US3679347A - Dyeing human hair with a peroxy compound and a reactive dyestuff - Google Patents
Dyeing human hair with a peroxy compound and a reactive dyestuff Download PDFInfo
- Publication number
- US3679347A US3679347A US8010A US3679347DA US3679347A US 3679347 A US3679347 A US 3679347A US 8010 A US8010 A US 8010A US 3679347D A US3679347D A US 3679347DA US 3679347 A US3679347 A US 3679347A
- Authority
- US
- United States
- Prior art keywords
- hair
- reactive
- dyeing
- peroxy compound
- human hair
- 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.)
- Expired - Lifetime
Links
- 210000004209 hair Anatomy 0.000 title abstract description 43
- 238000004043 dyeing Methods 0.000 title abstract description 18
- -1 peroxy compound Chemical class 0.000 title description 20
- 239000000975 dye Substances 0.000 title description 11
- 150000003839 salts Chemical class 0.000 abstract description 14
- 238000000034 method Methods 0.000 abstract description 13
- 239000000985 reactive dye Substances 0.000 abstract description 10
- ZLMJMSJWJFRBEC-UHFFFAOYSA-N Potassium Chemical compound [K] ZLMJMSJWJFRBEC-UHFFFAOYSA-N 0.000 abstract description 5
- 229910052700 potassium Inorganic materials 0.000 abstract description 5
- 239000011591 potassium Substances 0.000 abstract description 5
- 239000002253 acid Substances 0.000 abstract description 4
- 150000004965 peroxy acids Chemical class 0.000 abstract description 2
- IHDBZCJYSHDCKF-UHFFFAOYSA-N 4,6-dichlorotriazine Chemical group ClC1=CC(Cl)=NN=N1 IHDBZCJYSHDCKF-UHFFFAOYSA-N 0.000 abstract 1
- AFOSIXZFDONLBT-UHFFFAOYSA-N divinyl sulfone Chemical compound C=CS(=O)(=O)C=C AFOSIXZFDONLBT-UHFFFAOYSA-N 0.000 abstract 1
- 239000002243 precursor Substances 0.000 abstract 1
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 16
- 239000007864 aqueous solution Substances 0.000 description 14
- 239000000243 solution Substances 0.000 description 11
- RTLULCVBFCRQKI-UHFFFAOYSA-N 1-amino-4-[3-[(4,6-dichloro-1,3,5-triazin-2-yl)amino]-4-sulfoanilino]-9,10-dioxoanthracene-2-sulfonic acid Chemical compound C1=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C(S(O)(=O)=O)C=C1NC(C=1)=CC=C(S(O)(=O)=O)C=1NC1=NC(Cl)=NC(Cl)=N1 RTLULCVBFCRQKI-UHFFFAOYSA-N 0.000 description 8
- 229910000027 potassium carbonate Inorganic materials 0.000 description 8
- 238000011282 treatment Methods 0.000 description 5
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 4
- JZBWUTVDIDNCMW-UHFFFAOYSA-L dipotassium;oxido sulfate Chemical compound [K+].[K+].[O-]OS([O-])(=O)=O JZBWUTVDIDNCMW-UHFFFAOYSA-L 0.000 description 4
- 239000006185 dispersion Substances 0.000 description 4
- 125000000864 peroxy group Chemical group O(O*)* 0.000 description 4
- 239000003638 chemical reducing agent Substances 0.000 description 3
- 125000005843 halogen group Chemical group 0.000 description 3
- HFIYIRIMGZMCPC-YOLJWEMLSA-J remazole black-GR Chemical compound [Na+].[Na+].[Na+].[Na+].[O-]S(=O)(=O)C1=CC2=CC(S([O-])(=O)=O)=C(\N=N\C=3C=CC(=CC=3)S(=O)(=O)CCOS([O-])(=O)=O)C(O)=C2C(N)=C1\N=N\C1=CC=C(S(=O)(=O)CCOS([O-])(=O)=O)C=C1 HFIYIRIMGZMCPC-YOLJWEMLSA-J 0.000 description 3
- GHMLBKRAJCXXBS-UHFFFAOYSA-N resorcinol Chemical compound OC1=CC=CC(O)=C1 GHMLBKRAJCXXBS-UHFFFAOYSA-N 0.000 description 3
- MCSXGCZMEPXKIW-UHFFFAOYSA-N 3-hydroxy-4-[(4-methyl-2-nitrophenyl)diazenyl]-N-(3-nitrophenyl)naphthalene-2-carboxamide Chemical compound Cc1ccc(N=Nc2c(O)c(cc3ccccc23)C(=O)Nc2cccc(c2)[N+]([O-])=O)c(c1)[N+]([O-])=O MCSXGCZMEPXKIW-UHFFFAOYSA-N 0.000 description 2
- 238000007792 addition Methods 0.000 description 2
- 229910000288 alkali metal carbonate Inorganic materials 0.000 description 2
- 150000008041 alkali metal carbonates Chemical class 0.000 description 2
- 150000001875 compounds Chemical class 0.000 description 2
- 159000000011 group IA salts Chemical class 0.000 description 2
