Azo dyes derived from 3-amino pyridine in hair dye compositions

A composition for dyeing hair comprising an aqueous or hydroalcoholic solution of (1) from 0.001 to 1 percent by weight of said composition of at least one dye compound of the formula ##STR49## wherein B is selected from the group consisting of .dbd.N--, ##STR50## wherein R is lower alkyl containing 1-4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, lower alkyl containing 1-4 carbon atoms, lower alkoxy containing 1-4 carbon atoms and chlorine,

• R.sub.2 is selected from the group consisting of hydrogen, methyl and methoxy,
• R.sub.4 is selected from the group consisting of hydrogen, methyl, chlorine, nitro, amino and acetylamino,
• R.sub.3 is hydrogen or together with R.sub.4 forms an unsaturated 6-membered ring carrying a hydroxy substituent chelated with one of the nitrogen atoms of the azo link, and ##STR51## wherein R.sub.5 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5 and .beta.-hydroxyethyl, and R.sub.6 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5, .beta.-hydroxyethyl, phenyl and --CH.sub.2 SO.sub.3 Na,
• with the proviso that when B is ##STR52## the anion X.sup.- associated with the quaternized nitrogen atom is the anion residue of a member selected from the group consisting of organic acid and mineral acid, and
• (2) an effective amount of an oxidation dye, said composition having a pH ranging from 3 to 11.

A composition for dyeing hair comprising a hydroalcoholic solution of (1) from 0.001 to 1 percent by weight of said composition of at least one dye compound of the formula ##STR53## wherein B is selected from the group consisting of .dbd.N--, ##STR54## wherein R is lower alkyl containing 1-4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, lower alkyl containing 1-4 carbon atoms, lower alkoxy containing 1-4 carbon atoms and chlorine,

• R.sub.2 is selected from the group consisting of hydrogen, methyl and methoxy,
• R.sub.4 is selected from the group consisting of hydrogen, methyl, chlorine, nitro, amino and acetylamino,
• R.sub.3 is hydrogen or together with R.sub.4 forms an unsaturated 6-membered ring carrying a hydroxy substituent chelated with one of the nitrogen atoms of the azo link, and ##STR55## wherein R.sub.5 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5 and .beta.-hydroxyethyl, and R.sub.6 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5, .beta.-hydroxyethyl, phenyl and --CH.sub.2 SO.sub.3 Na,
• with the proviso that when B is ##STR56## the anion X.sup.- associated with the quaternized nitrgen atom is the anion residue of a member selected from the group consisting of organic acid and mineral acid, and (2) 1-3 percent by weight of said composition of a cosmetic resin,
• said composition having a pH ranging from 3 to 11.

A composition for dyeing hair comprising an aqueous or hydroalcoholic solution of (1) from 0.001 to 1 percent by weight of said composition of at least one dye compound of the formula ##STR57## wherein B is selected from the group consisting of .dbd.N--, ##STR58## wherein R is lower alkyl containing 1-4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, lower alkyl containing 1-4 carbon atoms, lower alkoxy containing 1-4 carbon atoms and chlorine,

• R.sub.2 is selected from the group consisting of hydrogen, methyl and methoxy,
• R.sub.4 is selected from the group consisting of hydrogen, methyl, chlorine, nitro, amino and acetylamino,
• R.sub.3 is hydrogen or together with R.sub.4 forms an unsaturated 6-membered ring carrying a hydroxy substituent chelated with one of the nitrogen atoms of the azo link, and ##STR59## wherein R.sub.5 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5 and .beta.-hydroxyethyl, and R.sub.6 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5, .beta.-hydroxyethyl, phenyl and --CH.sub.2 SO.sub.3 Na,
• with the proviso that when B is ##STR60## the anion X.sup.- associated with the quaternized nitrogen atom is the anion residue of a member selected from the group consisting of organic acid and mineral acid, and
• (2) an effective amount of H.sub.2 O.sub.2 as an oxidizing agent.

A process for dyeing human hair comprising applying an effective amount to dye said hair of a composition comprising an aqueous or hydroalcoholic solution of at least one dye compound of the formula ##STR61## wherein B is selected from the group consisting of .dbd.N--, ##STR62## wherein R is lower alkyl containing 1-4 carbon atoms, R.sub.1 is selected from the group consisting of hydrogen, lower alkyl containing 1-4 carbon atoms, lower alkoxy containing 1-4 carbon atoms and chlorine,

• R.sub.2 is selected from the group consisting of hydrogen, methyl and methoxy,
• R.sub.4 is selected from the group consisting of hydrogen, methyl, chlorine, nitro, amino and acetylamino,
• R.sub.3 is hydrogen or together with R.sub.4 forms an unsaturated 6-membered ring carrying a hydroxy substituent chelated with one of the nitrogen atoms of the azo link, and ##STR63## wherein R.sub.5 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5 and .beta.-hydroxyethyl, and R.sub.6 is selected from the group consisting of hydrogen, --CH.sub.3, --C.sub.2 H.sub.5, .beta.-hydroxyethyl, phenyl and --CH.sub.2 SO.sub.3 Na,
• with the proviso that when B is ##STR64## the anion X.sup.- associated with the quaternized nitrogen atom is the anion residue of a member selected from the group consisting of organic acid and mineral acid, said composition having a pH ranging from 3 to 11 and said compound being present in an amount ranging from 0.001 to 1 percent by weight of said composition,
• permitting said composition to remain in contact with said hair for a period ranging from 3 to 40 minutes, rinsing, washing and drying said hair.