CN1529581A - Hair colouring compositions and its use - Google Patents

Hair colouring compositions and its use Download PDF

Info

Publication number
CN1529581A
CN1529581A CNA028142454A CN02814245A CN1529581A CN 1529581 A CN1529581 A CN 1529581A CN A028142454 A CNA028142454 A CN A028142454A CN 02814245 A CN02814245 A CN 02814245A CN 1529581 A CN1529581 A CN 1529581A
Authority
CN
China
Prior art keywords
developer
compositions
coupling agent
hair
oxidized
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
CNA028142454A
Other languages
Chinese (zh)
Other versions
CN1258354C (en
Inventor
詹姆斯・C・邓巴
詹姆斯·C·邓巴
・A・詹姆斯
德里思·A·詹姆斯
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.)
Procter and Gamble Ltd
Procter and Gamble Co
Original Assignee
Procter and Gamble Ltd
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 Procter and Gamble Ltd filed Critical Procter and Gamble Ltd
Publication of CN1529581A publication Critical patent/CN1529581A/en
Application granted granted Critical
Publication of CN1258354C publication Critical patent/CN1258354C/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

Links

Classifications

    • AHUMAN NECESSITIES
    • A61MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61QSPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
    • A61Q5/00Preparations for care of the hair
    • A61Q5/10Preparations for permanently dyeing the hair
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/33Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing oxygen
    • A61K8/35Ketones, e.g. benzophenone
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/411Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/40Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing nitrogen
    • A61K8/41Amines
    • A61K8/415Aminophenols
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/4906Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
    • A61K8/4926Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom having six membered rings
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • 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
    • A61K8/30Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
    • A61K8/49Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
    • A61K8/494Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
    • A61K8/4953Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom containing pyrimidine ring derivatives, e.g. minoxidil

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)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Emergency Medicine (AREA)
  • Cosmetics (AREA)

Abstract

The present invention provides a hair colouring composition comprising (iv) at least one developer selected from amino aromatic systems capable of being oxidised and thereafter undergoing only a single electrophilic attack reaction, and (v) at least one developer selected from amino aromatic systems capable of being oxidised and thereafter undergoing at least two electrophilic attack reactions, and (vi) at least one coupler, which delivers improved root-to-tip evenness and improved hair colour.

