6533b829fe1ef96bd128a618
RESEARCH PRODUCT
Novel Lipophilic Lanthanide Bis-Phthalocyanines Functionalized by Pentadecylphenoxy Groups: Synthesis, Characterization and UV-Photostability
Ermelinda BloiseGabriela DyrdaRudolf SłotaGiuseppe MeleMaria HoferRoberta Del Solesubject
LanthanideIndolesMagnetic Resonance SpectroscopyUltraviolet Rayslanthanide bis-phthalocyaninePharmaceutical ScienceIsoindolesPhotochemistryphotostabilityLanthanoid Series ElementsArticleAnalytical Chemistrylcsh:QD241-441Phthalonitrilechemistry.chemical_compoundUltraviolet visible spectroscopylcsh:Organic chemistrylanthanide bis-phthalocyanines; cardanol; UV-Vis spectroscopy; photostabilityDrug DiscoverycardanolPhysical and Theoretical ChemistryPhotodegradationlanthanide bis-phthalocyaninesDichloromethaneCardanolPhotolysisMolecular StructureOrganic ChemistryUV-Vis spectroscopychemistryChemistry (miscellaneous)Molecular MedicineDimethylformamideAbsorption (chemistry)description
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.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2012-09-01 | Molecules |