- 229910052751 metal Inorganic materials 0.000 description 2
- 239000002184 metal Substances 0.000 description 2
- 239000000203 mixture Substances 0.000 description 2
- 239000000843 powder Substances 0.000 description 2
- 239000002562 thickening agent Substances 0.000 description 2
- NZTGGRGGJFCKGG-UHFFFAOYSA-N 1,4-diamino-2,3-diphenoxyanthracene-9,10-dione Chemical compound C=1C=CC=CC=1OC1=C(N)C=2C(=O)C3=CC=CC=C3C(=O)C=2C(N)=C1OC1=CC=CC=C1 NZTGGRGGJFCKGG-UHFFFAOYSA-N 0.000 description 1
- GVNVAWHJIKLAGL-UHFFFAOYSA-N 2-(cyclohexen-1-yl)cyclohexan-1-one Chemical compound O=C1CCCCC1C1=CCCCC1 GVNVAWHJIKLAGL-UHFFFAOYSA-N 0.000 description 1
- WLAMNBDJUVNPJU-UHFFFAOYSA-N 2-methylbutyric acid Chemical compound CCC(C)C(O)=O WLAMNBDJUVNPJU-UHFFFAOYSA-N 0.000 description 1
- YNJSNEKCXVFDKW-UHFFFAOYSA-N 3-(5-amino-1h-indol-3-yl)-2-azaniumylpropanoate Chemical compound C1=C(N)C=C2C(CC(N)C(O)=O)=CNC2=C1 YNJSNEKCXVFDKW-UHFFFAOYSA-N 0.000 description 1
- 101150065749 Churc1 gene Proteins 0.000 description 1
- RYGMFSIKBFXOCR-UHFFFAOYSA-N Copper Chemical compound [Cu] RYGMFSIKBFXOCR-UHFFFAOYSA-N 0.000 description 1
- DGAQECJNVWCQMB-PUAWFVPOSA-M Ilexoside XXIX Chemical compound C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)OS(=O)(=O)[O-])C)C)[C@@H]2[C@]1(C)O)C)C(=O)O[C@H]6[C@@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O.[Na+] DGAQECJNVWCQMB-PUAWFVPOSA-M 0.000 description 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 description 1
- 241001465754 Metazoa Species 0.000 description 1
- 241000083869 Polyommatus dorylas Species 0.000 description 1
- 102100038239 Protein Churchill Human genes 0.000 description 1
- 229920002125 Sokalan® Polymers 0.000 description 1
- NINIDFKCEFEMDL-UHFFFAOYSA-N Sulfur Chemical class [S] NINIDFKCEFEMDL-UHFFFAOYSA-N 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-M Thiocyanate anion Chemical compound [S-]C#N ZMZDMBWJUHKJPS-UHFFFAOYSA-M 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 229910052783 alkali metal Inorganic materials 0.000 description 1
- 229910000318 alkali metal phosphate Inorganic materials 0.000 description 1
- 150000001340 alkali metals Chemical class 0.000 description 1
- PYKYMHQGRFAEBM-UHFFFAOYSA-N anthraquinone Natural products CCC(=O)c1c(O)c2C(=O)C3C(C=CC=C3O)C(=O)c2cc1CC(=O)OC PYKYMHQGRFAEBM-UHFFFAOYSA-N 0.000 description 1
- 150000004056 anthraquinones Chemical class 0.000 description 1
- 125000000751 azo group Chemical group [*]N=N[*] 0.000 description 1
- 239000007844 bleaching agent Substances 0.000 description 1
- 229910052792 caesium Inorganic materials 0.000 description 1
- TVFDJXOCXUVLDH-UHFFFAOYSA-N caesium atom Chemical compound [Cs] TVFDJXOCXUVLDH-UHFFFAOYSA-N 0.000 description 1
- 230000009918 complex formation Effects 0.000 description 1
- 239000000470 constituent Substances 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- NKLPQNGYXWVELD-UHFFFAOYSA-M coomassie brilliant blue Chemical compound [Na+].C1=CC(OCC)=CC=C1NC1=CC=C(C(=C2C=CC(C=C2)=[N+](CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=C1 NKLPQNGYXWVELD-UHFFFAOYSA-M 0.000 description 1
- 229910052802 copper Inorganic materials 0.000 description 1
- 239000010949 copper Substances 0.000 description 1
- VAVKOHVLNBBLQE-UHFFFAOYSA-I copper;trisodium;5-acetamido-4-oxido-3-[[2-oxido-5-(2-sulfonatooxyethylsulfonyl)phenyl]diazenyl]naphthalene-2,7-disulfonate Chemical compound [Na+].[Na+].[Na+].[Cu+2].[O-]C1=C2C(NC(=O)C)=CC(S([O-])(=O)=O)=CC2=CC(S([O-])(=O)=O)=C1N=NC1=CC(S(=O)(=O)CCOS([O-])(=O)=O)=CC=C1[O-] VAVKOHVLNBBLQE-UHFFFAOYSA-I 0.000 description 1
- 230000001419 dependent effect Effects 0.000 description 1
- HJORILXJGREZJU-UHFFFAOYSA-L disodium 7-[(5-chloro-2,6-difluoropyrimidin-4-yl)amino]-4-hydroxy-3-[(4-methoxy-2-sulfonatophenyl)diazenyl]naphthalene-2-sulfonate Chemical compound ClC=1C(=NC(=NC1F)F)NC1=CC=C2C(=C(C(=CC2=C1)S(=O)(=O)[O-])N=NC1=C(C=C(C=C1)OC)S(=O)(=O)[O-])O.[Na+].[Na+] HJORILXJGREZJU-UHFFFAOYSA-L 0.000 description 1