Description

Hair colouring compositions and uses thereof
The present invention relates to new hair colouring compositions, and relate to the method for using said composition in the coloring hairs process.Especially, the present invention relates to the new combination of reagent composition and be used to obtain the purposes of special-effect.
Hair colouring compositions generally includes various aromatic compounds and various other chemical compound, and described aromatic compound is commonly referred to developer (being also referred to as precursor or main intermediate), and described other chemical compound is commonly referred to coupling agent.These chemical compounds are referred to as the oxidative hair dyeing agent, because it needs oxidant to generate color.The chemical compound that is described as developer is the chemical compound that those and oxidant reaction generate active oxidized intermediate.Then, the reaction of this intermediate and coupling agent or a plurality of coupling agent generates coloured molecule.Some developers can with other molecular reaction of the same type, promptly from coupling.Coupling agent usually not with oxidant reaction, but with the active oxidized intermediate reaction that generates by developer and oxidant reaction.
Among WO98/52591, WO98/52520, WO98/52521, WO98/52522 and the WO98/52523 that announced before us, we have described the hair colouring compositions that uses the oxidative hair dyeing agent that limits type.Especially, in these publications, coupling agent must be selected from (A), (B) and (C) three groups of coupling agents, when they during with the developer coupling that limits, generate cyan, yellow and carmetta respectively.In these publications, developer must be that a class can be oxidized and only experience the material that single parent electricity is attacked thereafter.Also can randomly exist though generally acknowledge the oxidative hair dyeing agent of other type, be somebody's turn to do developer and coupling agent that preferred typical compositions only comprises qualification.
Other patent that discloses the developer (once parent's electricity is attacked developer) of this universal class comprises EP-A-079,540, this patent disclosure as developer and various coupling agent bonded 2,6-dichloro p-aminophenol, but there is no other developer, and EP-A-951,900, this patent comprises as 2 of solvent, 6-dichloro p-aminophenol, and itself and various coupling agent and other single parent electricity are attacked developer illustrate.
Though have been found that comprising once the electric compositions of attacking developer of parent helps the accurately predicting final color, they show the even problem of irregular colour.Especially, formerly once dyeed and/or bleach and/or the hair that scalded in, the situation of the root of hair situation with a tip usually is different.Thereby root is unsatisfactory to the uniformity of tip color.Therefore wish to improve the uniformity of color, maintenance simultaneously or improvement are applied to the color on the hair.
As described herein, we provide hair colouring compositions, and described compositions comprises:
(i) at least a developer, described developer is selected from amino aromatic series, its can be oxidized and only experience thereafter the single electric aggressive reaction of parent and
(ii) at least a developer, described developer are selected from amino aromatic series series, its can be oxidized and experience at least twice close electric aggressive reaction thereafter and
(iii) at least a coupling agent.
We find, can be oxidized and only experiencing the developer (single parent's electricity is attacked developer) of the electric aggressive reaction of single parent thereafter, with can be oxidized and being used in combination of the developer of experience at least twice close electric aggressive reaction (many parent's electricity being attacked developer) thereafter, compare with the compositions that only comprises once close electricity attack developer, shockingly improved the uniformity of root to the tip, compare with the compositions that comprises many parent's electricity attack developers separately, also can improve the uniformity of root to the tip.It also improves quality of colour.
Therefore, the present invention also provides the purposes of the compositions that comprises following composition: (i) single parent electricity is attacked developer and (ii) many parent's electricity attack developers and (iii) coupling agent, and the root of color that is applied to hair with improvement is to the uniformity of the tip.Especially, the invention provides the purposes that many parent's electricity are attacked developers, with improve by hair colouring compositions provide root to the uniformity of the tip, described hair colouring compositions comprises that single parent's electricity attacks developer and coupling agent.
Compositions of the present invention can be used with the method for coloring hairs.The present invention also provides the external member that can be used to provide hair colouring compositions, and described external member comprises the dyeing component of independent packaging and the oxidation component of independent packaging, and described staining components comprises single parent's electricity attack developer and many parent's electricity attack developers and coupling agent.
In the present invention, must use at least two types developer.Developer is those compositions that generate reactive intermediate in the compositions with oxidant reaction, and described reactive intermediate continues to react with coupling agent.
First kind of developer can be oxidized, and only experience the attack of single parent electricity thereafter.
