WO2003028685A1 - Composition de teinture a effet eclaircissant pour fibres keratiniques humaines - Google Patents
Composition de teinture a effet eclaircissant pour fibres keratiniques humaines Download PDFInfo
- Publication number
- WO2003028685A1 WO2003028685A1 PCT/FR2002/003252 FR0203252W WO03028685A1 WO 2003028685 A1 WO2003028685 A1 WO 2003028685A1 FR 0203252 W FR0203252 W FR 0203252W WO 03028685 A1 WO03028685 A1 WO 03028685A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- composition
- composition according
- hair
- dyeing
- fluorescent dye
- Prior art date
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- OWYWGLHRNBIFJP-UHFFFAOYSA-N Ipazine Chemical compound CCN(CC)C1=NC(Cl)=NC(NC(C)C)=N1 OWYWGLHRNBIFJP-UHFFFAOYSA-N 0.000 description 1
- BZORFPDSXLZWJF-UHFFFAOYSA-N N,N-dimethyl-1,4-phenylenediamine Chemical compound CN(C)C1=CC=C(N)C=C1 BZORFPDSXLZWJF-UHFFFAOYSA-N 0.000 description 1
- ZNYRZXGYXPPFQA-UHFFFAOYSA-N N1C(C)=NN2N=C(C)C=C21 Chemical compound N1C(C)=NN2N=C(C)C=C21 ZNYRZXGYXPPFQA-UHFFFAOYSA-N 0.000 description 1
- 229930182559 Natural dye Natural products 0.000 description 1
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical class [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 description 1
- LUSZGTFNYDARNI-UHFFFAOYSA-N Sesamol Natural products OC1=CC=C2OCOC2=C1 LUSZGTFNYDARNI-UHFFFAOYSA-N 0.000 description 1
- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 102100028702 Thyroid hormone receptor alpha Human genes 0.000 description 1
- GSEJCLTVZPLZKY-UHFFFAOYSA-N Triethanolamine Chemical class OCCN(CCO)CCO GSEJCLTVZPLZKY-UHFFFAOYSA-N 0.000 description 1
- 235000012544 Viola sororia Nutrition 0.000 description 1
- 241001106476 Violaceae Species 0.000 description 1
- RFQSMLBZXQOMKK-UHFFFAOYSA-N [3-[(4,8-diamino-6-bromo-1,5-dioxonaphthalen-2-yl)amino]phenyl]-trimethylazanium;chloride Chemical compound [Cl-].C[N+](C)(C)C1=CC=CC(NC=2C(C3=C(N)C=C(Br)C(=O)C3=C(N)C=2)=O)=C1 RFQSMLBZXQOMKK-UHFFFAOYSA-N 0.000 description 1
- HSWXSHNPRUMJKI-UHFFFAOYSA-N [8-[(2-methoxyphenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical compound [Cl-].COC1=CC=CC=C1N\N=C/1C2=CC([N+](C)(C)C)=CC=C2C=CC\1=O HSWXSHNPRUMJKI-UHFFFAOYSA-N 0.000 description 1
- CMPPYVDBIJWGCB-UHFFFAOYSA-N [8-[(4-amino-3-nitrophenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical compound [Cl-].C12=CC([N+](C)(C)C)=CC=C2C=CC(=O)\C1=N\NC1=CC=C(N)C([N+]([O-])=O)=C1 CMPPYVDBIJWGCB-UHFFFAOYSA-N 0.000 description 1
- UXEAWNJALIUYRH-UHFFFAOYSA-N [8-[(4-aminophenyl)hydrazinylidene]-7-oxonaphthalen-2-yl]-trimethylazanium;chloride Chemical compound [Cl-].C12=CC([N+](C)(C)C)=CC=C2C=CC(=O)\C1=N/NC1=CC=C(N)C=C1 UXEAWNJALIUYRH-UHFFFAOYSA-N 0.000 description 1
- 235000011054 acetic acid Nutrition 0.000 description 1
- 150000001242 acetic acid derivatives Chemical class 0.000 description 1
- 229940099540 acid violet 43 Drugs 0.000 description 1
- 239000004480 active ingredient Substances 0.000 description 1
- 239000013543 active substance Substances 0.000 description 1
- 239000002671 adjuvant Substances 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- 150000001342 alkaline earth metals Chemical class 0.000 description 1
- 230000004075 alteration Effects 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 239000003963 antioxidant agent Substances 0.000 description 1
- 239000012736 aqueous medium Substances 0.000 description 1
- 229960000271 arbutin Drugs 0.000 description 1
- 239000000981 basic dye Substances 0.000 description 1
- 230000008901 benefit Effects 0.000 description 1
- SRSXLGNVWSONIS-UHFFFAOYSA-N benzenesulfonic acid Chemical class OS(=O)(=O)C1=CC=CC=C1 SRSXLGNVWSONIS-UHFFFAOYSA-N 0.000 description 1
- 235000019445 benzyl alcohol Nutrition 0.000 description 1
- 238000004061 bleaching Methods 0.000 description 1
- 239000000872 buffer Substances 0.000 description 1
- 150000004649 carbonic acid derivatives Chemical class 0.000 description 1
- 150000001735 carboxylic acids Chemical class 0.000 description 1
- 150000001768 cations Chemical class 0.000 description 1
- 229940106189 ceramide Drugs 0.000 description 1
- 150000001783 ceramides Chemical class 0.000 description 1
- 235000015165 citric acid Nutrition 0.000 description 1
- 150000001860 citric acid derivatives Chemical class 0.000 description 1
- 238000005352 clarification Methods 0.000 description 1
- 239000002361 compost Substances 0.000 description 1
- 238000009833 condensation Methods 0.000 description 1
- 230000005494 condensation Effects 0.000 description 1
- 239000006071 cream Substances 0.000 description 1
- 230000003013 cytotoxicity Effects 0.000 description 1
- 231100000135 cytotoxicity Toxicity 0.000 description 1
- 238000009967 direct dyeing Methods 0.000 description 1
- AOMZHDJXSYHPKS-UHFFFAOYSA-L disodium 4-amino-5-hydroxy-3-[(4-nitrophenyl)diazenyl]-6-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(N=NC=3C=CC=CC=3)C(O)=C2C(N)=C1N=NC1=CC=C([N+]([O-])=O)C=C1 AOMZHDJXSYHPKS-UHFFFAOYSA-L 0.000 description 1
- LQJVOKWHGUAUHK-UHFFFAOYSA-L disodium 5-amino-4-hydroxy-3-phenyldiazenylnaphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].OC1=C2C(N)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC=CC=C1 LQJVOKWHGUAUHK-UHFFFAOYSA-L 0.000 description 1
- 239000002270 dispersing agent Substances 0.000 description 1
- 238000004090 dissolution Methods 0.000 description 1
- 238000009826 distribution Methods 0.000 description 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
- LYCAIKOWRPUZTN-UHFFFAOYSA-N ethylene glycol Natural products OCCO LYCAIKOWRPUZTN-UHFFFAOYSA-N 0.000 description 1
- 210000004709 eyebrow Anatomy 0.000 description 1
- 210000000720 eyelash Anatomy 0.000 description 1
- GNBHRKFJIUUOQI-UHFFFAOYSA-N fluorescein Chemical compound O1C(=O)C2=CC=CC=C2C21C1=CC=C(O)C=C1OC1=CC(O)=CC=C21 GNBHRKFJIUUOQI-UHFFFAOYSA-N 0.000 description 1
- 239000006081 fluorescent whitening agent Substances 0.000 description 1
- 239000000499 gel Substances 0.000 description 1
- 150000002334 glycols Chemical class 0.000 description 1
