681004-60-4

Usage

Uses

Used in Coordination Polymers and Metal-Organic Frameworks:
4,4'-(1,4-phenylene)bis(4H-1,2,4-triazole) is used as a building block for the synthesis of coordination polymers and metal-organic frameworks due to its coordination ability with metal ions, which contributes to the formation of stable complexes.
Used in Energetic Materials:
In the field of energetic materials, 4,4'-(1,4-phenylene)bis(4H-1,2,4-triazole) is used as a component for the development of high-energy density materials and explosives, owing to its unique structure and properties that make it valuable for designing and synthesizing advanced materials with potential applications in various industries and scientific research.

Upstream product

• 16227-06-8 N,N-dimethylformamide azine dihydrochloride 
• 52761-74-7 4-(4-aminophenyl)-4H-1,2,4-triazole 
• 16227-06-8 {N'-[(dimethylamino)methylene]-N,N-dimethylhydrazonoformamide dihydrochloride} 
• 106-50-3 1,4-phenylenediamine 

Relevant academic research and scientific papers

A Comparison of Two Isoreticular Metal–Organic Frameworks with Cationic and Neutral Skeletons: Stability, Mechanism, and Catalytic Activity

Although many ionic metal–organic frameworks (MOFs) have been reported, little is known about how the charge of the skeleton affects the properties of the MOF materials. Herein we report how the chemical stability of MOFs can be substantially improved through embedding electrostatic interactions in structure. A MOF with a cationic skeleton is impervious to extremely acidic, oxidative, reductive, and high ionic strength conditions, such as 12 m HCl (301 days), aqua regia (86 days), H2O2 (30 days), and seawater (30 days), which is unprecedented for MOFs. DFT calculations suggested that steric hinderance and the repulsive interaction of the cationic framework toward positively charged species in microenvironments protects the vulnerable bonds in the structure. Diverse functionalities can be bestowed by substituting the counterions of the charged framework with identically charged functional species, which broadens the horizon in the design of MOFs adaptable to a demanding environment with specific functionalities.

Highly Selective Adsorption of C2/C1 Mixtures and Solvent-Dependent Thermochromic Properties in Metal-Organic Frameworks Containing Infinite Copper-Halogen Chains

Separation of light hydrocarbon mixtures is a very important but challenging industrial separation task. Here, we have synthesized two isostructural cationic metal-organic frameworks {[(Cu(Btz)X]·X·6H2O·0.25DMSO} (FJU-53, Btz = 1,4′-Bis(4H-1,2,4-triazol-4-yl)benzene, X = Cl or Br, DMSO = dimethyl sulfoxide) containing infinite copper-halogen chains and first demonstrated that the adsorption selectivity toward C2/C1 mixtures in the charged MOFs can be improved by tuning counter-anions. FJU-53 exhibits the highest selectivity for C2H2/CH4 separation at 296 K and 1 atm, and exceptional chemical stability in aqueous solutions with pH ranging from 1 to 13. In addition, FJU-53 also shows the attractive solvent- and halogen-dependent thermochromic behaviors. Its thermochromic mechanism is attributed to the thermally induced vibration of the infinite [(CuX)n]n+ chains, remarkably different from that for the traditional copper(II) halide materials, the thermochromism for which comes from the coordination geometry transformation or Jahn-Teller distortion.

A simplified approach to N- and N,N′-linked 1,2,4-triazoles by transamination

A facile one-step procedure for the preparation of 4,4′-bis-1,2,4- triazole is reported. Direct transamination of N,N-dimethyl-formamide azine dihydrochloride by heating with 4-amino-1,2,4-triazole in refluxing benzene readily yields the target molecule in short duration of time with significant yield (73%). This catalyst-free method was extended to synthesise a series of 4-substituted 1,2,4-triazoles of potential interest in coordination chemistry. Georg Thieme Verlag Stuttgart.