102664-66-4

Basic information

• Product Name: N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE
• Synonyms: N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE;1,3,5-TRIS(PHENYLAMINO)BENZENE;NSC 19926;1,3,5-Benzenetriamine,N1,N3,N5-triphenyl-;N1,N3,N5-triphenylbenzene-1,3,5-triamine
• CAS NO: 102664-66-4
• Molecular Formula: C₂₄H₂₁N₃
• Molecular Weight: 351.44
• Mol File: 102664-66-4.mol

Chemical Properties

• Melting Point: 198 °C
• Boiling Point: 530.6 °C at 760 mmHg
• Flash Point: 297.9 °C
• Appearance: /
• Density: 1.222 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 1.36±0.50(Predicted)
• CAS DataBase Reference: N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE(102664-66-4)
• EPA Substance Registry System: N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE(102664-66-4)

Safety Data

• Hazardous Substances Data: 102664-66-4(Hazardous Substances Data)

Usage

Uses

Used in Rubber Industry:
N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE is used as an additive for enhancing the aging resistance and durability of rubber products. It serves as an antioxidant and antiozonant, protecting rubber materials from degradation caused by exposure to oxygen and ozone, which is crucial for the manufacturing of tires, hoses, belts, and other rubber-based goods.
Used in Plastics Production:
In the plastics industry, N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE is used as an antioxidant to extend the lifespan and improve the performance of plastic products. Its ability to prevent oxidative degradation contributes to maintaining the integrity and functionality of plastics over time.
Used in Adhesives Manufacturing:
N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE is utilized as a component in adhesives to ensure their long-term stability and performance. Its antioxidant properties help in preserving the adhesives from degradation, thereby ensuring their effectiveness in bonding applications.
Used in Other Synthetic Materials:
Beyond the mentioned industries, N,N',N''-TRIPHENYL-1,3,5-BENZENETRIAMINE finds applications in the production of other synthetic materials where its antioxidant characteristics are beneficial for extending product lifespan and maintaining optimal performance.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 62-53-3 aniline 
• 871877-82-6 2,4,6-trihydroxy-benzene-1,3-disulfonyl chloride 
• 716306-63-7 2,4,6-trihydroxybenzene-1,3,5-trisulfonic acid 
• 626-39-1 1,3,5-trisbromobenzene 
• 108-70-3 1,3,5-trichlorobenzene 

Downstream Products

• 126717-23-5 N¹,N¹,N³,N³,N⁵,N⁵-hexaphenyl-1,3,5-benzenetriamine 
• 138143-23-4 1,3,5-Tris[(3-methylphenyl)phenylamino]benzene 
• 126717-25-7 1,3,5-Tris[(4-methylphenyl)phenylamino]benzene 
• 1636889-27-4 10-phenyl-6,8-bis(phenylamino)-2,10-dihydrophenazin-2-one 

Relevant articles and documents

Hole-transporting materials for low donor content organic solar cells: Charge transport and device performance

Low donor content solar cells are an intriguing class of photovoltaic device about which there is still considerable discussion with respect to their mode of operation. We have synthesized a series of triphenylamine-based materials for use in low donor co

Structural effects of TDAB amorphous hole transporting materials on performance of organic EL device

For the fabrication of high stable organic electroluminescent device, we have synthesized amorphous molecular materials such as 1,3,5-tris(phenylphenylamino)benzene (TDAB), p-ClTDAB, p-BrTDAB and p-MetTDAB as hole transporting materials and investigated ITO/p-XTDAB (X=Br, Cl, methoxy)/Alq3/Al device emitted green light. It has been found that organic EL device consisting of ITO/p-BrTDAB/Alq3/Al showed high EL intensity. Especially, the durability and EL performance of organic EL device using the amorphous hole transporting material were studied.