- 230000037308 hair color Effects 0.000 description 1
- 150000003840 hydrochlorides Chemical class 0.000 description 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
- 125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
- WGCNASOHLSPBMP-UHFFFAOYSA-N hydroxyacetaldehyde Natural products OCC=O WGCNASOHLSPBMP-UHFFFAOYSA-N 0.000 description 1
- 125000002768 hydroxyalkyl group Chemical group 0.000 description 1
- 229940097275 indigo Drugs 0.000 description 1
- COHYTHOBJLSHDF-UHFFFAOYSA-N indigo powder Natural products N1C2=CC=CC=C2C(=O)C1=C1C(=O)C2=CC=CC=C2N1 COHYTHOBJLSHDF-UHFFFAOYSA-N 0.000 description 1
- 150000003893 lactate salts Chemical class 0.000 description 1
- 239000004310 lactic acid Substances 0.000 description 1
- 235000014655 lactic acid Nutrition 0.000 description 1
- 239000007788 liquid Substances 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 238000005259 measurement Methods 0.000 description 1
- 210000002752 melanocyte Anatomy 0.000 description 1
- NYGZLYXAPMMJTE-UHFFFAOYSA-M metanil yellow Chemical compound [Na+].[O-]S(=O)(=O)C1=CC=CC(N=NC=2C=CC(NC=3C=CC=CC=3)=CC=2)=C1 NYGZLYXAPMMJTE-UHFFFAOYSA-M 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- BKEFUBHXUTWQED-UHFFFAOYSA-N n-(4-amino-3-hydroxyphenyl)acetamide Chemical compound CC(=O)NC1=CC=C(N)C(O)=C1 BKEFUBHXUTWQED-UHFFFAOYSA-N 0.000 description 1
- 239000000978 natural dye Substances 0.000 description 1
- 239000002736 nonionic surfactant Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 238000009896 oxidative bleaching Methods 0.000 description 1
- BJRNKVDFDLYUGJ-UHFFFAOYSA-N p-hydroxyphenyl beta-D-alloside Natural products OC1C(O)C(O)C(CO)OC1OC1=CC=C(O)C=C1 BJRNKVDFDLYUGJ-UHFFFAOYSA-N 0.000 description 1
- 230000035515 penetration Effects 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- 229960003742 phenol Drugs 0.000 description 1
- 229960005323 phenoxyethanol Drugs 0.000 description 1
- 235000011007 phosphoric acid Nutrition 0.000 description 1
- 229920001296 polysiloxane Polymers 0.000 description 1
- 235000011118 potassium hydroxide Nutrition 0.000 description 1
- 239000002243 precursor Substances 0.000 description 1
- 239000003755 preservative agent Substances 0.000 description 1
- 230000002035 prolonged effect Effects 0.000 description 1
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 1
- 150000003217 pyrazoles Chemical class 0.000 description 1
- 150000003222 pyridines Chemical class 0.000 description 1
- 229940083082 pyrimidine derivative acting on arteriolar smooth muscle Drugs 0.000 description 1
- 150000003230 pyrimidines Chemical class 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 239000011347 resin Substances 0.000 description 1
- 229920005989 resin Polymers 0.000 description 1
- PYWVYCXTNDRMGF-UHFFFAOYSA-N rhodamine B Chemical compound [Cl-].C=12C=CC(=[N+](CC)CC)C=C2OC2=CC(N(CC)CC)=CC=C2C=1C1=CC=CC=C1C(O)=O PYWVYCXTNDRMGF-UHFFFAOYSA-N 0.000 description 1
- 239000003352 sequestering agent Substances 0.000 description 1
- 230000036555 skin type Effects 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 235000011121 sodium hydroxide Nutrition 0.000 description 1
- DJDYMAHXZBQZKH-UHFFFAOYSA-M sodium;1-amino-4-(cyclohexylamino)-9,10-dioxoanthracene-2-sulfonate Chemical compound [Na+].C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S([O-])(=O)=O)C=C1NC1CCCCC1 DJDYMAHXZBQZKH-UHFFFAOYSA-M 0.000 description 1
- GTKIEPUIFBBXJQ-UHFFFAOYSA-M sodium;2-[(4-hydroxy-9,10-dioxoanthracen-1-yl)amino]-5-methylbenzenesulfonate Chemical compound [Na+].[O-]S(=O)(=O)C1=CC(C)=CC=C1NC1=CC=C(O)C2=C1C(=O)C1=CC=CC=C1C2=O GTKIEPUIFBBXJQ-UHFFFAOYSA-M 0.000 description 1
- VRDAELYOGRCZQD-NFLRKZIHSA-M sodium;4-[(2z)-2-[(5e)-5-[(2,4-dimethylphenyl)hydrazinylidene]-4,6-dioxocyclohex-2-en-1-ylidene]hydrazinyl]benzenesulfonate Chemical compound [Na+].CC1=CC(C)=CC=C1N\N=C(/C(=O)C=C\1)C(=O)C/1=N\NC1=CC=C(S([O-])(=O)=O)C=C1 VRDAELYOGRCZQD-NFLRKZIHSA-M 0.000 description 1
- 239000000243 solution Substances 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 239000003381 stabilizer Substances 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 150000003890 succinate salts Chemical class 0.000 description 1
- 150000003460 sulfonic acids Chemical class 0.000 description 1
- 150000003467 sulfuric acid derivatives Chemical class 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 150000003892 tartrate salts Chemical class 0.000 description 1
- 230000008719 thickening Effects 0.000 description 1
- 125000005490 tosylate group Chemical group 0.000 description 1
- 231100000027 toxicology Toxicity 0.000 description 1
- DWKARHJHPSUOBW-UHFFFAOYSA-N trimethyl-[3-[(2e)-2-(3-methyl-5-oxo-1-phenylpyrazol-4-ylidene)hydrazinyl]phenyl]azanium;chloride Chemical compound [Cl-].CC1=NN(C=2C=CC=CC=2)C(O)=C1N=NC1=CC=CC([N+](C)(C)C)=C1 DWKARHJHPSUOBW-UHFFFAOYSA-N 0.000 description 1
- LLWJPGAKXJBKKA-UHFFFAOYSA-N victoria blue B Chemical compound [Cl-].C1=CC(N(C)C)=CC=C1C(C=1C=CC(=CC=1)N(C)C)=C(C=C1)C2=CC=CC=C2C1=[NH+]C1=CC=CC=C1 LLWJPGAKXJBKKA-UHFFFAOYSA-N 0.000 description 1
- 125000001834 xanthenyl group Chemical class C1=CC=CC=2OC3=CC=CC=C3C(C12)* 0.000 description 1
- 239000002888 zwitterionic surfactant Substances 0.000 description 1
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
- A61K8/30—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds
- A61K8/63—Steroids; Derivatives thereof
-
- 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
- A61K8/411—Aromatic amines, i.e. where the amino group is directly linked to the aromatic nucleus
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
-
- 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
- A61K8/49—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds
- A61K8/4906—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with one nitrogen as the only hetero atom
- A61K8/4926—Cosmetics 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
-
- 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
- A61Q5/10—Preparations for permanently dyeing the hair