- MOTZDAYCYVMXPC-UHFFFAOYSA-N dodecyl hydrogen sulfate Chemical compound CCCCCCCCCCCCOS(O)(=O)=O MOTZDAYCYVMXPC-UHFFFAOYSA-N 0.000 description 1
- 230000000694 effects Effects 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- ZMZDMBWJUHKJPS-UHFFFAOYSA-N hydrogen thiocyanate Natural products SC#N ZMZDMBWJUHKJPS-UHFFFAOYSA-N 0.000 description 1
- 238000011065 in-situ storage Methods 0.000 description 1
- 239000004615 ingredient Substances 0.000 description 1
- 229910052744 lithium Inorganic materials 0.000 description 1
- 239000002304 perfume Substances 0.000 description 1
- FHHJDRFHHWUPDG-UHFFFAOYSA-N peroxysulfuric acid Chemical compound OOS(O)(=O)=O FHHJDRFHHWUPDG-UHFFFAOYSA-N 0.000 description 1
- 235000021317 phosphate Nutrition 0.000 description 1
- 150000003013 phosphoric acid derivatives Chemical class 0.000 description 1
- IEQIEDJGQAUEQZ-UHFFFAOYSA-N phthalocyanine Chemical class N1C(N=C2C3=CC=CC=C3C(N=C3C4=CC=CC=C4C(=N4)N3)=N2)=C(C=CC=C2)C2=C1N=C1C2=CC=CC=C2C4=N1 IEQIEDJGQAUEQZ-UHFFFAOYSA-N 0.000 description 1
- 229910000343 potassium bisulfate Inorganic materials 0.000 description 1
- 125000000714 pyrimidinyl group Chemical group 0.000 description 1
- 125000001453 quaternary ammonium group Chemical group 0.000 description 1
- 239000000344 soap Substances 0.000 description 1
- 229910052708 sodium Inorganic materials 0.000 description 1
- 239000011734 sodium Substances 0.000 description 1
- 229910000162 sodium phosphate Inorganic materials 0.000 description 1
- 239000001488 sodium phosphate Substances 0.000 description 1
- AXMCIYLNKNGNOT-UHFFFAOYSA-N sodium;3-[[4-[(4-dimethylazaniumylidenecyclohexa-2,5-dien-1-ylidene)-[4-[ethyl-[(3-sulfophenyl)methyl]amino]phenyl]methyl]-n-ethylanilino]methyl]benzenesulfonate Chemical compound [Na+].C=1C=C(C(=C2C=CC(C=C2)=[N+](C)C)C=2C=CC(=CC=2)N(CC)CC=2C=C(C=CC=2)S([O-])(=O)=O)C=CC=1N(CC)CC1=CC=CC(S(O)(=O)=O)=C1 AXMCIYLNKNGNOT-UHFFFAOYSA-N 0.000 description 1
- 239000000126 substance Substances 0.000 description 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 description 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 description 1
- 239000013589 supplement Substances 0.000 description 1
- 239000004094 surface-active agent Substances 0.000 description 1
- 239000004753 textile Substances 0.000 description 1
- 125000004306 triazinyl group Chemical group 0.000 description 1
- RYFMWSXOAZQYPI-UHFFFAOYSA-K trisodium phosphate Chemical compound [Na+].[Na+].[Na+].[O-]P([O-])([O-])=O RYFMWSXOAZQYPI-UHFFFAOYSA-K 0.000 description 1
- 239000010981 turquoise Substances 0.000 description 1
- YXZRCLVVNRLPTP-UHFFFAOYSA-J turquoise blue Chemical compound [Na+].[Na+].[Na+].[Na+].[Cu+2].NC1=NC(Cl)=NC(NC=2C=C(NS(=O)(=O)C3=CC=4C(=C5NC=4NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)NC=4NC(=C6C=C(C=CC6=4)S([O-])(=O)=O)NC=4[N-]C(=C6C=CC(=CC6=4)S([O-])(=O)=O)N5)C=C3)C(=CC=2)S([O-])(=O)=O)=N1 YXZRCLVVNRLPTP-UHFFFAOYSA-J 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 210000002268 wool Anatomy 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
- A61K8/46—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur
- A61K8/466—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing sulfur containing sulfonic acid derivatives; Salts
-
- 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
- A61K8/19—Cosmetics or similar toiletry preparations characterised by the composition containing inorganic ingredients
- A61K8/22—Peroxides; Oxygen; Ozone
-
- 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
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
-
- 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
