WO2013064597A2 - Composition de coiffage - Google Patents

Composition de coiffage Download PDF

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Publication number
WO2013064597A2
WO2013064597A2 PCT/EP2012/071660 EP2012071660W WO2013064597A2 WO 2013064597 A2 WO2013064597 A2 WO 2013064597A2 EP 2012071660 W EP2012071660 W EP 2012071660W WO 2013064597 A2 WO2013064597 A2 WO 2013064597A2
Authority
WO
WIPO (PCT)
Prior art keywords
silica
hydrophobically modified
composition according
mixtures
silicone
Prior art date
Application number
PCT/EP2012/071660
Other languages
English (en)
Other versions
WO2013064597A3 (fr
Inventor
Ezat Khoshdel
Prem Kumar Cheyalazhagan Paul
Li RAN
Qiqing Zhang
Original Assignee
Unilever Plc
Unilever N.V.
Hindustan Unilever Limited
Conopco, Inc., D/B/A Unilever
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 Unilever Plc, Unilever N.V., Hindustan Unilever Limited, Conopco, Inc., D/B/A Unilever filed Critical Unilever Plc
Publication of WO2013064597A2 publication Critical patent/WO2013064597A2/fr
Publication of WO2013064597A3 publication Critical patent/WO2013064597A3/fr

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/25Silicon; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/0241Containing particulates characterized by their shape and/or structure
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/02Cosmetics or similar toiletry preparations characterised by special physical form
    • A61K8/04Dispersions; Emulsions
    • A61K8/06Emulsions
    • A61K8/062Oil-in-water emulsions
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/26Aluminium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/19Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
    • A61K8/29Titanium; Compounds thereof
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K8/00Cosmetics or similar toiletry preparations
    • A61K8/18Cosmetics or similar toiletry preparations characterised by the composition
    • A61K8/72Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds
    • A61K8/84Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89Polysiloxanes
    • A61K8/896Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate containing nitrogen, e.g. amodimethicone, trimethyl silyl amodimethicone or dimethicone propyl PG-betaine
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/06Preparations for styling the hair, e.g. by temporary shaping or colouring
    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61KPREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K2800/00Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
    • A61K2800/40Chemical, physico-chemical or functional or structural properties of particular ingredients
    • A61K2800/41Particular ingredients further characterized by their size
    • A61K2800/413Nanosized, i.e. having sizes below 100 nm

