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Triphenylamine

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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
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Triphenylamine Chemical Properties

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)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/38-36/37/38-38-36
Safety Statements 
26-28-37/39-26,37/39
OEB
B
OEL
TWA: 5 mg/m3
WGK Germany 
2
RTECS 
YK2680000
Hazard Note 
Irritant
TSCA 
Yes
HS Code 
29214980
Hazardous Substances Data
603-34-9(Hazardous Substances Data)

MSDS

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Triphenylamine Usage And Synthesis

Chemical Properties

Triphenylamine is a colorless crystalline solid.

Chemical Properties

Monoclinic crystals from EtOAc.

Uses

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

Uses

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.

Uses

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.

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.

Triphenylamine Preparation Products And Raw materials

Preparation Products

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