That preferred this developer is selected from is right-and neighbour-dibasic benzene compound, wherein, a substituent group is a primary amine, another substituent group is different group, is preferably selected from nitro, hydroxyl or two substituted amidos.Preferred this developer is selected from replacement and unsubstituted p-aminophenol.P-aminophenol itself and the same can the use of dihalo-(chlorine or bromine) p-aminophenol.Especially, 2, the result that 6-dichloro p-aminophenol provides is good especially.
This compositions also comprises many parent's electricity and attacks developer.That described developer is selected from is right-and neighbour-dibasic benzene compound, Disubstituted pyridine chemical compound, the pyrazoles that dibasic pyrimidine and diaminourea replace.Preferred phenylenediamine and diamino-pyrazole such as 1-(2-hydroxyethyl)-4, the S-diamino-pyrazole.
We observe, and p-phenylenediamine (PPD) can significantly improve the uniformity of root to the tip.
We believe, the developer that uses many parent's electricity to attack can obtain beneficial effect, described developer can carry out from coupling, for example: active, the oxidized intermediate that is obtained by a developer molecular oxidation can react with second developer molecule of the same type.
The appropriate amount of total developer is 0.01 to 5 or 7wt.% (in the weight of the total composition that is applied to hair).Preferred amount is 0.3% to 2% or 4%, preferred 0.4% to 1.5% or 3%.
Usually, single parent electricity is attacked the ratios that developer and many parent's electricity attack developers and can is, and for example 5: 95 to 95: 5, especially 20: 80 to 80: 20, preferred 60: 40 to 40: 60.
This compositions also comprises coupling agent.The reactive intermediate reaction that it and developer oxidation generate.Usually, under the condition of in the coloring hairs process, using, coupling agent itself not with oxidant reaction.
Coupling agent can be the type of discussing among the WO98/52522.
For example, can be selected from the chemical compound of formula I with the coupling agent of developer reaction generation cyan:
Wherein, Z is H or other activity leaving group.Preferred Z is H.
R 1, R 2, R 3And R 4Be independently H, OH ,-CH 2H ,-CO 2R, F, Cl, Br ,-CN ,-NO 2-, CF 3, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-NH2 ,-NHR ,-NHCOR ,-NR 2,-NHCOR ,-R ' NHCOR ,-CONHR ,-R ' CONHR ,-R ' OH ,-SO 2R ,-SO 2NHR ,-R ' SO 2R ,-R ' SO 2R ,-R ' SO 2NHR ,-SO 3H ,-OR ,-R ' OR or-COR, in above arbitrary group, R is H, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl or aralkyl, R ' is alkylidene, alkenylene, cycloalkylidene, inferior cycloalkenyl group, arlydene, alkarylene or inferior aralkyl, or they arbitrary is with substituent group.In addition, R 1And R 2Common form replace or unsubstituted cycloalkyl, cycloalkenyl group or aryl.Substituent group comprise OH ,-OR, Cl, Br, F ,-CO 2H ,-CO 2R ,-NH 2With-COR.
Therefore, they can be selected from phenol and the naphthol compound that activity leaving group is arranged in the hydroxyl para-position.Activity leaving group Z is the group that can be removed under arbitrary condition in existing coloring hairs process, and like this, the active oxidized intermediate that the developer oxidation generates can react on this position of coupling agent.Therefore, coupling agent and developer molecule have generated chemical bond in the position of activity leaving group.The embodiment of activity leaving group has: H, PhO, Cl, Br, alkoxyl (RO) are as phenoxy group PhO, and RS-, (wherein R is an alkyl or aryl), but any leaving away in course of reaction all is fit to the reactive intermediate that allows to be formed by developer and the leaving group of coupling agent generation coupling.Preferred chemical compound is 1-acetoxyl group-2-methyl naphthalene.
The cyan coupling agent can be low relatively amount use, for example 0.001% to 1%, preferred 0.004% or 0.00% to 0.5%, for example be no more than 0.05%.All percentage number averages are in the gross weight of the compositions that is applied to hair.
Coupling agent can be selected else from 1 of formula II, the 3-diketone.
Wherein, X and Y are the non-substituent groups of leaving away, and Z is an activity leaving group, and like this when oxidant exists, described or each developer and described or each coupling agent substantially only react on the position with activity leaving group Z.The disclosed yellow coupler of these coupling agents and WO98/52522 belongs to same universal class.These coupling agents and developer molecular reaction produce yellow.
Each X and Y can be independently H, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-R ' NHCOR ,-R ' CONHR ,-ROH ,-R ' CO 2R ,-R ' CO 2NHR ,-NHCOR ,-NR 2,-NHR ,-NH 2,-R ' OR and-RO.In these groups, R can be H, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl, and R ' can be alkylidene, cycloalkylidene, alkenylene, ring alkenylene, arlydene, alkarylene or inferior aralkyl.Can use above any substituent group of being with.Suitable substituents comprise OH ,-OR, Cl, Br, S-CO 2H ,-CO 2R ,-NH 2With-COR.
In formula II, X and Y be preferably methyl or ethyl separately, and the coupling agent of preferred formula II is dimethyl aceto-acetamide and diethyl aceto-acetamide.
In formula II, activity leaving group Z can be the activity leaving group of discussing in the cyan coupling agent of any following formula I.
Yellow coupler also can be selected from the chemical compound of formula III:
Figure A0281424500091
