51545-36-9

Usage

Uses

Used in Organic Synthesis:
4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile is used as a building block in organic synthesis for the preparation of various organic molecules. Its structural properties allow it to be a key component in creating complex organic compounds.
Used in Dye and Pigment Production:
In the dye and pigment industry, 4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile is utilized as a starting material for the synthesis of dyes and pigments. Its chemical composition contributes to the color and stability of these products.
Used in Pharmaceutical Synthesis:
4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile serves as a starting material for the synthesis of pharmaceuticals. Its unique properties make it valuable in the development of new drugs and medicinal compounds.
Used in Agrochemical Production:
4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile is also used in the production of agrochemicals, where it acts as a starting material for the synthesis of various agricultural chemicals, contributing to crop protection and enhancement.
Used in Materials Science and Nanotechnology:
Due to its unique structural and chemical properties, 4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile has potential applications in materials science and nanotechnology. It can be employed in the development of new materials with specific properties for various applications.
Overall, 4′,4'',4'''-nitrilotribiphenyl-4-carbonitrile is a significant intermediate in the production of a wide range of industrial and scientific compounds, with its applications spanning across multiple industries.

Upstream product

• 1194-02-1 4-fluorobenzonitrile 
• 36602-05-8 4,4’-dicyanodipehnylamine 
• 4181-20-8 tris(4-iodophenyl)amine 
• 544-92-3 copper(I) cyanide 
• 873-74-5 4-Aminobenzonitrile 
• 4316-58-9 tri(p-bromophenyl)amine 
• 126747-14-6 4-cyanophenylboronic acid 
• 108-86-1 bromobenzene 
• 122-39-4 diphenylamine 
• 603-34-9 N,N-diphenylaminobenzene 
• 119001-43-3 tris(4-formylphenyl)amine 

Downstream Products

• 118996-38-6 4,4’,4’’-tricarboxyltriphenylamine 
• 1346621-21-3 tris[4-(1H-tetrazol-5-yl)phenyl]amine 
• 180507-07-7 triphenylamino-4,4',4''-tris-[N,N,N'-tris-(trimethylsilyl)-carboxamidine] 

Relevant academic research and scientific papers

Spacer group-controlled luminescence and response of C 3-symmetric triphenylamine derivatives towards force stimuli

Two C3-symmetric triphenylamine derivatives with three terminal cyano units as electron acceptors were prepared to investigate the effect of the spacer group on their photophysical properties and responses towards force. Their electronic transitions were carefully studied by electrochemistry, solvent-dependent spectroscopy and quantum chemical calculations. The results suggested that introducing a double bond between the donor and acceptor results in the longer absorption and emission wavelengths of TPAVCN owing to elevated HOMO and lowered LUMO energy levels and induces a larger excited state dipole moment because of the extended conjugated length. In polar solvents, both TPACN and TPAVCN possessed a longer emission wavelength. Theoretical calculations suggested that bathochromic shifts in emission bands could be ascribed to the large polar excited states owing to the light excitation-induced intramolecular charge transfer. Moreover, TPAVCN had a larger charge transfer length and average degree of the spatial extension of hole and electron distribution because of its longer molecular length. In crystals, TPAVCN had a longer emission wavelength relative to that of TPACN. Moreover, both compounds could reversibly change their fluorescence under force and solvent annealing stimuli, and their mechanochromic properties were regulated by spacer groups. TPACN changed its fluorescence from blue to cyan with a spectral shift of 12 nm after grinding, but a large spectral shift of 30 nm, and an obvious fluorescent color change from green to yellow were observed while grinding pristine TPAVCN solids.

Multicolored electrochromic and electrofluorochromic materials containing triphenylamine and benzoates

Six novel electrochromic materials, 4,4′,4′′-nitrilotribenzoates (NTBAs, a-f), with donor-acceptor structure, were designed by combining cathodically electrochromic benzoates as a color-tuning unit and anodically electrochromic triphenylamine as a fluorescence-quenching unit to achieve multi-electrochromism and electrofluorochromism. The stereochemistry of the NTBAs was investigated by single-crystal X-ray diffraction. The NTBAs showed a strong blue emission in N,N-dimethylformamide. When the NTBAs were introduced into electrochromic devices (ECDs), all six ECDs showed multicolored electrochromism. All six ECDs displayed electrofluorochromic behavior, which was possibly caused by the monocationic radical formed from the oxidation of the triphenylamine center. The ester substituents markedly influenced the colored states, switching cyclability, coloration efficiency, and electrofluorochromic properties. The compounds with saturated alkyl substituents (a-c) showed three colored states, namely yellow (at ±2.8 V), light red (at ±3.0 V), and orange red (at ±3.6 V), relatively better cyclability, high coloration efficiency (>220 cm2 C-1), and good electrofluorochromic properties. The compound with the shortest chain length (a) performed best. The compound with an unsaturated alkyl substituent (d) showed poor electrochromic and electrofluorochromic properties. The compounds with aryl substituents (e and f) showed three colored states, namely yellow (at ±2.6 V), purple (at ±3.0 V), and claret (at ±3.6 V), moderate coloration efficiency (ca. 200 cm2 C-1), and good electrofluorochromic properties. The cyclability was markedly improved when the aryl substituents contained an electron-donating group.

