US4885006A — Process for dyeing keratinous fibres with indole …

Claim 1

Independent Claim 430 words

A process for dyeing human keratinous fibers comprising applying to said fibers at least one composition (A) comprising, in a cosmetically acceptable medium at least one indole derivative having the formula ##STR4## wherein R 1 represents hydrogen, C 1 -C 6 lower alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and (a) an iodide present in an amount ranging from 0.007 to 4 percent by weight based on the total weight of said composition and expressed as iodide ions, or (b) a solution of hydrogen peroxide at a concentration of 1-40 volumes, said composition (A) having a pH ranging from 3.5 to 7 when said cosmetically acceptable medium is water or a water solvent mixture, said composition (A) being applied to said human keratinous fibers either prior to or subsequent to the application to said keratinous fibers of a composition (B) comprising, in a cosmetically acceptable medium, (i) hydrogen peroxide solution at a pH ranging from 2 to 7 when said composition (A) contains said iodide, or (ii) said iodide when said composition (A) contains hydrogen peroxide.

Claim 2

Dependent Claim 430 words

A process for dyeing human keratinous fibers comprising applying to said fibers at least one composition (A) comprising, in a cosmetically acceptable medium at least one indole derivative having the formula ##STR4## wherein R 1 represents hydrogen, C 1 -C 6 lower alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and (a) an iodide present in an amount ranging from 0.007 to 4 percent by weight based on the total weight of said composition and expressed as iodide ions, or (b) a solution of hydrogen peroxide at a concentration of 1-40 volumes, said composition (A) having a pH ranging from 3.5 to 7 when said cosmetically acceptable medium is water or a water solvent mixture, said composition (A) being applied to said human keratinous fibers either prior to or subsequent to the application to said keratinous fibers of a composition (B) comprising, in a cosmetically acceptable medium, (i) hydrogen peroxide solution at a pH ranging from 2 to 7 when said composition (A) contains said iodide, or (ii) said iodide when said composition (A) contains hydrogen peroxide.

Claim 3

Dependent Claim 90 words

The process of claim 1 wherein said indole has the formula ##STR5## wherein R' 2 and R' 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, C 1 -C 6 carboxyl, lower alkoxy carbonyl wherein the alkoxy moiety contains 1-6 carbon atoms, R' 4 and R' 5 , each independently, represent hydrogen, C 1 -C 6 alkyl, C 2 -C 20 linear acyl, or trimethylsilyl, or R' 4 and R' 5 together with the oxygen atoms to which they are attached form a methylenedioxy or carbonyldioxy ring.

Claim 4

Dependent Claim 35 words

The process of claim 1 wherein said indole derivative is selected from the group consisting of 5-methoxy-6-hydroxyindole, 3-methyl-5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 5,6-bis (trimethylsilyloxy) indole, 5-(or 6-) myristoyloxy-6-(or 5-) hydroxyindole, 5,6-(methylenedioxy) indole, 5-acetoxy-6-hydroxyindole, 2-ethoxycarbonyl-5,6-dihydroxyindole, 5-hydroxy-6-methoxyindole, 5,6-carbonyldioxyindole and 2-carboxy-5,6-dihydroxyindole.

Claim 5

Dependent Claim 22 words

The process of claim 1 wherein said iodide is an alkali metal iodide, an alkaline earth metal iodide or an ammonium iodide.

Claim 6

Dependent Claim 65 words

The process of claim 1 comprising, in a first stage, applying to said human keratinous fibers said composition (A) containing an iodide selected from the group consisting of an alkali metal iodide, an alkaline earth metal iodide or an ammonium iodide and at least one said indole derivative and, in a second stage applying to said human keratinous fibers, said composition (B) containing hydrogen peroxide.

Claim 7

Dependent Claim 29 words

The process of claim 1 wherein said human keratinous fibers are rinsed with water after the application of said composition (A) and before the application of said composition (B).

