DK149582B - PREPARING FOR DYING HUMAN HAIR OR FIBER MATERIALS OF WOOL OR SILK - Google Patents

PREPARING FOR DYING HUMAN HAIR OR FIBER MATERIALS OF WOOL OR SILK Download PDF

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DK149582B
DK149582B DK442879AA DK442879A DK149582B DK 149582 B DK149582 B DK 149582B DK 442879A A DK442879A A DK 442879AA DK 442879 A DK442879 A DK 442879A DK 149582 B DK149582 B DK 149582B
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color
dyes
acetyl
ethanolamine
dye
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DK442879AA
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Danish (da)
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DK149582C (en
DK442879A (en
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Herbert Lapidus
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Combe Inc
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    • 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
    • A61K8/42Amides
    • 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
    • A61K8/23Sulfur; Selenium; Tellurium; Compounds thereof
    • 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
    • A61Q5/065Preparations for temporary colouring the hair, e.g. direct dyes
    • 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
    • DTEXTILES; PAPER
    • D06TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
    • D06PDYEING OR PRINTING TEXTILES; DYEING LEATHER, FURS OR SOLID MACROMOLECULAR SUBSTANCES IN ANY FORM
    • D06P1/00General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed
    • D06P1/44General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders
    • D06P1/64General processes of dyeing or printing textiles, or general processes of dyeing leather, furs, or solid macromolecular substances in any form, classified according to the dyes, pigments, or auxiliary substances employed using insoluble pigments or auxiliary substances, e.g. binders using compositions containing low-molecular-weight organic compounds without sulfate or sulfonate groups
    • D06P1/642Compounds containing nitrogen
    • D06P1/649Compounds containing carbonamide, thiocarbonamide or guanyl groups
    • D06P1/6495Compounds containing carbonamide -RCON= (R=H or hydrocarbons)

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  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Birds (AREA)
  • Epidemiology (AREA)
  • Engineering & Computer Science (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical & Material Sciences (AREA)
  • Textile Engineering (AREA)
  • Coloring (AREA)
  • Cosmetics (AREA)
  • Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

Description

149582 o149582 o

Opfindelsen angår et præparat til farvning af menneskehår eller fibermaterialer af uld eller silke, hvilket præparat indeholder mindst ét farvestof eller dannelseskomponenterne for et farvestof dispergeret i et flydende 5 dispergeringsmedium.The invention relates to a composition for dyeing human hair or fiber materials of wool or silk, which composition contains at least one dye or the forming components of a dye dispersed in a liquid dispersing medium.

Talrige farvesystemer har været anvendt til at give fibrøse materialer, herunder tekstiler, en ønsket farve. Sådanne materialer omfatter "naturlige" fibre, såsom fibre på cellulosebasis, f.eks. bomuld, fibre på keratin-10 basis, f.eks. uld, og fibre på fibroinbasis, f.eks. silke, og kunstfibre, f.eks. regenererede fibre såsom rayon, samt syntetiske fibre, f.eks. nylon, polyester- o.g polyolefin-fibre af ikke-naturlig oprindelse. Forskellige typer farvestoffer er nyttige sammen med disse forskellige fibre, 15 herunder sure farvestoffer, basiske farvestoffer, direkt-farvestoffer, svovlfarvestoffer, kypefarvestoffer, leuco-esterfarvestoffer, azofarvestoffer, acetatfarvestoffer, pigmentfarvestoffer, oxidationsfarvestoffer, naturlige farvestoffer og uorganiske farvestoffer.Numerous color systems have been used to give fibrous materials, including fabrics, a desired color. Such materials include "natural" fibers, such as cellulose-based fibers, e.g. cotton, keratin-based fibers, e.g. wool, and fibroin-based fibers, e.g. silk, and synthetic fibers, e.g. regenerated fibers such as rayon, as well as synthetic fibers, e.g. nylon, polyester and polyolefin fibers of non-natural origin. Various types of dyes are useful with these various fibers, including acidic dyes, basic dyes, direct dyes, sulfur dyes, coating dyes, leuco ester dyes, azo dyes, acetate dyes, pigment dyes, oxidation dyes, natural dyes and inorganic dyes.