- A61K8/494—Cosmetics or similar toiletry preparations characterised by the composition containing organic compounds containing heterocyclic compounds with more than one nitrogen as the only hetero atom
- A61K8/4966—Triazines or their condensed derivatives
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61Q—SPECIFIC USE OF COSMETICS OR SIMILAR TOILETRY PREPARATIONS
- A61Q5/00—Preparations for care of the hair
- A61Q5/06—Preparations for styling the hair, e.g. by temporary shaping or colouring
- A61Q5/065—Preparations for temporary colouring the hair, e.g. direct dyes
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/93—Pretreatment before dyeing
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S8/00—Bleaching and dyeing; fluid treatment and chemical modification of textiles and fibers
- Y10S8/93—Pretreatment before dyeing
- Y10S8/931—Washing or bleaching
Definitions
- the invention falls within Class 8 of the patent classification.
- a disadvantage of the above process applied'to human hair would be that it would involve three operations in the hairdressers salon or in the home and that the consumer would come into contact with somewhat unpleasant reducing agents. 7
- Alkaline salts may be mixed with the peroxy compounds.
- Preferred salts are alkali metal carbonates and phosphates, such as potassium carbonate and sodium phosphate. Soaps may also be used.
- the pH of solutions or dispersions of the peroxy compound while not being critical is desirably not less than 3 or greater than 10.
- the concentration of the peroxy compound in the solution or dispersion applied to the hair is not critical and the use of quite small amounts of the above peroxy compounds will enable a greater dyeing effect to be obtained when the hair is treated with the solution of the reactive dye.
- the optimum concentration will depend on the particular peroxy compound used but will usually be in the range 0.5 to 10%.
- the peroxy compounds used in the process of the invention do not bleach hair.
- a reactive dye is meant herein a dye containing a reactive halogen atom or other reactive group, that is to say a halogen atom or other group capable of forming covalent bonds with the hair, or a dye which forms such a group in situ.
- Examples of classes of such reactive dyes are dyes containing a monoor di-chloro or bromo 1,3,5- triazinyl group, monoor di-chloro or bromo-pyrimidyl group, beta-halogen-propionyl group, beta-halogenoethylsulphonyl group, beta-halogenoethylsulphamyl group, chloroacetyl amino, beta-(ohloromethyl)-beta-sulphatoethylsulphamyl group, or a vinyl sulphonyl group.
- the dyes containing a triazinyl group or a pyrimidyl group in place of the reactive halogen atoms one can use other groups which dissociate in the presence of alkali; examples of such other groups are the sulphonic acid, thiocyanate, sulphophenoxy, sulphopenyl thio, nitrosulphophenoxy groups, and quaternary ammonium groups.
- the dyestuffs in these classes may be for example of the nitro-, azo, anthraquinone or phthalocyanine series and may contain free metal or metal in complex formation.
- Mixtures of dyes may be used.
- Reactive Violet 4 0*?11 (I) IIIHCQCH; Q HO:S.CHCH:.SOZ K035 SO3K Cibacron Brown 3GB Procion Orange Brown HG 0.1.
- Reactive Brown 1 HW aMQ N N.@ NH H@ .O...
- the concentration of the dye in the dye solution is not critical. For most purposes a concentration of about 0.1% will be used and it will not usually be necessary to exceed a concentration of 10%.
- Solutions of the peroxygen compound or the solutions of the reactive dye or both may contain additionally inert constituents such as thickeners, surface-active agents, or perfumes.
- the peroxy compound is preferably kept as a dry powder which is subsequently made up into the. required solution; if desired the dye also may be kept as a powder.
