Use of indolimium diazamethine cations for optical data recording

A compound of formula (I)

• An−*Cat+ (I)
• Cat+ is a compound of formula (II);
• An− is a compound of formula (III);
• M is a trivalent metal atom;
• R9 is C1-4 alkyl or NH-phenyl;
• R1a is selected from the group consisting of H, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• R2a is selected from the group consisting of H, n-propyl, isopropyl, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• with the proviso, that R1a is not H if R2a is methoxy or H;
• R10, R11, R12 and R13 are identical or different and independently from each other selected from the group consisting of H, CN, CF3, halogen, NO2, OH, SH, SO2—NR21R22, CO—R20, SO2R20, CO—NR21R22,
• C1-10 alkyl, C3-10 cycloalkyl, the C1-10 alkyl and the C3-10 cycloalkyl being independently from each other unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, halogen, OH, CN, CF3, C6-12 aryl and NR21R22,
• C6-C12 aryl, O—C6-12 aryl, S—C6-12 aryl, the C6-12 aryl and the O—C6-12 aryl and the S—C6-12 aryl being unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, C3-10 cycloalkyl, OH, NO2, CN, halogen, CF3, C6-12 aryl, O—C1-10 alkyl, S—C1-10 alkyl and NR21R22,
• O—C1-10 alkyl, S—C1-10 alkyl, O—C3-10 cycloalkyl, S—C3-10 cycloalkyl, NHCOR20 and NR21R22;
• the R21 and R22 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl, C6-12 aryl and C1-12 alkyl-NR23R24;
• the R23 and R24 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl and C6-12 aryl;
• the R20 residues are identical or different and independently from each other selected from the group consisting of OH, C1-6 alkyl, C6-10 aryl and O—C1-6 alkyl.

A compound of formula (11—6),

• compound of formula (11)*compound of formula (6) (11—6)
• wherein the compound of formula (6)
• is
• and the compound of formula (11) is
• a compound of formula (I),
• An−Cat+ (I)
• Cat+ is a compound of formula (II);
• An− is a compound of formula (III);
• M is a trivalent metal atom;
• R9 is C1-4 alkyl or NH-phenyl;
• R1a is selected from the group consisting of H, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• R2a is selected from the group consisting of H, n-propyl, isopropyl, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• with the proviso, that R1a is not H if R2a is methoxy or H;
• R10, R11, R12 and R13 are identical or different and independently from each other selected from the group consisting of H, CN, CF3, halogen, NO2, OH, SH SO2—NR21R22, CO—R20, SO2R20, CO—NR21R22,
• C1-10 alkyl, C3-10 cycloalkyl, the C1-10″ and the C3-10 cycloalkyl being alkyl independently from each other unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, halogen, OH, CN, CF3, C6-12 aryl and NR21R22,
• C6-C12 aryl, O—C6-12 aryl S—C6-12 aryl, the C6-12 aryl and the O—C6-12 aryl and the S—C6-12 aryl being unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, C3-10 cycloalkyl, OH, NO2, CN, halogen, CF3, C6-12 aryl, O—C1-10 alkyl, S—C1-10 alkyl and NR21R22, O—C1-10 alkyl, S—C1-10 alkyl, O—C3-10 cycloalkyl, S—C3-10 cycloalkyl, NHCOR20 and NR21R22;
• the R21 and R22 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl, C6-12 aryl and C1-12 alkyl-NR23R24;
• the R23 and R24 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl and C6-12 aryl;
• the R20 residues are identical or different and independently from each other selected from the group consisting of OH, C1-6 alkyl, C6-10 aryl and O—C1-6 alkyl and wherein
• Cat+ is selected from the group of compounds consisting of compounds of formulae (1), (2), (3), (4) (5) and (7);
• An− is a compound of formula (10) or a compound of formula (11).

A process for the preparation of a compound of formula (11—6)

• compound of formula (11)*compound of formula (6) (11—6)
• wherein the compound of formula (6)
• is
• and the compound of formula (11) is
• a compound of formula (I),
• An−*Cat+ (I)
• Cat+ is a compound of formula (II);
• An− is a compound of formula (III);
• M is a trivalent metal atom;
• R9 is C1-4 alkyl or NH-phenyl;
• R1a is selected from the group consisting of H, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• R2a is selected from the group consisting of H, n-propyl, isopropyl, O—C1-4 alkyl, CO-phenyl, O-phenyl and S-phenyl;
• with the proviso, that R1a is not H if R2a is methoxy or H;
• R10, R11, R12 and R13 are identical or different and independently from each other selected from the group consisting of H, CN, CF3, halogen, NO2, OH, SH, SO2—NR21R22, CO—R20, SO2R20, CO—NR21R22,
• C1-10 alkyl, C3-10 cycloalkyl, the C1-10 alkyl the C3-10 cycloalkyl being independently from each other unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, halogen, OH, CN, CF3, C6-12 aryl and NR21R22,
• C6-C12 aryl, O—C6-12 aryl, S—C6-12 aryl, the C6-12 aryl and the C6-12 aryl and the S—C6-12 aryl being unsubstituted or substituted by 1 to 4 identical or different substituents, the substituents are independently from each other selected from the group consisting of C1-10 alkyl, C3-10 cycloalkyl, OH, NO2, CN, halogen, CF3, C6-12 aryl, O—C1-10 alkyl S—C1-10 alkyl and NR21R22,
• O—C1-10 alkyl, S—C1-10 alkyl, O—C3-10 cycloalkyl, S—C3-10 cycloalkyl, NHCOR20 and NR21R22;
• the R21 and R22 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl, C6-12 aryl and C1-12 alkyl-NR23R24;
• the R23 and R24 residues are identical or different and independently from each other selected from the group consisting of H, C1-10 alkyl and C6-12 aryl;
• the R20 residues are identical or different and independently from each other selected from the group consisting of OH, C1-6 alkyl, C6-10 aryl and O—C1-6 alkyl and wherein
• Cat+ is selected from the group of compounds consisting of compounds of formulae (1), (2), (3), (4) (5) and (7);
• An− is a compound of formula (10) or a compound of formula (11), by a complexing reaction of a compound of formula (IV—11)
• with a divalent cobalt salt in the presence of triethylamine.