20 Farvesystemer anvendes ud over på tekstilområdet også i den kosmetiske industri til farvning af hår.. På dette område er det nødvendigt at undgå toksiske eller andre skadelige virkninger på personernes hud eller hår.20 In addition to the textile field, dye systems are also used in the cosmetic industry for dyeing hair. In this area it is necessary to avoid toxic or other harmful effects on the persons skin or hair.

Ulemper ved kendte farvepræparater består i de far-25 vede materialers utilstrækkelige modstandsdygtighed mod afblegning og mod erosion af farve ved gnidning og lignende, for ringe farvedybde og/eller den effektivitet og lethed, med hvilken farvestoffet påføres materialerne til disses farvning.Disadvantages of known color compositions consist in the insufficient resistance of the colored materials to bleaching and to erosion of color by rubbing and the like, to poor color depth and / or the efficiency and ease with which the dye is applied to the materials for their coloring.

30 Der er blevet gjort mange anstrengelser i forsøg på at forbedre farvningen af fibrøse materialer. Omend der kendes midler og metoder til lettelse og forbedring af sådanne farveprocesser, har disse imidlertid ofte vist sig at være forbundet med høje omkostninger, eller de har 35 kun mødt succes til ophævelse af nogle af de ovennævnte ulemper og/eller de har kun vist sig nyttige i forbindelse med bestemte typer farvesystemer.Many efforts have been made to improve the dyeing of fibrous materials. However, although means and methods for facilitating and improving such color processes are known, these have often been found to be at high cost or have only met success in overcoming some of the above disadvantages and / or they have only been found useful for certain types of color systems.

22

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149582 I overensstemmelse med den foreliggende opfindelse har det vist sig, at tilstedeværelsen af N-acetyl-ethanol-amin i farvepræparater giver forøget og mere holdbar farvning af menneskehår eller fibermaterialer af uld eller sil-5 ke, end man hidtil har opnået, accelererer farveprocessen og/eller giver farvede produkter med forbedrede og mere resistente farver.In accordance with the present invention, it has been found that the presence of N-acetyl-ethanol-amine in color preparations provides increased and more durable coloring of human hair or wool or silk fiber materials than has hitherto been obtained, accelerates the color process. and / or provide colored products with improved and more resistant colors.

Præparatet ifølge opfindelsen, der er af den ovenfor angivne art, er således ejendommeligt ved, at det indehol-10 der N-acetyl-ethanolamin som farvehjælpemiddel.Thus, the composition of the invention, which is of the kind set forth above, is characterized in that it contains N-acetyl-ethanolamine as a color aid.

N-acetyl-ethanolamin er på det kosmetiske område blevet anerkendt som et i høj grad effektivt konditionerings-middel eller soigneringshjælpemiddel for hår, idet forbindelsen anvendes i stedet for mineraloliederivater i shampoo, 15 skyllemidler, konditioneringsmidler og lignende midler til behandling af håret således, at dette kommer til at ligge glat, ikke stritter og får et skinnende udseende. Det er imidlertid ikke tidligere blevet erkendt, at N-acetyl-ethanolamin også virker således, at forbindelsen letter eller 20 forbedrer farvningen af hår. Det er heller ikke tidligere blevet erkendt, at denne virkning optræder ikke blot i forbindelse med hår, men tillige i forbindelse med fibermaterialer af uld eller silke, og ikke blot sammen med konventionelle hårfarvemidler, men også sammen med andre far-25 vepræparater.N-acetyl-ethanolamine has been recognized in the cosmetic field as a highly effective conditioner or conditioner for hair, the compound being used in place of mineral oil derivatives in shampoos, conditioners, conditioners and similar agents for treating the hair so that this is going to be smooth, not shiny and get a shiny look. However, it has not previously been recognized that N-acetyl-ethanolamine also acts to facilitate or improve the color of hair. It has also not previously been recognized that this effect occurs not only in connection with hair, but also in connection with fiber materials of wool or silk, and not only with conventional hair dyes, but also with other color preparations.