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K2800/00—Properties of cosmetic compositions or active ingredients thereof or formulation aids used therein and process related aspects
- A61K2800/40—Chemical, physico-chemical or functional or structural properties of particular ingredients
- A61K2800/42—Colour properties
- A61K2800/43—Pigments; Dyes
- A61K2800/434—Luminescent, Fluorescent; Optical brighteners; Photosensitizers
Definitions
- the invention relates to a cosmetic composition for coloring with a lightening effect human keratin materials and more particularly pigmented or artificially colored hair and dark skin, comprising at least one fluorescent dye.
- the invention also relates to the methods and device implementing these compositions.
- the substances most used as a bleaching agent are hydroquinone and its derivatives, kojic acid and its derivatives, azelaic acid, arbutin and its derivatives, alone or in combination with other active agents.
- hydroquinone and its derivatives are used in an effective amount to see a whitening effect appear.
- hydroquinone is known for its cytotoxicity towards the melanocyte.
- kojic acid and its derivatives have the disadvantage of being expensive and of not being able, for this reason, to be used in large quantities in products with wide commercial distribution.
- the hair field there are mainly two main types of hair coloring.
- the first is semi-permanent coloring or direct coloring which uses dyes capable of bringing to the natural coloring of the hair, a more or less marked modification resistant to several shampoos. These dyes are called direct dyes and can be used in two different ways.
- the colorings can be carried out by direct application to the keratin fibers of the composition containing the direct dye (s) or by application of a mixture produced extemporaneously with a composition containing the direct dye (s) with a composition containing an oxidizing bleaching agent which is preferably hydrogen peroxide. We then speak of lightening direct coloring.
- the second is permanent coloring or oxidation coloring.
- This is carried out with precursors of so-called "oxidation” dyes which are colorless or weakly colored compounds which, when mixed with oxidizing products, at the time of use, can give rise by a process of oxidative condensation to colored and coloring compounds. It is often necessary to combine with the oxidation bases and couplers, one or more direct dyes in order to neutralize or reduce the shades too much in red, orange or golden reflections, or on the contrary to accentuate these red reflections, ora ⁇ réelles ⁇ Dcrd ⁇ ré " s.
- the benzene nitro direct dyes are not sufficiently powerful, the indoamines, the quinone dyes as well as the natural dyes have a low affinity for keratin fibers and therefore lead to dyes which are not not strong enough with regard to the various treatments that fibers can undergo, and in particular with respect to shampoos.
- Capillary or skin compositions comprising optical brighteners or "fluorescent brighteners” or “fluorescent brighteners” in English terminology are known in the literature, as described in Canadian patents N ° -1,255,603 or patent applications WO-99/13845 and WO- 00/71085.
- Hair dyeing compositions are also known with compounds making it possible to obtain intense shades such as those described in patent applications WO-01/62759, DE-10029441 and DE-19926377. These compositions do not, however, lighten the hair or the skin while coloring them.
- Patent applications EP-0370470 and EP-0445342 describe cosmetic compositions comprising an insoluble pigment which may be fluorescent (EP-0370470) formed by dissolution of a dye in a resin.
- compositions are not lightening.
- US Pat. Nos. 5,356,438 and US Pat. No. 5,188,639 describe compositions for coloring and conditioning the hair or for dyeing and perming the hair; however, their purpose is not to lighten the hair by coloring it.
- the present invention therefore has for first object a cosmetic composition for coloring with a lightening effect on human keratin materials, characterized in that it comprises, in a cosmetically acceptable medium, at least one fluorescent dye soluble in the medium, which re-emits the light which it absorbs in the visible part and in addition possibly ultra- violet of the spectrum, in fluorescent light of longer wavelength in the visible spectrum.
- fluorescent dye is meant within the meaning of the present invention a dye which, like any conventional dye, is a molecule which colors by itself, is soluble in the cosmetic medium, absorbs light from the visible spectrum and, in addition, possibly from the 'ultraviolet (wavelengths ranging from 360 to 760 nanometers) but which, unlike the conventional dye, transforms the absorbed energy into fluorescent light of longer wavelength emitted in the visible part of the spectrum.
- a fluorescent dye according to the invention is to be distinguished from an optical lightening agent.
- Optical brighteners generally called optical brighteners, or “brighteners”, or “fluorescent brighteners”, or “fluorescent brightening agents”, or “fluorescent whitening agents", or “whiteners”, or
- fluorescent whiteners in English terminology, are colorless transparent compounds, which do not color, because they do not absorb in visible light, but only in Ultra Violets (wavelengths ranging from 200 to 40 ⁇ -nanometers ) rettransforme ⁇ ti ⁇ nergie ab " ⁇ rbé greater wavelength emitted in the visible part of the spectrum; the color impression is then only generated by purely fluorescent light predominantly blue (wavelengths ranging from 400 to 500 nanometers).
- human keratin materials means the skin, the hair, the nails, the eyelashes, and the eyebrows, and more particularly the dark skin and the artificially pigmented or colored hair.
- the skin types corresponding to this luminance are African skin, African-American skin, Hispanic-American skin, Indian skin and North African skin.
