US5064442A
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Process for dyeing keratinous fibres and dyeing composition using an indole derivative, a quinone dye and an oxidizing system
Assignee: L'Oréal SA
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Filing: 1991-01-03
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Granted: 1991-11-12
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Expires: 2011-01-03
Abstract
Abstract The invention relates to a process for dyeing keratinous fibres, consisting in applying a composition (A) containing: (a) at least one indole derivative, (b) a quinone dye chosen from: (i) 1,4-hydroxynaphthoquinones, (ii) benzoquinone derivatives, and (iii) hydroxyanthraquinones. The color being developed by an oxidizing system consisting of: (i) iodide ions and hydrogen peroxide, (ii) nitrites, (iii) oxidizing agents chosen from periodic acid and periodates, sodium hypochlorite, potassium ferricyanide, silver oxide, Fenton's reagent, lead (IV) oxide, caesium (V) sulphate, ammonium persulphate and ferric chloride, and (iv) a permanganate or a dichromate.
Inventors
- 👤 Jean F. Grollier
Bibliographic Details
Application Number
—
Jurisdiction
US
Data Source
google_patents
Last Synchronized
2026-11-01 14:15
CPC Classifications
A; A61; A61Q; A61Q5/00; A61Q5/10; A61K; A61K8/00; A61K8/18; A61K8/30; A61K8/33; A61K8/35; A61K8/355; A61K8/49; A61K8/4906; A61K8/4913; A61K8/492
Claims Analysis
Total Claims: 46
Claim 1
Independent Claim
825 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR6## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR7## group or a ##STR8## group. R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR9## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR10## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxyl-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using an oxidizing system selected from the group consisting of: (i) a source of iodide ions and hydrogen peroxide, in which case said composition (A) contains either (a) a source of iodide ions or (b) hydrogen peroxide and the application of said composition (A) is preceded or followed by the application of composition (B) comprising in a medium suitable for dyeing said fibers (a') hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains a source of iodide ions, or (b') a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide; (ii) a nitrite source, in which case the application of said composition (A) is followed by the application of composition (B') comprising an aqueous composition having an acidic pH, said composition (A) or said composition (B') containing at least one said nitrite source; (iii) an oxidizing agent selected from the group consisting of periodic acid, a periodate, sodium hypochlorite, potassium ferricyanide, silver oxide, Fenton's reagent, lead (IV) oxide, cesium (V) sulphate, ammonium persulfate and ferric chloride, said oxidizing agent being present in said composition (A) or being applied to said fibers simultaneously or sequentially, separately in a composition (B") comprising a medium suitable for dyeing said fibers and said oxidizing agent; and (iv) an oxidizing agent selected from the group consisting of a permanganate and a dichromate, said oxidizing agent being present in an aqueous composition (B''') having a pH ranging from 2 to 10, said composition (B''') being applied to said fibers prior to the application of said composition (A) thereto.
Claim 2
Dependent Claim
825 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR6## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR7## group or a ##STR8## group. R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR9## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR10## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxyl-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using an oxidizing system selected from the group consisting of: (i) a source of iodide ions and hydrogen peroxide, in which case said composition (A) contains either (a) a source of iodide ions or (b) hydrogen peroxide and the application of said composition (A) is preceded or followed by the application of composition (B) comprising in a medium suitable for dyeing said fibers (a') hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains a source of iodide ions, or (b') a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide; (ii) a nitrite source, in which case the application of said composition (A) is followed by the application of composition (B') comprising an aqueous composition having an acidic pH, said composition (A) or said composition (B') containing at least one said nitrite source; (iii) an oxidizing agent selected from the group consisting of periodic acid, a periodate, sodium hypochlorite, potassium ferricyanide, silver oxide, Fenton's reagent, lead (IV) oxide, cesium (V) sulphate, ammonium persulfate and ferric chloride, said oxidizing agent being present in said composition (A) or being applied to said fibers simultaneously or sequentially, separately in a composition (B") comprising a medium suitable for dyeing said fibers and said oxidizing agent; and (iv) an oxidizing agent selected from the group consisting of a permanganate and a dichromate, said oxidizing agent being present in an aqueous composition (B''') having a pH ranging from 2 to 10, said composition (B''') being applied to said fibers prior to the application of said composition (A) thereto.