Ud over forbindelsens nu opdagede egenskab eller funktion som farvehjælpemiddel giver N-acetyl-ethanolamin vedblivende de fordele, i forbindelse med hvilke forbindelsen har været almindeligt anerkendt på det kosmetiske 30 område. Forbindelsens tilstedeværelse i et farvepræparat vedbliver således at tilvejebringe den soignerende eller konditionerende funktion, for hvilken forbindelsen er kendt.In addition to the compound's now-discovered property or function as a color aid, N-acetyl-ethanolamine provides the benefits associated with which the compound has been widely recognized in the cosmetic field. The presence of the compound in a color preparation thus continues to provide the soothing or conditioning function for which the compound is known.

De her omhandlede farvepræparater er derfor, ud over tilvejebringelsen af forbedret farvning, tillige mindre ubli-35 de i deres virkninger på det materiale, der farves.Therefore, in addition to providing improved dyeing, the dye compositions herein are also less non-binding in their effects on the dyed material.

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3 1495823 149582

Omend opfindelsen ikke skal bindes til nogen bestemt teori, menes det dog, at i det mindste én af de måder, på hvilken N-acetyl-ethanolamin virker til forbedring eller fremme af farvning, beror på forbindelsens evne til at for-5 årsage fiberekspansion i det materiale, der behandles. En sådan ekspansion af de enkelte fibre i det materiale, som farves, kunne forklare den forbedrede og accelererede gennemtrængning af et farvepræparat ind i materialet. Denne ekspansion kunne også forklare den iagttagne acceleration 10 og lethed ved meddelelse af farve og/eller den forøgede modstandsdygtighed hos det farvede materiale mod afblegning eller tab af farve.However, while the invention is not to be bound by any particular theory, it is believed that at least one of the ways in which N-acetyl-ethanolamine acts to enhance or promote staining depends on the compound's ability to cause fiber expansion in the material being processed. Such an expansion of the individual fibers in the dyed material could explain the improved and accelerated penetration of a dye composition into the material. This expansion could also explain the observed acceleration and ease in communicating color and / or the increased resistance of the dyed material to bleaching or loss of color.

Den kemiske sammensætning og virkningen af det farvestof, der anvendes i de her omhandlede præparater, er for-15 holdsvis betydningsløs. Der kan anvendes ethvert af de velkendte farvestoffer fra den kendte teknik, herunder f.eks. oxidationsfarvestoffer, basiske farvestoffer og tungmetal-salt/svovl-holdige, reducerende forbindelser såsom de i det følgende beskrevne.The chemical composition and effect of the dye used in the present compositions are relatively meaningless. Any of the well-known dyes of the prior art, including e.g. oxidation dyes, basic dyes and heavy metal salt / sulfur containing reducing compounds such as those described below.

20 Disse kendte farvestoffer udgør normalt op til ca.These known dyes are usually up to approx.

50% og fortrinsvis fra ca. 1% til ca. 25% af den totale vægt af farvepræparatet. De eksakte mængder varierer imidlertid fra farvestofklasse til farvestofklasse og fra farveproces til farveproces og afhængigt af den tilsigtede an-25 vendelse, på konventionel måde. Mængdeforholdene er heller ikke kritiske for virkningen af N-acetyl-ethanolaminen.50% and preferably from about 50%. 1% to approx. 25% of the total weight of the color preparation. However, the exact amounts vary from dye class to dye class and from dye process to dye process and depending on the intended use, in conventional manner. The amount ratios are also not critical to the effect of the N-acetyl-ethanolamine.

