Name | 4-Formyltriphenylamine |
Synonyms | JACS-4181-5-9 P-FORMYLTRIPHENYLAMINE 4-Formyltriphenylamine 4-FORMYLTRIPHENYLAMINE 4-Diphenylaminobenzaldehyde 4-(diphenylamino)-benzaldehyd 4-(DIPHENYLAMINO)BENZALDEHYDE P-N,N-DIPHENYLAMINO-BENZALDEHYDE 4-(N,N-DIPHENYLAMINO)BENZALDEHYDE 4-(N,N-Diphenylamino)benzaldehyde |
CAS | 4181-05-9 |
EINECS | 628-054-6 |
InChI | InChI=1/C19H15NO/c21-15-16-11-13-19(14-12-16)20(17-7-3-1-4-8-17)18-9-5-2-6-10-18/h1-15H |
Molecular Formula | C19H15NO |
Molar Mass | 273.33 |
Density | 1.176±0.06 g/cm3(Predicted) |
Melting Point | 129-133 °C (lit.) |
Boling Point | 436.8±28.0 °C(Predicted) |
Flash Point | 171.2°C |
Solubility | Soluble in methanol. |
Vapor Presure | 7.84E-08mmHg at 25°C |
Appearance | Pale yellow powder |
Color | Pale yellow |
BRN | 2732795 |
pKa | -5.61±0.30(Predicted) |
Storage Condition | Keep in dark place,Sealed in dry,Room Temperature |
Sensitive | Air Sensitive |
Refractive Index | 1.67 |
MDL | MFCD00145131 |
Physical and Chemical Properties | Yellow powder Crystal |
Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. |
WGK Germany | 3 |
FLUKA BRAND F CODES | 8 |
TSCA | Yes |
HS Code | 29223990 |
EPA chemical information | Information provided by: ofmpub.epa.gov (external link) |
Use | Triphenylamine and its derivatives have better electron donating properties, lower ionization potential, better solubility and amorphous film formation, Strong fluorescence performance and light stability, so triphenylamine and its technical biology are used in organic electroluminescent diodes (OLEDs), organic solar cells, field effect transistors, two-photon fluorescent materials and other leading cities have a wide range of applications. Due to the extremely high formyl activity in 4-formyl triphenylamine, many chemical reactions can occur, making 4-formyl triphenylamine play an important role in the synthesis of the above series of functional materials. |
production method | the synthesis methods of 4-formyltriphenylamine usually include: aromatic amidation with diphenylamine as indirect raw material, C- N coupling reaction with diphenylamine as direct raw material, C- N coupling reaction with diphenylamine as direct raw material, acrylic acid degradation reduction reaction containing triphenylamine group and cyano group, formylation reaction of triphenylamine with Vilsmeier- Haack (hereinafter referred to as VH reagent) reagent. Samuel 1. Supp et al. use diphenylamine and 4-bromobenzonitrile, in tris (dibenzylideneacetone) dipalladium, 1,1 '-bis (diphenylphosphine) ferrocene, sodium tert-butanol and toluene under the action of strong coupling and condensation reagents, Diphenylphenylbenzonitrile is obtained by aromatic amylation, and then diphenylphenylbenzonitrile is dissolved in ethyl ether and immediately cooled to -78 ℃, then continuously add a certain amount of reducing agent diisobutyl aluminum hydride (DIBALH), and then adjust the temperature to -20°C for overnight reaction. After a series of purification operations, yellow needle-like crystals, namely 4-formyltriphenylamine, were obtained with a total yield of 74.1%. This reaction is not only too harsh, but also the subsequent purification work is cumbersome, and the source of raw materials is too limited, so it is not suitable for industrialization. |