Synthesis of sulfonamide-substituted phthalocyanines

Synthesis and high ranked NLT properties of new sulfonamide-substituted indium phthalocyanines

“…Compounds 2-6 (Schemes 1 and 2) were synthesized as previously described [40]. All other chemicals were of analytical grade and were used as received from suppliers.…”

“…Sulfonamide-substituted phthalonitriles 4-6, immediate precursors of phthalocyanines 7-9, were synthesized starting from the commercially available 4,5-dichlorophthalonitrile (1) (Scheme 1) [40]. Reaction of 1 with phenol, in the presence of potassium carbonate, afforded 4,5-diphenoxyphthalonitrile (2).…”

“…Peripheral functionalization of a phthalocyanine with appropriate groups can afford new derivatives with increased solubility in apolar or polar organic solvents or even in aqueous media. Sulfonated phthalocyanines, both in the sulfonato and sulfonamide forms, are already described in the literature [39,40]. Some of these compounds show potential application in photodynamic therapy [11][12][13] or in the production of other materials, due to their interesting photoconductive properties [6].…”

Phthalocyanines: An Old Dog Can Still Have New (Photo)Tricks!

“…The electronic absorption spectra of Pcs 30 and 31 were recorded in CHCl3, where 30 shows a characteristic non-aggregated absorption spectrum of the metal-free phthalocyanines with a relatively broadened Soret absorption band appearing at 340 nm and a broad Q band at 765 nm. Of note, theoretical calculations revealed that, unlike typical metal-free Pcs [142,143], the Q band for 30 did not get split because of the more effective p-π conjugation between the peripheral nitrogen atoms and the central phthalocyanine chromophore, therefore extending the effective conjugation system for Pc 30 (Figure 13). The nonlinear optical properties of carbazole substituted phthalocyanines were also reported by Giribabu and Rao Soma, having the carbazole units linked either through aromatic C-C bonds or C-N bonds (Figure 13, 32 and 33, respectively) [144].…”

Synthesis and Characterization of New Cross‐like Porphyrin–Naphthalocyanine and Porphyrin–Phthalocyanine Pentads

“…On the other hand, Pcs are traditional industrial dyes , but their relevance has been extended to a range of applications , with emphasis for nonlinear optics . Such widespread applications have prompted researchers to investigate new synthetic methods for the preparation of differently substituted Pc derivatives and structurally related analogs , which include naphthalocyanines (Ncs), the fruit of benzoannulation of their parental pigments.…”