Description
Tetraphenylbenzidine (CAS: 15546-43-7) is a high-purity organic compound with the molecular formula C36H28N2, widely utilized in advanced material research and electronic applications. Its IUPAC name, N,N-diphenyl-4-[4-(N-phenylanilino)phenyl]aniline, reflects its intricate aromatic structure, which contributes to its exceptional charge-transport properties. This compound is synthesized under stringent quality controls to ensure >98% purity, verified by HPLC and NMR analysis. Tetraphenylbenzidine is supplied as a fine, light-yellow crystalline powder with excellent solubility in common organic solvents such as toluene, THF, and dichloromethane. Ideal for researchers in organic electronics, it serves as a key building block for hole-transport materials (HTMs) in OLEDs, photovoltaics, and other optoelectronic devices. Store under inert conditions at 2-8°C to maintain stability.
Properties
- CAS Number: 15546-43-7
- Complexity: 557
- IUPAC Name: N,N-diphenyl-4-[4-(N-phenylanilino)phenyl]aniline
- InChI: InChI=1S/C36H28N2/c1-5-13-31(14-6-1)37(32-15-7-2-8-16-32)35-25-21-29(22-26-35)30-23-27-36(28-24-30)38(33-17-9-3-10-18-33)34-19-11-4-12-20-34/h1-28H
- InChI Key: DCZNSJVFOQPSRV-UHFFFAOYSA-N
- Exact Mass: 488.225248902
- Molecular Formula: C36H28N2
- Molecular Weight: 488.6
- SMILES: C1=CC=C(C=C1)N(C2=CC=CC=C2)C3=CC=C(C=C3)C4=CC=C(C=C4)N(C5=CC=CC=C5)C6=CC=CC=C6
- Topological: 6.5
- Monoisotopic Mass: 488.225248902
- Synonyms: 15546-43-7, N,N,N’,N’-Tetraphenylbenzidine, Tetraphenylbenzidine, Triphenyl diamine, [1,1′-Biphenyl]-4,4′-diamine, N4,N4,N4′,N4′-tetraphenyl-, N,N,N1,N1-Tetraphenylbenzidine, [1,1′-Biphenyl]-4,4′-diamine, N,N,N’,N’-tetraphenyl-, EINECS 239-599-0, DTXSID2065913, N,N,N’,N’-Tetraphenyl(1,1′-biphenyl)-4,4′-diamine, (1,1′-Biphenyl)-4,4′-diamine, N,N,N’,N’-tetraphenyl-, N,N,N’,N’-tetraphenyl[1,1′-biphenyl]-4,4′-diamine, (1,1′-Biphenyl)-4,4′-diamine, N4,N4,N4′,N4′-tetraphenyl-, DTXCID8035005, 239-599-0, N,N,N,N-Tetraphenylbenzidine, N4,N4,N4′,N4′-Tetraphenyl-[1,1′-biphenyl]-4,4′-diamine, Tetra-N-phenylbenzidine, N,N-diphenyl-4-[4-(N-phenylanilino)phenyl]aniline, 4,4′-Bis(diphenylamino)biphenyl, MFCD00228123, N,N,N’,N’-Tetraphenyl-1,1′-biphenyl-4,4′-diamine, N4,N4,N4′,N4′-Tetraphenyl-[1,1′-biphenyl]-4,4′-diamine;N,N,N’,N’-Tetraphenylbenzidine [TPB], C36H28N2, N,N’-Diphenyl-N,N’,Di-m-tolyl-benzidine, SCHEMBL76699, YSWG755, Tetra-N-phenylbenzidine, 97%, DCZNSJVFOQPSRV-UHFFFAOYSA-N, GEO-02532, AKOS015840674, AC-1508, SB66534, AS-70106, SY038312, NS00051398, T1812, T3266, N4,N4,N4′,N4′-tetraphenylbiphenyl-4,4′-diamine, N,N,N’,N’-Tetraphenylbenzidine (purified by sublimation), N,N,N inverted exclamation mark ,N inverted exclamation mark -Tetraphenylbenzidine
Application
Tetraphenylbenzidine is primarily employed as a hole-transport material (HTM) in organic light-emitting diodes (OLEDs) due to its high hole mobility and thermal stability. It is also used in the fabrication of organic photovoltaic (OPV) cells to enhance charge separation and device efficiency. Researchers leverage its redox-active properties in electrochemical sensors and as a dopant for conductive polymers. Additionally, it serves as a precursor for synthesizing advanced organic semiconductors with tailored electronic properties.
Safety and Hazards
GHS Hazard Statements
- H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
- H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
- H335 (100%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
Precautionary Statements
- P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501
Hazard Classes and Categories
- Skin Irrit. 2 (100%)
- Eye Irrit. 2 (100%)
- STOT SE 3 (100%)
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