Nitrated coupler compounds useful in direct dyeing and simultaneous oxidation and direct dyeing of keratinic fibers

Claim 2

An oxidation dye composition for dyeing keratinic fibers comprising in an aqueous medium at least one coupler of the formula ##STR33## wherein: R is hydrogen, alkyl or halogen; and R' is hydrogen, alkyl, hydroxyalkyl, piperidinoalkyl, acetyl or carbethoxy, said coupler being present in an amount of 0.002 to 2 weight percent of said composition, and at least one oxidation base selected from the group consisting of (a) an oxidation base having the formula ##STR34## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl, halogen and alkoxy; and Y is selected from the group consisting of hydroxyl and --NR 5 R 6 wherein R 5 and R 6 each independently are selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl and piperidinoalkyl, the said alkyl radicals containing 1-4 carbon atoms; and (b) a heterocyclic compound selected from the group consisting of 2,5-diamino pyridine and 2-hydroxy-5-amino pyridine; the said oxidation base being in the form of the free base or in the form of an acid addition salt thereof, said oxidation base being present in an amount up to 2 weight percent based on the total weight of said composition.

Claim 3

The dye composition of claim 1 wherein said aqueous medium is a hydroalcoholic solution containing an alkanol or a glycol in an amount up to 40 weight percent.

Claim 4

The dye composition of claim 1 which also includes a cationic, anionic or amphoteric surface active agent in an amount up to 20 weight percent.

Claim 5

The composition of claim 1 wherein Y in the compound of formula II is hydroxyl.

Claim 6

The composition of claim 1 wherein Y in the compound of formula II is --NR 5 R 6 wherein R 5 and R 6 have the meanings given in claim 1.

Claim 7

The composition of claim 1 wherein the molar ratio of coupler to oxidation base is 1:5 to 5:1.

Claim 8

The composition of claim 1 wherein the molar ratio of coupler to oxidation base is greater than 1.

Claim 9

A process for dyeing keratinic fibers comprising successively applying to the said fibers (a) an effective amount of an aqueous solution or hydroalcoholic solution, wherein the alcoholic component comprises 1 to 40 weight percent of the solution, of as a coupler at least one compound having the formula ##STR35## wherein: R is hydrogen, alkyl or halogen; and R' is hydrogen, alkyl, hydroxyalkyl, piperidinoalkyl, acetyl or carbethoxy; (b) an effective amount of an aqueous or hydroalcoholic solution, wherein the alcoholic component comprises 1 to 40 weight percent of the solution containing at least one oxidation base selected from the group consisting of (i) an oxidation base having the formula ##STR36## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl, halogen and alkoxy; Y is selected from the group consisting of hydroxyl and --NR 5 R 6 wherein R 5 and R 6 each independently are selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl and piperidinoalkyl, the said alkyl radicals containing 1-4 carbon atoms, and (ii) a heterocyclic compound selected from the group consisting of 2,5-diaminopyridine and 2-hydroxy-5-amino-pyridine, said oxidation base being in the form of the free base or in the form of an acid addition salt thereof; and (c) an effective amount of an aqueous or hydroalcoholic solution, wherein the alcoholic component is 1 to 40 weight percent of the solution, containing an oxidizing agent, said solution (c) being applied either separately after solutions (a) and (b), or totally or in admixture with the second of said solutions (a) or (b) to be applied; with the proviso that where solution (b) contains an oxidation base which itself develops a color in the presence of an oxidizing agent, solution (a) is applied first.

