Oleate-protected
iron oxide magnetic nanoparticles (MNPs) were
encapsulated with amphiphilic comb polymer poly(maleic anhydride alt-1-octadecene) (PMAO) in order to achieve the phase transfer
to aqueous media and to load the resulting MNP–PMAO assemblies
with phenalenone (PN), a hydrophobic photosensitizer with a quantum
yield of singlet oxygen production close to unity. Steady-state fluorescence
measurements complemented with density functional theory calculations,
together with emission lifetime experiments, led us to conclude that
PN molecules in the hybrid nanomaterial are indeed localized in a
hydrophobic environment. In addition, laser flash-photolysis assays
confirmed the generation of the triplet state of PN and its quenching
by O2, an indication of the formation of singlet molecular
oxygen (1O2). For monodisperse magnetic nanocubes
(MNCs) 23 nm in edge length, the MNC–PMAO–PN nanohybrids
can be efficiently removed by magnetic decantation. We performed photodegradation
experiments of azoic derivative acid black 10B (AB10B), a dye commonly
used in the cosmetic industry and which is found in wastewaters. Irradiation
of a 0.01 mM AB10B solution for 120 min in the presence of the MNC–PMAO–PN
assemblies (200 mg L−1, expressed as iron oxide
concentration) led to a 76% decomposition of the dye at pH around
6. Unlike other methods based on Fenton processes, our strategy reaches
a significant photodegradation efficiency without the addition of
H2O2 or acids. Similar systems could be used
to encapsulate hydrophobic photosensitizers for other purposes, such
as bacterial inactivation and combined photodynamic and magnetic hyperthermia
therapies.