Two new hybrid magnetic recyclable nanomaterials are developed. These new materials are based on bisimide perylene dopamine or bisimide perylene 3-aminopropyltriethoxysilane and iron oxide nanoparticles. One of them, the bisimide perylene dopamine, has proven to be very efficient in the removal, by magneto filtration, of 15 carcinogenic polycyclic aromatic compounds (PAHs), especially naphthalene, acenaphthene, anthracene, phenanthrene, and fluorene. These compounds are known to be common contaminants of drinking and underground water. This nanomaterial presents a high dispersivity and stability in an aqueous media, and it is capable of forming supramolecular fluorescent magnetic nanofibers with benzo-alpha-pyrene or benzo[k]fluoranthene, BKF. This strong association is due to hydrophobic forces and the π-π interaction, between the bisimide perylene motif and the polycyclic aromatic compounds. The resilience of this material is tested in different media. No good results are obtained in ethanol, acetone, or acetonitrile, but an 85% recovery is achieved using toluene or hexane. Once washed, nanoparticles are shown to retain their ability to continue capturing PAHs.

It has been recently evidenced that hybrid magnetic nanomaterials based on perylene diimide (PDI) dopamine and iron oxide nanoparticles are useful for the adsorption and determination of volatile organic compounds (VOCs). However, NDI compounds are expensive and difficult to handle compared to smaller size diimides. Therefore, in this manuscript a combined experimental and theoretical investigation is reported including the analysis of the effect of changing the aromatic surface on the ability of these magnetite supported organic-inorganic hybrid nanoparticles (NPs) to adsorb several aromatic and non-aromatic VOCs. In particular, two new hybrid Fe 3 O 4 NPs are synthesized and characterized where the size of organic PDI dopamine linker is progressively reduced to naphthalene diimide (NDI) and pyromellitic diimide (PMDI). These materials were utilized to fill two sorbent tubes in series. Thermal desorption (TD) combined with capillary gas chromatography (GC)/flame detector (FID) was used to analyze both front and back tubes. Adsorption values (defined as % VOCs found in the front tube) were determined for a series of VOCs. The binding energies (DFT-D3 calculations) of VOC-Fe 3 O 4 NP complexes were also computed to correlate the electron-accepting ability of the arylene diimide (PDI, NDI or PMDI) with the adsorption capacity of the different tubes. The prepared hybrids can be easily separated magnetically and showed great reusability. † Electronic supplementary information (ESI) available: SEM micrographic images, DLS size distribution and zeta potential of all hybrid nanoparticles used in this work. 1 H-NMR and 13 C-NMR spectra of the imide-dopamine compounds and IR spectra of all compounds used in this manuscript. See Scheme 1 PMDI (1), NDI (2) and PDI (3) derivatives used to functionalize the Fe 3 O 4 NP. VOCs 4 to 9 used in this study.This journal is

Supramolecular aggregates formed between polycyclic aromatic hydrocarbons and either naphthalene or perylene-derived diimides have been anchored in magnetite magnetic nanoparticles. The high affinity and stability of these aggregates allow them to capture and confine these extremely carcinogenic contaminants in a reduced space. In some cases, the high cohesion of these aggregates leads to the formation of magnetic microfibres of several microns in length, which can be isolated from the solution by the direct action of a magnet. Here we show a practical application of bioremediation aimed at the environmental decontamination of naphthalene, a very profuse contaminant, based on the uptake, sequestration, and acceleration of the biodegradation of the formed supramolecular aggregate, by the direct action of a bacterium of the lineage Roseobacter (biocompatible with nanostructured receptors and very widespread in marine environments) without providing more toxicity to the environment.