Azo-metal complex dye and method for producing the same and its use for a high density optical disc recording medium

A method for producing a high density optical disc recording medium, comprising:

• (a) providing a first substrate;
• (b) dissolving an azo-metal complex dye represented by formula (I):
• wherein
• R1 is selected from the group consisting of C1-8 alkoxyl, carboxy, C1-8 alkoxycarbonyl (—CO2R6) and amide (—CONR8R9);
• R2, R3, R4 and R5 may be the same or different and are selected from the group consisting of hydrogen, C1-8 alkyl, C1-8 alkoxyl, carboxy, C1-8 alkoxycarbonyl (—CO2R6), C1-6 alkylaminealkylenecarboxy (—CO2R7NR8R9), amide (—CONR8R9), nitro (—NO2), trifluoro-methyl (—CF3), sulfonic acid fluoride group (—SO2F), sulfonic acid group (—SO3H) and halogen;
• X is selected from the group consisting of carbon and nitrogen;
• M is selected from the group consisting of Mg+2, Mn+2, Co+2, Ni+2, Cu+2 and Zn+2;
• R6 is C1-8 alkyl;
• R7 is C1-8 alkylene;
• and
• R8 and R9 may be the same or different and are selected from the group consisting of hydrogen and C1-6 alkyl
• in an organic solvent to form a solution, and coating the first solution on the first substrate;
• (c) drying the solution to form an azo-metal complex dye layer;
• (d) disposing a reflection layer on the azo-metal complex dye layer;
• and
• (e) disposing a second substrate on the reflection layer.

A method for producing an azo-metal complex dye represented by the following formula (I), the azo-metal complex dye suitable for a high density optical disc recording medium, comprising the steps of:

• (a) performing a diazotization to modify an amine having the following formula (II) to a diazonium salt;
• (b) performing a coupling reaction to couple 2-amino-3-hydroxypyridine as shown in formula (III) with the diazonium salt in an organic solvent;
• and
• (c) performing a chelating reaction with metallic salt of bivalence in an organic solvent, wherein
• R1 is selected from the group consisting of C1-8 alkoxyl, carboxy, C1-8 alkoxycarbonyl and amide,
• R2, R3, R4 and R5 can be the same or different and are selected from hydrogen, C1-8 alkyl, C1-8 alkoxyl, carboxy, C1-8 alkoxycarbonyl, C1-6 alkylaminealkylenecarboxy, amide, nitro, trifluoro-methyl, sulfonic acid fluoride group, sulfonic acid group and halogen,
• X is selected from the group consisting of carbon and nitrogen, and
• M is selected from the group consisting of Mg+2, Mn+2, Co+2, Ni+2, Cu+2 and Zn+2.