Wherein, R 1, R 2And R 3Be independently cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-R ' NHCOR ,-CONHR ,-R ' CONHR ,-R ' OH ,-R ' CO 2R ,-R ' SO 2NHR ,-R ' OR or-COR, in arbitrary group, R is H, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl or aralkyl, and R 1Be alkylidene, alkenylene, ring alkylidene, ring alkenylene, arlydene, alkarylene, inferior aralkyl or above any substituent group of being with.
Preferred yellow coupler is suc as formula II.
The amount of yellow coupler is generally 0.05 to 4wt.% in the weight of the compositions that is applied to hair, and for example 0.05 to 3wt.%, but in some cases, can be up to 5 or 6%.For example, 0.2 to 3wt.%, and for example 0.2 to 2wt.%.
Coupling agent also can be selected from the chemical compound of formula IV:
Wherein, X is the non-substituent group of leaving away, Z is an activity leaving group, Y is activity leaving group or the non-substituent group of leaving away, like this when oxidant exists, described or each developer and described or each coupling agent substantially only react on the position with activity leaving group Z, if Y is an activity leaving group, also comprise the position of Y.Usually, Y is the non-substituent group of leaving away.Activity leaving group can with last facial I in discussed the same.
X can be H, alkyl, thiazolinyl, cycloalkyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-R ' NHCOR ,-R ' CONHR ,-R ' OH ,-R ' SO 2R ,-R ' SO 2NHR or-R ' OR.Y can be H ,-OH, CO 2H ,-CO 2R, F, Cl, Br ,-CN ,-NO 2, CF 3, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-NH 2,-NHR, NR2 ,-NHCOR ,-R ' NHCOR ,-CONHR ,-R ' CONHR, NHCONHR ,-R ' OH ,-SO 2R ,-SO 2NHR ,-R ' SO 2R ,-R ' SO 2NHR ,-SO 3H ,-OR ,-R ' OR or-COR.In all above-mentioned groups, R can be H, alkyl, thiazolinyl, cycloalkyl, cycloalkenyl group, aryl, alkaryl, aralkyl, and R ' can be alkylidene, ring alkylidene, alkenylene, ring alkenylene, arlydene, alkarylene, inferior aralkyl (or above any substituent group of being with).Suitable substituents comprises-OH ,-OR, Cl, Br, F ,-CO 2H ,-CO 2R ,-NH 2With-COR.
Disclosed coupling agent belongs to same universal class among these coupling agents and the WO98/52522, and with produce carmetta by the formed active oxidized intermediate reaction of developer molecule and oxidant reaction.
Preferably, Y be selected from phenyl and-NHCOR, wherein R is an alkyl.More preferably, Y is selected from phenyl and N-acetyl group.
In preferred coupling agent chemical compound, X is a methyl, and Y is a phenyl; X is a phenyl, and X is NHCOR, preferred N-acetyl group; X is a methyl, and Y is NHCOR, preferred N-acetyl group; X is a methyl or phenyl, and X is NHCOPhNH 2X is a phenyl, and Y is a phenyl.
The amount of the coupling agent of the type is, for example 0.01% to 4%, preferred 0.01% to 2%, more preferably 0.03% to 3%, as 0.03% to 2%, in some compositions, is no more than 1% or 0.5%.
Described coupling agent is optional from traditional coupling agent chemical compound, especially dibasic benzene compound, particularly between dibasic benzene compound.
Usually, the total content of developer and coupling agent can be according to desired color change.For the linen color and luster, preferred amounts is 0.001 to 4wt.%.For red color and luster, preferred amounts is 0.001 to 4wt.%.For brown color and luster, preferred amounts is 0.01 to 4%.For black hues, preferred amounts is 0.1 to 4wt.%.
Said composition can be used in the method for coloring hairs.In these methods, compositions must comprise oxidant usually before being used for hair.Usually, compositions of the present invention provides with at least two independent packings (for example bottle), and oxidant comprises that in a packing developer is included in another packing.
Preferred oxidant is a hydrogen peroxide.Usually reach the amount use of about 10wt.% in weight with the compositions that is applied to hair.Other operable oxidant comprises other inorganic peroxide oxidant, ready-formed organic peroxy acid oxidant and other organic peroxide such as urea peroxide, tripolycyanamide peroxide, and their any mixture.
Suitable oxidant is preferably water miscible, and promptly their dissolubility is at least about 5g (' Chemistry ' C.E.Mortimer, the 5th edition, the 277th page) in 25 ℃ of following 1000 ml deionized water.
Usually, the pH of hair colouring compositions of the present invention is higher than 7, especially is higher than 8 or 9.Usually, 9 to 12 pH is suitable.System of the present invention also can be mixed the coloring hairs system of low pH (is 1 to 6 as pH).
In the reality, the compositions of a first aspect of the present invention can offer consumer with independent packing, describedly is packaged in single unit as comprising developer and coupling agent in the bottle.
Provide developer independent packaging and coupling agent also the compositions of independent packaging be possible.Coupling agent can be selected to provide to provide different colors with ready-formed mixture.Alternatively, they can also offer consumer independently, and consumer mixes it to produce different color developments.
In all situations, before being used for hair, mix described solvent to form compositions of the present invention.
Usually, oxidant is independent of other dyeing component and independent packaging.Usually, before being used for hair, oxidant is by mixing the component that forms hair colouring compositions with solvent.Alternatively, oxidant also can be used for hair separately before or after hair colouring compositions.
In the present invention,, be applied to developer, coupling agent and oxidant and other material on the hair, can any suitable physical aspect provide as the component of the present composition.Preferred physical aspect is liquid.Described liquid can be low viscous, and is for example thin in water, also can be full-bodied.These materials can be suspended in the gel network, and described gel can be a solid or low viscous.