- the term “artificially pigmented or dyed hair” means hair whose pitch is less than or equal to 6 (dark blonde) and preferably less than or equal to 4 (chestnut).
- the lightening of the hair is evaluated by the "height of tone” which characterizes the degree or the level of lightening.
- tone is based on the classification of natural shades, a tone separating each shade from the one that immediately follows or precedes it. This definition and classification of natural shades is well known to hair professionals and published in the book “Sciences of hair treatments” by Charles ZVIAK 1988, Ed.Masson, pp. 215 and 278.
- the pitch of the tone ranges from 1 (black) to 10 (light light blonde), a unit corresponding to a tone; the higher the number, the lighter the shade.
- the fluorescent dye according to the invention is to be distinguished from the fluorescent pigment.
- the pigment is insoluble in the medium while the dye is soluble in the cosmetic medium at room temperature of the order of 15 to 25 ° C.
- the fluorescent dye according to the invention is a dye which generates fluorescence on the cosmetic support.
- the invention more particularly relates to a cosmetic composition for coloring with a lightening effect on human keratin materials, characterized in that it comprises, in a cosmetically acceptable medium, a sufficient quantity of at least one fluorescent dye, for qu after application to said materials, the composition gives a reflectance, measured between 500 and 700 nm, which is greater than the reflectance of said untreated keratin materials.
- the invention more particularly relates to a cosmetic composition for dyeing with a lightening effect on artificially colored or pigmented hair and the tone of which is less than or equal to 6 and preferably less than or equal to 4, and further characterized by the the fact that it comprises, in a cosmetically acceptable medium, a sufficient amount of at least one fluorescent dye, so that after application to the hair, the composition gives a reflectance, measured between 500 and 700 nm, which is at least 0.05%, and preferably at least 0.1%, greater than the reflectance of untreated hair.
- Such a composition according to the invention has the advantage of lightening the hair without degrading it and coloring it simultaneously.
- the fluorescent dye is soluble in the cosmetic medium at least 1 gram per liter and preferably at least 5 grams per liter at the temperature of 25 ° C.
- the fluorescent dye is not a fluorescein dye, nor a xanthene derivative as described in patent application DE-199 26377, nor of cyclopentaquinoxalinium as described in patent application DE- 100 29441, these compounds not being devoid of toxicology.
- the composition according to the invention is capable of lightening the hair and the skin in a shade which, quantified in the CIEL system L * a * b * has a variable b * greater than or equal to 6, with a ratio b * / absolute value of a * , greater than 1, 2 according to the selection test described below.
- the composition is applied to brown hair at the rate of 10 grams of composition per 1 gram of brown hair.
- the composition is spread out so as to cover all of the hair.
- the composition is left to act for 20 minutes at room temperature (20 to 25 ° C).
- the hair is then rinsed with water and then washed with a shampoo based on lauryl ether sulfate. They are then dried.
- the spectrocolorimetric characteristics of the hair are then measured to determine the coordinates L * a * b *.
- L * a * b *, a * and b * indicate two color axes, a * indicates the green / red color axis (+ a * is red, -a * is green) and b * l 'blue / yellow color axis (+ b * is yellow and - b * is blue); values close to zero for a * and b * correspond to gray shades.
- the fluorescent dyes preferably used according to the present invention are dyes in the range of oranges.
- the composition must, after application to hair, for example brown, lead to the following results:
- the reflectance curves are then compared as a function of the wavelength, of hair treated with the composition of the invention and of untreated hair.
- the curve corresponding to the treated hair must show a reflectance in the wavelength range from 500 to 700 nanometers greater than the curve corresponding to the untreated hair.
- the term "higher” means a difference of at least 0.05% of reflectance, and preferably of at least 0.1%. This does not prevent that it can exist in the wavelength range from 540 to 700 nanometers, at least one range where the reflectance curve corresponding to the treated hair is superimposable, or less than the reflectance curve corresponding to the untreated hair.
- the wavelength where the difference is maximum between the reflectance curve of the treated hair and that of the untreated hair is in the wavelength range from 500 to 650 nanometers, and preferably in the wavelength range from 550 to 620 nanometers.
- the subject of the invention is also the use of a fluorescent dye as a lightening and coloring agent in, or for the manufacture of, a cosmetic composition as defined above for lightening by coloring human keratin materials, especially dark skin and more particularly artificially pigmented or colored hair.
- the fluorescent dyes according to the present invention are known and marketed compounds.
- the fluorescent dye (s) of the present invention preferably represent from 0.01 to 20%, more preferably from 0.05 to 10% and more more particularly from 0.1 to 5% approximately by weight of the total weight of the composition.
- the cosmetically acceptable medium generally consists of water or a mixture of water and at least one organic solvent.
- organic solvent mention may, for example, be made of lower CrC 4 alkanols, such as ethanol and isopropanol; glycerol; glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and diethylene glycol monomethyl ether, as well as aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and mixtures thereof.
- lower CrC 4 alkanols such as ethanol and isopropanol
- glycerol glycols and glycol ethers
- glycols and glycol ethers such as 2-butoxyethanol, propylene glycol, propylene glycol monomethyl ether, monoethyl ether and diethylene glycol monomethyl ether
- aromatic alcohols such as benzyl alcohol or phenoxyethanol, analogous products and mixtures thereof.
- the solvents may be present in proportions preferably ranging from 1 to 40% by weight approximately relative to the total weight of the dye composition, and even more preferably from 5 to 30% by weight approximately.
- the pH of the composition according to the invention is generally between 3 and 12 approximately, and preferably between 5 and 11 approximately. It can be adjusted to the desired value by means of acidifying or basifying agents usually used in dyeing human keratin fibers.
- acidifying agents there may be mentioned, by way of example, mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulfonic acids.
- mineral or organic acids such as hydrochloric acid, orthophosphoric acid, sulfuric acid, carboxylic acids such as acetic acid, tartaric acid, citric acid, lactic acid, sulfonic acids.
- basifying agents there may be mentioned, by way of example, ammonia, alkali carbonates, alkanolamines such as mono-, di- and triethanolamines as well as their derivatives, sodium or potassium hydroxides and compounds of formula (I) below:
- Ri, R2, R3 and R 4 identical or different, represent a hydrogen atom, an alkyl radical in C ⁇ -C 6 or hydroxyalkyl in CC ⁇ .
- the cosmetic composition in accordance with the invention may, according to a preferred embodiment, and in addition to the fluorescent dye (s), comprise one or more additional direct dyes of nonionic, cationic or anionic nature, which can for example be chosen from The following red or orange nitro benzene dyes:
- the cosmetic composition in accordance with the invention may also comprise, in addition to or in replacement of these nitrated benzene dyes, one or more additional direct dyes chosen from yellow, yellow-green, blue or purple nitrated benzene dyes, azo dyes, colorants anthraquinonics, naphthoqtiinonics or benzoquinonics, indigo dyes, or dyes derived from triarylmethane.
