Synthesis and Characterization of Tetrasubstituted Porphyrin Tin(IV) Complexes and Their Adsorption Properties over Tetracycline Antibiotics

New tetrasubstituted porphyrin tin complexes (5–14) were prepared in two different ways: In the first preparation procedure, tin porphyrin complexes were prepared by a direct reaction of butyltin trichloride and dibutyltin dichloride with tetra/tetrakis(4-X-phenyl)porphyrins (X = H, F, Cl, Br, CF3, CH3O, and (CH3)2N). In the second procedure, the same tin porphyrin complexes were synthesized from the reaction of butyltin trichloride and dibutyltin dichloride with lithium porphyrinato derivatives. These novel tin complexes were characterized by elemental analysis, 1H, 13C NMR, FTIR, UV-Vis spectroscopy, and mass spectrometry. Among these complexes, tin porphyrin containing methoxy group [Bu2Sn(TMOPP)] was tested as an adsorbent to remove tetracycline antibiotics from wastewater. The TTC antibiotic removal efficiency (R%) of this complex was measured using UV-Vis spectroscopy. After 120 min of equilibration, the final R% and adsorption capacity (qt) were measured at 60.15% and 18.10 mg/g, respectively.