Claim 10

A process for dyeing keratinic fibers comprising successively applying to the said fibers (a) an effective amount of an aqueous solution or hydroalcoholic solution, wherein the alcoholic component comprises 1 to 40 weight percent of the solution, of as a coupler at least one compound having the formula ##STR35## wherein: R is hydrogen, alkyl or halogen; and R' is hydrogen, alkyl, hydroxyalkyl, piperidinoalkyl, acetyl or carbethoxy; (b) an effective amount of an aqueous or hydroalcoholic solution, wherein the alcoholic component comprises 1 to 40 weight percent of the solution containing at least one oxidation base selected from the group consisting of (i) an oxidation base having the formula ##STR36## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl, halogen and alkoxy; Y is selected from the group consisting of hydroxyl and --NR 5 R 6 wherein R 5 and R 6 each independently are selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl and piperidinoalkyl, the said alkyl radicals containing 1-4 carbon atoms, and (ii) a heterocyclic compound selected from the group consisting of 2,5-diaminopyridine and 2-hydroxy-5-amino-pyridine, said oxidation base being in the form of the free base or in the form of an acid addition salt thereof; and (c) an effective amount of an aqueous or hydroalcoholic solution, wherein the alcoholic component is 1 to 40 weight percent of the solution, containing an oxidizing agent, said solution (c) being applied either separately after solutions (a) and (b), or totally or in admixture with the second of said solutions (a) or (b) to be applied; with the proviso that where solution (b) contains an oxidation base which itself develops a color in the presence of an oxidizing agent, solution (a) is applied first.

Claim 11

The process of claim 8 wherein solution (a) also includes another coupler.

Claim 12

A process for dyeing keratinic fibers comprising applying to said fibers an effective amount of an oxidation hair dye composition comprising an aqueous or hydroalcoholic solution, wherein the alcoholic component is 1 to 40 weight percent of said solution, of a mixture of

Claim 13

A process for dyeing keratinic fibers comprising applying to said fibers an effective amount of an oxidation hair dye composition comprising an aqueous or hydroalcoholic solution, wherein the alcoholic component is 1 to 40 weight percent of said solution, of a mixture of

Claim 14

(a) at least one coupler having the formula ##STR37## wherein R is hydrogen, alkyl or halogen; and R' is hydrogen, alkyl, hydroxyalkyl, piperidinoalkyl, acetyl or carbethoxy; (b) at least one oxidation base selected from the group consisting of (i) an oxidation base having the formula ##STR38## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl, halogen and alkoxy; and Y is selected from the group consisting of hydroxyl and --NR 5 R 6 wherein R 5 and R 6 each independently are selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl and piperidinoalkyl, the said alkyl radicals containing 1-4 carbon atoms, and (ii) a heterocyclic compound selected from the group consisting of 2,5-diamino pyridine and 2-hydroxy-5-amino pyridine, said oxidation base being in the form of the free base or in the form of an acid addition salt thereof; and (c) an oxidizing agent, said components (a) and (b) being admixed at a point in time just before said fibers are dyed and component (c) being admixed with the resulting mixture of components (a) and (b) or with either of components (a) and (b) prior to admixture of components (a) and (b).

Claim 15

(a) at least one coupler having the formula ##STR37## wherein R is hydrogen, alkyl or halogen; and R' is hydrogen, alkyl, hydroxyalkyl, piperidinoalkyl, acetyl or carbethoxy; (b) at least one oxidation base selected from the group consisting of (i) an oxidation base having the formula ##STR38## wherein R 1 , R 2 , R 3 and R 4 each independently are selected from the group consisting of hydrogen, alkyl, halogen and alkoxy; and Y is selected from the group consisting of hydroxyl and --NR 5 R 6 wherein R 5 and R 6 each independently are selected from the group consisting of hydrogen, alkyl, hydroxyalkyl, carbamylalkyl, mesylaminoalkyl, aminoalkyl, acylaminoalkyl, sulfoalkyl, morpholinoalkyl and piperidinoalkyl, the said alkyl radicals containing 1-4 carbon atoms, and (ii) a heterocyclic compound selected from the group consisting of 2,5-diamino pyridine and 2-hydroxy-5-amino pyridine, said oxidation base being in the form of the free base or in the form of an acid addition salt thereof; and (c) an oxidizing agent, said components (a) and (b) being admixed at a point in time just before said fibers are dyed and component (c) being admixed with the resulting mixture of components (a) and (b) or with either of components (a) and (b) prior to admixture of components (a) and (b).

Claim 16

The process of claim 10 which includes permitting the admixture of components (a), (b) and (c) to remain in contact with said fibers for a period of time ranging from 10 minutes to 30 minutes and thereafter rinsing the said fibers, shampooing the said fibers and drying the said fibers.