Claim 3
Dependent Claim
30 words
The process of claim 1 wherein said source of iodide ions is selected from the group consisting of an alkali metal iodide, an alkaline earth metal iodide and ammonium iodide.
Claim 4
Dependent Claim
33 words
The process of claim 2 wherein the amount of said iodide ions ranges between 0.007 and 4 percent by weight, expressed as I - ions, relative to the total weight of said composition.
Claim 5
Dependent Claim
33 words
The process of claim 2 wherein the amount of said iodide ions ranges between 0.08 and 1.5 percent by weight, expressed as I - ions, relative to the total weight of said composition.
Claim 6
Dependent Claim
16 words
The process of claim 1 wherein the hydrogen peroxide content is between 1 and 40 volumes.
Claim 7
Dependent Claim
16 words
The process of claim 1 wherein the hydrogen peroxide content is between 2 and 20 volumes.
Claim 8
Dependent Claim
31 words
The process of claim 1 wherein the weight ratio of said indole derivative of formula (I) combined with said quinone dye relative to said iodide ions ranges from 0.05 to 10.
Claim 9
Dependent Claim
31 words
The process of claim 1 wherein the weight ratio of said indole derivative of formula (I) combined with said quinone dye relative to said iodide ions ranges from 0.5 to 2.
Claim 10
Dependent Claim
32 words
The process of claim 1 wherein said nitrite source is selected from the group consisting of an alkali metal nitrite, an alkaline earth metal nitrite, an ammonium nitrite, and an organic nitrite.
Claim 11
Dependent Claim
28 words
The process of claim 1 wherein said nitrite, expressed in the form of NO 2 - , is present in an amount ranging from 0.02 to 1 mole/liter.
Claim 12
Dependent Claim
12 words
The process of claim 1 wherein said oxidizing system is sodium periodate.
Claim 13
Dependent Claim
21 words
The process of claim 1 wherein said permanganate is potassium permanganate present in an amount greater than 10 -3 mole/1000 g.
Claim 14
Dependent Claim
21 words
The process of claim 1 wherein said dichromate is sodium dichromate present in an amount greater than 10 -3 mole/1000 g.
Claim 15
Dependent Claim
35 words
The process of claim 1 wherein said indole derivative is selected from the group consisting of 5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 5-methoxy-6-hydroxyindole, 5-acetoxy-6-hydroxyindole, 6-acetoxy-5-hydroxyindole, a mixture of 5-acetoxy-6-hydroxyindole and 6-acetoxy-5-hydroxyindole, 2-carboxy-5,6-dihydroxyindole, 3-methyl-5,6-dihydroxyindole and 2,3-dimethyl-5,6-dihydroxyindole and a salt thereof.
Claim 16
Dependent Claim
31 words
The process of claim 1 wherein said quinone dye is selected from the group consisting of 2-hydroxy-1,4-naphthoquinone, 2,5-dihydroxy-1,4-naphthoquinone, 2-hydroxy-3-methoxy-1,4-naphthoquinone, 2,3-dihydroxy-1,4-naphthoquinone, 2,5,7-trihydroxy-1,4-naphthoquinone, 5-hydroxy-1,4-naphthoquinone, 2,5,8-trihydroxy-1,4-naphthoquinone, 2-hydroxy-3-methyl-1,4-naphthoquinone, 2,5-dihydroxy-3-methyl-1,4-benzoquinone, 2,5-dihydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 1,2-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone and 3-carboxyl-1,2,4-trihydroxyanthraquinone.
Claim 17
Dependent Claim
459 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers (a) at least 5,6-dihydroxyindole in an amount ranging from 0.01 to 5 percent by weight based on the total weight of composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR11## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR12## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone; wherein said quinone is present in an amount raging from 0.01 to 5 percent by weight based on the total weight of composition (A), and (c) a source of iodide ions or hydrogen peroxide, the application of said composition (A) being preceded or followed by the application to said fibers of composition (B) containing in an aqueous medium suitable for dyeing said fibers either (1) hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains said source of iodide ions, or (2) a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide.
