» Articles » PMID: 39478999

Unveiling the Catalytic Potency of a Novel Hydrazone-linked Covalent Organic Framework for the Highly Efficient One-pot Synthesis of 1,2,4-triazolidine-3-thiones

Overview
Journal Nanoscale Adv
Specialty Biotechnology
Date 2024 Oct 31
PMID 39478999
Authors
Affiliations
Soon will be listed here.
Abstract

A novel hydrazone-linked covalent organic framework (TRIPOD-DHTH COF) was synthesized through the ultrasonic treatment of 2,5-dihydroxyterephthalohydrazide (DHTH) and 4,4',4''-[1,3,5-triazine-2,4,6-triyltris(oxy)]tris-benzaldehyde (TRIPOD). The COF was extensively analyzed using FT-IR, PXRD, SEM, TEM, BET, XPS, TGA, and DTA techniques. The characterization studies revealed the presence of mesoporous properties and high thermal stability, with a surface area measuring 2.78 m g and an average pore size of 8.88 nm. The developed COF demonstrated exceptional catalytic activity in synthesizing 1,2,4-triazolidine-3-thiones from thiosemicarbazide and various ketones and aldehydes using a water : ethanol (1 : 2) medium at room temperature. A significant yield (80-98%) of 1,2,4-triazolidine-3-thiones was obtained in a low reaction time (4-20 min). The role of TRIPOD as a precursor in the synthesis of the COF and as a reactant in the synthesis of 1,2,4-triazolidine-3-thione (3l) was found to be fascinating. The synthesized COF maintained its catalytic activity over eight runs, underscoring its efficiency and reusability, highlighting its potential for sustainable chemical syntheses.

References
1.
Tian M, Liu S, Bu X, Yu J, Yang X . Covalent Organic Frameworks: A Sustainable Photocatalyst toward Visible-Light-Accelerated C3 Arylation and Alkylation of Quinoxalin-2(1H)-ones. Chemistry. 2019; 26(2):369-373. DOI: 10.1002/chem.201903523. View

2.
Khaleghi N, Esmkhani M, Noori M, Dastyafteh N, Khalili Ghomi M, Mahdavi M . Copper supported modified magnetic carrageenan as a bio-based catalyst for the synthesis of novel scaffolds bearing the 1,2,3-triazole unit through the click reaction. Nanoscale Adv. 2024; 6(9):2337-2349. PMC: 11059478. DOI: 10.1039/d4na00022f. View

3.
Murali A, Lokhande G, Deo K, Brokesh A, Gaharwar A . Emerging 2D Nanomaterials for Biomedical Applications. Mater Today (Kidlington). 2021; 50:276-302. PMC: 8713997. DOI: 10.1016/j.mattod.2021.04.020. View

4.
Sharma G, Suresh P, Sharma S, Vijay Y, Mikroyannidis J . Effect of solvent and subsequent thermal annealing on the performance of phenylenevinylene copolymer: PCBM solar cells. ACS Appl Mater Interfaces. 2010; 2(2):504-10. DOI: 10.1021/am900728f. View

5.
Ding S, Wang W . Covalent organic frameworks (COFs): from design to applications. Chem Soc Rev. 2012; 42(2):548-68. DOI: 10.1039/c2cs35072f. View