Definitions

  • the present invention relates hair styling compositions, especially those designed to straighten hair.
  • Hair can be styled in many ways.
  • One manner of styling hair is to decrease its volume enhancing the hair's straight appearance. Decreasing the volume is seen as a way of mitigating the frizzy appearance of the hair.
  • US4960588 discloses hair styling compositions comprising amino silicones and aluminium chloride.
  • Hair styling compositions comprising titanium citrate are disclosed in
  • the present invention relates to improved straightening compositions comprising metals that are stable on storage.
  • the present invention relates to a hair treatment composition
  • a hair treatment composition comprising:
  • hydrophobically modified particles selected from the group consisting of:
  • the invention relates to a hair treatment composition
  • a metal salt selected from aluminium chloride, titanium citrate, titanium
  • hydrophobically modified particles selected from the group consisting of silica, metal oxide and mixtures thereof;
  • the invention further relates to a method of treating hair comprising the steps of applying to the hair a composition comprising:
  • hydrophobically modified particles selected from the group consisting of silica, metal oxide and mixtures thereof;
  • compositions of the invention may be water in oil or oil in water based emulsions. Preferably they are oil in water based emulsions.
  • compositions of the invention comprise hydrophobically modified particles of silica, metal oxide or mixtures thereof.
  • hydrophobically particles comprise silica or titanium oxide, more preferably hydrophobically modified silica (silicone dioxide).
  • hydrophobically modified silica comprises the hydrophobic group of formula:
  • R is a C 4 to Cie alkyl group.
  • Particularly preferred is the hydrophobically modified silicone dioxide comprising:
  • silica particles are described in US 7 282 236 and made commercially available from suppliers like Evonik Degussa GmbH under the names Aerosil R812, R202, and R805.
  • Silica having a C4 to C15 alkyl group attached to the silane are preferred.
  • Particularly preferred is octylsilane comprising the group represented by formula above (sold under the name Aerosil R805).
  • the hydrophobically modified silica preferably has a primary particle size (in its dry state) from 1 nm to 100 nm, more preferably from 5 to 70nm.
  • Primary particles sizes can be derived from Transmission Electron Microscopy according to the method described by S. Gu et al in Journal of Colloid and Interface Science 289 (2005) 419-426.
  • Composition of the invention preferably comprise from 0.05 to 15 wt% of the total composition of hydrophobically modified silica, more preferably from 0.1 to 10 wt%, and most preferably from 0.2 to 5 wt%.
  • compositions according to the invention comprise an amino functional silicone.
  • amino functionalised silicone is meant a silicone containing at least one primary, secondary or tertiary amine group, or a quaternary ammonium group.
  • the primary, secondary, tertiary and/or quaternary amine groups may either form part of the main polymer chain or more preferably be carried by a side or pendant group carried by the polymeric backbone.
  • Suitable amino functionalised silicone polymers for use with the invention are described in US 4 185 087.
  • Amino functionalised silicones suitable for use in the invention will typically have a mole % amine functionality in the range of from about 0.1 to about 8.0 mole %, preferably from about 0.1 to about 5.0 mole %, most preferably from about 0.1 to about 2.0 mole %. In general the amine concentration should not exceed about 8.0 mole % since we have found that too high an amine concentration can be detrimental to total silicone deposition and therefore conditioning performance.
  • the functionalized polymers are of the
  • each R is independently H, or a Ci -4 alkyl, preferably H;
  • each R 1 is independently OR or a Ci -4 alkyl
  • each x is independently an integer from 1 to 4 and each y is greater than zero and independently an integer to yield a polymer having a molecular weight from 500 to 1 million, and preferably, from 750 to 25,000, and most preferably from 1 ,000 to 15,000.
  • Particularly preferred are silicones comprising an amino glycol copolymer.
  • Bis (C13-C15 alkoxy) PG amodimethicone such as DC 8500 by Dow Corning. It is also within the scope of this invention for the functionalized polymer to comprise trimethylsilylamodimethicone.
  • the level of amino functionalised silicone polymers make up from 0.05 to 15 wt% of the total composition, preferably from 0.1 to 10%, and most preferably from 0.2 to 5 wt%.
  • the weight ratio of hydrophobically modified particle to amino functionalised silicone is from 3: 1 to 1 :50, more preferably from 1 : 1 to 1 : 10.
