GB2173515A - Dye compositions - Google Patents

Dye compositions Download PDF

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Publication number
GB2173515A
GB2173515A GB08509409A GB8509409A GB2173515A GB 2173515 A GB2173515 A GB 2173515A GB 08509409 A GB08509409 A GB 08509409A GB 8509409 A GB8509409 A GB 8509409A GB 2173515 A GB2173515 A GB 2173515A
Authority
GB
United Kingdom
Prior art keywords
composition
composition according
dye
cationic
surfactant
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.)
Granted
Application number
GB08509409A
Other versions
GB8509409D0 (en
GB2173515B (en
Inventor
Terry Francis Houiellebecq
Martin Edwin Day
Anne Lilian Wilkins
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.)
Beecham Group PLC
Original Assignee
Beecham Group PLC
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 Beecham Group PLC filed Critical Beecham Group PLC
Priority to GB08509409A priority Critical patent/GB2173515B/en
Publication of GB8509409D0 publication Critical patent/GB8509409D0/en
Publication of GB2173515A publication Critical patent/GB2173515A/en
Application granted granted Critical
Publication of GB2173515B publication Critical patent/GB2173515B/en
Expired legal-status Critical Current

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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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/891—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone
    • A61K8/892—Polysiloxanes saturated, e.g. dimethicone, phenyl trimethicone, C24-C28 methicone or stearyl dimethicone modified by a hydroxy group, e.g. dimethiconol
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/34—Alcohols
    • A61K8/342—Alcohols having more than seven atoms in an unbroken chain
    • 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
    • A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41—Amines
    • A61K8/418—Amines containing nitro groups
    • 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
    • A61K8/84—Cosmetics or similar toiletry preparations characterised by the composition containing organic macromolecular compounds obtained by reactions otherwise than those involving only carbon-carbon unsaturated bonds
    • A61K8/89—Polysiloxanes
    • A61K8/896—Polysiloxanes containing atoms other than silicon, carbon, oxygen and hydrogen, e.g. dimethicone copolyol phosphate
    • A61K8/898—Polysiloxanes 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
    • 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
    • A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes

Abstract

A dye composition for treating hair comprises a direct dye, a cationic silicone surfactant, a hydroxy functional silicone derivative and a liquid vehicle. Preferred silicone surfactants are amine functional silicones and quaternary ammonium functional silicones and further surfactants, which are cationic or non-ionic, may be included in the composition. The hydroxy functional silicone derivative is preferably present together with a long chain fatty alcohol, ester or ketone as suspending or solubilising agent.