- - Rg represents a C1-C4 alkyl radical, a ⁇ -hydroxyethyl or ⁇ -hydroxypropyl or ⁇ -hydroxypropyl radical; - R5 and R7, identical or different, represent a ⁇ -hydroxyethyl, - ⁇ - hydroxypropyl, ⁇ -hydroxypropyl, or ⁇ , ⁇ -dihydroxypropyl radical, at least one of the radicals RQ, R ⁇ or R5 representing a ⁇ -hydroxypropyl radical and RQ and R7 cannot simultaneously denote a ⁇ -hydroxyethyl radical when Rg is a ⁇ -hydroxypropyl radical, such as those described in French patent N ° - 2,692,572.
- the additional direct dye (s) preferably represent from 0.0005 to 12% by weight approximately of the total weight of the composition, and even more preferably from 0.005 to 6% by weight approximately of this weight.
- the cosmetic composition in accordance with the invention comprises, in addition to the fluorescent dye (s), at least one oxidation base chosen from the oxidation bases conventionally used for dyeing d oxidation and among which there may be mentioned paraphenylenediamines, bis-phenylalkylenediamines, para-aminophenols, ortho-aminophenols and heterocyclic bases and their addition salts with an acid or with an alkaline agent.
- paraphenylenediamines mention may more particularly be made, for example, of paraphenylenediamine, paratoluylenediamine, 2-chloro paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine , 2,5-dimethyl paraphenylenediamine, N, N-dimethyl paraphenylenediamine, N, N-diethyl paraphenylenediamine, N, N-dipropyl paraphenylenediamine, 4-amino N, N-diethyl 3-methyl aniline, N, N-bis- ( ⁇ -hydroxyethyl) paraphenylenediamine, 4-N, N-bis- ( ⁇ -hydroxyethyl) amino 2-methyl aniline, 4-N, N-bis- ( ⁇ -hydroxyethyl) amino 2-chloro aniline , 2- ⁇ -hydroxyethyl para
- para-phenylenediamines very particularly preferred are para-phenylenediamine, paratoluylenediamine, 2-isopropyl paraphenylenediamine, 2- ⁇ -hydroxyethyl paraphenylenediamine, 2- ⁇ -hydroxyethyloxy paraphenylenediamine, 2,6-dimethyl paraphenylenediamine, 2,6-diethyl paraphenylenediamine, 2,3-dimethyl paraphenylenediamine, NN-bis- ( ⁇ - hydroxyethyl) para-phenylenediamine, 2-chloro para-phenylenediamine, 2- ⁇ -acetylaminoethyloxy para-phenylenediamine, and their addition salts with an acid or with an alkaline agent.
- para-aminophenol mention may more particularly be made, for example, of para-aminophenol, 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 4-amino 3-hydroxymethyl phenol, 4-amino 2-methyl phenol, 4-amino 2-hydroxymethyl phenol, 4-amino 2-methoxymethyl phenol, 4-amino 2-aminomethyl phenol, 4-amino 2- ( ⁇ -hydroxyethyl aminomethyl) phenol, 4-amino 2-fluoro phenol, and their addition salts with an acid or with an alkaline agent.
- para-aminophenol 4-amino 3-methyl phenol, 4-amino 3-fluoro phenol, 4-amino 3-hydroxymethyl phenol, 4-amino 2-methyl phenol, 4-amino 2-hydroxymethyl phenol, 4-amino 2-methoxymethyl phenol, 4-amino 2-aminomethyl phenol, 4-amino 2- ( ⁇ -hydroxyethyl aminomethyl) phenol, 4-amino 2-fluoro phenol,
- ortho-aminophenols there may be mentioned more particularly by way of example, 2-amino phenol, 2-amino 5-methyl phenol, 2-amino 6-methyl phenol, 5-acetamido 2-amino phenol, and their addition salts with an acid or with an alkaline agent.
- the oxidation base (s) preferably represent from 0.0005 to 12% by weight approximately of the total weight of the composition, and even more preferably from 0.005 to 6% by weight approximately of this weight.
- the cosmetic composition in accordance with the invention may also comprise, in addition to fluorescent dyes and oxidation bases, at least one coupler so as to modify or enrich the reflections shades obtained by using fluorescent dyes and the oxidation base (s).
- the couplers which can be used in the cosmetic composition in accordance with the invention can be chosen from the couplers conventionally used in oxidation dyeing and among which there may be mentioned in particular metaphenylenediamines, meta-aminophenols, metadiphenols and heterocyclic couplers and their addition salts with an acid or with an alkaline agent.
- couplers are more particularly chosen from 2-methyl 5-amino phenol, 5-N- ( ⁇ -hydroxyethyl) amino 2-methyl phenol, 3-amino phenol, 1,3-dihydroxy benzene, 1, 3 -dihydroxy 2-methyl benzene, 4-chloro 1,3-dihydroxy benzene, 2,4-diamino l- ( ⁇ -hydroxyethyloxy) benzene, 2-amino 4- ( ⁇ -hydroxyethylamino) 1-methoxy benzene, 1,3-diamino benzene, 1,3-bis- (2,4-diaminophenoxy) propane, sesamol, ⁇ -naphthol, 6-hydroxy indole, 4-hydroxy indole, 4-hydroxy N- methyl indole, 6-hydroxy indoline, 2,6-dihydroxy 4-methyl pyridine, 1-H 3-methyl pyrazole 5-one, 1-phenyl 3-methyl pyrazole 5-one, 2,6-dimethyl
- the coupler (s) preferably represent from 0.0001 to 10% by weight approximately of the total weight of the composition and even more preferably from 0.005 to 5% by weight approximately of this weight.
- the addition salts with an acid which can be used in the context of the compositions of the invention are in particular chosen from hydrochlorides, hydrobromides, sulphates, citrates, succinates , tartrates, tosylates, benzenesulfonates, lactates and acetates.
- addition salts with an alkaline agent which can be used in the context of the compositions of the invention (oxidation bases and couplers) are in particular chosen from addition salts with alkali or alkaline earth metals, with ammonia, with organic amines including alkanolamines and compounds of formula (I).
