Nucleophilic substitution in 4-bromo-5-nitrophthalodinitrile: VIII. Synthesis of 4-(benzotriazol-1-yl)-5-[4-(1-methyl-1-phenylethyl)phenoxy]phthalodinitrile and phthalocyanines on its basis

Synthesis and Properties of Sulfo and Alkylsulfamoyl Substituted CuII and NiII Phthalocyanines Bearing 1-Benzotryazolyl and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

“…[21] All physicochemical characteristics of the synthesized compounds 4a,b coincide with previously published data. [21] Next step was the synthesis of sulfochlorides 5a,b by interaction of metallophthalocyanines 4a,b with mixture of equimolar quantities of thionyl chloride and chlorosulfonic acid at room temperature for 2 h (Scheme 2). Reaction mixture was poured into mixture of ice and NaCl.…”

“…The position of Q bands of these compounds is identical to that in UV-Vis spectra of their synthetic precursors 4a,b. [21] Additional absorption band (Figure 3) is observed in spectrum of compound 1b in DMF solution and is not observed in water and aqueous-alkaline media. This band was previously fixed [21] in the spectra of other nickel complexes of benzotriazolyl substituted phthalocyanines.…”

“…Sulfo and Alkylsulfamoyl Substituted Phthalocyanine Complexes cm -1 ) and benzotriazolyl (at 1040-1050 cm -1 and 740-750 cm -1 ) substituents previously noted [21] in the spectra of their synthetic precursors 4a,b.…”

Synthesis of Cu(II) and Ni(II) Phthalocyanines Bearing Nitro and 4-(1-Methyl-1-phenylethyl)phenoxy Groups

“…[35] In addition, the substitution of 1-benzotriazole fragments for nitro groups was accompanied by a bathochromic shift of long-wavelength absorption bands.…”

“…Comparison of the nickel 3b phthalocyanine sulfo derivative with previously obtained [35] benzotriazolylsubstituted nickel phthalocyanine showed that the substitution of benzotriazole fragments for nitro groups caused a decrease in the thermal stability of nitro substituted compound 3b (Table 4).…”