Description

SPECIFICATION Compositions The present invention relates to dye compositions useful in dyeing natural fibres, and in particular for dyeing human hair.
Direct dyes are commonly used to colour fibrous materials, for instance human hair, for a limited time and may be useful when repeated changes in colour are required. However, direct dyes often impart a low colour intensity to a substrate and safety considerations may prevent the use of more concentrated compositions.
Semi-permanent dye compositions which are presently available will usually colour human hair for up to about six subsequent shampoo washes, although a high proportion of colour is lost after 2 or 3 washes. It has now been discovered that by using a hydroxy functional silicone derivative in combination with a cationic silicone derivative, increased permanency of dye deposited on hair, coupled with hair conditioning benefits, can be achieved. The use of the hydroxy functional silicone derivative is thought to provide improved adhesion of cationic silicone to hair and increased resistance to removal by washing, the dye material being deposited within or under the silicone coating which is formed on the hair during treatment.
According to the present invention there is provided a dye composition for treating hair, comprising a direct dye; a cationic silicone surfactant which comprises a cationic silicone derivative; an hydroxy functional silicone derivative; and a liquid vehicle.
Preferably, the composition of the invention includes a solubilising or suspending agent for the hydroxy functional silicone derivative, and examples of suitable agents are long chain fatty alcohols, esters and ketones. The solubilising or suspending agent is preferably present in an amount of from 0.1 to 5.0% by weight of the composition.
Examples of direct dyes include anthraquinone, azo, nitro, basic, triarylmethane or disperse dyes, or any combination thereof.
Anthraquinone dyes are those containing the group
and a particular example is Disperse Blue No. 1, of formula
Azo dyes are those containing the -N=N- group, and a particular example is Disperse Orange No. 3, of formula
Nitro dyes are those containing the -NO2 group, and a particular example is 2 nitro-pphenylene diamine, of formula
Basic dyes are those containing coloured cations, and a particular example is Basic Yellow 9, of formula
Triarylmethane dyes are those containing the group
and a particular example is Basic Violet 14, of formula
Disperse dyes are those which are substantially insoluble in water and are used as a dispersion in the medium.A particular example is Disperse Yellow 1 of formula
The total dye content is preferably in the range 0.01 to 10% by weight of the composition.
Suitably the dye, or when a mixture of dyes is used, each dye, may be present in an amount of from 0.01 to 5% by weight, preferably 0.01 to 3%.
Examples of cationic silicone surfactant include: (i) Amine functional silicones of the general formula (I),
in which X and Y, which may be the same or different, are each C16 alkyl, preferably -CH3, or -OH, R is C13 alkyl and m and n are each integers of from 1 to 100, (ii) Quaternary ammonium functional silicones of the general formula (II),
in which X and Y are as defined in formula (I), R is a long chain alkyl group, m and n are each integers of from 1 to 100 and An is a halide ion, such as Cl Br or I The total amount of silicone surfactant in the composition of the invention is preferably from 0.1 to 5.0% by weight, more preferably 0.1 to 3.0% by weight.
The hydroxy functional silicone derivative is preferably a low molecular weight, flake silicone solid, and a particularly preferred example is manufactured by Dow Corning under the trade name Silicone DF 11/884.
The total amount of hydroxy functional silicone derivative is preferably from 0.1 to 3.0% by weight, more preferably 0.1 to 1.0% by weight.
The compositions of the invention may optionally include further surfactants which may be cationic or non-ionic to modify the antistatic, combability and gloss properties of the substrate.
The content of further cationic surfactant may be within the range of 0.1 to 5.0% by weight of the composition, more preferably 0.1 to 3.0% by weight.
Non-ionic surfactant may be present in the composition of the invention at from 0.1 to 5.0% by weight of the composition, preferably in the range of 0.1 to 3.0% by weight.
It will be appreciated that in formulating the composition, the skilled cosmetic formulator would consider the toxicity of each component and would accordingly use a non-toxic amount of dye, surfactant or any other component.