  • a non-amino functional silicone is present, preferably at a weight ratio of greater than 1 : 1 non-amino functional silicone to amino functional silicone, more preferably at a ratio of greater than 2: 1.
  • compositions of the invention comprise metal salts selected from aluminium salt, titanium salts or mixtures thereof.
  • metal oxides are not considered metal salts.
  • the level of metal salt is preferably from 0.1 wt% to 20 wt% of the total composition, more preferably from 0.2 to 15 wt%, most preferably from 0.6 to 10 wt%.
  • the salt is a titanium salt.
  • Preferred titanium salts are selected from the group consisting of citrate, oxalate and tartrate or the metal alkali salt of these. It is advantageous if the titanium salt is titanium citrate or its metal alkali salt, particularly advantageous is sodium titanium salt, especially the sodium salt of titanium citrate (sodium titanium citrate). It is also preferable if the titanium salt is such that all the co-ordination bonds form cyclic structures with the ligands.
  • the level of titanium salt in the total composition is preferably from 0.01 to 10 wt% of the total composition, more preferably from 0.1 to 5 wt%.
  • compositions of the invention comprise a salt of aluminium.
  • the metal salt is aluminium chloride.
  • the level of aluminium salt in the total composition is preferably from 0.1 to 10 wt%, more preferably from 0.1 to 8 wt%, most preferably from 0.6 to 10 wt%.
  • compositions of the invention may comprise styling polymers.
  • Hair styling polymers are well known articles of commerce and many such polymers are available commercially which contain moieties which render the polymers cationic, anionic, amphoteric or nonionic in nature.
  • the polymers may be synthetic or naturally derived.
  • the amount of the hair styling polymer may range from 0.1 to 12%, preferably 0.5 to 10 %, more preferably 0.75 to 8% by weight based on total weight of the composition.
  • the formulation may include conditioning materials such as surfactants, cationic conditioners suitable for hair, non amino functionalised silicones and their emulsions.
  • composition does not contain anionic or nonionic surfactants.
  • Suitable non amino functionalised silicones include polydiorganosiloxanes, in particular polydimethylsiloxanes which have the CTFA designation dimethicone. Also suitable for use compositions of the invention (particularly shampoos and conditioners) are polydimethyl siloxanes having hydroxyl end groups, which have the CTFA designation dimethiconol. Also suitable for use in compositions of the invention are silicone gums having a slight degree of cross-linking, as are described for example in WO 96/31 188.
  • the viscosity of the emulsified silicone itself (not the emulsion or the final hair conditioning composition) is typically at least 10,000 est.
  • the viscosity of the silicone itself is preferably at least 60,000 est, most preferably at least 500,000 est, ideally at least 1 ,000,000 est. Preferably the viscosity does not exceed 10 9 est for ease of formulation.
  • Emulsified silicones for use the invention will typically have an average silicone particle size in the composition of less than 30, preferably less than 20, more preferably less than 10 microns. Most preferably the average silicone particle size of the emulsified silicone in the composition is less than 2 microns, ideally it ranges from 0.01 to 1 micron. Silicone emulsions having an average silicone particle size of ⁇ 0.15 microns are generally termed microemulsions. Silicone particle size may be measured by means of a laser light scattering technique, using a 2600D Particle Sizer from Malvern Instruments.
  • Suitable silicone emulsions for use in the invention are also commercially available in a pre-emulsified form.
  • Suitable pre-formed emulsions include emulsions DC 1784, DC 1785, DC 2-1865 available from Dow Corning.
  • the total amount of silicone incorporated into compositions of the invention depends on the level of conditioning desired and the material used. A preferred amount is from 0.01 to about 10% by weight of the total composition.
  • oils can also be included in the composition such as ester emolliants, polyhydric alcohol esters, wax esters and sugar ester of fatty acids.
  • natural ester emollients principally are based upon mono-, di- and tri- glycerides.
  • Representative glycerides include sunflower seed oil, cottonseed oil, borage oil, borage seed oil, primrose oil, castor and hydrogenated castor oils, rice bran oil, soybean oil, olive oil, safflower oil, shea butter, jojoba oil and combinations thereof.
  • Animal derived emollients are represented by lanolin oil and lanolin derivatives. Amounts of the natural esters may optionally range from about 0.1 to about 20% by weight of the end use compositions.
  • Creams according to the invention may contain a structurant or thickener, typically in an amount of from 0.01 % to 15% by weight.