Claim 8

Dependent Claim 36 words

The process of claim 1 wherein said composition (A) and said composition (B) are permitted to remain in contact with said human keratinous fibers for a period of time ranging from ten seconds to 45 minutes.

Claim 9

Dependent Claim 25 words

The process of claim 1 wherein said composition (A) and said composition (B) are in the form of a gel, a cream or an emulsion.

Claim 10

Dependent Claim 53 words

The process of claim 1 wherein said cosmetically acceptable medium is water, a solvent selected from the group consisting of ethyl alcohol, isopropyl alcohol, tert. butyl alcohol, ethylene glycol monomethyl ether, ethylene glycol monoethyl ether, ethylene glycol monobutyl ether and ethylene glycol monoethyl ether acetate, or a mixture of water and said solvent.

Claim 11

Dependent Claim 29 words

The process of claim 9 wherein said solvent is present in an amount ranging from 0.5 to 75 percent by weight based on the total weight of said composition.

Claim 12

Dependent Claim 33 words

The process of claim 1 wherein said cosmetically acceptable medium of said composition (B) containing said iodide is water or a solvent, water mixture and has a pH ranging from 3 to 11.

Claim 13

Dependent Claim 48 words

The process of claim 1 wherein one or both of said compositions (A) and (B) also contain at least one of an anionic, cationic, nonionic or amphoteric surfactant, present in an amount ranging from 0.1 to 50 percent by weight based on the total weight of said composition.

Claim 14

Dependent Claim 39 words

The process of claim 1 wherein one or both of said compositions (A) and (B) contain a thickening agent present in an amount ranging from 0.1 to 5 percent by weight based on the total weight of said composition.

Claim 15

Dependent Claim 320 words

A composition for dyeing human keratinous fibers comprising in a cosmetically acceptable medium at least one indole derivative having the formula ##STR6## wherein R 1 represents hydrogen, C 1 -C 6 alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and an iodide present in an amount ranging from 0.007 to 4 percent by weight based on the total weight of said composition and expressed as iodide ions.

Claim 16

Dependent Claim 320 words

A composition for dyeing human keratinous fibers comprising in a cosmetically acceptable medium at least one indole derivative having the formula ##STR6## wherein R 1 represents hydrogen, C 1 -C 6 alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and an iodide present in an amount ranging from 0.007 to 4 percent by weight based on the total weight of said composition and expressed as iodide ions.

Claim 17

Dependent Claim 21 words

The composition of claim 14 wherein said cosmetically acceptable medium contains water and has a pH ranging from 3.5 to 7.

Claim 18

Dependent Claim 91 words

The composition of claim 14 wherein said indole derivative has the formula ##STR7## wherein R' 2 and R' 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, C 1 -C 6 carboxyl, lower alkoxy carbonyl wherein the alkoxy moiety contains 1-6 carbon atoms, R' 4 and R' 5 , each independently, represent hydrogen, C 1 -C 6 alkyl, C 2 -C 20 linear acyl, or trimethylsilyl, or R' 4 and R' 5 together with the oxygen atoms to which they are attached form a methylenedioxy or carbonyldioxy ring.

Claim 19

Dependent Claim 32 words

The composition of claim 14 wherein said indole derivative is selected from the group consisting of 5-methoxy-6-hydroxyindole, 3-methyl-5,6-dihydroxyindole, 2-methyl-5,6-dihydroxyindole, 5,6-bis (trimethylsilyloxy) indole, 5-(or 6-) myristoyloxy-6-(or 5-) hydroxyindole, 5,6-(methylenedioxy) indole, 5-acetoxy-6-hydroxyindole, 2-ethoxycarbonyl-5,6-dihydroxyindole, 5-hydroxy-6-methoxyindole,

Claim 20

Dependent Claim 3 words

6-carbonyldioxyindole and 2-carboxy-5,6-dihydroxyindole.

Claim 21

Dependent Claim 3 words

6-carbonyldioxyindole and 2-carboxy-5,6-dihydroxyindole.

