Water Soluble and Water Fast Dyes for Ink Jet Printing

A dye D1 of formula 1,

• wherein
• M is selected from the group consisting of H, Li, Na, K, N(HkR6m),
• wherein
• each R6 is selected from the group consisting of —H, an substituted or unsubstituted, saturated or unsaturated aliphatic group having 1 to 10 carbon atoms, and
• k is an integer selected from 0, 1, 2, 3, 4 and
• m=4−k;
• R1 is —H or —N═N—Ar2,
• wherein Ar2 is a substituted or unsubstituted monocyclic, polycyclic or condensed, at least one aromatic group containing fragment, which at least one aromatic group comprises at least one five- or one six-membered homo- or heterocyclic structure,
• wherein the heterocyclic structure comprises at least one hetero-atom, which heteroatom is N, O or S;
• R2 is selected from the group consisting of —H, —C(═O)R6, —C(═O)—(CH2)v—Ar2, —R6, —(CH2)q—X, —C(═O)—(CH2)vAr2, —SO2R6, —SO2Ar2
• wherein
• X is selected from the group consisting of —SO3M, —SO2NH2, —SO2NHR6, —NHSO2R6, —NO2, —COOM, —COOR, —CH3, —R6, —NH2, —NHR6, —OR6, —OM, —Cl, —Br, —I, —F, —CN, —CO2NHR6, —Ar2, —N═N—Ar2, —SO2R6 and —NHC(═O)—R6,
• M, R6 and Ar2 are defined as above,
• q is an integer in the range of from 1 to 10, and
• v is an integer in the range of from 0 to 10;
• R3 is —NHR2 or —N═N—Ar2, wherein
• R2 has the meaning as defined above, and
• Ar2 has the meaning as defined above;
• R4 is —N═N—Ar2, wherein Ar2 has the meaning defined above.