The compositions of the invention may also comprise conventional toiletries additives such as thickening agents, opacifiers, pearlescent agents, sequestrants, colour stabilising agents, perfumes, preservatives, glycols and other dye solubilisers.
The pH of the compositions of the invention may be from 4 to 10, preferably from 5 to 7. If necessary the pH may be adjusted using conventional agents.
When used herein the term 'liquid vehicle' includes water or water admixed with other nonaqueous liquids which together can dissolve or support the direct dye, cationic silicone surfactant and hydroxy functional silicone derivative.
In a further aspect the present invention provides a process for the preparation of the dye composition of the invention which comprises mixing the hydroxy functional silicone derivative with a solubilising or suspending agent and heating the mixture to dissolve the derivative, adding the cationic silicone derivative to the mixture at ambient temperature, adding the direct dye to the resultant mixture, the dye having been optionally pre-dispersed, suspended or dissolved in a suitable medium, and adding optional ingredients to obtain the final composition.
Preferably, the hydroxy functional silicone derivative is dissolved in the solubilising or suspending agent, such as a long chain fatty alcohol, ester or ketone, by warming to a temperature of from about 70"C to 80"C.
Preferably, the liquid vehicle in the composition of the invention comprises an emulsion base, to which the cationic silicone derivative and hydroxy functional derivative are both added, together with additional, optional surfactants.
Further toiletries additives may be added at any convenient stage in the process preferably before final pH adjustment.
The direct dye may be in dry powder form or, as described above, may be predispersed, suspended or dissolved in a suitable solvent, preferably a glycol for example glycerin or propylene glycol.
The invention further provides a method for treating non-human or human hair comprising applying an effective, non-toxic amount of composition as hereinbefore defined to the hair.
The compositions of the invention will now be illustrated by way of the following Examples.
Example 1 Weight Percent Hydroxy propyl guar 0.7 Amodimethicone and Tallotrimonium Chloride and Nonoxynol-lO 1.0 Hydroxy functional silicone [Dow Corning Silicone DF 11/884] 0.5 Cetyl alcohol 1.5 Glycerin 4.5 N4-(2-hydroxy ethyl)-2-nitro-p phenylene diamine 0.4 4-Nitro-o-phenylene diamine 0.2 Perfume qs Preservatives qs Deionised water qs to 100 Example 2 Weight Percent Hydroxy propyl guar 0.7 Trimethyl silylamodimethicone (and) Octoxynol-40 (and) Isolaureth -6 (and) glycol 1.0 Hydroxy functional silicone [Dow corning Silicone DF 11/884] Cetyl alcohol 1.5 Glycerin 4.5 N4-(2-hydroxy ethyl)-2-nitro-p- phenylene diamine 1.0 Perfume qS Preservative qS Deionised water qS to 100 Example 3 Weight Percent Hydroxyl ethyl cellulose 0.9 Quaternary ammonium functional polydimethyl siloxane (Dow Corning Silicone X2-8109) 1.0 Hydroxy functional silicone [Dow Corning Silicone DF 11/884] 0.5 Isodecyl isononanoate 1.5 Glycerin 4.5 2-nitro-p-phenylene diamine 0.5 Perfume qS Preservative qS Deionised Water qS to 100 Example 4 Weight Percent Hydroxy propyl methyl cellulose 1.5 Polysiloxane Polydimethyl dialkyl ammonium acetate copolymer 1.0 Hydroxy functional silicone [Dow Corning Silicone DF 11/884] 0.5 Stearyl alcohol 1.5 Glycerin 4.5 2-Nitro-P-Phenylene diamine 0.05 4-Nitro-O-Phenylene diamine 0.4 Perfume qS Preservative qS Deionised Water qS Dyeing Properties-Test Procedure Hair tresses were prepared using virgin human hair (1g) bound with waxed twine. The colourant composition of Example 1 (0.5g) was applied evenly to the dampened hair tress and allowed to penetrate for 20 minutes before being rinsed in warm water. The tresses were then dried with warm air.A number of dyed tresses were prepared and bundled together. Shampoo (0.05g per 1g hair) was applied to the wet hair tresses, lathered and rinsed in warm water. This process was repeated once more, to represent a complete 'wash'. After the tresses had been dried, one was removed from the bundle before the washing procedure was repeated again. At the end of the test period the colours of the tresses were assessed in natural daylight.
The above procedure was repeated using a colourant composition containing all the ingredients of Example 1, but without the hydroxy functional silicone.
Results When dyed tresses were repeatedly shampooed over a period of several days, significantly more colour was retained by the tresses which had been dyed with the formulation of example 1, than was retained by tresses dyed with the formulation of Example 1 without the hydroxy functional silicone.

