20440-93-1

Usage

Uses

Used in Organic Synthesis:
Tris(4-nitrophenyl)amine is used as a reagent in organic synthesis for the preparation of various organic compounds. Its unique structure and functional groups make it a versatile building block for the synthesis of complex organic molecules.
Used in Dyes:
Tris(4-nitrophenyl)amine is used as a dye in various industries, such as textiles, plastics, and printing inks. Its brown color and chemical stability make it suitable for coloring various materials.
Used in Metabolites:
Tris(4-nitrophenyl)amine is used as a metabolite in biochemical research and drug development. Its unique chemical properties allow it to be used as a probe or marker in studying metabolic pathways and enzyme activities.

InChI:InChI=1/C18H12N4O6/c23-20(24)16-7-1-13(2-8-16)19(14-3-9-17(10-4-14)21(25)26)15-5-11-18(12-6-15)22(27)28/h1-12H

Upstream product

• 100-01-6 4-nitro-aniline 
• 100-00-5 4-chlorobenzonitrile 
• 350-46-9 4-Fluoronitrobenzene 
• 1821-27-8 N,N-bis(p-nitrophenyl)amine 
• 603-34-9 N,N-diphenylaminobenzene 
• 106-50-3 1,4-phenylenediamine 
• 64-19-7 acetic acid 

Downstream Products

• 5981-09-9 4,4',4-triaminotriphenylamine 
• 114254-48-7 tris(4-amino)phenylamine trihydrochloride 
• 1267652-35-6 tris(4-[N-ethyl-N-(4-hydroxybutyl)amino]phenyl)amine 
• 1267652-34-5 tris(4-[N-ethyl-N-(4-methoxycarbonylpropanamido)]phenyl)amine 
• 1267652-33-4 tris(4-[N-ethyl,N-glycidylamino]phenyl)amine 
• 1267652-31-2 tris(4-[N-ethylamino]phenyl)amine 
• 777096-05-6 N,N',N''-tri(2,3-dihydroxybenzylidene)-4,4',4''-triaminotriphenylamine 

Relevant academic research and scientific papers

Synthesis and optical properties of redox-active triphenylamine-based derivatives with methoxy protecting groups

A series of novel redox-active triphenylamine-based materials, 4,4′-bis(4,4′-dimethoxydiphenylaminyl)-4′′-methoxytriphenylamine (BDATPA) and four related derivatives, including tris(4-methoxyphenyl)amine (TPA), N,N,N′,N′-tetrakis(4-methoxyphenyl)-1,4-phenylenediamine (TPPA), N,N,N′,N′-tetrakis(4-methoxyphenyl)-1,1′-biphenyl-4,4′-diamine (TPB) and tris(4-(4,4′-dimethoxyphenylaminyl)phenyl)amine (TPAPA), were readily prepared and their electrochemical, photoluminescence (PL) and electrochromic (EC) behaviors were investigated. Interestingly, only TPB exhibited high PL intensities in both solution and solid state, while the others revealed a much lower PL intensity in solution. All of these electroactive materials showed excellent electrochemical reversibility by cyclic voltammetry scanning with multi-color changes at the related oxidation states. Furthermore, UV-Vis and spectroelectrochemical measurements were also applied to evaluate and calculate the molar extinction coefficients in order to facilitate these materials as a color palette.

Covalently Trapped Triarylamine-Based Supramolecular Polymers

C3-Symmetric triarylamine trisamides (TATAs), decorated with three norbornene end groups, undergo supramolecular polymerization and further gelation by π–π stacking and hydrogen bonding of their TATA cores. By using subsequent ring-opening metathesis polymerization, these physical gels are permanently crosslinked into chemical gels. Detailed comparisons of the supramolecular stacks in solution, in the physical gel, and in the chemical gel states, are performed by optical spectroscopies, electronic spectroscopies, atomic force microscopy, electronic paramagnetic resonance spectroscopy, X-ray scattering, electronic transport measurements, and rheology. The results presented here clearly evidence that the core structure of the functional supramolecular polymers can be precisely retained during the covalent capture whereas the mechanical properties of the gels are concomitantly improved, with an increase of their storage modulus by two orders of magnitude.

Tr?ger's base functionalized recyclable porous covalent organic polymer (COP) for dye adsorption from water

Protection of the environment from the increasing threats of pollution from several chemical industries in a sustainable way has become a major global challenge. The colored effluents from the textile and dyestuff industries are major sources of pollution, contaminating water bodies. Herein, we have synthesized a covalent organic polymer TBTPACOP having a V-shaped Tr?ger's base unit in the framework with the notion that the unique cleft like architecture of TB will infuse porosity and robustness in the amorphous polymeric material. The covalent organic polymer (COP) was used for the adsorption of anionic acid dyes from aqueous effluent. The equilibrium adsorption capacity (qe) was found to be 188.96 mg g-1. The excellent dye adsorption capacity of the COP, adsorbing 95% of an acid dye (Acid Orange II) at room temperature within 70 min, along with its recyclability up to 4 consecutive cycles, makes TBTPACOP an extremely promising material for selective and efficient removal of acid dyes from aqueous effluent.

