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HomeProduct name listTriphenylamine

Triphenylamine

  • CAS NO.:603-34-9
  • Empirical Formula: C18H15N
  • Molecular Weight: 245.32
  • MDL number: MFCD00003020
  • EINECS: 210-035-5
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-06-06 16:20:44
Triphenylamine Structural

What is Triphenylamine?

Chemical properties

Monoclinic crystals from EtOAc.

Chemical properties

Triphenylamine is a colorless crystalline solid.

The Uses of Triphenylamine

Organic 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.

The Uses of Triphenylamine

It is coated on photographic film, where it acts as photoconductor.

The Uses of Triphenylamine

Triphenylamine 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 Reactions

Insoluble in water.

Reactivity Profile

Triphenylamine 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 Hazard

Triphenyl 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 Hazard

The flash point of Triphenylamine has not been determined, but Triphenylamine is probably combustible.

Safety Profile

Moderately toxic by ingestion. When heated to decomposition it emits toxic fumes of NOx. See also AROMATIC AMINES.

Potential Exposure

Triphenylamine is used as a primary photoconductor and in making photographic film coated on photographic film bases.

Carcinogenicity

Triphenyl amine was not mutagenic in bacterial assays with or without metabolic activation.

Purification Methods

Crystallise 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.]

Incompatibilities

Incompatible 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.

Properties of Triphenylamine

Melting point: 124-128 °C (lit.)
Boiling point: 347-348 °C (lit.)
Density  0.7740
refractive index  1.3530 (estimate)
Flash point: 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 limits NIOSH: TWA 5 mg/m3
Stability: Stable. Combustible. Incompatible with strong oxidizing agents.
CAS DataBase Reference 603-34-9(CAS DataBase Reference)
NIST Chemistry Reference Benzenamine, N,N-diphenyl-(603-34-9)
EPA Substance Registry System Triphenylamine (603-34-9)

Safety information for Triphenylamine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P304+P340:IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405:Store locked up.

Computed Descriptors for Triphenylamine

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