トリフェニルアミン

Triphenylamine

HCID 11775CAS 603-34-9

基本情報

標準SMILES
c1ccc(N(c2ccccc2)c2ccccc2)cc1
InChIKey
ODHXBMXNKOYIBV-UHFFFAOYSA-N
分子式
C18H15N
平均分子量
245.3 g/mol
単同位体質量
245.12044948

名称と識別子

優先名称
Triphenylamine
IUPAC
N,N-diphenylaniline
現地名
トリフェニルアミン
英語名
Triphenylamine
分子式
C18H15N
分子量
245.32

名称と別名

TRIPHENYLAMINEN,N-DiphenylanilineBenzenamine, N,N-diphenyl-Triphenyl amineN,N-DiphenylbenzenamineAmine, triphenylCCRIS 4887HSDB 2098UNII-NJS65M2DS2EINECS 210-035-5NJS65M2DS2NSC 66458
名称をさらに表示
トリフェニルアミンN,N-ジフェニルアニリンニトリロトリスベンゼンTriphenylaminTriphenylamine (TPA)Three anilineamine,triphenylTrisphenylamineTriphenylamine99+%Triphenylamine,98%Triphenylamine >
AI3-17278NSC-66458DTXSID4022076N,N-DIPHENYLANILINE [HSDB]N,NDiphenylanilineN,NDiphenylbenzenamineRefChem:191895Triphenyl amine (ACGIH)

データベース識別子

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

物性

構造計算による物性

XLogP
5.7
極性表面積
3.2 Ų
水素結合供与体数
0
水素結合受容体数
1
回転可能結合数
3
重原子数
19

実験および物理化学的性質

LogP · 2 件

log Kow= 5.74

5.74

Density · 4 件

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 件

MONOCLINIC CRYSTALS FROM METHANOL, ETHYL ACETATE, BENZENE

Exist as colorless monoclinic prisms

Colorless solid

Solubility · 4 件

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 件

180 °C

180 °C o.c.

Boiling Point · 4 件

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

365 °C

365 °C

689 °F

物理化学的性質

融点
124 · 124-128 °C (lit.)
沸点
347 · 347-348 °C (lit.)
比重(密度)
0.774 · 0.7740
屈折率
1.353 · 1.3530 (estimate)
闪点
365 °C · 365°C
貯蔵温度
Sealed in dry,Room Temperature

化学的性質

化学的特性Triphenylamine is a colorless crystalline solid.

安全と法規制

GHS分類

GHS Classification · 6 件

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

危険有害性情報

Regulatory Information · 2 件

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 件

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.

安全と保護具

Fire Fighting · 2 件

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 件

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 件

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 件

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 件

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.

毒性情報

Target OrgansSkin
Exposure Routes · 2 件

The substance can be absorbed into the body by ingestion.

inhalation, ingestion, skin and/or eye contact

Signs and Symptoms · 3 件

Redness.

Redness.

In Animals: irritation skin

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

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 件

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.

法規制情報

Regulatory Information · 2 件

Chemical: Benzenamine, N,N-diphenyl-

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

安全データ

OEB
B
OEL
TWA: 5 mg/m3
wgk
2
tsca
TSCA listed
rtecs
YK2680000
hs_code
29214980

毒性と防護

毒性LD50 3200 mg/kg(ラット,経口).

化学と産業

用途と製造

Uses · 2 件

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

Coated on film bases as primary photoconductor

General Manufacturing Information · 2 件

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.

応用分野 · 2 件

解説トリフェニルアミン,板状晶.融点127 ℃,沸点365 ℃.エーテル,ベンゼンに可溶.森北出版「化学辞典(第2版)

使用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.

調製方法

製造方法Triphenylamine can be prepared by the arylation reaction of diphenylamine.

純化方法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.]

サプライヤー50 社

国药集团化学试剂有限公司86-21-63210123 · [email protected]
梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
爱斯特(成都)生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

関連反応

83 件

関連ノート

読み込み中…