The coloring hairs material is made according to prescription usually, when being used for the present composition of hair with their mixing generations of box lunch, can form a kind of thick product as emulsifiable paste, so that be applied to hair.The final composition that is applied to hair often is emulsion form.
Every kind of independent material all can certain form be provided, and the feasible pH that comprises its compositions is higher or lower than 7.For example the pH of this material can be 1 to 11.In order to promote the dissolving of various components, especially developer and coupling agent in aqueous based carrier, the pH of carrier can be greater than 6.1 or 6.5 even be higher than 7, and for example pH is 8 or 9 to 10 or 11.The pH value that is provided is 1 to 6 to help to improve the stability of component.
Even the pH value in order to a certain component that generates compositions is higher than 7, still can provide, the pH when making final composition be used for hair after mixing is lower than 7 material.Alcohol dissolves with the coupling agent in promotion developer and coupling agent, the especially aqueous based carrier in can being included in for example 5% to 10% or 25% amount as ethanol.
Described compositions can comprise other optional components.Described component comprises other oxidisability and non-oxidizable stain, buffer agent, leavening agent, the catalyst of oxidant, thickening agent, diluent, enzyme, surfactant (particularly anion, both sexes, nonionic or zwitterionic surfactant), protein and polypeptide and derivant thereof; The antiseptic of water miscible or solubilising; The dyestuff remover; H 2O 2Stabilizing agent; Wetting agent; Solvent; Antibacterial; Low temperature phase modifier; Viscosity-control additive; Hair conditioner; Enzyme stabilizers; TiO 2And TiO 2The Muscovitum of coating; Spice and spice solubilizing agent; Chelating agen.Other optional, materials comprises anti-dandruff active such as ZPT.The detailed content of suitable optional components is seen WO98/52522.
Embodiment
In the following example, various standard testings are used as follows.
The assessment of I priming color and change color (measurement of Δ E)
Be used to measure the priming color of substrate (hair/skin) and the instrument of change color is the HunterColourquest spectrophotometer, described substrate dyes with colouring compositions of the present invention.In order to the value that characterizes the change color degree on any special substrate is Δ E, and the Δ E of the present invention definition represents with the form of the actual summation of L, a and b value:
ΔE=(ΔL 2+Δa 2+Δb 2)
L is the tolerance of brightness and darkness (color intensity), and wherein L=100 is equivalent to white, and L=0 is equivalent to black.In addition, a is red and the tolerance of the coefficient (shade of color) of green, and for example positive coefficient equals red, and it is green that negative coefficient equals.B is the tolerance of yellow and blue coefficient (shade of color), and for example positive coefficient equals yellow, and it is blue that negative coefficient equals.
The spectrophotometric measurement of Hunter Colourquest can be carried out on Hunter Labscan colorimeter, and this colorimeter is the omnidistance scanning optical spectrum colorimeter of wavelength from 400 to 700 nanometers, can write down test and send out L, a of bunch (lock of hair) and the value of b.This machine is provided with as follows: pattern-0/45; Port sizes-1 inch (2.5 centimetres); Visual field size-1 inch (2.5 centimetres); Light-D65; The visual field-10; UV (ultraviolet) lamp/light filter-nothing.Hair is placed in the sample holder that is designed for the clamping hair, makes hair in measuring process, keep same direction.Can use tintometer of equal value, but must guarantee that hair is not moved in measuring process.In the colour measurement process, hair must scatter to cover the port of 1 inch (2.5 centimetres).Sending out set-point on bunch clamper, in order to the position of guiding port clamper.Utilize mark that these points are lined up on port, at each some place reading.
Every bundle is sent out bunch and to be measured eight times, and every limit is surveyed four times, and each measurement can be surveyed three beams and be sent out bunch.
II sends out a bunch colouring method
In order to dye, 4 grams that about 8 inches (20 centimetres) are long are sent out bunch (or 2 long grams of 4 inches (10 centimetres) send out bunch) and are suspended on the suitable containers.Setup test dyeing product (for example, here, independent bottled component being mixed together) then is applied directly to test with about 2 grams on every gram hair with product and sends out bunch.Stain is massaged into whole bunch and continue about 1 minute kind, it was kept about 30 minutes at most on sending out bunch.After about 1 or 2 minute, bunch (according to the following shampoo agreement IV) of cleaning dye is also dry with the circulating water rinsing.But natural drying also can use the drying machine drying.Utilize the HunterColourquest spectrophotometer measurement to dye the change color (priming color) that exsiccant test color, cleaning is sent out bunch.
The method that III cleaning is sent out bunch
On suitable containers, clamping was dyed the test of a branch of 4 grams of color, 8 inches (20 centimetres) and was sent out bunch (or 2 grams, the test of 4 inches (10 centimetres) is sent out bunch), with warm water (about 100 (38 ℃) are under the pressure of about 1.5 gallon per minute (6.8 liters/minute)) thorough rinsing about 10 seconds.With syringe shampoo (every gram hair is used 0.1 milliliter of non-conditioning shampoo approximately) being applied directly to wet test then sends out bunch.Be coated with on the hair with soap bubble after about 30 seconds, using about 30 seconds of circulating water rinsing hair.Then, repeat to clean hair and be coated with, washed at last 60 seconds with process lathery with shampoo.Will unnecessary water from test bunch, remove (squeezing out) with finger.Then, test is sent out bunch or natural drying, or under about 140 °F (60 ℃), with the drying box drying (about 30 minutes) of a preheating.