Claim 18
Dependent Claim
459 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers (a) at least 5,6-dihydroxyindole in an amount ranging from 0.01 to 5 percent by weight based on the total weight of composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR11## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR12## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone; wherein said quinone is present in an amount raging from 0.01 to 5 percent by weight based on the total weight of composition (A), and (c) a source of iodide ions or hydrogen peroxide, the application of said composition (A) being preceded or followed by the application to said fibers of composition (B) containing in an aqueous medium suitable for dyeing said fibers either (1) hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains said source of iodide ions, or (2) a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide.
Claim 19
Dependent Claim
67 words
The process of claim 16 which comprises applying to said fibers, in a first step, said composition (A) containing said 5,6-dihydroxyindole, said quinone dye and said source of iodide ions in the form of an alkali metal iodide, an alkaline earth metal iodide or ammonium iodide and, in a second step, applying said composition (B) containing hydrogen peroxide and having a pH ranging from 2 to 12.
Claim 20
Dependent Claim
17 words
The process of claim 1 wherein the steps of said process are separated by a rinsing step.
Claim 21
Dependent Claim
19 words
The process of claim 1 wherein the steps of said process are carried out without an intermediate rinsing step.
Claim 22
Dependent Claim
33 words
The process of claim 1 wherein the different compositions (A) and (B) are permitted to remain in contact with said fibers for a period of time ranging from 10 seconds to 45 minutes.
Claim 23
Dependent Claim
32 words
The process of claim 1 wherein the different compositions (A) and (B) are permitted to remain in contact with said fibers for a period of time ranging from 2 to 25 minutes.
Claim 24
Dependent Claim
35 words
The process of claim 1 wherein said indole derivative is present in said composition (A) in an amount ranging from 0.03 to 3 percent by weight based on the total weight of said composition (A).
Claim 25
Dependent Claim
35 words
The process of claim 1 wherein said quinone dye is present in said composition (A) in an amount ranging from 0.05 to 3 percent by weight based on the total weight of said composition (A).
Claim 26
Dependent Claim
28 words
The process of claim 1 wherein said medium suitable for dyeing said fibers is an aqueous medium comprising water or a mixture of water and an organic solvent.
Claim 27
Dependent Claim
17 words
The process of claim 1 wherein said medium suitable for dyeing said fibers is an anhydrous solvent.
Claim 28
Dependent Claim
57 words
The process of claim 24 wherein said organic solvent is selected from the group consisting of ethyl alcohol, propyl alcohol, isopropyl alcohol, tert. butyl alcohol, ethylene glycol, ethylene, glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glocol monobutyl ether, ethylene glycol monoethyl ether acetate, propylene glycol, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether and methyl lactate.
Claim 29
Dependent Claim
57 words
The process of claim 25 wherein said anhydrous solvent is selected from the group consisting of ethyl alcohol, propyl alcohol, isopropyl alcohol, tert. butyl alcohol, ethylene glycol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether, ethylene glycol monoethyl ether acetate, propylene glycol, propylene glycol monomethyl ether, dipropylene glycol monomethyl ether and methyl lactate.
Claim 30
Dependent Claim
71 words
The process of claim 1 wherein one or more of said compositions also include at least one adjuvant selected from the group consisting of a fatty amide; an anionic, cationic, nonionic or amphoteric surface-active agent or a mixture thereof; a thickening agent; a perfume; a sequestering agent; a film-forming agent; a treatment agent; a dispersing agent; a conditioning agent; a preservative; an opacifying agent; and an agent for swelling keratinous fibers.
Claim 31
Dependent Claim
575 words
A composition for dyeing keratinous fibers comprising in a medium suitable for dyeing keratinous fibers (a) at least one indole derivative having the formula ##STR13## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR14## group or a ##STR15## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR16## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR17## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 represent methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , and R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2,-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and (c) a source of iodide ions or a nitrite source.
Claim 32
Dependent Claim
575 words
A composition for dyeing keratinous fibers comprising in a medium suitable for dyeing keratinous fibers (a) at least one indole derivative having the formula ##STR13## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR14## group or a ##STR15## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR16## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR17## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 represent methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , and R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2,-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and (c) a source of iodide ions or a nitrite source.