Glass Formation and Phase Transition of Novel ?-Electron Starburst Molecules, 1,3,5-Tris(phenyl-2-thienylamino)benzene and 1,3,5-Tris(phenyl-3-thienylamino)benzene

Novel ?-electron strburst molecules, 1,3,5-tris(phenyl-2-thienylamino)benzene (α-TPTAB) and 1,3,5-tris(phenyl-3-thienylamino)benzene (β-TPTAB), are found to form amorphous glasses with well-defined glass-transition temperatures of 38 and 46 deg C, respect

3D-Conformer of tris[60]fullerenylated cis-Tris(diphenylamino-fluorene) as photoswitchable charge-polarizer on GHz-responsive trilayered core-shell dielectric nanoparticles

Novel 3D-configurated stereoisomers cis-cup-tris[C60>(DPAF-C9)] and trans-chair-tris[C60>(DPAF-C9)] were designed and synthesized in good yields. The former, with three C60> cages per molecule facing

Synthesis and photoluminescent properties of geometrically hindered cis-tris(diphenylaminofluorene) as precursors to light-emitting devices

A novel highly luminescent tris-fluorenyl ring-interconnected chromophore tris(DPAF-C9) was synthesized using a C3 symmetrical triaminobenzene core as the synthon. This structure bears three light-harvesting 2-diphenylamino-9,9-dialkylfluorenyl (DPAF) ring moieties with each attached by two branched 3′,5′,5′-trimethylhexyl (C9) arms. A major stereoisomer was chromatographically isolated and characterized to possess a 3D structural configuration of cis-conformer in a cup-form. Molecular calculation at B3LYP/6-31Glevel revealed the unexpected stability of this cis-cup-conformer of tris(DPAF-C9) better than that of the stereoisomer in a propeller-form and the trans-conformer. The structural geometry is proposed to be capable of minimizing the aggregation related self-quenching effect in the condensed phase. Fluorescence emission wavelength of tris(DPAF-C9) was found to be in a close range to that of PVK that led to its potential uses as the secondary blue hole-transporting material for enhancing the device property toward the modulation of PLED performance.

Synthesis and Intramolecular Energy- And Electron-Transfer of 3D-Conformeric Tris(fluorenyl-[60]fullerenylfluorene) Derivatives

New 3D conformers were synthesized to show a nanomolecular configuration with geometrically branched 2-diphenylaminofluorene (DPAF-C2M) chromophores using a symmetrical 1,3,5-triaminobenzene ring as the center core for the connection of three f

Buchwald-Hartwig Amination of Coordinating Heterocycles Enabled by Large-but-Flexible Pd-BIAN-NHC Catalysts**

A new class of large-but-flexible Pd-BIAN-NHC catalysts (BIAN=acenaphthoimidazolylidene, NHC=N-heterocyclic carbene) has been rationally designed to enable the challenging Buchwald-Hartwig amination of coordinating heterocycles. This robust class of BIAN-NHC catalysts permits cross-coupling under practical aerobic conditions of a variety of heterocycles with aryl, alkyl, and heteroarylamines, including historically challenging oxazoles and thiazoles as well as electron-deficient heterocycles containing multiple heteroatoms with BIAN-INon (N,N′-bis(2,6-di(4-heptyl)phenyl)-7H-acenaphtho[1,2-d]imidazol-8-ylidene) as the most effective ligand. Studies on the ligand structure and electronic properties of the carbene center are reported. The study should facilitate the discovery of even more active catalyst systems based on the unique BIAN-NHC scaffold.

Br?nsted Acid Catalyzed Functionalization of Aromatic Alcohols through Nucleophilic Substitution of Hydroxyl Group

The hydroxyl groups of naphthol and tautomerizable phenol derivatives have been substituted by O-, S-, N-, and C-centered nucleophiles under solvent-free reaction conditions. The products are generated in good to excellent yields. para-Toluenesulfonic acid exhibits the best catalytic activity compared to other Bronsted acids. Experimental observations suggest that the reaction proceeds through the intermediacy of the keto tautomer of naphthol. Nucleophilic addition to the carbonyl group followed by elimination of water generates the desired product. The present methodology provides access to substituted naphtho[2,1-b]furan derivatives. The products generated using N-centered nucleophiles can be further transformed to important classes of organic molecules such as benzocarbazole and imidazole derivatives.

O-Alkylation of phenol derivatives via a nucleophilic substitution

The alkylation of phenol derivatives can be achieved in good yield via Lewis or Bronsted acid. The only by-product of the reaction is water and the catalyst can be recycled when using Bronsted acid.

Phenylene bridged boron-nitrogen containing dendrimers

Figure Presented. The synthesis and characterization of novel phenylene bridged boron-nitrogen containing φ-conjugated dendrimers N3B6 and N3B3, with peripheral boron atoms and 1,3,5-triaminobenzene moiety as a core, are presented. UV-vis absorption and e