- Reactive Black 5 EXAMPLE 1 A switch of blonde hair was treated with an aqueous solution consisting of potassium peroxymonosulphate triple salt (4%), potassium carbonate (0.2%), and monoethanoloamine lauryl sulphate (20%) and containing as thickening agent Carbopol 1 934 (30% of a 2% gel). The
- a earboxy vinyl polymer of extremely high molecular weight is provided.
- time of the treatment was 1 to 15 minutes dependent on the depth of colour ultimately required.
- the hair was then rinsed, towel dried and dyed with an aqueous solution of Remazol Black B (2%) containing potassium carbonate (4%) and thickened by the addition of Carbopol 934 as before.
- the hair was dyed for a period of 10 to 30 minutes at 20 to 40 C. depending on the depth ofcolour required.
- the hair was dyed a dark blue colour.
- EXAMPLE 2 A switch of blonde hair was treated with an aqueous solution of potassium peroxymonosulphate triple salt (4%) for 5 minutes, rinsed and towel dried. The hair was dyed with an aqueous solution of Procion Brilliant Red SBS (2) containing potassium carbonate (4%) for 20 minutes. The hair was dyeda deep red colour.
- EXAMPLE 3 A switch of blonde hair was treated with an aqueous solution of peracetic acid 1%) for minutes, rinsed and towel dried. The hair was then dyed with an aqueous solution of Remazolan Orange CG (2%) containing potassium carbonate (4%) for 20 minutes. The hair was dyed a bright orange colour.
- EXAMPLE 5 A switch of Italian blonde hair wastreated with an aqueous solution of potassium peroxymonosulphate triple salt (4%) for 5 minutes, rinsed and dried. The hair was then dyed with an aqueous solution of Procion Brilliant Red SE8 (2%) containing potassium carbonate (4%) for 20 minutes. The switch was dyed a deep red colour. One half of this switch was then subjected to repeated treatments and dyeing as described. After four treatments and dyeings no difference in colour between the two halves of the switch was discernible. After further dyeings a slight build-up of colour became apparent.
- a feature of this invention is that satisfactory dyeing of human hair can be obtained without any intermediate application of a reducing agent between the treatments of 5 the hair with the peroxy compound and with the reactive;
- a process of dyeing human hair which consists of treating the hair with an effective amount of an aqueous solution or dispersion containing a peroxy compound sc lected from the group consisting of peroxymonosulphuric acid, peroxymonophosphoric acid, peracetic acid, 'diperbrassylic acid, perbenzoic acid; alkali metal and am-,.
Landscapes
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Epidemiology (AREA)
- Birds (AREA)
- Emergency Medicine (AREA)
- Chemical & Material Sciences (AREA)
- Inorganic Chemistry (AREA)
- Cosmetics (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Detergent Compositions (AREA)
Abstract
A PROCESS FOR DYEING HUMAN HAIR INCLUDING THE STEPS OF (A) OXIDISING THE HAIR WITH A PEROXY ACID OR A SALT THEREOF, SUCH AS THE POTASSIUM TRIPLE SALT OF CARO''S ACID, AND (B) SUBSEQUENTLY REACTING THE OXIDISED HAIR WITH ONE OR MORE REACTIVE DYES, FOR EXAMPLE A DYE CONTAINING A VINYL SULPHONE PRECURSOR, OR A MONO- OR DI-CHLOROTRIAZINE GROUP.
Description
' 3,679,347 DYEING HUMAN HAIR WITH A PEROXY COM- POUND ANDQA REACTIVE DYESTUFF' Frederick G. Brown, Cottingham, England, assignor to Lever Brothers Company, New York, N .Y.
I N Drawing. Continuation-impart of application Ser. No.
' 521,797, Jan. 20, 1966. This application Ian. 26, 1970,
Ser. No. 8,010 .1 p
Claims priority, application Great Britain, Ian. 25, 1965, 3 222/65 Int. 01. A611: 7/12 US. Cl. 810.1 4 Claims ABSTRACT OF THE DISCLOSURE A process for dyeing human hair including the steps of (a) oxidising the hair with a peroxy acid-or a salt thereof, such as the potassium triple salt of Caros acid,
CROSS-REFERENCES TO RELATED. APPLICATIONS This is a continuation-in-part of my application Ser. No. 521,797, filed Jan. 20, 1966, for the dyeing of human hair, which application is now abandoned.
BACKGROUND OF THE INVENTION (1) Field of the invention United States PatentOflice This invention relates to the dyeing of human hair,
especially living hair on the head and more particularly to new and improved methods for dyeing the same. The invention falls within Class 8 of the patent classification.
