Abstract
Abstract In the present work an azomethinic pincer ( P ) possessing an ONNNO donor set was prepared via condensation reaction of diethylenetriamine and o -hydroxyacetophenone followed by silyl-functionalization (introduction of a triethoxysilylpropyl or silatranylpropyl group via urea linker) to afford P-Sil and P-Silt , respectively. The resulting products were characterized by various spectroscopic techniques, elemental analysis and single-crystal X-ray diffraction. They were further utilized for the fabrication of post-synthesis functionalized mesoporous silica nanoparticles (MSNs) using similar reaction conditions. The obtained hybrid materials (P-Sil@MSNs and P-Silt@MSNs) were characterized by scanning electron microscopy (SEM), transmission electron microscopy (TEM), thermogravimetry (TGA), nitrogen gas adsorption-desorption measurements and C,H,N microanalysis. The corresponding results revealed particularly high loading of organic moieties for the P-Silt functionalized particles. In addition, adsorption behavior of both materials towards the anionic dye eriochrome black T (EBT) was evaluated by examining the effect of pH, solution temperature, time and dye concentration. The maximum adsorption capacity of P-Silt@MSNs and P-Sil@MSNs at pH = 3 was found to be 101 mg g −1 and 69.9 mg g −1 , respectively (calculated on the basis of Langmuir model). The characterization and adsorption studies revealed better loading of organic moieties in P-Silt@MSNs with respect to P-Sil@MSNs. Furthermore, P-Silt@MSNs was used to adsorb the cationic dye methylene blue (MB) at pH = 8. Its maximum adsorption capacity reached 28 mg g −1 .
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