Claim 22

Dependent Claim 21 words

The composition of claim 14 wherein said iodide is an alkali metal iodide, an alkaline earth metal iodide or ammonium iodide.

Claim 23

Dependent Claim 9 words

The composition of claim 14 which also contains 5,6-dihydroxyindole.

Claim 24

Dependent Claim 36 words

A multi-compartment kit for dyeing human keratinous fibers comprising a first compartment containing the composition of claim 14 and a second compartment containing a solution of hydrogen peroxide at a pH ranging from 2 to 7.

Claim 25

Dependent Claim 372 words

A multi-compartment kit for dyeing human keratinous fibers comprising a first compartment containing an iodide in amount ranging from 0.007 to 4 percent by weight based on the total weight of the composition and expressed as iodide ions in a cosmetically acceptable medium, a second compartment containing in a cosmetically acceptable medium an indole derivative having the formula ##STR8## wherein R 1 represents hydrogen, C 1 -C 6 lower alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and a third compartment containing a 1-40 volume solution of hydrogen peroxide at a pH ranging from 2 to 7, the contents of said third compartment designed to be mixed with the contents of said second compartment at the time of use.

Claim 26

Dependent Claim 372 words

A multi-compartment kit for dyeing human keratinous fibers comprising a first compartment containing an iodide in amount ranging from 0.007 to 4 percent by weight based on the total weight of the composition and expressed as iodide ions in a cosmetically acceptable medium, a second compartment containing in a cosmetically acceptable medium an indole derivative having the formula ##STR8## wherein R 1 represents hydrogen, C 1 -C 6 lower alkyl or --SiR 9 R 10 R 11 , R 2 and R 3 , each independently, represent hydrogen, C 1 -C 6 lower alkyl, carboxyl, lower alkoxycarbonyl wherein the alkoxy moiety contains 1-6 carbon atoms or --COOSiR 9 R 10 R 11 , R 4 and R 5 , each independently, represent hydrogen, C 1 -C 20 linear or branched alkyl, formyl, linear or branched C 2 -C 20 acyl, linear or branched C 3 -C 20 alkenoyl, --SiR 9 R 10 R 11 , --P(O)(OR 6 ) 2 or R 6 OSO 2 --, or R 4 and R 5 together with the oxygen atoms to which they are attached form a ring containing or not a carbonyl group, a methylene group, a thiocarbonyl group, a >P(O)OR 6 group or a >CR 7 R 8 group, R 6 and R 7 represent hydrogen or C 1 -C 6 lower alkyl, R 8 represents C 1 -C 6 lower alkoxy, monoalkylamino wherein the alkyl moiety has 1-6 carbon atoms or dialkylamino wherein the alkyl moiety has 1-6 carbon atoms, R 9 , R 10 and R 11 , each independently, represent C 1 -C 6 linear or branched alkyl, with the proviso that at least one of R 1 -R 5 is other than hydrogen, the inorganic or organic acid addition salts of said indole and the corresponding alkali metal, alkaline earth metal and amine salts thereof, said indole being present in an amount ranging from 0.01 to 5 percent by weight based on the total weight of said composition, and a third compartment containing a 1-40 volume solution of hydrogen peroxide at a pH ranging from 2 to 7, the contents of said third compartment designed to be mixed with the contents of said second compartment at the time of use.

Annuity Stage	Window Opens	Payment Deadline	Surcharge Period Until	Estimated Fee	Status
3.5 Years (Year 4)	1992-12-04	1993-06-05	1993-12-05	$2000.00	Window Closed / Lapsed
7.5 Years (Year 8)	1996-12-04	1997-06-05	1997-12-05	$3760.00	Window Closed / Lapsed
11.5 Years (Year 12)	2000-12-04	2001-06-05	2001-12-05	$7700.00	Window Closed / Lapsed

Process for dyeing keratinous fibres with indole derivatives combined with an iodide

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