(2) Description of the prior art French Patent No. 1,333,995 describes a process for dyeing animal hair comprising treatment of the hair with a peroxy compound, subsequently treating it with a solution of a reducing agent and finally applying a reactive dyestufi. The patent is mainly concerned with the dyeing of textiles such as wool and states that if even dyeing is to be obtained the reduction, normally undertaken with sulphur compounds, is obligatory.
A disadvantage of the above process applied'to human hair would be that it would involve three operations in the hairdressers salon or in the home and that the consumer would come into contact with somewhat unpleasant reducing agents. 7
(3) Brief summary of the invention It is an object of the present invention to overcome the above difl'iculties and to provide a dyeing process which latented July 25, 1972 such as sodium, potassium, lithium and cesium .salts thereof; and subsequently treating the hair with an aqueous solution of a reactive dye to colour the hair.
DESCRIPTION OF THE PREFERRED EMBODIMENTS Especially suitable as the peroxy compound is the potassium triple salt 2KHSO .KHSO .K S0
Alkaline salts may be mixed with the peroxy compounds. Preferred salts are alkali metal carbonates and phosphates, such as potassium carbonate and sodium phosphate. Soaps may also be used. The pH of solutions or dispersions of the peroxy compound while not being critical is desirably not less than 3 or greater than 10.
The concentration of the peroxy compound in the solution or dispersion applied to the hair is not critical and the use of quite small amounts of the above peroxy compounds will enable a greater dyeing effect to be obtained when the hair is treated with the solution of the reactive dye. The optimum concentration will depend on the particular peroxy compound used but will usually be in the range 0.5 to 10%.
The peroxy compounds used in the process of the invention do not bleach hair.
By a reactive dye is meant herein a dye containing a reactive halogen atom or other reactive group, that is to say a halogen atom or other group capable of forming covalent bonds with the hair, or a dye which forms such a group in situ. Examples of classes of such reactive dyes are dyes containing a monoor di-chloro or bromo 1,3,5- triazinyl group, monoor di-chloro or bromo-pyrimidyl group, beta-halogen-propionyl group, beta-halogenoethylsulphonyl group, beta-halogenoethylsulphamyl group, chloroacetyl amino, beta-(ohloromethyl)-beta-sulphatoethylsulphamyl group, or a vinyl sulphonyl group.
In the case of the dyes containing a triazinyl group or a pyrimidyl group, in place of the reactive halogen atoms one can use other groups which dissociate in the presence of alkali; examples of such other groups are the sulphonic acid, thiocyanate, sulphophenoxy, sulphopenyl thio, nitrosulphophenoxy groups, and quaternary ammonium groups.
The dyestuffs in these classes may be for example of the nitro-, azo, anthraquinone or phthalocyanine series and may contain free metal or metal in complex formation.
Mixtures of dyes may be used.
Examples of reactive dyes which may be employed in the invention are illustrated below, where possible by reference to structure, trade name and designation in the Colour Index (2nd edition) Supplement (1963) and the Additions and Amendments thereto, published by The Society of Dyers and Colourists, Dean House, Piccadilly,
Bradford, Yorkshire, England and incorporated herein by reference.
Some of these dyes, and others besides, are referred to in US. Pat. Nos. 3,336,097 and 3,396,736 and in an article in the Collection of Czechoslavakian Chemical Communications, vol. 27, 1962, pp. 268-275 which is also incorporated herein by reference. The names Remazol, Remazolan, Procion, Cibacron, Drimarene and Reactone are trade names.
Clbacron Turquoise Blue G 01. Reactive Blue 7 Procion Turquoise HG =(S 03H) 3 Copper Pht;lralocyanlne s,(ENE sloifl L NH- N NR1 Rernazol Brilliant Blue R (ll. Reactive Blue l9 SOpCHmCH SOsH Oibacron Violet 2R C.I. Reactive Violet 2 Procion Violet H2R N OCu o NH \r T N=N- R R=Ph0, NH; I (mixture) H 03S H 035 s 03H Remazol Red Violet R 0.1. Reactive Violet 4 0*?11 (I) IIIHCQCH; Q HO:S.CHCH:.SOZ K035 SO3K Cibacron Brown 3GB Procion Orange Brown HG 0.1. Reactive Brown 1 HW aMQ N=N.@ NH H@ .O...
Cibacron Black BG 0.1. Reactive Black 1 Procion Black HG son:
The concentration of the dye in the dye solution is not critical. For most purposes a concentration of about 0.1% will be used and it will not usually be necessary to exceed a concentration of 10%.
It will usually be necessary to make the solution of the reactive dye alkaline. This is conveniently achieved by including alkali metal carbonates or other alkaline salts in the solution.
Solutions of the peroxygen compound or the solutions of the reactive dye or both may contain additionally inert constituents such as thickeners, surface-active agents, or perfumes.