  • suitable structurants or thickeners are polymeric thickeners such as carboxyvinyl polymers.
  • Particularly preferred thickeners are cationic thickening agents, more preferred are acrylamide/methacrylate based copolymers, especially preferred are polymers of dimethylacrylamide and methacrylate in particular dimethylacrylamide/ethyltrimonium chloride methacrylate copolymer such as Tinovis CD ex BASF.
  • compositions that can also be used as structurants or thickeners include those that can impart a gel-like viscosity to the composition, such as water soluble or colloidally water soluble polymers like cellulose ethers (e.g. methylcellulose, hydroxyethylcellulose, hydroxypropylmethylcellulose and carboxymethylcellulose), guar gum, sodium alginate, gum arabic, xanthan gum, polyvinyl alcohol, polyvinyl pyrrolidone, hydroxypropyl guar gum, starch and starch derivatives, and other thickeners, viscosity modifiers, gelling agents, etc. It is also possible to use inorganic thickeners such as bentonite or laponite clays.
  • inorganic thickeners such as bentonite or laponite clays.
  • Such styling products frequently include a carrier and further additional
  • the carriers and additional components required to formulate such products vary with product type and can be routinely chosen by one skilled in the art. The following is a description of some of these carriers and additional components.
  • the pH of the formulation is preferably from 4.5 to 8 at 25°C. More preferably from 5 to 7.
  • Hair care compositions of the present invention can comprise a carrier, or a mixture of such carriers, which are suitable for application to the hair.
  • the carriers are present at from about 0.5% to about 99.5%, preferably from about 5.0% to about 99.5%, more preferably from about 10.0% to about 98.0%, of the
  • composition As used herein, the phrase "suitable for application to hair” means that the carrier does not damage or negatively affect the aesthetics of hair or cause irritation to the underlying skin.
  • compositions according to the invention comprise a buffer or pH adjuster.
  • Preferred buffers or pH adjusters include weak acids and bases such
  • compositions of the invention comprise water as a solvent.
  • solvents include the C1 -C6 alcohols, lower alkyl acetate and mixtures thereof being preferred.
  • the solvents can also contain a wide variety of additional materials such volatile silicones such as cyclomethicone.
  • compositions of the present invention may also contain adjuncts suitable for hair care. Generally such ingredients are included individually at a level of up to 2 wt&, preferably up to 1 wt% of the total composition. Suitable hair care adjuncts, include amino acids, sugars and ceramides, sun-screening agents, carboxylic acid polymer thickeners.
  • Compositions of the present invention are formulated into hair care compositions with hair styling claims. The compositions are preferably used to non-permanently style human hair and, more preferably, they are packaged and labeled as such. The term non-permanently mean that during the styling process the inter cystine- disulphide bonds are not broken. This means that there are preferably no reductive agents in the hair care composition.
  • the products are left on hair after application and not immediately washed off (within 10 minutes of application). Such products are known as leave in compositions. Leave in styling compositions are particularly preferred. Process
  • a preferred process comprises forming a pre-emulsion comprising hydrophobic particles (preferably silica) dispersed in the silicone oils (aminosilicone).
  • this phase is free of nonionic and anionic surfactants.
  • composition comprising the following steps: i) forming a first phase by dispersing hydrophobe particles (preferably silica) in silicone oils (aminosilicone) ; followed by addition to water to form an emulsion.
  • hydrophobe particles preferably silica
  • silicone oils aminosilicone
  • the aluminium/titanium salt is added to the first emulsion phase.
  • compositions of the invention are dispersed in the silicone oils (aminosilicone oil DC8500/DC 200 fluid 50 est). Aluminium chloride, and some of the water are added to the oil phase by stirring to form an emulsion. The remainder of the cream is made in the conventional manner by mixing the ingredients, the emulsion is added to the cream. The process takes place under ambient temperature.
  • Examples A and B are made in the conventional manner.
  • Formulation of the invention mitigate the shear thinning effect and are thus more stable compared with the comparative compositions (Examples A and B).
  • Example 1 Formulations of were made as for Example 1 and Example B with replacement of the aluminium chloride with titanium citrate. After storage for 24 hours 20°C Example 2 did not phase separate, Example C had phased separated. Thus Example 2 is more stable than Example C on storage.