IV bleaches agreement
Use commercially available bleach Clairol ' Born Blond (Flos Matricariae chamomillae is arranged) ' the primary consumption ox hair of bleaching to send out bunch.According to the agent of description mixed bleach, every bundle is sent out bunch application 10 gram bleachs and is smeared up hill and dale.Every bundle sent out bunch loose be wrapped in the cling film and placed 30 minutes.Under 37 ℃, wash two fens kinds subsequently with tap water.Then the reuse shampoo cleans once.
The V uniformity test
According to above agreement, in each test, the primary consumption ox hair of three beams is sent out bunch dyeing.To contrast a bunch bleaching three times according to above bleaching agreement, with poststaining.Measure every group of Δ E value of sending out bunch, the difference between the Δ E value of sending out bunch after the average delta E value of original hair and 3 bleachings is recorded as uniformity numerical value.
The prescription of VI emulsion matrix
The prescription of emulsion matrix is as follows:
Component Operating weight percent (%)
Water spermaceti hard ester group APEO 25 cetanol stearyl alcohol Sodium Benzoate Phenoxyethanol phenmethylol stearyl APEO 2 ethylenediamine tetra-acetic acids (EDTA) four sodium, two-PEG-2 soybean amine IPDI dihydroxy ethyl soybean amine dioleates (deriving from the Lowenol S216 of Lowenstein) derive from the DC Q2-8220 of Dow Corning To 100% 0.5400 0.8100 1.6300 0.0557 0.0668 0.0668 0.2700 0.0223 0.2115 2.1150 1.5000
Provide the embodiment of emulsion matrix manufacture method below.
1. water is added container, be heated to temperature under stirring and surpass the aliphatic alcohol fusing point.
2. add aliphatic alcohol and ethoxylized fatty alcohol, that is, the hard ester group polyoxyethylene ether-25 of spermaceti, spermol, stearyl alcohol, stearyl polyoxyethylene ether-2 makes its fusing.Strengthen and stir.
3. add other surfactant, that is, and dihydroxy ethyl Semen sojae atricolor amine dioleate (Lowenol S216) and two-PEG-2 Semen sojae atricolor amine IPDI.
4. continuation shear-mixed.
5. begin to shear cooling, under suitable temperature, add antiseptic (sodium benzoate, phenoxyethanol, benzyl alcohol).
6. mix in the cooling procedure and add the siloxanes that contains conditioner (DC Q2-8220).Be mixed to homogeneous phase.
7. be cooled to room temperature.
Embodiment 1
This example composition comprises (percent that amount is the compositions that finally is applied to send out bunch): 0.4% 2,6-dichloro p-aminophenol (DCP) is attacked developer as single parent's electricity, 0.4% p-phenylenediamine (PPD) (PPD) is attacked developer as many parent's electricity, and 1.2% 3-acetaminophenol (3AP) is as the cyan coupling agent.Emulsion matrix with above-mentioned given compositions mixes with staining components, described staining components is by with 0.1% ethylenediaminetetraacetic acid (chelating agen), 0.1% ascorbic acid and 0.1% sodium sulfite (antioxidant), 1.23% ammonium acetate (buffer) predissolve in water is (if be necessary, can heat and promote its dissolving) and form the dyeing premix, above consumption is all based on the weight of the compositions that finally is applied to hair.The amount that is applied to the emulsion matrix in the compositions of hair is 49%.It is 10 (based on the weight meter of the compositions that finally is applied to hair, its consumption is 1.8%) that adding ammonium hydroxide makes final pH.Then, this mixture mixes with 36% hydrogen peroxide, makes the compositions that finally is applied to hair comprise 3% hydrogen peroxide before being used for sending out bunch.
Uniformity result is as follows:
Compositions 1 (DCP+3AP) 6.70
Compositions 2 (PPD+3AP) 5.00
Compositions 3 (DCP+PPD+3AP) 2.65
Therefore, under the situation of using same coupling agent, use the combination of two kinds of developers to compare with any developer of independent use, the root that obtains is better to the uniformity of the tip.
And the color that compositions 3 produces is useful.The color that compositions 1 produces has a bit green on hair.Compositions 2 produces very dark blue/black, and blue color is tending towards being covered.The color that compositions 3 obtains is satisfactory, is vivid indigo plant/black.
Embodiment 2
In this embodiment, use the single parent electricity identical to attack developer and many parent's electricity attack developers with embodiment 1.Coupling agent is the carmetta coupling agent, 3-(N-acetyl group) amino-1-phenol-2-pyrazolin-5-one (NAPP).Except with being used in the carmetta coupling agent alternate embodiment 1 the cyan coupling agent of hair, said composition has identical component with compositions among the embodiment 1 with same amount.Root is as follows to the uniformity numerical value of the tip:
Compositions 4:(DCP+NAPP) 13.47
Compositions 5:(PPD+NAPP) 2.44
Compositions 6:(DCP+PPD+NAPP) 5.36
Therefore, compositions 6 of the present invention is as can be seen compared with compositions 4, provides the uniformity of obvious improvement.
In addition, resulting color is favourable.Compositions 4 produces the not preferred pink/carmine color of very dark consumer.Compositions 5 is shown as very dark purple, and carmine tone is covered once more.Compositions 6 produces gratifying vivid purple/carmine color.