Claim 33
Dependent Claim
32 words
The composition of claim 29 wherein said quinone dye is selected from the group consisting of 2-hydroxy-1,4-napthoquinone, 2,5-dihydroxy-1,4-naphthoquinone, 2-hyroxy-3-methyl-1,4-naphthoquinone, 2-hydroxy-3-methoxy-1,4-naphthoquinone, 2,3-dihydroxy-1,4,-naphthoquinone, 2,5,7-trihydroxy-1,4-naphthoquinone, 5-hydroxy-1,4-naphthoquinone, 2,5,8-trihydroxy-1,4,-naphthoquinone, 2,5-dihydroxy-3-methyl-1,4,-naphthoquinone, 2,5-dihydroxy-3-methyl-1,4,-benzoquinone, 2,5-dihydroxy-3-methoxy-6-methyl-1,4-benzoquinone, 2-carboxyl-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 1,2-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone and 3-carboxyl-1,2,4-trihydroxyanthraquinone.
Claim 34
Dependent Claim
48 words
A multicompartment kit for use in dyeing keratinous fibers comprising a first compartment housing composition (A) containing components (a) and (b) as defined in claim 34 and and in said first compartment or in a second compartment, part or all of the oxidizing system defined in claim 1.
Claim 35
Dependent Claim
39 words
The multicompartment kit of claim 31 wherein said composition (A) housed in said first compartment contains a source of iodide ions and said second compartment houses an aqueous hydrogen peroxide composition having a pH ranging from 2 to 12.
Claim 36
Dependent Claim
38 words
The multicompartment kit of claim 31 which also contains a third compartment housing an aqueous medium for admixture at the time of use with the contents of said first compartment housing composition (A) in an anhydrous solvent medium.
Claim 37
Dependent Claim
40 words
The multicompartment kit of claim 31 wherein said first compartment houses said composition (A) containing components (a) and (b) and said second compartment houses, in an aqueous medium suitable for dyeing keratinous fibers, a permanganate, a dichromate or a periodate.
Claim 38
Dependent Claim
41 words
The multicompartment kit of claim 31 wherein said first compartment houses said composition (A) containing components (a) and (b) and said second compartment houses, in an aqueous medium suitable for dyeing keratinous fibers and having an acidic pH, a nitrite source.
Claim 39
Dependent Claim
32 words
The multicompartment kit of clai 31 wherein said first compartment houses said composition (A) containing components (a) and (b) and a nitrite source and said second compartment houses an acidic aqueous composition.
Claim 40
Dependent Claim
32 words
The multicompartment kit of clai 31 wherein said first compartment houses said composition (A) containing components (a) and (b) and a nitrite source and said second compartment houses an acidic aqueous composition.
Claim 41
Dependent Claim
665 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR18## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR19## group or a ##STR20## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR21## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR22## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxyl-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using as an oxidizing system, a source of iodide ions and hydrogen peroxide, in which case said composition (A) contains either (a) a source of iodide ions or (b) hydrogen peroxide and the application of said composition (A) is preceded or followed by the application of composition (B) comprising in a medium suitable for dyeing said fibers (a') hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains a source of iodide ions, or (b') a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide, said source of iodide ions being potassium iodide.
Claim 42
Dependent Claim
665 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR18## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR19## group or a ##STR20## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR21## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR22## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxy-1,2,4-trihydroxyanthraquinone, 2-carboxyl-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using as an oxidizing system, a source of iodide ions and hydrogen peroxide, in which case said composition (A) contains either (a) a source of iodide ions or (b) hydrogen peroxide and the application of said composition (A) is preceded or followed by the application of composition (B) comprising in a medium suitable for dyeing said fibers (a') hydrogen peroxide at a pH ranging from 2 to 12 when said composition (A) contains a source of iodide ions, or (b') a source of iodide ions at a pH ranging from 3 to 11 when said composition (A) contains hydrogen peroxide, said source of iodide ions being potassium iodide.
Claim 43
Dependent Claim
630 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR23## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR24## group or a ##STR25## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR26## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR27## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using as an oxidizing system, a nitrite source, in which case the application of said composition (A) is followed by the application of composition (B') comprising an aqueous composition having an acidic pH, said composition (A) or said composition (B') containing at least one said nitrite source, said nitrite source being selected from the group consisting of an alkali metal nitrite, an alkaline earth metal nitrite, an ammonium nitrite, or an organic nitrite.