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Veterinary Medicine (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Chemical & Material Sciences (AREA)
  • Inorganic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Dispersion Chemistry (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cosmetics (AREA)

Abstract

Composition de traitement capillaire comprenant : a) de 0,6 à 10 % en poids d'un sel d'aluminium, d'un sel de titane et de mélanges de ceux-ci et b) une émulsion comprenant : i) des particules modifiées hydrophobiquement choisies dans le groupe comprenant la silice, l'oxyde métallique et des mélanges de ceux-ci; ii) de la silicone à fonction amine; et iii) de l'eau.
PCT/EP2012/071660 2011-11-04 2012-11-01 Composition de coiffage WO2013064597A2 (fr)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
CNPCT/CN2011/081823 2011-11-04
CN2011081823 2011-11-04

Publications (2)

Publication Number Publication Date
WO2013064597A2 true WO2013064597A2 (fr) 2013-05-10
WO2013064597A3 WO2013064597A3 (fr) 2013-07-18

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Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2015158499A1 (fr) * 2014-04-14 2015-10-22 Unilever N.V. Composition de soins personnels
WO2015158491A1 (fr) * 2014-04-14 2015-10-22 Unilever N.V. Composition de soins personnels
US9539190B2 (en) 2010-05-07 2017-01-10 Conopco, Inc. Skin conditioning compositions containing 12-hydroxystearic acid
US11019902B2 (en) 2014-05-01 2021-06-01 Cornell University Green technology for crosslinking protein molecules for various uses
US11530300B2 (en) 2014-05-01 2022-12-20 Cornell University Residual soy flour sugars as crosslinkers for enhancing mechanical performance of protein fibers

Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4185087A (en) 1977-12-28 1980-01-22 Union Carbide Corporation Hair conditioning compositions containing dialkylamino hydroxy organosilicon compounds and their derivatives
US4960588A (en) 1988-11-16 1990-10-02 Helene Curtis, Inc. Hair treatment compositions to impart durable hair set retention properties
WO1996031188A1 (fr) 1995-04-06 1996-10-10 Unilever Plc Compositions pour traitement capillaire
US7282236B2 (en) 1999-12-22 2007-10-16 Degussa Gmbh Hydrophobic silica
WO2010121924A1 (fr) 2009-04-24 2010-10-28 Unilever Plc Composition de mise en forme capillaire

Family Cites Families (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US5077040A (en) * 1990-04-30 1991-12-31 Helene Curtis, Inc. Hair-treating microemulsion composition and method of preparing and using the same
ES2392958T3 (es) * 2005-04-06 2012-12-17 The Boots Company Plc Tintes oxidantes mejorados para el cabello
EP2269565A1 (fr) * 2009-06-26 2011-01-05 Unilever PLC Compositions anti-transpirantes contenant une huile de fragrance
CN102596153A (zh) * 2009-11-06 2012-07-18 雅芳产品公司 用于防止或减少毛发的毛躁外观的方法和组合物

Patent Citations (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4185087A (en) 1977-12-28 1980-01-22 Union Carbide Corporation Hair conditioning compositions containing dialkylamino hydroxy organosilicon compounds and their derivatives
US4960588A (en) 1988-11-16 1990-10-02 Helene Curtis, Inc. Hair treatment compositions to impart durable hair set retention properties
WO1996031188A1 (fr) 1995-04-06 1996-10-10 Unilever Plc Compositions pour traitement capillaire
US7282236B2 (en) 1999-12-22 2007-10-16 Degussa Gmbh Hydrophobic silica
WO2010121924A1 (fr) 2009-04-24 2010-10-28 Unilever Plc Composition de mise en forme capillaire

Non-Patent Citations (1)

* Cited by examiner, † Cited by third party
Title
S. GU ET AL., JOURNAL OF COLLOID AND INTERFACE SCIENCE, vol. 289, 2005, pages 419 - 426

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9539190B2 (en) 2010-05-07 2017-01-10 Conopco, Inc. Skin conditioning compositions containing 12-hydroxystearic acid
WO2015158499A1 (fr) * 2014-04-14 2015-10-22 Unilever N.V. Composition de soins personnels
WO2015158491A1 (fr) * 2014-04-14 2015-10-22 Unilever N.V. Composition de soins personnels
EA030090B1 (ru) * 2014-04-14 2018-06-29 Юнилевер Н.В. Композиция для личной гигиены
EA031467B1 (ru) * 2014-04-14 2019-01-31 Юнилевер Н.В. Композиция для личной гигиены
US10688036B2 (en) 2014-04-14 2020-06-23 Conopco, Inc. Personal care composition
US11019902B2 (en) 2014-05-01 2021-06-01 Cornell University Green technology for crosslinking protein molecules for various uses
US11530300B2 (en) 2014-05-01 2022-12-20 Cornell University Residual soy flour sugars as crosslinkers for enhancing mechanical performance of protein fibers
US11963605B2 (en) 2014-05-01 2024-04-23 Cornell University Green technology for crosslinking protein molecules for various uses

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