- the cosmetic composition in accordance with the invention may also comprise various adjuvants conventionally used in cosmetic compositions, in particular for dyeing human keratin fibers, such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic, cationic, non-ionic, amphoteric, zwitterionic polymers or their mixtures, mineral or organic thickening agents, antioxidant agents, penetration agents, sequestering agents, perfumes, buffers, dispersing agents, conditioning agents such as for example cations, cationic or amphoteric polymers, volatile or non-volatile silicones, modified or unmodified, film-forming agents, ceramides, preserving agents, stabilizing agents, opacifying agents.
- adjuvants conventionally used in cosmetic compositions such as anionic, cationic, nonionic, amphoteric, zwitterionic surfactants or mixtures thereof, anionic, cationic, non-ionic, amphoteric, zwit
- thickening agents it is more particularly preferred to use thickening systems based on associative polymers well known to those skilled in the art and in particular of a nonionic, anionic, cationic or amphoteric nature.
- the cosmetic composition according to the invention can be in various forms, such as in the form of liquids, shampoos, creams, gels, or in any other suitable form.
- a particularly preferred form according to the present invention and which constitutes another object of the invention is a coloring and lightening shampoo comprising in a cosmetically acceptable aqueous medium, at least one fluorescent dye as defined above, and at least one agent preferably nonionic surfactant.
- the surfactants are present in a proportion ranging from approximately 4 to 30% and preferably from approximately 8 to 20% by weight relative to the total weight of the shampoo composition and the surfactants more particularly preferred nonionics are chosen from alkylpolyglucosides.
- the composition in accordance with the invention may also contain at least one oxidizing agent chosen, for example, from hydrogen peroxide, urea peroxide, alkali metal bramates, persalts such as perborates and persulfates, and enzymes such as peroxidases and oxidoreductases with two or four electrons.
- oxidizing agent chosen, for example, from hydrogen peroxide, urea peroxide, alkali metal bramates, persalts such as perborates and persulfates, and enzymes such as peroxidases and oxidoreductases with two or four electrons.
- hydrogen peroxide or enzymes is particularly preferred.
- Another object of the invention is a process for dyeing and lightening the hair, using a composition as defined above, in the absence of oxidation dyes and oxidizing agents.
- Another object of the invention is a process for dyeing the hair, using a composition as defined above, in the absence of oxidation dyes but in the presence of oxidizing agents.
- at least one composition as defined above is applied to the hair, for a time sufficient to develop the desired coloring and lightening, after which it is rinsed, washed optionally with shampoo, rinse again and dry.
- At least one composition as defined above is applied to the hair, for a time sufficient to develop the desired coloring and lightening, without final rinsing.
- the dyeing process comprises a preliminary step consisting in storing, in separate form, on the one hand, a composition comprising, in a medium suitable for dyeing, at least one dye fluorescent and, on the other hand, a composition comprising, in a medium suitable for dyeing, at least one oxidizing agent, then mixing them at the time of use before applying this mixture to the hair for a time sufficient to develop the desired coloring, after which it is rinsed, optionally washed with shampoo, rinsed again and dried.
- Another object of the invention is a process for dyeing oxidation of the hair using a composition as defined above in the presence of oxidation dyes.
- the dyeing process comprises a preliminary step consisting in storing in separate form, on the one hand, a composition comprising, in a medium suitable for dyeing, at least one fluorescent dye and at least one base of oxidation and, on the other hand, a composition comprising, in a medium suitable for dyeing, at least one oxidizing agent, then mixing them at the time of use before applying this mixture to the hair for a time sufficient to develop the desired coloring, after which it is rinsed, optionally washed with shampoo, rinsed again and dried.
- Another object of the invention is a device with several compartments for dyeing and lightening the hair, comprising at least one compartment containing a composition comprising at least one fluorescent dye, and at least one other compartment containing a composition comprising at least an oxidizing agent.
- This device can be equipped with a means enabling the desired mixture to be delivered to the hair, such as the devices described in patent FR-2,586,913 in the name of the applicant.
- An object of the invention is also a method consisting in applying the composition according to the invention to hair having a tone height less than or equal to 6 and preferably less than or equal to 4.
- the time necessary for the development of the coloration and for obtaining the lightening effect on the hair is approximately 5 to 60 minutes and more particularly approximately 5 to 40 minutes.
- the temperature necessary for the development of the coloring and for obtaining the lightening effect on the hair is generally between room temperature (15 to 25 ° C) and 80 ° C and more particularly between 15 and 40
- Another object of the invention is a method of lightening the skin whose luminance L * in the CIEL system L * a * b * is less than or equal to 45, and preferably less than or equal to 40, consisting in applying on the skin a composition in accordance with the invention and as described above.
- compositions were also prepared for comparison, outside the invention, having the same composition as the 3 compositions according to the preceding invention with the difference close to the dye which is a dye also orange but not fluorescent:
- composition 1 to 5 was applied, in an amount of 10 g each, to 1 g of locks of natural brown hair and allowed to stand for 20 minutes. The locks were then rinsed with water and then dried. After 24 hours, the locks were read with the Minolta CM 2002 Colorimeter in the L * a * b * system and their tone heights were evaluated.
- This graph represents on the abscissa the wavelength of the light which illuminates the hair and on the ordinate the difference in reflectance of the hair for each wavelength between the colored brown hair and the non-colored brown hair (tone height 4). Note that for compositions 1, 2 & 3 (with fluorescent dyes) the reflectance is positive (> 0%) over almost the entire wavelength range while for compositions 4 & 5 (with non-fluorescent dyes) the reflectance is always negative and therefore less than the reflectance of the colorless brown hair.
- the lightening and coloring shampoo of the following composition was prepared
- Test No. 1 a 1 gram lock of brown hair was treated with 10 grams of shampoo for 20 minutes at room temperature. The wick was then rinsed with water and dried.
- Test No. 2 a lock of brown hair of 1 gram was treated with 0.4 gram of shampoo for 1 minute at room temperature. The wick was then rinsed with water and dried.
- Test n ° 3 the lock of hair of test n ° 2 of 1 gram was again treated with 0.4 gram of shampoo for 1 minute at room temperature. The wick was then rinsed with water and dried.
- Test n ° 4 the lock of hair of test n ° 3 of 1 gram was again treated with 0.4 gram of shampoo for 1 minute at room temperature. The wick was then rinsed with water and dried.
