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Triphenylamine

Triphenylamine structure

Triphenylamine 

structure
  • CAS No:

    603-34-9

  • Formula:

    C18H15N

  • Chemical Name:

    Triphenylamine

  • Synonyms:

    Benzenamine,N,N-diphenyl-;Triphenylamine;N,N-Diphenylbenzenamine;N,N-Diphenylaniline;NSC 66458;149006-34-8

  • Categories:

    Organic Chemistry  >  Amides

Description

Monoclinic crystals from EtOAc. Triphenylamine is a colorless crystalline solid.


Crystals or off-white lumpy solid. (NTP, 1992)|COLOURLESS-TO-WHITE POWDER WITH CHARACTERISTIC ODOUR.|Colorless solid.


Crystals or off-white lumpy solid. (NTP, 1992)

Triphenylamine Basic Attributes

245.32

245.32

2050487

210-035-5

NJS65M2DS2

1366

66458

DTXSID4022076

MONOCLINIC CRYSTALS FROM METHANOL, ETHYL ACETATE, BENZENE|Exist as colorless monoclinic prisms|Colorless solid

29214980

Characteristics

3.2

5.7

Off-white to slightly beige Crystalline Powder

0.774 g/cm3 @ Temp: 0 °C

127 °C

365 °C

365°C

1.646

H2O: insoluble

Store below +30°C.

3.92X10-4 mm Hg @ 25 deg C

Oral-Rat  LD50: 3200 mg/kg; Oral-Mouse LD50: 1600 mg/kg

Combustible; Fire site decomposes toxic nitrogen oxide gas

Insoluble in water.

Amines, Phosphines, and Pyridines

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.

7.60 eV

Dust explosion possible if in powder or granular form, mixed with air.

Safety Information

I; II; III

NONH for all modes of transport

2

36/38-36/37/38-38-36

26-28-37/39-26,37/39

YK2680000

Xi

Warehouse low temperature, ventilated, dry

Irritant

Dust and air mixed with fire source can explode

Stable. Combustible. Incompatible with strong oxidizing agents.

P280-P305 + P351 + P338-P337 + P313

H315-H319

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

ACGIH. Documentation of the threshold limit values and biological exposure indices; 6th Ed: 1658-1659 (1991). TLV-TWA, 5 mg/cu m.

The flash point of this chemical has not been determined, but it is probably combustible. (NTP, 1992)|Combustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P264, P280, P302+P352, P305+P351+P338, P321, P332+P313, P337+P313, and P362|Aggregated GHS information provided by 48 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.|H303: May be harmful if swallowed [Warning Acute toxicity, oral]|P31, and 312

Fires involving this material can be controlled with a dry chemical, carbon dioxide, foam or Halon extinguisher. (NTP, 1992)|Use water spray, powder, alcohol-resistant foam, carbon dioxide.

SMALL SPILLS AND LEAKAGE: If a spill of this chemical occurs, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with acetone and transfer the dampened material to a suitable container. Use absorbent paper dampened with acetone to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with acetone followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned. STORAGE PRECAUTIONS: You should store this material in a refrigerator. (NTP, 1992)

Skin: Wear appropriate personal protective clothing to prevent skin contact. Eyes: Wear appropriate eye protection to prevent eye contact. Wash skin: The worker should wash daily at the end of each work shift. Remove: No recommendation is made specifying the need for removing clothing that becomes wet or contaminated. Change: Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premise. (NIOSH, 2016)|Wear appropriate personal protective clothing to prevent skin contact.|Wear appropriate eye protection to prevent eye contact.|(See protection codes)

The worker should wash daily at the end of each work shift.|Workers whose clothing may have become contaminated should change into uncontaminated clothing before leaving the work premises.

Recommended Exposure Limit: 10 Hr Time-Weighted Avg: 5 mg/cu m.

Personal protection: particulate filter respirator adapted to the airborne concentration of the substance. Sweep spilled substance into covered sealable containers. If appropriate, moisten first to prevent dusting.

Separated from acids, strong oxidants and halogens.

A harmful concentration of airborne particles can be reached quickly when dispersed, especially if powdered.

The substance is mildly irritating to the eyes and skin.

NO open flames. Closed system, dust explosion-proof electrical equipment and lighting. Prevent deposition of dust.

PREVENT DISPERSION OF DUST!

Use ventilation.

Protective gloves.

Wear safety goggles.

