title: Novel lipophilic lanthanide bis-phthalocyanines functionalized by pentadecylphenoxy groups: synthesis, characterization and UV-photostability.
abstract: Novel sandwich-type phthalocyanines containing a rare earth metal core (Pr, Nd, Eu-Lu) and macrocycles peripherally substituted by pentadecylphenoxy groups were synthesized using a cardanol-based phthalonitrile precursor and the respective lanthanide acetate. Additionally, the metal free-base analog compound was studied for comparison. The purified reaction products were all found to be thick and viscous substances at room temperature, showing liquid crystalline behavior with a distinct increase in fluidity at ca. 40 ° C. The complexes are readily soluble in chloroalkyl solvents and dissolve fairly well in DMF with some tendency to form aggregates. Besides they are strongly hydrophobic and reveal a peculiar affinity for lipophilic media. The compounds have been characterized by UV-Vis (absorption and emission), FTIR, MS and DSC methods. Photochemical activity in the liquid phase (dimethylformamide, dichloromethane, mineral oil) and the degree of photodegradation demonstrated under constant UV-irradiation (λ = 352 nm) have been analyzed and discussed in terms of photostability.
authors.affiliation: Faculty of Chemistry, Opole University, ul. Oleska 48, 45-052 Opole, Poland. rslota@uni.opole.pl
authors.forename: Rudolf
authors.initials: R
authors.lastname: Słota
authors.forename: Gabriela
authors.initials: G
authors.lastname: Dyrda
authors.forename: Maria
authors.initials: M
authors.lastname: Hofer
authors.forename: Giuseppe
authors.initials: G
authors.lastname: Mele
authors.forename: Ermelinda
authors.initials: E
authors.lastname: Bloise
authors.forename: Roberta
authors.initials: R
authors.lastname: del Sole
mesh_terms: D007211:Indoles / Q000737:chemistry*; D054833:Isoindoles; D028581:Lanthanoid Series Elements / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D010782:Photolysis; D014466:Ultraviolet Rays
chemical_list: D007211:Indoles; D054833:Isoindoles; D028581:Lanthanoid Series Elements; C013647:phthalocyanine