Claim 44
Dependent Claim
630 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR23## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR24## group or a ##STR25## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR26## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR27## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2-dihydroxyanthraquinone, 5,8-dichloro-1,4-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), developing a color on said fibers using as an oxidizing system, a nitrite source, in which case the application of said composition (A) is followed by the application of composition (B') comprising an aqueous composition having an acidic pH, said composition (A) or said composition (B') containing at least one said nitrite source, said nitrite source being selected from the group consisting of an alkali metal nitrite, an alkaline earth metal nitrite, an ammonium nitrite, or an organic nitrite.
Claim 45
Dependent Claim
575 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR28## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR29## group or a ##STR30## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR31## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR32## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2,-dihydroxyanthraquinone, 5,8-dichloro-1,4,-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), applied to said fibers simultaneously or sequentially, separately in a composition (B") comprising a medium suitable for dyeing said fibers and said sodium periodate.
Claim 46
Dependent Claim
575 words
A process for dyeing keratinous fibers comprising applying to said fibers at least one composition (A) containing in a medium suitable for dyeing said fibers, (a) at least one indole derivative having the formula ##STR28## wherein R 1 represents hydrogen, lower alkyl or --SiR 6 R 7 R 8 , R 2 and R 3 , each independently, represent hydrogen, lower alkyl, carboxyl, lower alkoxycarbonyl or --COOSiR 6 R 7 R 8 , R 4 and R 5 , each independently, represent hydrogen, linear or branched C 1 -C 20 alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 6 R 7 R 8 , --P(O)(OR 9 ) 2 or R 9 OSO 2 , or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring optionally containing a carbonyl group, a methylene group, a thiocarbonyl group, a ##STR29## group or a ##STR30## group, R 9 and R 10 represent hydrogen or lower alkyl, R 11 represents lower alkoxy, monoalkylamino or dialkylamino, and R 6 , R 7 and R 8 , each independently, represent linear or branched alkyl, and the acid addition salt thereof with an inorganic or organic acid or the corresponding alkali metal, alkaline earth metal or amine salt thereof, said indole derivative being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), (b) at least one quinone dye selected from the group consisting of (i) 1,4-hydroxynaphthoquinone having the formula ##STR31## wherein when R 12 represents OH, R 13 represents hydrogen, halogen, hydroxyl, alkoxy, nitro, alkyl or acyl, and R 14 , R 15 , R 16 and R 17 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl or acyl; or when R 14 represents OH, R 12 and R 13 , each independently, represent hydrogen, methyl, methoxy, nitro or halogen; R 15 and R 16 , each independently, represent hydrogen, hydroxyl, methyl or methoxy; and R 17 represents hydrogen, methyl or methoxy; (ii) a benzoquinone derivative having the formula ##STR32## wherein R 18 , R 19 , R 20 and R 21 , each independently, represent hydrogen, hydroxyl, alkoxy, alkyl, hydroxylated alkyl, phenyl, or OH-substituted phenyl, with the provisos that at least one of R 18 , R 19 , R 20 and R 21 is other than hydrogen and that R 18 and R 21 , or R 19 and R 20 are not alkyl simultaneously, and that when one of R 18 , R 19 , R 20 and R 21 represents methyl, hydroxy or methoxy, at least one of the other substituents is other than hydrogen, and that when two of R 18 , R 19 , R 20 and R 21 are identical and are situated para relative to each other and represent hydroxyl or methoxy, at least one of the other two substituents is other than hydrogen; and (iii) a hydroxyanthraquinone selected from the group consisting of 1,2-dihydroxyanthraquinone, 1,4-dihydroxyanthraquinone, 1,2,4-trihydroxyanthraquinone, 1,2,7-trihydroxyanthraquinone, 1,2,5,8-tetrahydroxyanthraquinone, 3-carboxyl-1,2,4-trihydroxyanthraquinone, 2-carboxy-1-methyl-3,5,6,8-tetrahydroxyanthraquinone, 3-sulpho-1,2,4-trihydroxyanthraquinone, 3-sulpho-1,2,-dihydroxyanthraquinone, 5,8-dichloro-1,4,-dihydroxyanthraquinone and 3-hydroxymethylanthraquinone, said quinone dye being present in said composition (A) in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition (A), applied to said fibers simultaneously or sequentially, separately in a composition (B") comprising a medium suitable for dyeing said fibers and said sodium periodate.
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