Synthesis and characterization of novel phthalocyanines substituted with four tetraaza macrocycles

Synthesis and Properties of Copper(II) Phthalocyanines with Monoazacrown and Crown Ethers as Peripheral Substituents

“…Detosylation of tetratosylated scorpiand copper(II) phthalocyanine (4b) was accomplished with concentrated H 2 SO 4 (96%) in a nitrogen atmosphere at 125°C for 8 h [11,12,26], and neutralization with sodium hydroxide led to copper phthalocyaninate 4c, containing free amino groups, in moderate yield (42%). In constrast with 4b, complex 4c is less soluble in polar solvents such as DMSO, DMF, quinoline, etc.…”

Dioxa-dithia Macrocycle-bridged Dimeric with Hexakis(alkylthio) Substituents and Network Polymer Phthalocyanines

“…crown ethers [25,26], monoaza-crown ethers [27,28], tetraaza- [29,30] and trioxadiaza-macrocycles [31]) which are soluble in common organic solvents and which are capable of binding to alkali or transition metal cations. In an effort to obtain phthalocyanine network polymers, (18-crown-6) bridged products have also been prepared [32,33], but their solubilities are not found to be different from those of the rigid insoluble polymers obtained from the tetracyano benzene derivatives [14].…”

Synthesis and characterization of new metal-free and metal phthalocyanines with peripheral N'-2-(cyanoethyl)-aminoethylsulfanyl substituents

“…Starting from simple mono-functional substituents such as halides and alkyl, alkoxy and sulfo groups which cause only small changes in the physical properties of the parent molecules, more complex structures have been introduced on the periphery of the phthalocyanine nucleus [5]. Among the many we may cite are crown ether [6][7][8][9][10], tetraaza [11][12][13], or diazatrioxa [14,15] macrocycles, tetraaza-crown ether double layers [16] and alkyl sulfides [17][18][19].…”