Claims (11)

1. A dye composition for treating hair, comprising a direct dye, a cationic silicone surfactant, a hydroxy functional silicone derivative and a liquid vehicle.
2. A composition according to claim 1 in which the cationic silicone surfactant comprises a cationic silicone derivative.
3. A composition according to claim 1 or 2 in which there is included a solubilising or suspending agent for the hydroxy functional silicone derivative.
4. A composition according to any one of claims 1 to 3 in which the cationic surfactant is selected from (i) amine funtional silicones of the general formula;
(ii) quaternary ammonium functional silicones of the general formula;
5. A composition according to any one of claims 1 to 4 in which the direct dye is selected from anthraquinone, azo, nitro, basic, triarylmethane or disperse dyes.
6. A composition according to any one of claims 1 to 5 in which the total dye content is present in the range 0.01 to 10% by weight of the composition.
7. A composition according to any one of the claims 1 to 6 in which the total cationic silicone surfactant content is present in the range 0.1 to 5% by weight of the composition.
8. A composition according to any one of claims 1 to 7 additionally comprising a non-ionic surfactant.
9. A composition according to any one of claims 1 to 7 additionally comprising a cationic surfactant.
10. A composition according to claims 8 or 9 wherein the additional surfactant is present in the range from 0.1 to 5% by weight of the composition.
11. A dye composition for treating hair, substantially as hereinberfore described in any one of the examples.
GB08509409A 1985-04-12 1985-04-12 Hair dye composition Expired GB2173515B (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB08509409A GB2173515B (en) 1985-04-12 1985-04-12 Hair dye composition

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB08509409A GB2173515B (en) 1985-04-12 1985-04-12 Hair dye composition

Publications (3)

Publication Number Publication Date
GB8509409D0 GB8509409D0 (en) 1985-05-15
GB2173515A true GB2173515A (en) 1986-10-15
GB2173515B GB2173515B (en) 1989-01-18

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Family Applications (1)

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Cited By (21)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2186890A (en) * 1986-02-26 1987-08-26 Dow Corning Colouring keratinous material with the aid of a polysiloxane containing an S:-OH moiety
FR2594688A1 (en) * 1986-02-26 1987-08-28 Dow Corning Ltd Process for dyeing keratinous material
WO1989004163A1 (en) * 1987-11-11 1989-05-18 Dow Corning Limited Conditioning compositions
EP0327345A2 (en) * 1988-02-04 1989-08-09 Wella Aktiengesellschaft Hair darkening compositions
EP0533937A1 (en) * 1991-02-15 1993-03-31 Shiseido Company Limited Acidic hair dye composition
EP0547790A1 (en) * 1991-12-18 1993-06-23 Kao Corporation Dye composition for Keratinous fibers
US5281240A (en) * 1992-09-21 1994-01-25 Dow Corning Corporation Method of coloring hair with water soluble acid dyes
EP0723770A1 (en) * 1995-01-27 1996-07-31 L'oreal Cosmetic composition based on guar gum and oxyalkylated silicone
EP0729742A2 (en) * 1995-03-01 1996-09-04 Kao Corporation Hair cosmetic composition containing an amino-modified silicon polymer
EP0756861A2 (en) * 1995-07-31 1997-02-05 Kao Corporation Composition for dyeing of human hair
WO1999029286A1 (en) * 1997-12-04 1999-06-17 Unilever Plc Hair treatment composition
WO2000012057A1 (en) * 1998-08-26 2000-03-09 L'oreal Dyeing composition for keratinous fibres with a cationic direct colouring agent and a silicone
EP1170000A1 (en) * 2000-06-27 2002-01-09 Kao Corporation Hair dye composition
US6645507B2 (en) 1996-12-31 2003-11-11 American Medical Research, Inc. Skin product having continuing antimicrobial, antiviral, antiseptic, and healing properties
FR2841466A1 (en) * 2002-06-28 2004-01-02 Oreal COSMETIC COMPOSITION COMPRISING QUATERNARY SILICONE AND LIQUID FATTY ALCOHOL AND COSMETIC TREATMENT METHOD
EP1466581A1 (en) * 2003-04-09 2004-10-13 KPSS-Kao Professional Salon Services GmbH Pre-treatment composition for colouring hair
WO2007071684A2 (en) * 2005-12-22 2007-06-28 L'oréal Composition for dyeing keratin fibres with a tetraazapentamethine cationic direct dye and an amino silicone
FR2895242A1 (en) * 2005-12-22 2007-06-29 Oreal Composition useful for dyeing keratin fibers e.g. hair comprises amino silicone and tetraazapentamethine compound in dyeing medium
EP2018845A1 (en) * 2007-07-27 2009-01-28 KPSS-Kao Professional Salon Services GmbH Process for colouring keratin fibres
US7740873B2 (en) 2002-06-28 2010-06-22 L'oreal Composition comprising a quaternary silicone and a liquid fatty alcohol and method of treatment
WO2020041077A1 (en) * 2018-08-22 2020-02-27 Dow Global Technologies Llc A process for making a personal care formulation

