Mechanochemical Synthesis of a New Triptycene-Based Imine-Linked Covalent Organic Polymer for Degradation of Organic Dye

Abstract

In the present work, a novel triptycene-based imine-linked covalent organic polymer (TP-COP) was designed and synthesized via room-temperature, solvent-free mechanochemical grinding. The as-synthesized TP-COP material was fully characterized by Fourier transform infrared spectroscopy, solid-state NMR, field emission scanning electron microscopy (FESEM), high-resolution transmission electron microscopy (HRTEM), Brunauer−Emmett−Teller method, thermogravimetric analysis, diffuse reflectance spectroscopy (DRS), and electron paramagnetic resonance (EPR). The HRTEM image of TP-COP clearly indicates the presence of graphene-like layered morphology (exfoliated layers). The DRS study reveals that TP-COP exhibited a low optical band gap value of 2.49 eV, implying its semiconducting nature. Further, the EPR study confirmed the semiconducting behavior of TP-COP through the generation of free radicals. These findings suggest that TP-COP could be used as an efficient photocatayst for the degradation of organic dye (RhB) under solar irradiation. Moreover, TP-COP showed excellent reusability in degrading dye (RhB) without obvious performance decay.

Recent Advances in Covalent Organic Frameworks for Catalysis

“…More interestingly,c atalytically active metal nano-particles are also loaded into the pore channels of COFs, and thus generally facilitating the chemical reactions. [107][108][109][110] Recently,P reet et al [111] reportedt he novel sulfur-doped ordered mesoporous carbons( S-OMCs)c atalyst to activate persulfate for p-nitrophe- [105] The as-synthesized heterogeneousc atalyst (Au 0 @TpPa-1)s howed as plendid catalytic activity and the reductionr eaction of 4-nitrophenol to 4-aminophenol was completed within 13 min, whichcould be attributed to the fine distribution of tiny Au nanoparticles (about 5 AE 3nm) at the surface of the COFs.…”

“…Moreover,C OFs is also ap owerful candidate for some advancedoxidation process, such as chemical oxidationo fo rganic contaminants and Feton reaction, etc. [107][108][109][110] Recently,P reet et al [111] reportedt he novel sulfur-doped ordered mesoporous carbons( S-OMCs)c atalyst to activate persulfate for p-nitrophe-…”

“…These facts strongly motivated both chemists and materials scientists to explore the efficient catalysts for isomerization catalysis. As COFs had been extensively investigated as heterogeneous catalysts and demonstrated excellentc atalytic performance in classical, the use of COFs based materials to catalyze in isomerization systems is also gaining attention.I n2 016, Bergens et al [110] demonstrated that allylic alcohols are transformed into butanone at 70 8Cusing ruthenium-BINAP-containing COF catalyst. The formation of the ruthenium-based COF implied an alternating ring-opening metathesis polymerization.…”

“…The 2D COFs catalyst not only displayed excellent thermal stability and owned a large surface area, but also provided wonderful catalytic performance and recyclability towards oxidation of styrene to benzaldehyde. Moreover, COFs is also a powerful candidate for some advanced oxidation process, such as chemical oxidation of organic contaminants and Feton reaction, etc . Recently, Preet et al .…”

“…As COFs had been extensively investigated as heterogeneous catalysts and demonstrated excellent catalytic performance in classical, the use of COFs based materials to catalyze in isomerization systems is also gaining attention. In 2016, Bergens et al . demonstrated that allylic alcohols are transformed into butanone at 70 °C using ruthenium‐BINAP‐containing COF catalyst.…”