Abstract
Description
Claims
Priority Applications (13)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
MXPA04002827A MXPA04002827A (es) | 2001-09-28 | 2002-09-24 | Composicion de tincion con efecto aclarante para materias queratinicas humanas. |
PL368200A PL210013B1 (pl) | 2001-09-28 | 2002-09-24 | Kompozycja do farbowania włosów z efektem rozjaśniającym |
BR0213599-0A BR0213599A (pt) | 2001-09-28 | 2002-09-24 | Composição cosmética processos de tintura e clareamento dos cabelos, processos de tintura dos cabelos, dispositivo com vários compartimentos e processo de clareamento da pele |
AT02800154T ATE491498T1 (de) | 2001-09-28 | 2002-09-24 | Färbezusammensetzungen mit aufhellender wirkung für haare |
EP02800154.3A EP1432390B2 (fr) | 2001-09-28 | 2002-09-24 | Composition de teinture a effet eclaircissant pour fibres keratiniques humaines |
US10/490,869 US7217296B2 (en) | 2001-09-28 | 2002-09-24 | Dyeing composition with a lightening effect for human keratin materials comprising at least one fluorescent dye |
DE60238626T DE60238626D1 (de) | 2001-09-28 | 2002-09-24 | Färbezusammensetzungen mit aufhellender wirkung für haare |
BRPI0213599A BRPI0213599B8 (pt) | 2001-09-28 | 2002-09-24 | processos de tintura e clareamento dos cabelos e processos de tintura dos cabelos |
KR1020047004521A KR100638125B1 (ko) | 2001-09-28 | 2002-09-24 | 인간 케라틴 섬유용의 브라이트닝 효과가 있는 염색조성물 |
ES02800154.3T ES2357890T5 (es) | 2001-09-28 | 2002-09-24 | Composición de teñido con efecto aclarante para fibras queratínicas humanas |
CA002463132A CA2463132A1 (fr) | 2001-09-28 | 2002-09-24 | Composition de teinture a effet eclaircissant pour fibres keratiniques humaines |
JP2003532018A JP2005508339A (ja) | 2001-09-28 | 2002-09-24 | ヒトのケラチン物質のための明色化効果を有する染色用組成物 |
AU2002362479A AU2002362479B2 (en) | 2001-09-28 | 2002-09-24 | Dyeing composition with a brightening effect for human keratinous fibres |
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR01/12525 | 2001-09-28 | ||
FR0112525A FR2830189B1 (fr) | 2001-09-28 | 2001-09-28 | Composition de teinture a effet eclaircissant pour fibres keratiniques humaines |
Publications (1)
Publication Number | Publication Date |
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WO2003028685A1 true WO2003028685A1 (fr) | 2003-04-10 |
Family
ID=8867728
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
PCT/FR2002/003252 WO2003028685A1 (fr) | 2001-09-28 | 2002-09-24 | Composition de teinture a effet eclaircissant pour fibres keratiniques humaines |
Country Status (16)
Country | Link |
---|---|
US (1) | US7217296B2 (fr) |
EP (1) | EP1432390B2 (fr) |
JP (2) | JP2005508339A (fr) |
KR (1) | KR100638125B1 (fr) |
CN (1) | CN100518712C (fr) |
AT (1) | ATE491498T1 (fr) |
AU (1) | AU2002362479B2 (fr) |
BR (2) | BR0213599A (fr) |
CA (1) | CA2463132A1 (fr) |
DE (1) | DE60238626D1 (fr) |
ES (1) | ES2357890T5 (fr) |
FR (1) | FR2830189B1 (fr) |
MX (1) | MXPA04002827A (fr) |
PL (1) | PL210013B1 (fr) |
RU (1) | RU2283080C2 (fr) |
WO (1) | WO2003028685A1 (fr) |
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- 2001-09-28 FR FR0112525A patent/FR2830189B1/fr not_active Expired - Lifetime
-
2002
- 2002-09-24 RU RU2004113089/15A patent/RU2283080C2/ru not_active IP Right Cessation
- 2002-09-24 KR KR1020047004521A patent/KR100638125B1/ko active IP Right Grant
- 2002-09-24 BR BR0213599-0A patent/BR0213599A/pt not_active IP Right Cessation
- 2002-09-24 BR BRPI0213599A patent/BRPI0213599B8/pt unknown
- 2002-09-24 DE DE60238626T patent/DE60238626D1/de not_active Expired - Lifetime
- 2002-09-24 JP JP2003532018A patent/JP2005508339A/ja not_active Withdrawn
- 2002-09-24 CN CNB028238028A patent/CN100518712C/zh not_active Expired - Fee Related
- 2002-09-24 CA CA002463132A patent/CA2463132A1/fr not_active Abandoned
- 2002-09-24 MX MXPA04002827A patent/MXPA04002827A/es active IP Right Grant
- 2002-09-24 PL PL368200A patent/PL210013B1/pl unknown
- 2002-09-24 EP EP02800154.3A patent/EP1432390B2/fr not_active Expired - Lifetime
- 2002-09-24 ES ES02800154.3T patent/ES2357890T5/es not_active Expired - Lifetime
- 2002-09-24 WO PCT/FR2002/003252 patent/WO2003028685A1/fr active Application Filing
- 2002-09-24 AU AU2002362479A patent/AU2002362479B2/en not_active Ceased
- 2002-09-24 US US10/490,869 patent/US7217296B2/en not_active Expired - Fee Related
- 2002-09-24 AT AT02800154T patent/ATE491498T1/de not_active IP Right Cessation
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2008
- 2008-04-16 JP JP2008107345A patent/JP2008239628A/ja not_active Withdrawn
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Cited By (57)
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EP1433459A1 (fr) * | 2002-12-24 | 2004-06-30 | L'oreal | Procédé pour teinter ou colorer des matières kératiniques humaines avec effet d'éclaircissement au moyen d'une composition comprenant un composé fluorescent et un azurant optique et composition |
US7736631B2 (en) | 2003-04-01 | 2010-06-15 | L'oreal S.A. | Cosmetic dye composition with a lightening effect for human keratin materials, comprising at least one fluorescent dye and at least one aminosilicone, and process of dyeing |
EP1464322B2 (fr) † | 2003-04-01 | 2022-06-01 | L'Oréal | Utilisation de compositions comprenant un colorant fluorescent et un tensioactif amphotère ou non ionique particuliers pour colorer avec un effet eclaircissant des matières kératiniques humaines |
JP2007516190A (ja) * | 2003-07-09 | 2007-06-21 | ロレアル | 少なくとも1種の置換2−[2−(4−アミノフェニル)エテニル]−1−ピリジニウム誘導体を含む組成物、それを使用するケラチン繊維の処理方法、装置、および使用 |
JP2006083170A (ja) * | 2004-09-13 | 2006-03-30 | L'oreal Sa | 少なくとも一の置換されたカルボシアニン誘導体を含有する組成物、それを使用するケラチン繊維の処理方法、そのための装置、及びその使用 |