I de her omhandlede farvepræparater - ligesom i deh kendte teknik - befinder farvestofferne sig i et flydende dispergéringsmedium derfor, almindeligvis vand eller en van-30 dig blanding. Der kan dog også anvendes ikke-vandige systemer, herunder f.eks. sådanne indeholdende alkohol eller mineralolie. Ligeledes er blandede vandige/med vand ubland-bare, flydende emulsioner egnede medier for farvestofferne i de her omhandlede præparater.In the present color preparations, as in the prior art, the dyes are present in a liquid dispersant medium, usually water or an aqueous mixture. However, non-aqueous systems, including e.g. such containing alcohol or mineral oil. Likewise, mixed aqueous / water-immiscible liquid emulsions are suitable media for the dyes in the compositions herein.

35 N-Acetyl-ethanolaminen kan anvendes i næsten en hver mængde. Imidlertid udgør den normalt fra 1 til 25%, fortrinsvis fra 10 til 15% af den totale vægt af præpa- 4The N-Acetyl-ethanolamine can be used in almost any amount. However, it usually constitutes from 1 to 25%, preferably from 10 to 15%, of the total weight of the preparation.

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149582 ratet. Omend disse mængder almindeligvis giver den maksimale forbedring af farvningen, kan der være endnu større mængder N-acetyl-ethanolamin til stede med det yderligere formål at tilvejebringe konditionering af det behandlede 5 fibrøse materiale, eller N-acetyl-ethanolaminen kan udgøre hovedparten af eller hele selve mediet. Følgelig kan mængden af N-acetyl-ethanolamin, der anvendes i ethvert givet farvepræparat, variere inden for meget vide grænser.149582 steering wheel. Although these amounts generally provide the maximum enhancement to the staining, even greater amounts of N-acetyl-ethanolamine may be present for the additional purpose of providing conditioning of the treated fibrous material or the N-acetyl-ethanolamine may constitute most or all of the the medium itself. Accordingly, the amount of N-acetyl-ethanolamine used in any given color preparation may vary within very wide limits.

De følgende eksempler tjener til nærmere illustra-10 tion af en række præparater ifølge opfindelsen.The following examples serve to illustrate a variety of compositions of the invention.

Eksempel 1.Example 1.

Vandige farvepræparater af to standard-farvestoffer et triphenylmethanfarvestof og et quinolyl-indandion-farve-15 stof, FD&C Blue nr. 1 (Cl nr. 42090) (0,25 vægtprocent) og D&C Yellow nr. 10 (Cl nr. 47005) (0,75 vægtprocent), anvendes i sammenlignende farvningsforsøg i forbindelse med virkningerne af N-acetyl-ethanolamin. Parvise prøver af disse to farvestofpræparater, en kontrolprøve indeholdende 0% og 20 en prøve indeholdende 10% N-acetyl-ethanolamin efter vægt, anvendes til sammenligning.Aqueous color preparations of two standard dyes, a triphenylmethane dye and a quinolyl indandione dye, FD&C Blue No. 1 (CI # 42090) (0.25% by weight) and D&C Yellow No. 10 (CI # 47005) ( 0.75% by weight), is used in comparative staining experiments for the effects of N-acetyl-ethanolamine. Paired samples of these two dye preparations, a control sample containing 0% and a sample containing 10% N-acetyl-ethanolamine by weight, are used for comparison.

Prøvestykker af uld og silke nedsænkes i de fire forsøgsfarvepræparater ved 60°C i 1 minut. Efter tørring sammenlignes prøvestykkerne visuelt med hensyn til far-25 vestoffets farveintentsitet. De med præparaterne indeholdende N-acetyl-ethanolamin opnåede farvninger viser sig at være tydeligt overlegne i forhold til farvningerne opnået uden anvendelse af N-acetyl-ethanolamin. Tilsvarende resultater er også opnået ved farvning af uld- og silkeprø-33 verne med de nævnte farvestoffer, når der nedsænkes i forsøgspræparaterne i 1 time ved 85-90°C.Samples of wool and silk are immersed in the four test color preparations at 60 ° C for 1 minute. After drying, the specimens are visually compared with respect to the color intensity of the dye. The stains obtained with the compositions containing N-acetyl-ethanolamine appear to be clearly superior to those obtained without the use of N-acetyl-ethanolamine. Similar results have also been obtained by staining the wool and silk samples with said dyes when immersed in the test preparations for 1 hour at 85-90 ° C.

