592 2013-01-09

Publications (1)

Publication Number Publication Date
WO2014108384A1 true WO2014108384A1 (fr) 2014-07-17

Family

ID=47501023

Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/EP2014/050120 Ceased WO2014108384A1 (fr) 2013-01-09 2014-01-07 Compositions de laque capillaire sous forme d'aérosol

Country Status (1)

Country Link
WO (1) WO2014108384A1 (fr)

Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB1410012A (en) * 1971-09-06 1975-10-15 Unilever Ltd Hairspray composition
US3925542A (en) * 1965-03-03 1975-12-09 Oreal Hair lacquer and wave setting compositions containing vinyl acetate-crotonic acid-containing polymers
US4543249A (en) * 1980-03-27 1985-09-24 American Cyanamid Co. Hair spray compositions containing methylmethacrylate-methacrylic acid copolymers
US5030443A (en) * 1987-08-28 1991-07-09 Clairol Incorporated Alginate hair setting compositions
US5164177A (en) 1991-06-18 1992-11-17 Helene Curtis, Inc. Aqueous hair styling aid
WO2011057882A1 (fr) * 2009-11-16 2011-05-19 Dsm Ip Assets B.V. Polymère acrylique

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3925542A (en) * 1965-03-03 1975-12-09 Oreal Hair lacquer and wave setting compositions containing vinyl acetate-crotonic acid-containing polymers
GB1410012A (en) * 1971-09-06 1975-10-15 Unilever Ltd Hairspray composition
US4543249A (en) * 1980-03-27 1985-09-24 American Cyanamid Co. Hair spray compositions containing methylmethacrylate-methacrylic acid copolymers
US5030443A (en) * 1987-08-28 1991-07-09 Clairol Incorporated Alginate hair setting compositions
US5164177A (en) 1991-06-18 1992-11-17 Helene Curtis, Inc. Aqueous hair styling aid
WO2011057882A1 (fr) * 2009-11-16 2011-05-19 Dsm Ip Assets B.V. Polymère acrylique

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
"International Cosmetic Ingredients Dictionary", 1993, CTFA

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