Before actual use the peroxy compound is preferably kept as a dry powder which is subsequently made up into the. required solution; if desired the dye also may be kept as a powder. Other ingredients, if any, mixed with pow- CI. Reactive Black 5 EXAMPLE 1 A switch of blonde hair was treated with an aqueous solution consisting of potassium peroxymonosulphate triple salt (4%), potassium carbonate (0.2%), and monoethanoloamine lauryl sulphate (20%) and containing as thickening agent Carbopol 1 934 (30% of a 2% gel). The
A earboxy vinyl polymer of extremely high molecular weight.
time of the treatment was 1 to 15 minutes dependent on the depth of colour ultimately required. The hair was then rinsed, towel dried and dyed with an aqueous solution of Remazol Black B (2%) containing potassium carbonate (4%) and thickened by the addition of Carbopol 934 as before. The hair was dyed for a period of 10 to 30 minutes at 20 to 40 C. depending on the depth ofcolour required. The hair was dyed a dark blue colour.
EXAMPLE 2 A switch of blonde hair was treated with an aqueous solution of potassium peroxymonosulphate triple salt (4%) for 5 minutes, rinsed and towel dried. The hair was dyed with an aqueous solution of Procion Brilliant Red SBS (2) containing potassium carbonate (4%) for 20 minutes. The hair was dyeda deep red colour.
EXAMPLE 3 A switch of blonde hair was treated with an aqueous solution of peracetic acid 1%) for minutes, rinsed and towel dried. The hair was then dyed with an aqueous solution of Remazolan Orange CG (2%) containing potassium carbonate (4%) for 20 minutes. The hair was dyed a bright orange colour.
7 EXAMPLE 4 A switch of blonde hair was treated with an aqueous solution of potassium peroxymonosulphate triple salt (4%) containing potassium carbonate (0.1%) for 10 minutes, rinsed with water and towel dried. The hair was then dyed with an aqueous solution containing Remazol Black B (0.6%), Remazol Orange 66 (0.4%), Procion Printing Green 56 (1.0%) and potassium carbonate (4 g). for 20 minutes at room temperature. The hair was dyed a dark brown colour.
EXAMPLE 5 A switch of Italian blonde hair wastreated with an aqueous solution of potassium peroxymonosulphate triple salt (4%) for 5 minutes, rinsed and dried. The hair was then dyed with an aqueous solution of Procion Brilliant Red SE8 (2%) containing potassium carbonate (4%) for 20 minutes. The switch was dyed a deep red colour. One half of this switch was then subjected to repeated treatments and dyeing as described. After four treatments and dyeings no difference in colour between the two halves of the switch was discernible. After further dyeings a slight build-up of colour became apparent.
This experiment demonstrates the lack of colour buildup experienced with the process of the invention relative to conventional methods of dyeing hair.
7 By the processes described satisfactory uniform dyeingof the hair was obtained.
A feature of this invention is that satisfactory dyeing of human hair can be obtained without any intermediate application of a reducing agent between the treatments of 5 the hair with the peroxy compound and with the reactive;
l. A process of dyeing human hair which consists of treating the hair with an effective amount of an aqueous solution or dispersion containing a peroxy compound sc lected from the group consisting of peroxymonosulphuric acid, peroxymonophosphoric acid, peracetic acid, 'diperbrassylic acid, perbenzoic acid; alkali metal and am-,.
monium salts thereof; and subsequently treating the hair with an eifective amount of an aqueous solution containing an effective amount of a reactive dye to colour the hair.
2. A process as claimed in claim 1, wherein the peroxy acid or salt thereof is applied to the hair as an aqueous solution or dispersion containing 0.5 to 10% by weight of the peroxy compound.