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2039512A (en) * 1978-12-05 1980-08-13 Oreal Surface-active polysiloxanes
GB2165550A (en) * 1984-10-12 1986-04-16 Oreal Detergent cosmetic compositions

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2039512A (en) * 1978-12-05 1980-08-13 Oreal Surface-active polysiloxanes
GB2165550A (en) * 1984-10-12 1986-04-16 Oreal Detergent cosmetic compositions

Cited By (44)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB2186890A (en) * 1986-02-26 1987-08-26 Dow Corning Colouring keratinous material with the aid of a polysiloxane containing an S:-OH moiety
FR2594688A1 (en) * 1986-02-26 1987-08-28 Dow Corning Ltd Process for dyeing keratinous material
US4898595A (en) * 1986-02-26 1990-02-06 Dow Corning Limited Coloring keratinous material
GB2186890B (en) * 1986-02-26 1990-05-16 Dow Corning Colouring keratinous material
WO1989004163A1 (en) * 1987-11-11 1989-05-18 Dow Corning Limited Conditioning compositions
EP0327345A2 (en) * 1988-02-04 1989-08-09 Wella Aktiengesellschaft Hair darkening compositions
EP0327345A3 (en) * 1988-02-04 1991-05-29 Wella Aktiengesellschaft Hair darkening compositions
EP0533937A1 (en) * 1991-02-15 1993-03-31 Shiseido Company Limited Acidic hair dye composition
EP0533937A4 (en) * 1991-02-15 1993-05-05 Shiseido Company Limited Acidic hair dye composition
US5601620A (en) * 1991-02-15 1997-02-11 Shiseido Company Ltd. Acidic hair dye compositions which comprise acid dyes, benzyl alchol, and polysiloxanes
EP0547790A1 (en) * 1991-12-18 1993-06-23 Kao Corporation Dye composition for Keratinous fibers
US5281240A (en) * 1992-09-21 1994-01-25 Dow Corning Corporation Method of coloring hair with water soluble acid dyes
EP0589656A3 (en) * 1992-09-21 1994-10-12 Dow Corning Method of coloring hair with water soluble acid dyes.
EP0589656A2 (en) * 1992-09-21 1994-03-30 Dow Corning Corporation Method of coloring hair with water soluble acid dyes
EP0723770A1 (en) * 1995-01-27 1996-07-31 L'oreal Cosmetic composition based on guar gum and oxyalkylated silicone
FR2729853A1 (en) * 1995-01-27 1996-08-02 Oreal COSMETIC COMPOSITION BASED ON GUAR GUM AND OXYALKYLENE SILICONE
JPH08231375A (en) * 1995-01-27 1996-09-10 L'oreal Sa Cosmetic composition based on guae gum and silicones
US6060044A (en) * 1995-01-27 2000-05-09 L'oreal Cosmetic composition based on guar gum and silicones
EP0729742A2 (en) * 1995-03-01 1996-09-04 Kao Corporation Hair cosmetic composition containing an amino-modified silicon polymer
EP0729742A3 (en) * 1995-03-01 1997-07-09 Kao Corp Hair cosmetic composition containing an amino-modified silicon polymer
DE19527978C2 (en) * 1995-07-31 1998-08-20 Kao Corp Means for coloring and tinting human hair and the use of hydroxy-C¶2¶_C¶4¶-alkyl guar gum in such agents
DE19527978A1 (en) * 1995-07-31 1997-02-06 Kao Corp Gmbh Means for tinting human hair
EP0756861A3 (en) * 1995-07-31 1999-06-16 Kao Corporation Composition for dyeing of human hair
EP0756861A2 (en) * 1995-07-31 1997-02-05 Kao Corporation Composition for dyeing of human hair
