Water-soluble Quinacridones

A mixture, comprising:

• 0-99% by weight of water,
• 0.5-99.5% by weight of a water-soluble organic solvent, and
• 0.5-15% by weight of a quinacridone represented by formula I:
• ##STR8## wherein M.sup..sym. is a lithium, sodium, potassium or an unsubstituted ammonium cation,
• R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylsulfamoyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylcarbamoyl, unsubstituted or substituted mono- or diphenylsulfamoyl, unsubstituted or substituted mono- or diphenylcarbamoyl, halogen, nitro or cyano,
• n is 0, 1 or 2,
• m is 0, 1 or 2, and
• the sum n+m is at least 1.

A quinacridone represented by formula II:

• ##STR9## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylsulfamoyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylcarbamoyl, unsubstituted or substituted mono- or diphenylsulfamoyl, unsubstituted or substituted mono- or diphenylcarbamoyl, halogen, nitro or cyano,
• n is 0, 1 or 2,
• m is 0, 1 or 2, and
• the sum n+m is at least 1.

A method of ink jet printing a natural or synthetic fiber material, comprising:

• contacting the fiber material with a water-soluble quinacridone represented by formula I:
• ##STR10## wherein M.sup..sym. is a lithium, sodium, potassium or ammonium cation,
• R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylsulfamoyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylcarbamoyl, unsubstituted or substituted mono- or diphenylsulfamoyl, unsubstituted or substituted mono- or diphenylcarbamoyl, halogen, nitro or cyano,
• n is 0, 1 or 2,
• m is 0, 1 or 2, and
• the sum n+m is at least 1.

A method of pulp dyeing paper, comprising:

• contacting the fiber material with a water-soluble quinacridone represented by formula I:
• ##STR11## wherein M.sup..sym. is a lithium, sodium, potassium or ammonium cation, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylsulfamoyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylcarbamoyl, unsubstituted or substituted mono- or diphenylsulfamoyl, unsubstituted or substituted mono- or diphenylcarbamoyl, halogen, nitro or cyano,
• n is 0, 1 or 2,
• m is 0, 1 or 2, and
• the sum n+m is at least 1.

A quinacridone represented by formula I:

• ##STR12## wherein R.sup.1, R.sup.2, R.sup.3 and R.sup.4 are, independently, hydrogen, C.sub.1 -C.sub.8 -alkyl, C.sub.1 -C.sub.8 -alkoxy, carboxyl, C.sub.1 -C.sub.4 -alkoxycarbonyl, sulfamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylsulfamoyl, carbamoyl, mono- or di-(C.sub.1 -C.sub.4)-alkylcarbamoyl, unsubstituted or substituted mono- or diphenylsulfamoyl, unsubstituted or substituted mono- or diphenylcarbamoyl, halogen, nitro or cyano,
• M.sup.+ is lithium or potassium,
• n is 0, 1 or 2,
• m is 0, 1 or 2, and
• the sum n+m is at least 1.