Triphenylamin

Triphenylamine

HCID 11775CAS 603-34-9

Grundinformationen

Standard-SMILES
c1ccc(N(c2ccccc2)c2ccccc2)cc1
InChIKey
ODHXBMXNKOYIBV-UHFFFAOYSA-N
Summenformel
C18H15N
Durchschnittliche Molmasse
245,3 g/mol
Monoisotopische Masse
245,12044948

Namen und Bezeichner

Bevorzugter Name
Triphenylamine
IUPAC
N,N-diphenylaniline
Lokaler Name
Triphenylamin
Englischer Name
Triphenylamine
Summenformel
C18H15N
Molmasse
245.32

Namen und Synonyme

TRIPHENYLAMINEN,N-DiphenylanilineBenzenamine, N,N-diphenyl-Triphenyl amineN,N-DiphenylbenzenamineAmine, triphenylCCRIS 4887HSDB 2098UNII-NJS65M2DS2EINECS 210-035-5NJS65M2DS2NSC 66458
Weitere Namen anzeigen
TriphenylaminTriphenylamine (TPA)Three anilineamine,triphenylTrisphenylamineTriphenylamine99+%Triphenylamine,98%Triphenylamine >
AI3-17278NSC-66458DTXSID4022076N,N-DIPHENYLANILINE [HSDB]N,NDiphenylanilineN,NDiphenylbenzenamineRefChem:191895Triphenyl amine (ACGIH)

Datenbank-Bezeichner

CAS
603-34-9
PubChem CID
11775
DTXSID
DTXSID4022076
ChEMBL
CHEMBL3819197
UNII
NJS65M2DS2
EC Number
210-035-5
Nikkaji
J54.231H

Eigenschaften

Berechnete Struktureigenschaften

XLogP
5,7
Polarare Oberfläche (TPSA)
3,2 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
1
Frei drehbare Bindungen
3
Schwere Atome
19

Experimentelle und physikochemische Eigenschaften

LogP · 2 Einträge

log Kow= 5.74

5.74

Density · 4 Einträge

0.774 at 32 °F (NTP, 1992) - Less dense than water; will float

0.774 @ 0 °C/0 °C

0.77 g/cm³

0.77

Color/Form · 3 Einträge

MONOCLINIC CRYSTALS FROM METHANOL, ETHYL ACETATE, BENZENE

Exist as colorless monoclinic prisms

Colorless solid

Solubility · 4 Einträge

less than 1 mg/mL at 68 °F (NTP, 1992)

Insoluble in water, slightly soluble in ethanol, and soluble in ethyl ether and benzene

Solubility in water: very poor

Insoluble

Flash Point · 2 Einträge

180 °C

180 °C o.c.

Boiling Point · 4 Einträge

657 to 658 °F at 760 mmHg ; 383-401 °F at 10-22 mmHg (NTP, 1992)

365 °C

365 °C

689 °F

Physikochemische Eigenschaften

Schmelzpunkt
124 · 124-128 °C (lit.)
Siedepunkt
347 · 347-348 °C (lit.)
Dichte
0.774 · 0.7740
Brechungsindex
1.353 · 1.3530 (estimate)
Flammpunkt
365 °C · 365°C
storage temp.
Sealed in dry,Room Temperature

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation];H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation];H335 (10.2%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]

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 (click each P-code to see the statement)

Aggregated GHS information provided per 49 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

Not Classified

Gefahrenhinweise

Regulatory Information · 2 Einträge

Chemical: Benzenamine, N,N-diphenyl-

Triphenyl amine: Does not have an individual approval but may be used under an appropriate group standard

Fire Hazards · 2 Einträge

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.

Health HazardsExcerpt from NIOSH Pocket Guide for Triphenylamine:;Exposure Routes: Inhalation, ingestion, skin and/or eye contact;Symptoms: In Animals: irritation skin;Target Organs: Skin (NIOSH, 2024)
Hazards SummaryEastman Kodak reported no adverse health effects after extensive use of this chemical. [HSDB] A mild skin and eye irritant; [ICSC]
Reactive GroupAmines, Phosphines, and Pyridines;Hydrocarbons, Aromatic
Special ReportsACGIH. Documentation of the threshold limit values and biological exposure indices; 6th Ed: 1658-1659 (1991). TLV-TWA, 5 mg/cu m.

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

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.

First Aid Measures · 4 Einträge

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.

Rinse mouth.

First Aid · 2 Einträge

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)

(General first aid procedures);Eye: Irrigate immediately - If this chemical contacts the eyes, immediately wash (irrigate) the eyes with large amounts of water, occasionally lifting the lower and upper lids. Get medical attention immediately.;Skin: Soap wash - If this chemical contacts the skin, wash the contaminated skin with soap and water.;Breathing: Respiratory support;Swallow: Medical attention immediately - If this chemical has been swallowed, get medical attention immediately.

Safe StorageSeparated from acids, strong oxidants and halogens.
Nonfire Spill Response · 1 Eintrag

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)

Disposal Methods · 1 Eintrag

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.

Toxikologische Informationen

Target OrgansSkin
Exposure Routes · 2 Einträge

The substance can be absorbed into the body by ingestion.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 3 Einträge

Redness.

Redness.

In Animals: irritation skin

ICSC Environmental DataEnvironmental effects from the substance have not been investigated adequately.
Human Toxicity Excerpts · 1 Eintrag

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.

Non-Human Toxicity Excerpts · 2 Einträge

SCREENING TEST IN RATS INDICATED ORAL LD50...TO BE BETWEEN 3200-6400 MG/KG, WHILE IN MICE LD50 VARIED FROM 1600-3200 MG/KG. INTRAPERITONEALLY IN BOTH SPECIES LD50 WAS GREATER THAN 6400 MG/KG. DEATHS OCCURRED IN...ORAL ADMIN IN RATS UP TO 6 DAYS AFTER ADMIN & UP TO 2 DAYS IN...MICE. IP NO DEATHS OCCURRED @ 6400 MG/KG LEVEL.

A 10% SOLN OF COMPD IN MIXT OF 9:1 ACETONE: CORN OIL APPLIED TO DEPILATED SKIN OF GUINEA PIG UNDER OCCLUSIVE COVERING @ CONCN OF 5-20 ML/KG FOR 24 HR PRODUCED ONLY SLIGHT ERYTHEMA WITHOUT EDEMA. CRYSTALS OF SOLID COMPD PLACED IN CONJUNCTIVAL SAC OF RABBIT'S EYE PRODUCED NO EVIDENCE OF DAMAGE AT ANY TIME DURING 2-WEEK PERIOD. ...WAS FOUND NOT TO BE SKIN SENSITIZER IN GUINEA PIG.

Regulatorische Informationen

Regulatory Information · 2 Einträge

Chemical: Benzenamine, N,N-diphenyl-

Triphenyl amine: Does not have an individual approval but may be used under an appropriate group standard

Sicherheitsdaten

OEB
B
OEL
TWA: 5 mg/m3
wgk
2
tsca
TSCA listed
hs_code
29214980
RTECS-Nr.
YK2680000

Chemie und Industrie

Verwendung und Herstellung

Uses · 2 Einträge

Produced by Eastman Kodak to coat film bases; [HSDB]

Coated on film bases as primary photoconductor

General Manufacturing Information · 2 Einträge

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.

Anwendungen · 1 Eintrag

VerwendenOrganic 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.

Darstellung

synthetischeTriphenylamine can be prepared by the arylation reaction of diphenylamine.

Anbieter50 Anbieter

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