Toxicity

moderately toxic

LD50 Mouse Oral 1600-3200 mg/kg Deaths were /SRP: occurred/ up to 2 days after admin.|LD50 Rat Oral 3200-6400 mg/kg Deaths were /SRP: occurred/ up to 11 days after admin.|LD50 Rat & Mouse Intraperitoneal >6400 mg/kg|LD50 Rat oral 3200 mg/kg|LD50 Mouse oral 1600 mg/kg

181.97 L/kg

INFORMATION MADE AVAILABLE BY EASTMAN KODAK COMPANY REVEALS THAT NO INJURIES HAVE OCCURRED AS RESULT OF HANDLING OF TRIPHENYL AMINE & THAT NO SPECIAL PRECAUTIONS ARE NECESSARY OTHER THAN THOSE USED FOR ROUTINE HANDLING OF ORGANIC COMPD.

Drug Information

Exposure Routes: inhalation, ingestion, skin and/or eye contact Target Organs: Skin (NIOSH, 2016)

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop. SKIN: IMMEDIATELY flood affected skin with water while removing and isolating all contaminated clothing. Gently wash all affected skin areas thoroughly with soap and water. If symptoms such as redness or irritation develop, IMMEDIATELY call a physician and be prepared to transport the victim to a hospital for treatment. INHALATION: IMMEDIATELY leave the contaminated area; take deep breaths of fresh air. If symptoms (such as wheezing, coughing, shortness of breath, or burning in the mouth, throat, or chest) develop, call a physician and be prepared to transport the victim to a hospital. Provide proper respiratory protection to rescuers entering an unknown atmosphere. Whenever possible, Self-Contained Breathing Apparatus (SCBA) should be used; if not available, use a level of protection greater than or equal to that advised under Protective Clothing. INGESTION: DO NOT INDUCE VOMITING. If the victim is conscious and not convulsing, give 1 or 2 glasses of water to dilute the chemical and IMMEDIATELY call a hospital or poison control center. Be prepared to transport the victim to a hospital if advised by a physician. If the victim is convulsing or unconscious, do not give anything by mouth, ensure that the victim's airway is open and lay the victim on his/her side with the head lower than the body. DO NOT INDUCE VOMITING. IMMEDIATELY transport the victim to a hospital. (NTP, 1992)|(See procedures)


Fresh air, rest.


Rinse and then wash skin with water and soap.


First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Basic treatment: Establish a patent airway. Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for pulmonary edema and treat if necessary ... . Monitor for shock and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with normal saline during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 ml/kg up to 200 ml of water for dilution if the patent can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . Cover skin burns with dry sterile dressings after decontamination ... . /Organic bases/Amines and related compounds/|Advanced treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious or has severe pulmonary edema. Positive-pressure ventilation techniques with a bag-valve-mask device may be beneficial. Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start an IV with D5W /SRP: "To keep open", minimal flow rate/. Use lactated Ringer's if signs of hypovolemia are present. Watch for signs of fluid overload. Administer 1% solution methylene blue if patient is symptomatic with severe hypoxia, cyanosis, and cardiac compromise not responding to oxygen. ... . Consider drug therapy for pulmonary edema ... . For hypotension with signs of hypovolemia, administer fluid cautiously. If patient is unresponsive to these measures, vasopressors may be helpful. Watch for signs of fluid overload ... . Treat seizures with diazepam (Valium) ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Organic bases/Amines and related compounds/

Industrial experience with triphenyl amine ... demonstrated that no injuries occurred as a result of handling of the compound & that no special precautions were necessary for triphenyl amine other than those used for the routine control of organic compounds.

The substance can be absorbed into the body by ingestion.|inhalation, ingestion, skin and/or eye contact

In Animals: irritation skin


Redness.


Redness.

Skin

Triphenylamine Use and Manufacturing

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. 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. It is used in the manufacture of photographic film. Triphenylamines (TPAs) are highly fluorescent compounds that are efficient to induce cell death upon visible light excitation. 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.

Benzenamine, N,N-diphenyl-: ACTIVE|Industrial experience with triphenylamine at the Eastman Kodak Company demonstrated that no injuries occurred as a result of handling of the compound and that no special precautions were necessary for triphenylamine other than those used for the routine control of organic compounds.

Computed Properties

Molecular Weight:245.3
XLogP3:5.7
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:3
Exact Mass:245.120449483
Monoisotopic Mass:245.120449483
Topological Polar Surface Area:3.2
Heavy Atom Count:19
Complexity:202
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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