Claims (13)

1. hair colouring compositions, described compositions comprises
(i) at least a developer, described developer is selected from amino aromatic series, its can be oxidized and only experience thereafter the single electric aggressive reaction of parent and
(ii) at least a developer, described developer is selected from amino aromatic series, its can be oxidized and experience at least twice close electric aggressive reaction thereafter and
(iii) at least a coupling agent.
2. compositions as claimed in claim 1, wherein said developer (i) can be oxidized and be only experienced the electric aggressive reaction of single parent, described developer comprises at least a be selected from replacement and chemical compound unsubstituted p-aminophenol, preferred dihalo p-aminophenol, more preferably comprise 2,6-dichloro p-aminophenol.
3. the described compositions of each claim as described above, wherein said developer (ii) comprises at least a following developer that is selected from: right-and neighbour-dibasic benzene compound, the Disubstituted pyridine chemical compound, the pyrazoles that dibasic pyrimidine and diaminourea replace, preferred p-phenylenediamine (PPD).
4. compositions as claimed in claim 1, wherein said developer (ii) comprises at least a developer, described developer can be oxidized and be being experienced from coupling thereafter.
5. the described compositions of each claim as described above, wherein said coupling agent (iii) comprises at least a chemical compound, between described chemical compound is selected from-dibasic benzene compound.
6. the described compositions of each claim as described above, wherein said coupling agent comprises at least a coupling agent that is selected from phenol and naphthols, its para-position at described hydroxyl has activity leaving group.
7. the described compositions of each claim as described above, wherein said coupling agent (iii) comprises:
At least a 1 of the formula II that is selected from, the chemical compound of 3-diketone:
Figure A028142450002C1
Wherein X and Y are the non-substituent groups of leaving away, and Z is an activity leaving group, and like this when oxidant exists, described or each developer and described or each coupling agent substantially only react on the position with activity leaving group Z, and/or
The chemical compound of at least a formula III
R wherein 1, R 2And R 3Be independently cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl, aralkyl ,-R ' NHCOR ,-CONHR ,-R ' CONHR ,-R ' OH ,-R ' SO 2R ,-R ' SO 2NHR ,-R ' OR or-COR, above-mentioned arbitrary in R be H, alkyl, cycloalkyl, thiazolinyl, cycloalkenyl group, aryl, alkaryl or aralkyl, and R ' is alkylidene, alkenylene, ring alkylidene, ring alkenylene, arlydene, alkarylene or inferior aralkyl, or above arbitrary substituent group of being with.
8. the described compositions of each claim as described above, wherein said coupling agent comprises at least a coupling agent that is selected from the chemical compound of formula IV:
Figure A028142450003C2
Wherein X is the non-substituent group of leaving away, Z is an activity leaving group, Y is activity leaving group or the non-substituent group of leaving away, like this when oxidant exists, described or each developer and described or each coupling agent substantially only react on the position with activity leaving group Z, if when Y is activity leaving group, is also included within on the position with Y and reacts.
9. the described compositions of each right is applied to the purposes of root to the uniformity of the tip of the color of hair in raising as described above, and described hair is preferably the hair that has before dyeed and/or bleached and/or scalded.
10. the purposes of developer, described developer is selected from amino aromatic series, its can be oxidized and in experience at least twice close electric aggressive reaction thereafter improving described uniformity to the tip, described uniformity be by comprise at least a energy oxidized and thereafter only experience once the developer of close electric aggressive reaction and the hair colouring compositions of at least a coupling agent obtain.
11. method for coloring hairs, described method comprises following material is applied to hair: (i) one or more developers, described developer is selected from amino aromatic series, it can be oxidized and only experiences the electric aggressive reaction of single parent thereafter, (ii) one or more developers, it can be oxidized and in experience at least twice close electric aggressive reaction and (iii) one or more coupling agents thereafter.
12. method as claimed in claim 11, described method also comprise oxidant is applied to described hair.
13. the coloring hairs external member, described external member comprises
(a) the dyeing component of packing separately, described dyeing component comprises (i) one or more developers, described developer is selected from amino aromatic series, it can be oxidized and only experiencing the single electric aggressive reaction of parent and (ii) one or more developers thereafter, described developer is selected from amino aromatic series, its can be oxidized and experience at least twice close electric aggressive reaction thereafter and (iii) one or more coupling agents and
(b) oxidation component of packing separately.
CN 02814245 2001-07-24 2002-07-19 Hair colouring compositions and its use Expired - Fee Related CN1258354C (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB0118030.6 2001-07-24
GB0118030A GB0118030D0 (en) 2001-07-24 2001-07-24 Hair colouring compositions and their use

