Triangular Triazine-Triphenylamine Functionalized Hybrid Fluorescent Porous Polymers for Detection and Photodegradation of Tetracycline Hydrochloride

First, an organic semiconductor fluorescent molecule of 4′,4″,4”’-(2,4,6-triphenyl-1,3,5-triazine)-4-( N,N -diphenyl-(1,1′-biphenyl)-4-amine (TPTz) is successfully synthesized by the Suzuki–Miyaura coupling reaction of 2,4,6-tris(4-bromophenyl)-1,3,5-triazine with 4-(diphenylamino)phenylboronic acid. TPTz offers as high as 85% fluorescence quantum yield and a strong solvent effect, with fluorescent colors across the visible spectrum in different solvents. Then, an organic–inorganic hybrid fluorescent porous polymer of PCS-TPTz with a surface area of 714 m 2 g –1 and pore volume of 0.660 cm 3 g –1 is prepared by the Friedel–Crafts reaction of TPTz and octavinylsilsesquioxane; PCS-TPTz showed a high fluorescence quantum yield of 17% with a large Stokes shift of up to 280 nm. The excellent fluorescence properties and insolubility of PCS-TPTz make it to act as a heterophase sensor for tetracycline hydrochloride (TH) with a K SV of 2.39 × 10 4 M –1 . In addition, PCS-TPTz exhibits an excellent photodegradation activity for antibiotic TH without the requirement for additional oxidants or pH adjustments. ESR spectra and free radical trapping experiment indicate that superoxide radical (•O 2 – ) is the active radical for achieving the photodegradation. The simultaneous detection and degradation of TH are achieved by PCS-TPTz.