Background:
The phthalocyanines a series of compounds involves four iso-indole units linked by
aza nitrogen atoms bonded with metal atoms that are normally located in the center a phthalocyanines ring.
Some of the central metal-phthalocyanines can be excited by ultraviolet light and emit a fluorescence in far-red
region.
Objective:
To synthesize a derivative of phthalocyanines namely 4,4',4' '-tri-(dodecenyl succinic anhydride)-
4' ' '-(5-amino salicylic acid) zinc phthalocyanine with a zinc central metal.
Materials and Methods:
The reaction of 4- nitro Phthalonitrile and 4- amino Phthalonitrile with ZnCl2 in the
presence of dimethyl amino ethanol afforded 4,4',4' '-triamino-4' ' '-nitro zinc phthalocyanine. This product
reacted with 5-amino salicylic acid to yield tetra-(5-amino salicylic acid) zinc phthalocyanine. A dodecenyl
succinic anhydride was added on the amine group of benzoic rings to afford 4,4',4' '-tri-(dodecenyl succinic
anhydride)-4' ' '-(5-amino salicylic acid) zinc phthalocyanine(I), the target compound.
Results and Discussion:
Compound I is successfully synthesized with a yield of 72% from tetra-(5-amino
salicylic acid) zinc phthalocyanine with dodecenyl succinic anhydride.
Conclusion:
The newly synthesized molecule of 4,4',4' '-tri-(dodecenyl succinic anhydride)-4' ' '-(5-amino
salicylic acid) zinc phthalocyanine (I), tetra-(5-amino salicylic acid) zinc phthalocyanine(E) and 4,4',4' '-
triamino-4' ' '-nitro zinc phthalocyanine (S). The reaction of 4- nitro Phthalonitrile and 4- amino and the
structure of compound I is confirmed and its formation was proven.
Oncologic photodynamic diagnosis and therapy: confocal Raman/fluorescence imaging of metal phthalocyanines in human breast cancer tissue in vitro