Trismaleimide Dendrimers: Helix-to-Superhelix Supramolecular Transition Accompanied by White-Light Emission

Reported here are unprecedented fluorescent superhelices composed of primary, supramolecular polymers of the opposite helical twist. A new class of functional dendrimers was synthesized by amino-ene click reactions, and they demonstrate an alternating OFF/ON fluorescence with generation growth. A peripherally alkyl-modified dendrimer displays helix-sense-selective supramolecular polymerization, which predominantly forms right-handed (or left-handed) helical supramolecular polymers in the solution containing chiral solvents. With increasing the concentration, these primary helical supramolecular polymers spontaneously twist around themselves in the opposite direction to form superhelical structures. Atomic force microscopy and circular dichroism measurements were used to directly observe the helix-to-superhelix transition occurring with a reversal in the helical direction. Exceptional white-light emission was observed during superhelix formation.

Strategic design of triphenylamine- and triphenyltriazine-based two-dimensional covalent organic frameworks for CO2 uptake and energy storage

Hexagonally ordered covalent organic frameworks (COFs) are interesting new crystalline porous materials that have massive potential for application in gas storage. Herein, we report the synthesis of two series of two-dimensional hexagonally ordered COFs - TPA-COFs and TPT-COFs - through one-pot polycondensations of tris(4-aminophenyl)amine (TPA-3NH2) and 2,4,6-tris(4-aminophenyl)triazine (TPT-3NH2), respectively, with triarylaldehydes featuring different degrees of planarity, symmetry, and nitrogen content. All the synthesized COFs exhibited high crystallinity, large BET surface areas (up to 1747 m2 g-1), excellent thermal stability, and pore size distributions from 1.80 to 2.55 nm. The symmetry and planarity of the monomers strongly affected the degrees of crystallinity and the BET surface areas of the resultant COFs. In addition, these COFs displayed excellent CO2 uptake efficiencies of up to 65.65 and 92.38 mg g-1 at 298 and 273 K, respectively. The incorporation of the more planar and higher-nitrogen-content triaryltriazine unit into the backbones of the TPA-COFs and TPT-COFs enhanced the interactions with CO2, leading to higher CO2 uptakes. Moreover, the synthesized COFs exhibited electrochemical properties because of their conjugated structures containing redox-active triphenylamine groups. This study exposes the importance of considering the symmetry and planarity of the monomers when designing highly crystalline COFs; indeed, the structures of COFs can be tailored to vary their functionalities for specific applications.

Structural effect on the resistive switching behavior of triphenylamine-based poly(azomethine)s

Linear and hyperbranched poly(azomethine)s (PAMs)-based on triphenylamine moieties are synthesized and used as the functioning layers in the Ta/PAM/Pt resistive switching memory devices. Comparably, the hyperbranched PAM with isotropic architecture and semi-crystalline nature shows enhanced memory behaviors with more uniform distribution of the HRS and LRS resistances.

Thermal and spectral stability of electroluminescent hyperbranched copolymers containing tetraphenylthiophene-quinoline-triphenylamine moieties

Fluorescent hyperbranched copolymers (HB-x, x = 1-4) with inherent tetraphenylthiophene, triphenylamine (TPA) and quinoline (Qu) moieties were prepared to study the influence of the TPA branching point on the thermal and the spectral stability. All the HB

Electrophilic nitration of triphenylamines as a route to high oxidation potential electrocatalysts. Polynitration, nitrodebromination, and bromine dance

The nitration of triphenylamine derivatives is facile, readily leading to an introduction of up to three nitro groups at room temperature. The nitration of 4,4′,4″-tribromotriphenylamine results in nitrodebromination on one or more rings and bromination a

Construction of electrocatalytic electrodes bearing the triphenylamine nucleus covalently bound to carbon. A halogen dance in protonated aminotriphenylamines

The triarylamine nucleus has been attached to a carbon fiber electrode by diazotization of an aminotriphenylamine followed by electrochemical reduction. The resulting electrodes can electrocatalyze the oxidation of organic substrates. In acid, 4-amino-4′,4″-dibromotriphenylamine undergoes dismutation into a mixture of amines containing from 0 to 3 bromine atoms.