Ved visuel undersøgelse findes de nævnte prøver af uld og silke farvet i nærværelse af N-acetyl-ethanolamin også at være mere homogene i farven og mindre tilbøjelige 35 til farveudløb og stribedannelse. N-acetyl-ethanolaminen forbedrer således fikseringen eller sætningen af farvestoffet på materialerne.By visual examination, the said wool and silk specimens stained in the presence of N-acetyl-ethanolamine are also found to be more homogeneous in color and less prone to dye discharge and streaking. Thus, the N-acetyl-ethanolamine improves the fixation or deposition of the dye on the materials.

149582149582

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55

Eksempel 2.Example 2.

Der fremstilles et hårfarvningspræparat af følgende bestanddele:.A hair dye preparation is prepared from the following ingredients:

Bismuthcitrat 0,50% 5 Triethanolamin 3,00%Bismuth citrate 0.50% Triethanolamine 3.00%

Alkohol 10,00%Alcohol 10.00%

Svovl, fældet 0,50%Sulfur, precipitated 0.50%

Octoxynol-9 (TROTON X-100) 0,10% N-acetyl-ethanolamin 15,00% 10 Vand 70,80%Octoxynol-9 (TROTON X-100) 0.10% N-acetyl-ethanolamine 15.00% Water 70.80%

Parfume 0,10%Perfume 0.10%

Præparatet fremstilles på konventionel måde, idet N-acetyl-ethanolaminen (handelsbetegnelse ACETAMIDE MEA) 15 tilsættes efter kombination af de andre bestanddele. Til afprøvning af dette præparat dyppes prøver af bleget hår i præparatet, fjernes igen, rystes til fjernelse af overskud af præparatet og får derpå lov at tørre natten over ved stuetemperatur. Efter tørring viser håret sig at have ændret 20 sig fra dets oprindelige blonde farve til en brunlig tone.The preparation is prepared in a conventional manner, the N-acetyl-ethanolamine (trade name ACETAMIDE MEA) being added after combining the other ingredients. To test this composition, samples of bleached hair are dipped into the composition, removed again, shaken to remove excess of the composition, and then allowed to dry overnight at room temperature. After drying, the hair appears to have changed from its original blonde color to a brownish tone.

Gentagne daglige behandlinger i én uge giver en stadig dybere eller mere mørkebrun tone med stor bestandighed.Repeated daily treatments for one week give an ever deeper or darker brown tone with great durability.

Eksempel 3.Example 3

25 Der fremstilles et hårfarvningspræparat af følgende bestanddele:A hair dye preparation is prepared from the following ingredients:

Paraphenylen-diaminsulfat 5,00%Paraphenylene Diamine Sulfate 5.00%

Resorcinol 1,00%Resorcinol 1.00%

Alkohol 10,0.0% 30 N-Acetyl-ethanolamin 10,00%Alcohol 10.0.0% N-Acetyl-ethanolamine 10.00%

Oleinsyre 0,40%Oleic Acid 0.40%

Ammoniak (25%’s opløsning) 10,00%Ammonia (25% solution) 10.00%

Vand 63,60%Water 63.60%

Præparatet fremstilles på konventionel måde og anven-35 des med en peroxidfremkalder. Ved afprøvning på blegede hår-prøver frembringer præparatet en dybsort farvning.The composition is prepared in a conventional manner and used with a peroxide developer. When tested on bleached hair samples, the composition produces a deep black color.

