Dicationic 4-aza-1-azoniabicyclo[2.2.2]octanes and agents for colouring keratin-containing fibers

A method for dyeing and optionally simultaneously lightening keratinic fibers, the method comprising the steps of:

• optionally, depositing a pre-treatment agent M1 onto the keratinic fibers;
• optionally, adding an agent M3 to an agent M2;
• applying the agent M2 on the keratinic fibers;
• rinsing the agent M2 out of the keratinic fibers after about 5 to about 30 minutes;
• optionally applying a post-treatment agent M4 onto the keratinic fibers and rinsing out from the keratinic fibers after a predetermined contact time,
• wherein at least one of the pre-treatment agent M1, the agent M2 or the agent M3 is an agent comprising a dicationic azo dye of a Formula (I):
• in which
• Y is either for ═CH— or a nitrogen atom,
• R1 and R2 independently of one another are a C1-C6 alkyl group, a C2-C6 alkenyl group, a hydroxy C1-C6 alkyl group, a polyhydroxy C2-C6 alkyl group, a C1-C6 alkoxy C2-C6 alkyl group, a cyano C1-C6 alkyl group, an aryl group or an aryl C1-C6 alkyl group,
• R3 and R4 independently of one another are a hydrogen atom, a C1-C6 alkyl group, a fluorine, chlorine, bromine or iodine halogen atom, a C1-C6 alkoxy group, an amino group, a C1-C6 alkylamino group, a di-C1-C6 alkylamino group, a hydroxyl group or that R3 and R4 together form a 5-, 6- or 7-membered, saturated or unsaturated ring that can optionally comprise additional heteroatoms or can carry additional substituents,
• n and m independently of one another are a whole number from 1 to 6,
• R5 is a hydrogen atom, a C1-C6 alkoxy group, a fluorine, chlorine, bromine or iodine halogen atom, a hydroxyl group, a C1-C6 alkoxy C2-C6 alkyloxy group, a nitrile group, an aryl group or a heteroaryl group,
• X− is a monovalent anion.

A dicationic azo dye of a Formula (I):

• in which
• Y is either for ═CH— or a nitrogen atom,
• R1, R2 independently of one another are a C1-C6 alkyl group, a C2-C6 alkenyl group, a hydroxy C1-C6 alkyl group, a polyhydroxy C2-C6 alkyl group, a C1-C6 alkoxy C2-C6 alkyl group, a cyano C1-C6 alkyl group, an aryl group or an aryl C1-C6 alkyl group,
• R3 and R4 independently of one another are a hydrogen atom, a C1-C6 alkyl group, a fluorine, chlorine, bromine or iodine halogen atom, a C1-C6 alkoxy group, an amino group, a C1-C6 alkylamino group, a di-C1-C6 alkylamino group, a hydroxyl group or that R3 and R4 together form a 5-, 6- or 7-membered, saturated or unsaturated ring that can optionally comprise additional heteroatoms or can carry additional substituents,
• n and m independently of one another are a whole number from 1 to 6,
• R5 is a hydrogen atom, a C1-C6 alkoxy group, a fluorine, chlorine, bromine or iodine halogen atom, a hydroxyl group, a C1-C6 alkoxy C2-C6 alkyloxy group, a nitrile group, an aryl group or a heteroaryl group,
• X− is a monovalent anion.