FR2875132A1 (fr) * | 2004-09-13 | 2006-03-17 | Oreal | Composition comprenant au moins un derive substitue de carbocyanine, procede de traitement des fibres keratiniques la mettant en oeuvre, dispositif et utilisation |
EP1634575A1 (fr) * | 2004-09-13 | 2006-03-15 | L'oreal | Composition comprenant au moins un dérivé substitue de carbocyanine, procédé de traitement des fibres kératiniques la mettant en oeuvre, dispositif et utilisation |
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KR101019390B1 (ko) | 2006-01-12 | 2011-03-07 | 로레알 | 형광 시아닌 염료를 포함하는 조성물의, 라이트닝 효과와함께 케라틴 성분의 염색을 위한 용도 |
US7601180B2 (en) | 2006-01-12 | 2009-10-13 | L'oreal S.A. | Use for the dyeing with lightening effect of keratin substances of a composition comprising a fluorescent cyanine dye |
WO2007110541A3 (fr) * | 2006-03-24 | 2008-08-07 | Oreal | Composition de teinture comprenant un colorant fluorescent thiol/disulfure a cycle condense et charge cationique interne, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
US7780743B2 (en) | 2006-03-24 | 2010-08-24 | L'oreal S.A. | Fluorescent entity, dyeing composition containing at least one fluorescent entity, and method for lightening keratin materials using said at least one fluorescent entity |
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WO2007110534A2 (fr) * | 2006-03-24 | 2007-10-04 | L'oréal | Composition de teinture comprenant un colorant fluorescent thiol/disulfure, a charge cationique externe, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
FR2912138A1 (fr) * | 2007-02-05 | 2008-08-08 | Oreal | Composition de teinture comprenant un colorant fluosrescent thiol a groupes amines et a charge cationique interne, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
EP2070988A2 (fr) | 2007-09-21 | 2009-06-17 | L'Oréal | Composé styryl à motif hydroxy(cyclo)alkylamino thiol/disulfure, procédé d'éclaircissement des matières kératiniques à partir de ce colorant |
EP2039724A1 (fr) | 2007-09-21 | 2009-03-25 | L'Oréal | Colorant dérivé d'indole styryle à linker alkylène, composition tinctoriale comprenant ce colorant, procédé d'éclaircissement des matières kératiniques à partir de ce colorant |
US7717964B2 (en) | 2007-09-21 | 2010-05-18 | L'oreal S.A. | Styryl thiol/disulfide compound with a hydroxy(cyclo)alkylamino unit, process for lightening keratin materials using same |
EP2075289A1 (fr) | 2007-09-21 | 2009-07-01 | L'Oréal | Composé styryl tetrahydroquinolinium thiol/disulfure, procédé d'éclaircissement des matières kératiniques à partir de ce colorant |
US7744657B2 (en) | 2007-09-21 | 2010-06-29 | L'oreal S.A. | Styrl tetrahydroquinolinium thiol/disulfide dye compound and method for lightening keratin materials using the same |
US7727287B2 (en) | 2007-09-21 | 2010-06-01 | L'oreal S.A. | Hemicyanin styryl thiol/disulfide dye, composition comprising hemicyanin styryl thoil/disulfide dye, and method for lightening keratin materials using hemicyanin styryl thiol/disulfide dye |
EP2062945A2 (fr) | 2007-09-21 | 2009-05-27 | L'Oréal | Colorant hemicyanine styryle thiol/disulfure, composition tinctoriale comprenant ce colorant, procédé d'éclaircissement des matières kératiniques à partir de ce colorant |
FR2921376A1 (fr) * | 2007-09-21 | 2009-03-27 | Oreal | Compose styryl tetrahydroquinolinium thiol/disulfure, procede d'eclaircissement des matieres keratiniques a partir de ce colorant |
US7744658B2 (en) | 2007-09-21 | 2010-06-29 | L'oreal S.A. | Indole-derived styryl dye comprising an alkylene linker, a dye composition comprising this dye, and a process for lightening keratin materials using this dye |
WO2011054966A2 (fr) | 2009-11-09 | 2011-05-12 | L'oreal | Nouveaux colorants avec un motif disulfure hétérocyclique, composition colorante comprenant ceux-ci, et procédé pour colorer des fibres kératiniques humaines basé sur ces colorants |
WO2012069476A1 (fr) | 2010-11-24 | 2012-05-31 | L'oreal | Nouveaux colorants directs contenant une unité à base d'acide ascorbique, composition de colorant comprenant ces derniers et procédé de coloration d'éléments humains à base de kératine à l'aide de ces colorants |
WO2013174987A2 (fr) | 2012-05-24 | 2013-11-28 | L'oreal | Colorant cationique portant un contre-ion organique anionique, composition de colorant les comprenant et procédé pour la coloration de fibres de kératine utilisant ces colorants |
WO2017093558A1 (fr) | 2015-12-03 | 2017-06-08 | L'oreal | Nouveaux colorants anioniques contenant un motif disulfure hétérocyclique, composition de colorant les comprenant et procédé de coloration des matières kératiniques humaines à l'aide de ces colorants |
FR3071413A1 (fr) * | 2017-09-25 | 2019-03-29 | Danielle Roches | Teinture non-oxydante semi-permanente prete a l’emploi pour sourcils |
Also Published As
Publication number | Publication date |
---|---|
KR100638125B1 (ko) | 2006-10-24 |
ES2357890T3 (es) | 2011-05-03 |
FR2830189A1 (fr) | 2003-04-04 |
BRPI0213599B1 (pt) | 2019-04-09 |
JP2005508339A (ja) | 2005-03-31 |
CA2463132A1 (fr) | 2003-04-10 |
EP1432390B2 (fr) | 2015-04-15 |
BR0213599A (pt) | 2004-10-26 |
EP1432390A1 (fr) | 2004-06-30 |
DE60238626D1 (de) | 2011-01-27 |
PL368200A1 (en) | 2005-03-21 |
FR2830189B1 (fr) | 2004-10-01 |
KR20040040479A (ko) | 2004-05-12 |
ATE491498T1 (de) | 2011-01-15 |
CN100518712C (zh) | 2009-07-29 |
JP2008239628A (ja) | 2008-10-09 |
BRPI0213599B8 (pt) | 2019-08-20 |
AU2002362479B2 (en) | 2006-05-25 |
RU2283080C2 (ru) | 2006-09-10 |
US7217296B2 (en) | 2007-05-15 |
MXPA04002827A (es) | 2004-07-02 |
RU2004113089A (ru) | 2005-04-10 |
PL210013B1 (pl) | 2011-11-30 |
CN1596099A (zh) | 2005-03-16 |
EP1432390B1 (fr) | 2010-12-15 |
ES2357890T5 (es) | 2015-07-31 |
US20050028301A1 (en) | 2005-02-10 |
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