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149582 6149582 6

Eksempel 4.Example 4

Der fremstilles et semi-permanent farvestof og shampoo af følgende bestanddele:A semi-permanent dye and shampoo is made from the following ingredients:

Monoethanolamin-laurylsulfat 20,00% 5 Ethylenglycol-monostearat 3,00% p-nitro-o-phenylendiamin 1,50%Monoethanolamine lauryl sulfate 20.00% Ethylene glycol monostearate 3.00% p-Nitro-o-phenylenediamine 1.50%

Biethanolamin-kokosfedtsyrer 3,00% N-acetyl-ethanolamin 7,00%Biethanolamine Coconut Fatty Acids 3.00% N-acetyl-ethanolamine 7.00%

Vand 65,50% 10 Når præparatet anvendes til shampoo-behandling af hår, iagttages der en forbedret farvning med forøget modstandsdygtighed mod afgnidning af farven ved gnubning.Water 65.50% 10 When the preparation is used for shampoo treatment of hair, an improved coloration is observed with increased resistance to rubbing of the color by rubbing.

DK442879A 1978-10-20 1979-10-19 PREPARING FOR DYING HUMAN HAIR OR FIBER MATERIALS OF WOOL OR SILK DK149582C (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US95199878A 1978-10-20 1978-10-20
US95199878 1978-10-20
US3754779A 1979-05-11 1979-05-11
US3754779 1979-05-11

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DK442879A DK442879A (en) 1980-04-21
DK149582B true DK149582B (en) 1986-08-04
DK149582C DK149582C (en) 1987-02-09

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AT (1) AT386834B (en)
AU (1) AU528723B2 (en)
BR (1) BR7906765A (en)
CA (1) CA1141505A (en)
CH (1) CH659359GA3 (en)
DE (1) DE2942376C2 (en)
DK (1) DK149582C (en)
FI (1) FI67578C (en)
FR (1) FR2439223A1 (en)
GB (1) GB2036093B (en)
GR (1) GR82354B (en)
IE (1) IE49088B1 (en)
IT (1) IT1124611B (en)
LU (1) LU81791A1 (en)
NL (1) NL180773C (en)
NO (1) NO152176C (en)
NZ (1) NZ191878A (en)
PT (1) PT70321A (en)
SE (1) SE446752B (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
FR2499852A1 (en) * 1981-02-19 1982-08-20 Rocador Sa N-HYDROXYETHYLACETAMIDE DRUG FOR THE TREATMENT OF SEBORRHEA DISEASES ON HUMAN SCALP LEATHER
US4583986A (en) * 1981-07-20 1986-04-22 Combe Incorporated Catalyzed bismuth dye system for human hair
DE3929333A1 (en) * 1989-09-04 1991-03-07 Henkel Kgaa EQUALIZING OXIDATION HAIR COLORING AGENTS
US6440175B1 (en) * 2001-06-28 2002-08-27 Stanley, Iii Virgil E. Hair coloring kit

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IT1124611B (en) 1986-05-07
PT70321A (en) 1979-11-01
AT386834B (en) 1988-10-25
DK149582C (en) 1987-02-09
IE49088B1 (en) 1985-07-24
CA1141505A (en) 1983-02-22
ATA682179A (en) 1988-03-15
DE2942376C2 (en) 1983-02-03
FI793179A (en) 1980-04-21
GB2036093A (en) 1980-06-25
FI67578B (en) 1984-12-31
NZ191878A (en) 1981-05-15
NO152176B (en) 1985-05-06
NO152176C (en) 1985-08-14
SE7908700L (en) 1980-04-21
IE792004L (en) 1980-11-11
GR82354B (en) 1984-12-13
NL7907668A (en) 1980-04-22
AU528723B2 (en) 1983-05-12
CH659359GA3 (en) 1987-01-30
IT7926585A0 (en) 1979-10-18
BR7906765A (en) 1980-09-09
SE446752B (en) 1986-10-06
DE2942376A1 (en) 1980-04-30
DK442879A (en) 1980-04-21
LU81791A1 (en) 1980-01-24
NL180773B (en) 1986-11-17
NO793373L (en) 1980-04-22
FR2439223A1 (en) 1980-05-16
FI67578C (en) 1985-04-10
NL180773C (en) 1987-04-16
GB2036093B (en) 1982-10-27
FR2439223B1 (en) 1984-06-29
AU5186079A (en) 1980-04-24
AR226829A1 (en) 1982-08-31

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