The covalent functionalization of MoS 2 with ap erylenediimide (PDI) is reported and the study is accompanied by detailed characterization of the newly prepared MoS 2-PDI hybrid material. Covalently functionalizedM oS 2 interfacing organic photoactive species has shown electron and/or energy accepting,energy reflecting or bi-directional electron accepting features.H erein, ar ationally designed PDI, unsubstituted at the perylene core to act as electron acceptor,f orces MoS 2 to fully demonstrate for the first time its electron donor capabilities.The photophysical response of MoS 2-PDI is visualized in an energy-level diagram, while femtosecond transient absorption studies disclose the formation of MoS 2 C +-PDIC À charge separated state.T he tunable electronic properties of MoS 2 ,a saresult of covalently linking photoactive organic species with precise characteristics,u nlock their potentiality and enable their application in light-harvesting and optoelectronic devices.

The synthesis and characterization of diketopyrrolopyrroles and perylenemonoimidodiesters linked to a substituted benzoic acid in the ortho, meta, and para positions, are reported. Grafting of these dyes on the surface of chiral silica nanohelices is used to probe how the morphology of the platform at the mesoscopic level affects the induction of chiroptical properties onto achiral molecular chromophores. The grafted structures are weakly (diketopyrrolopyrroles) or strongly (perylenemonoimidodiesters) emissive, exhibiting both locally-excited state emission and a broad, structureless emission assigned to excimers. The dissymmetry factors obtained using circular dichroism highlight optimized supramolecular organization between the chromophores for enhancing the chiroptical properties of the system. In the ortho-derivatives, poor organization due to steric hindrance is reflected in a low density of chromophores on walls of the silica-nanostructures (< 0.1 vs. > 0.3 and up to 0.6 molecules/nm 2 for the ortho and meta or para derivatives, respectively) and lower g abs values than in the other derivatives (g abs < 2 × 10 À 5 vs 6 × 10 À 5 for the ortho and para derivatives, respectively). The para derivatives presented a better organization and increased values of g abs . All grafted chromophores evidence varying degrees of excimer emission which was not found to directly correlate to their grafting density.

The covalent functionalization of MoS 2 with ap erylenediimide (PDI) is reported and the study is accompanied by detailed characterization of the newly prepared MoS 2-PDI hybrid material. Covalently functionalizedM oS 2 interfacing organic photoactive species has shown electron and/or energy accepting,energy reflecting or bi-directional electron accepting features.H erein, ar ationally designed PDI, unsubstituted at the perylene core to act as electron acceptor,f orces MoS 2 to fully demonstrate for the first time its electron donor capabilities.The photophysical response of MoS 2-PDI is visualized in an energy-level diagram, while femtosecond transient absorption studies disclose the formation of MoS 2 C +-PDIC À charge separated state.T he tunable electronic properties of MoS 2 ,a saresult of covalently linking photoactive organic species with precise characteristics,u nlock their potentiality and enable their application in light-harvesting and optoelectronic devices.

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The synthesis and characterization of two new water soluble 2,6-bis(imidazolylmethyl)-4-methylphenoxy-containing perylenediimides, PDI-1 and PDI-2, are described. These compounds demonstrate a high fluorescence quantum yield in water and were investigated as potential photosensitizers for generating reactive oxygen species with applications in anticancer activities. The HeLa cell line (VPH18) was used to evaluate their efficacy. Fluorescence microscopy was employed to confirm the successful internalization of PDI-1 and PDI-2, while confocal microscopy revealed the specific locations of both PDIs within the lysosomes and mitochondria. In vitro studies were conducted to evaluate the anticancer activity of PDI-1 and PDI-2. Remarkably, these photosensitizers demonstrated a significant ability to selectively eliminate cancer cells when exposed to a specific light wavelength. The water solubility, high fluorescence quantum yield, and selective cytotoxicity of these PDIs toward cancer cells highlight their potential as effective agents for targeted photodynamic therapy. In conclusion, the findings presented here provide a strong foundation for the future exploration and optimization of PDI-1 and PDI-2 as effective photosensitizers in photodynamic therapy, potentially leading to improved treatment strategies for cancer patients.