3. A process as claimed in claim 1, wherein the solution of the reactive dye has a concentration of 0.1to
4. A process as claimed in claim 1, wherein the peroxy compound used to treat the hair is the potassium triple salt 2KHSO5-KHSO4.K3SO4. I
References Cited UNITED STATES PATENTS 3,261,824 7/1966 Randall et al. s -mx 3,336,097 8/1967 Fell 8-10 FOREIGN PATENTS 1,333,995 6/1963 France 810 ALBERT T. MEYERS, Primary Examiner V. C. CLARKE, Assistant Examiner US. Cl. X.R.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
GB3222/65A GB1113661A (en) | 1965-01-25 | 1965-01-25 | Process for dyeing hair |
Publications (1)
Publication Number | Publication Date |
---|---|
US3679347A true US3679347A (en) | 1972-07-25 |
Family
ID=9754267
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
US8010A Expired - Lifetime US3679347A (en) | 1965-01-25 | 1970-01-26 | Dyeing human hair with a peroxy compound and a reactive dyestuff |
Country Status (4)
Country | Link |
---|---|
US (1) | US3679347A (en) |
CH (1) | CH466505A (en) |
GB (1) | GB1113661A (en) |
SE (1) | SE312635B (en) |
Cited By (10)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4102641A (en) * | 1972-09-29 | 1978-07-25 | Avon Products, Inc. | Method of dyeing human hair with reactive dyes |
US4507351A (en) * | 1983-01-11 | 1985-03-26 | The Proctor & Gamble Company | Strong laminate |
US5688291A (en) * | 1996-06-27 | 1997-11-18 | L'avante Garde, Inc. | Composition for simultaneously lightening and coloring hair |
EP0920856A1 (en) * | 1997-12-05 | 1999-06-09 | L'oreal | Process for direct dying of keratinous fibres in two steps with the help of direct basic dyes |
JP2001226239A (en) * | 2000-02-10 | 2001-08-21 | Bristol Myers Squibb Co | Hair dyeing composition using inorganic peroxymonosulfate as oxidizing agent |
US6440177B1 (en) | 2000-01-19 | 2002-08-27 | Artec Systems Group | One-step bleach and coloring composition for hair and method of using same |
EP1310231A1 (en) * | 2001-11-12 | 2003-05-14 | KPSS-Kao Professional Salon Services GmbH | Process for dyeing human hair |
EP1310232A1 (en) * | 2001-11-12 | 2003-05-14 | KPSS-Kao Professional Salon Services GmbH | Process for dyeing human hair |
US9980892B2 (en) | 2014-04-14 | 2018-05-29 | Conopce, Inc. | Skin care composition |
US11253445B1 (en) * | 2020-02-28 | 2022-02-22 | Bright International, Llc | Oxidative hair color remover in tablet or pellet form |
-
1965
- 1965-01-25 GB GB3222/65A patent/GB1113661A/en not_active Expired
-
1966
- 1966-01-24 SE SE897/66A patent/SE312635B/xx unknown
- 1966-01-25 CH CH101166A patent/CH466505A/en unknown
-
1970
- 1970-01-26 US US8010A patent/US3679347A/en not_active Expired - Lifetime
Cited By (15)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4102641A (en) * | 1972-09-29 | 1978-07-25 | Avon Products, Inc. | Method of dyeing human hair with reactive dyes |
US4507351A (en) * | 1983-01-11 | 1985-03-26 | The Proctor & Gamble Company | Strong laminate |
US5688291A (en) * | 1996-06-27 | 1997-11-18 | L'avante Garde, Inc. | Composition for simultaneously lightening and coloring hair |
WO1997049379A1 (en) * | 1996-06-27 | 1997-12-31 | L'avant Garde Inc. | Composition for simultaneously lightening and coloring hair |
US6045591A (en) * | 1997-12-05 | 2000-04-04 | L'oreal | Process for the two-step direct dyeing of keratin fibres using basic direct dyes |
AU711808B2 (en) * | 1997-12-05 | 1999-10-21 | L'oreal | Process for the two-step direct dyeing of keratin fibres using basic direct dyes |
EP0920856A1 (en) * | 1997-12-05 | 1999-06-09 | L'oreal | Process for direct dying of keratinous fibres in two steps with the help of direct basic dyes |
KR100305335B1 (en) * | 1997-12-05 | 2001-09-29 | 조지안느 플로 | Process for the two-step direct dyeing of keratin fibres using basic direct dyes |
US6440177B1 (en) | 2000-01-19 | 2002-08-27 | Artec Systems Group | One-step bleach and coloring composition for hair and method of using same |
JP2001226239A (en) * | 2000-02-10 | 2001-08-21 | Bristol Myers Squibb Co | Hair dyeing composition using inorganic peroxymonosulfate as oxidizing agent |
EP1129688A1 (en) * | 2000-02-10 | 2001-09-05 | Bristol-Myers Squibb Company | Hair coloring composition using an inorganic peroxymonosulfate salt as an oxidation agent. |
EP1310231A1 (en) * | 2001-11-12 | 2003-05-14 | KPSS-Kao Professional Salon Services GmbH | Process for dyeing human hair |
EP1310232A1 (en) * | 2001-11-12 | 2003-05-14 | KPSS-Kao Professional Salon Services GmbH | Process for dyeing human hair |
US9980892B2 (en) | 2014-04-14 | 2018-05-29 | Conopce, Inc. | Skin care composition |
US11253445B1 (en) * | 2020-02-28 | 2022-02-22 | Bright International, Llc | Oxidative hair color remover in tablet or pellet form |
Also Published As
Publication number | Publication date |
---|---|
CH466505A (en) | 1968-12-15 |
GB1113661A (en) | 1968-05-15 |
SE312635B (en) | 1969-07-21 |
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