Synthesis of phthalocyanines with tridentate branched bulky and alkylthio groups

The synthesis and characterization of new organosoluble long chain-substituted metal-free and metallophthalocyanines by microwave irradiation

“…The solubility can be increased, however, by introducing crown ethers or long chain groups, such as alkyl or alkoxy into the peripheral positions of the phthalocyanine framework [7][8][9]. In last years, much effort has been dedicated to the microwave assisted synthesis of metal-free and metallophthalocyanines [10][11][12][13][14][15][16][17][18][19].…”

Novel phthalocyanines with pentafluorobenzyloxy-substituents

“…In the case of crown ethers as substituents, the molecules possess the capability of forming ion channels allowing the migration of alkali and alkaline-earth cations [30]. A consequence of incorporating a sulfanyl function on the periphery has been a shift of the Q band absorption to longer wave-lengths in the electronic spectra [31,32] and it is preferred for a number of applications such as far-IR absorbers and photosensitizers. The present paper reports, for the first time the synthesis and characterization of metal-free and metal phthalocyanines containing tetrakis-pentafluorophenoxy moieties on the periphery.…”

Synthesis and electrochemical properties of a series of novel tetra(4-benzoyl)phenoxyphthalocyanine derivatives

“…However, MPc derivatives 3b-3e show only a single band due to the →* transition of the- se completely conjugated 18  electron systems [8] in this region, since they have only twofold symmetry rather than the fourfold symmetry of 3a [28,29]. Compared with 3a, 3b-3e exhibit a slightly blue-shifted absorption.…”

“…However, their poor solubility in common organic solvents limits their applications. Introducing bulky substituents or long chain groups, such as alkyl or alkoxy groups, on the periphery of the phthalocyanine framework can enhance their solubility [8]. The introduction of sulfonyl [9], carboxyl [10], pyridine or amino groups [11] gives water-soluble phthalocyanines.…”