Triphenylamine

Triphenylamine Basic information
Product Name:Triphenylamine
Synonyms:amine,triphenyl;N,N,N-Triphenylamine;n,n-diphenyl-benzenamin;Trisphenylamine 98%;Three aniline;4-diphenylaminobenzene;Triphenylamine Vetec(TM) reagent grade, 98%;TRIPHENYLAMINE
CAS:603-34-9
MF:C18H15N
MW:245.32
EINECS:210-035-5
Product Categories:Pyridines;Amines;White crystalline powder;Dye Intermediate;C11 to C38;Nitrogen Compounds;Triphenylamine series;White Powder;Phenylamine Series
Mol File:603-34-9.mol
Triphenylamine Structure
Triphenylamine Chemical Properties
Melting point 124-128 °C (lit.)
Boiling point 347-348 °C (lit.)
density 0.7740
refractive index 1.3530 (estimate)
Fp 365°C
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly)
pka-3.04±0.30(Predicted)
form Crystalline Powder
color Off-white to slightly beige
Water Solubility insoluble
BRN 2050487
Exposure limitsNIOSH: TWA 5 mg/m3
Stability:Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference603-34-9(CAS DataBase Reference)
NIST Chemistry ReferenceBenzenamine, N,N-diphenyl-(603-34-9)
EPA Substance Registry SystemTriphenylamine (603-34-9)
Safety Information
Hazard Codes Xi
Risk Statements 36/38-36/37/38-38-36
Safety Statements 26-28-37/39-26,37/39
WGK Germany 2
RTECS YK2680000
Hazard Note Irritant
TSCA Yes
HS Code 29214980
Hazardous Substances Data603-34-9(Hazardous Substances Data)
MSDS Information
ProviderLanguage
N,N-diphenylbenzenamine English
SigmaAldrich English
ACROS English
ALFA English
Triphenylamine Usage And Synthesis
Chemical PropertiesMonoclinic crystals from EtOAc.
Chemical PropertiesTriphenylamine is a colorless crystalline solid.
UsesOrganic light-emitting diode (OLED) devices have received much attention, because they are expected to be a next generation display and light source, thanks to lightweight and flexible organic materials.
  1. Triphenylamine is a propeller-like structural chromophore with a nitrogen atom center. The compound has a large steric hindrance and hyper conjugation electronic effect, which can enhance the stability of the nitrogen atomic radical. Triphenylamine materials also have a high hole mobility due to their unique free radicals nature. Many hole transport materials based on triphenylamine derivatives (TPD) are widely usable,because they are heat-resistant and amorphous.In addition to the TPDs, oxadiazole derivatives (PBD) having an electron transport property, Alq3 as a host material,and blue emissive distylyl derivatives are fundamental materials for amorphous OLED devices.
  2. It is used in the manufacture of photographic film.
  3. Triphenylamines (TPAs) are highly fluorescent compounds that are efficient to induce cell death upon visible light excitation.
  4. Triphenylamine is used in organic light-emitting diode as hole-transporters and as a pharmaceutical intermediate.
  5. It is coated on film bases as primary photoconductor.
UsesIt is coated on photographic film, where it acts as photoconductor.
UsesTriphenylamine is used in organic light-emitting diode as hole-transporters and as a pharmaceutical intermediate. It is coated on film bases as primary photoconductor.
Synthesis Reference(s)Canadian Journal of Chemistry, 61, p. 86, 1983 DOI: 10.1139/v83-015
Organic Syntheses, Coll. Vol. 1, p. 544, 1941
Air & Water ReactionsInsoluble in water.
Reactivity ProfileTriphenylamine neutralizes acids in exothermic reactions to form salts plus water. May be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen may be generated in combination with strong reducing agents, such as hydrides.
Health HazardTriphenyl amine is considered to have low systemic toxicity, but it may act as a slight skin irritant. Adverse effects have not been reported in humans.
Fire HazardThe flash point of Triphenylamine has not been determined, but Triphenylamine is probably combustible.
Safety ProfileModerately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also AROMATIC AMINES.
Potential ExposureTriphenylamine is used as a primary photoconductor and in making photographic film coated on photographic film bases.
CarcinogenicityTriphenyl amine was not mutagenic in bacterial assays with or without metabolic activation.
Purification MethodsCrystallise the amine from EtOH or from *benzene/absolute EtOH, diethyl ether and pet ether. It is sublimed under vacuum and carefully dried in a vacuum line. Store it in the dark under nitrogen. [Beilstein 12 IV 276.]
IncompatibilitiesIncompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxo acids, epoxides, aldehydes, ketones.
Triphenylamine Preparation Products And Raw materials
Preparation Products4,4'-DIFORMYLTRIPHENYLAMINE-->Benzenamine, 4-iodo-N-(4-iodophenyl)-N-phenyl--->Tris(4-iodophenyl)amine-->4-Fluoro-N,N-diphenylbenzenamine-->N-PHENYLCARBAZOLE HYDROCHLORIDE-->N-(4-IODOPHENYL)-N-PHENYLBENZENAMINE-->N,N-Diphenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)aniline-->TAPA-->N-(4-BroMophenyl)-N,N-bis(1,1'-biphenyl-4-yl)aMine-->Benzoic acid, 4,4'-(phenylimino)bis-
Tris(4-bromophenyl)amine 4-(DIPHENYLAMINO)BENZALDEHYDE DIPHENYLHYDRAZONE N,N'-BIS(4-CHLOROPHENYL)-N,N'-DIPHENYL-1,4-PHENYLENEDIAMINE 2-BENZOYLACETANILIDE N,N-DIPHENYLBENZIDINE 4-(Trifluoromethoxy)aniline Benzidine 4-Bromotriphenylamine BIS-(4-NITROPHENYL)PHENYLAMINE N,N-Dimethylaniline POLYANILINE N,N'-DI(4-DIPHENYLAMINOPHENYL)-PERYLENE-TETRACARBONIC ACID, DIAMIDE Diphenylamine 4-Chloroaniline RARECHEM AL BF 0376 Triphenylamine 2,4,5-Trifluoroaniline 4-Nitroaniline

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