Publications (2)

Publication Number Publication Date
CN1529581A true CN1529581A (en) 2004-09-15
CN1258354C CN1258354C (en) 2006-06-07

Family

ID=9919094

Family Applications (1)

Application Number Title Priority Date Filing Date
CN 02814245 Expired - Fee Related CN1258354C (en) 2001-07-24 2002-07-19 Hair colouring compositions and its use

Country Status (6)

Country Link
EP (1) EP1408918A2 (en)
JP (1) JP2004537560A (en)
CN (1) CN1258354C (en)
GB (1) GB0118030D0 (en)
MX (1) MXPA04000470A (en)
WO (1) WO2003009822A2 (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107184424A (en) * 2017-06-08 2017-09-22 广州天赐高新材料股份有限公司 A kind of interim hair colouring compositions, permanent hair colouring compositions and preparation method thereof

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102014218006A1 (en) 2014-09-09 2016-03-10 Henkel Ag & Co. Kgaa Kit of parts with special aminated silicone polymers
DE102014217999A1 (en) 2014-09-09 2016-03-10 Henkel Ag & Co. Kgaa Oxidative brighteners with special aminated silicone polymers
DE102016222190A1 (en) * 2016-11-11 2018-05-17 Henkel Ag & Co. Kgaa Method and device for determining a color homogeneity of hair

Family Cites Families (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE3145141A1 (en) * 1981-11-13 1983-05-19 Henkel KGaA, 4000 Düsseldorf HAIR DYE
US6074438A (en) * 1998-03-03 2000-06-13 Bristol-Myers Squibb Co. Hair dyeing compositions containing 2-chloro- and 2,6-dichloro-4-aminophenol and phenylpyrazolones
DE19959318A1 (en) * 1999-12-09 2001-06-13 Henkel Kgaa New dye combination

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107184424A (en) * 2017-06-08 2017-09-22 广州天赐高新材料股份有限公司 A kind of interim hair colouring compositions, permanent hair colouring compositions and preparation method thereof
CN107184424B (en) * 2017-06-08 2021-01-22 广州天赐高新材料股份有限公司 Temporary hair dyeing composition, permanent hair dyeing composition and preparation method thereof

Also Published As

Publication number Publication date
MXPA04000470A (en) 2004-03-18
JP2004537560A (en) 2004-12-16
WO2003009822A2 (en) 2003-02-06
WO2003009822A3 (en) 2003-10-30
CN1258354C (en) 2006-06-07
GB0118030D0 (en) 2001-09-19
EP1408918A2 (en) 2004-04-21

Similar Documents

Publication Publication Date Title
CN1104883C (en) Oxidation dye composition for keratin fibres, comprising anionic amphiphilic polymer
CN1212828C (en) One-Step bleach and coloring composition for hair and method of using same
CN1140250C (en) Method for dyeing keratin fibres with oxidation dye precursors and direct powder dyes
CN1121207C (en) Keratin fibre oxidation dyeing composition containing non-ionic amphiiphilic polymer
CN1145473C (en) Composition for oxidation dyeing of keratin fibres and dyeing process using this composition
CN1119988C (en) Composition for oxidation dyeing of keratin fibres and dyeing process using this composition
CN1292730C (en) Lightening dye with direct-dyeing colorants
CN1596099A (en) Dyeing composition with a brightening effect for human kerationous fibres
CN1198573C (en) Oxidation dyeing composition for keratinous fibres and dyeing method using same
CN1129419C (en) Hair cosmetic composition
CN1116024C (en) Oxidation dye composition for keratin fibres, comprising anionic amphiphilic polymer
EP0359465B1 (en) Novel dyeing system
CN1227097A (en) Two step direct dyeing method for keratin fiber by alkali direct dyes
CN1204869C (en) Oxidation dyeing process and oxidation, dye composition for keratin fibres which comprises cationic amphiphilic polymer
CN103491937A (en) Oxidative dyeing compositions comprising an 1-hexyl/heptyl-4,5-diaminopyrazole and a 2-aminophenol and derivatives thereof
CN1042393C (en) Application of indole derivatives in dyeing of keratose fibre as colour
CN1134815A (en) Composition for oxidation dyeing of keratin fibres comprising combination of at least two specific para-phenylenediamine derivatives, and use thereof
CN1258354C (en) Hair colouring compositions and its use
CN1427710A (en) Composition for colouring and conditioning hair
CN1237410A (en) Keratoprotein fiber dyeing composition containing cation direct dyestuff polyalcohol or its ether
CN1835730A (en) Lightening dye composition comprising at least one cationic direct dye containing mixed chromophores
JP3742388B2 (en) Hair coloring composition containing pyrazolone derivative and use thereof
CN1462183A (en) Yellow hair color dyeing composition having improved wear properties
US20040148713A1 (en) Hair colouring compositions and their use
CN1149064C (en) Oxidation dyeing composition for keratinous fibres and dyeing method using same

Legal Events

Date Code Title Description
C06 Publication
PB01 Publication
C10 Entry into substantive examination
SE01 Entry into force of request for substantive examination
C14 Grant of patent or utility model
GR01 Patent grant
C19 Lapse of patent right due to non-payment of the annual fee
CF01 Termination of patent right due to non-payment of annual fee