HCl·DMPU-assisted one-pot and metal-free conversion of aldehydes to nitriles

We report an efficient HCl·DMPU assisted one-pot conversion of aldehydes into nitriles. The use of HCl·DMPU as both an acidic source as well as a non-nucleophilic base constitutes an environmentally mild alternative for the preparation of nitriles. Our protocol proceeds smoothly without the use of toxic reagents and metal catalysts. Diverse functionalized aromatic, aliphatic and allylic aldehydes incorporating various functional groups were successfully converted to nitriles in excellent to quantitative yields. This protocol is characterized by a broad substrate scope, mild reaction conditions, and high scalability. This journal is

Synthetic method for tris(4-tetrazolylphenyl)amine

The invention discloses a synthetic method for tris(4-tetrazolylphenyl)amine, and belongs to the field of material chemistry. The technical scheme is as follows: under alkaline conditions, diphenylamine is reacted with a benzene halide to obtain triphenylamine, the triphenylamine is subjected to a substitution reaction with iodine to form tris(4-iodophenyl)amine, the tris(4-iodophenyl)amine is reacted with CuCN to form tris(4-cyanophenyl)amine, and finally the tris(4-cyanophenyl)amine is reacted with sodium azide to form the tris(4-tetrazolylphenyl)amine. A porous material constructed by a reaction of the prepared tris(4-tetrazolylphenyl)amine and a metal not only has the stability of carboxylic acid porous skeletons, but also realizes the functionalization in the pore channels, and the size of the pore channels can reach a mesoporous size; and the adsorption capacity of specific sulfur-containing small molecules by the tris(4-tetrazolylphenyl)amine further shows the potential application value of the tris(4-tetrazolylphenyl)amine, and the tris(4-tetrazolylphenyl)amine has meaning for development of high-performance petrochemical products.

Redox state manipulation of a tris(p-tetrazolylphenyl)amine ligand and its Mn2+ coordination frameworks

In situ spectroelectrochemical experiments coupled with UV/Vis/NIR, EPR, magnetism and fluorescence techniques have enabled insights into the electronic properties of the tris(p-tetrazolylphenyl)amine (H3TTPA) ligand and the new Mn2+

Highly Interpenetrated Robust Microporous Hydrogen-Bonded Organic Framework for Gas Separation

A hydrogen-bonded organic framework (HOF), HOF-11, has been successfully prepared by the slow diffusion of hexane into a tetrahydrofuran solution of tris(4-carboxyphenyl)amine (TCPA). HOF-11 has been characterized by single-crystal and powder X-ray diffra

A permanently porous single molecule H-bonded organic framework for selective CO2 capture

Permanent porosity has been realized in a hydrogen bonded framework formed by a single tripodal tricarboxylic acid molecule. The presence of three phenyl rings linked to a flexible sp3 nitrogen centre renders a near-propeller shape to the molec

Modulation of (non)linear optical properties in tripodal molecules by variation of the peripheral cyano acceptor moieties and the π-spacer

A series of twelve tripodal push-pull molecules with a central triphenylamine donor and peripheral cyano substituted acceptors has been prepared. These molecules possess systematically altered π-linkers as well as cyano acceptors. Based on the experimental properties measured by differential scanning calorimetry, electrochemistry, one and two photon absorption/emission spectroscopy, supported by the DFT calculations, thorough structure-property relationships were elucidated.

Charge instability of symmetry broken dipolar states in quadrupolar and octupolar triphenylamine derivatives

The quadrupolar and octupolar cyano triphenylamines shows symmetry broken dipolar charge transfer state, however, its stability can be controlled by the rotation of N-C bond of amino and phenylene moiety. the Partner Organisations 2014.

Silver coordination polymers based on neutral trinitrile ligand: Topology and the role of anion

One flexible star-shaped bridging molecule tris-(4-cyanophenyl)amine (TCPA) is synthesized from tris-(4-iodophenyl)amine by treatment with CuCN in hexamethylphosphorotriamide (HMPA) as a catalyst in high yield. Anion-template-controlled reactions of TCPA and silver salts give a series of coordination polymers (CPs) with various topological patterns. The complex [Ag(TCPA)(ClO4)]n·nC6H6 (1) forms an undulating 4.82 network, which displays unusual net entanglement. Two 4.82 nets interweave each other to give rise to 2-fold interpenetrating basic layers, which link together via double μ-O perchlorate bridging interactions. The complex [Ag(TCPA)(CF 3SO3)]n·2nC6H6 (2) forms noninterpenetrating (6,3) nets. The solid state structure of [Ag 3(TCPA)(CF3CO2)3] n·nCH2Cl2 (3) also is a (6,3) honeycomb network, differently, including a sphere-type Ag4(CF 3CO2)62- cluster-anion in the host frameworks, which is a rare example of the host cationic network containing a guest cluster-anion. The complexes [Ag(TCPA)(BF4)·0.5H 2O]n·1.5nC6H6 (4), [Ag(TCPA)(ClO4)·0.5H2O]n·nC 7H8·nH2O (5), and [Ag(TCPA)(CF 3SO3)·0.5H2O]n·1. 5nC6H6 (6) exhibit three similar (10,3) networks which form rare net entanglements. Four (10,3) nets interweave to generate a 4-fold interpenetrating assemble, which are closely united together via specific μ2-Owater bridging interactions. The complex [Ag 4(TCPA)2(CF3CO2)3(CF 3SO3)]n·nC6H 6·nCH2Cl2 (7) is a three-dimensional (3D) structure formed via multiple "zigzag" Ag4 chains. In this AgI-TCPA system, the structural diversities and topological differences of these networks result from the flexibilities of the bridging ligand TCPA and the template-effect of anions. The free rotation of three Ph-CN "arms" around the central N moiety results in TCPA adopting different conformation in the self-assembly process by using variational solvent system and/or counterions.