JPH09100223A (en) * 1995-07-31 1997-04-15 Kao Corp Hair dye composition
US6645507B2 (en) 1996-12-31 2003-11-11 American Medical Research, Inc. Skin product having continuing antimicrobial, antiviral, antiseptic, and healing properties
WO1999029286A1 (en) * 1997-12-04 1999-06-17 Unilever Plc Hair treatment composition
US7507260B2 (en) 1998-08-26 2009-03-24 L'oreal S.A. Composition for dyeing keratinous fibres with a cationic direct dye and a silicone
WO2000012057A1 (en) * 1998-08-26 2000-03-09 L'oreal Dyeing composition for keratinous fibres with a cationic direct colouring agent and a silicone
FR2783416A1 (en) * 1998-08-26 2000-03-24 Oreal DYEING COMPOSITION FOR KERATINIC FIBERS WITH DIRECT CATIONIC COLOR AND SILICONE
EP1170000A1 (en) * 2000-06-27 2002-01-09 Kao Corporation Hair dye composition
US6616708B2 (en) 2000-06-27 2003-09-09 Kao Corporation Hair dye composition
FR2841466A1 (en) * 2002-06-28 2004-01-02 Oreal COSMETIC COMPOSITION COMPRISING QUATERNARY SILICONE AND LIQUID FATTY ALCOHOL AND COSMETIC TREATMENT METHOD
EP1378226A1 (en) * 2002-06-28 2004-01-07 L'oreal Cosmetic composition comprising a quaternary silicone and a liquid fatty alcohol, as well as cosmetic treatment process
US7740873B2 (en) 2002-06-28 2010-06-22 L'oreal Composition comprising a quaternary silicone and a liquid fatty alcohol and method of treatment
EP1466581A1 (en) * 2003-04-09 2004-10-13 KPSS-Kao Professional Salon Services GmbH Pre-treatment composition for colouring hair
AU2004201103B2 (en) * 2003-04-09 2008-05-15 Kpss-Kao Professional Salon Services Gmbh Pre-treatment composition for colouring hair
US7402181B2 (en) 2003-04-09 2008-07-22 Kpss - Kao Professional Salon Services Gmbh Pre-treatment composition for colouring hair
WO2007071684A2 (en) * 2005-12-22 2007-06-28 L'oréal Composition for dyeing keratin fibres with a tetraazapentamethine cationic direct dye and an amino silicone
FR2895242A1 (en) * 2005-12-22 2007-06-29 Oreal Composition useful for dyeing keratin fibers e.g. hair comprises amino silicone and tetraazapentamethine compound in dyeing medium
WO2007071684A3 (en) * 2005-12-22 2008-10-30 Oreal Composition for dyeing keratin fibres with a tetraazapentamethine cationic direct dye and an amino silicone
EP2018845A1 (en) * 2007-07-27 2009-01-28 KPSS-Kao Professional Salon Services GmbH Process for colouring keratin fibres
EP2018846A1 (en) * 2007-07-27 2009-01-28 KPSS Kao Professional Salon Services GmbH Process for colouring keratin fibres
WO2020041077A1 (en) * 2018-08-22 2020-02-27 Dow Global Technologies Llc A process for making a personal care formulation

Also Published As

Publication number Publication date
GB8509409D0 (en) 1985-05-15
GB2173515B (en) 1989-01-18

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Legal Events

Date Code Title Description
732 Registration of transactions, instruments or events in the register (sect. 32/1977)
PCNP Patent ceased through non-payment of renewal fee

Effective date: 19980412