25069-74-3

Basic information

• Product Name: Benzenamine, 4-ethenyl-N,N-diphenyl-
• CAS NO: 25069-74-3
• Molecular Formula: C20H17N
• Molecular Weight: 271.362
• Mol File: 25069-74-3.mol
• Article Data: 62

Chemical Properties

• CAS DataBase Reference: Benzenamine, 4-ethenyl-N,N-diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-ethenyl-N,N-diphenyl-(25069-74-3)
• EPA Substance Registry System: Benzenamine, 4-ethenyl-N,N-diphenyl-(25069-74-3)

Safety Data

• Hazardous Substances Data: 25069-74-3(Hazardous Substances Data)

Usage

General Description

Benzenamine, 4-ethenyl-N,N-diphenyl, commonly known as stilbene, is an organic chemical compound belonging to the class of diphenylamines. It is a colorless-to-light yellow solid that is insoluble in water but soluble in most organic solvents. Stilbene is commonly used as a reactant in the synthesis of various organic compounds, including pharmaceuticals and agrochemicals. It is also used as a fluorescent dye and as a component in optical brightening agents. Stilbene has been identified as a potential carcinogen and has been found to have harmful effects on aquatic organisms, indicating the need for proper handling and disposal of the compound.

Upstream product

• 4181-05-9 4-(diphenylamino)benzaldehyde 
• 27200-84-6 methyl triphenylphosphonium bromide 
• 36809-26-4 4-N,N-diphenylamino-1-bromobenzene 
• 1756-32-7 1-(4-(N,N-diphenylamino)phenyl)ethanon 
• 75927-49-0 pinacol vinylboronate 
• 603-34-9 N,N-diphenylaminobenzene 
• 42906-19-4 4-[N,N-di(p-tolyl)amino]benzaldehyde 
• 108-05-4 vinyl acetate 
• 402488-98-6 2-((4-diphenylamino)phenyl)[1,3,2]dioxaborolane 
• 591-50-4 iodobenzene 
• 1520-21-4 4-vinyl benzylamine 
• 110-71-4 1,2-dimethoxyethane 
• 4519-28-2 tetramethylphosphonium bromide 
• 2039-86-3 3-bromostyrene 

Downstream Products

• 1009809-03-3 (E)-4-((4-diphenylamino)styrlyl)benzaldehyde 
• 1221269-77-7 C₂₉H₂₅NO₃ 
• 1221269-74-4 C₃₂H₂₆N₂O₄ 
• 1355320-79-4 1-[4-(di-(p-tolyl)amino)phenyl]-3-(triphenyl)phosphoniumpropyl-1-ene bromide 
• 25069-77-6 C₂₁H₁₇NO 
• 1414782-59-4 (E)-2-bromo-9-[4-(diphenylamino)styryl]-5,12-dioctylquinolino[2,3-b]acridine-7,14-dione 

Relevant articles and documents

Synthesis and photophysical properties of triphenylamine-based dendrimers with 1,3,5-triphenylbenzene cores

Two new conjugated dendrimers bearing a triphenylamine moiety as dendrons and 1,3,5-triphenylbenzene as a core have been synthesized through a convergent synthetic strategy. These conjugated dendrimers have high fluorescence quantum yields and exhibit similar absorption and emission behaviors in solutions and in solid films, which demonstrate that these dendrimers form good amorphous states.

Piezofluorochromism of triphenylamine-based triphenylacrylonitrile derivative with intramolecular charge transfer and aggregation-induced emission characteristics

New triphenylacrylonitrile derivative (DPPA) with triphenylamine moiety as electron donor group has been synthesized. Its emission wavelengths were strongly affected by solvent polarity, indicating intramolecular charge transfer (ICT) transitions. It was found that DPPA was almost non-emissive in tetrahydrofuran (THF), and the emission could be intensified obviously when a great amount of H2O was added, illustrating aggregation induced emission property. It is interesting that the pristine crystal of DPPA emitted green light, and the ground made its emitting color to change into orange, which could be recovered under fumed with dichloromethane (DCM) vapor. The piezofluorochromic behavior might be switched reversibly under the stimulus of external force because of crystalline-amorphous phase transformation, which could be confirmed from the results of PXRD patterns and DSC curves in different solid states. This work might open a new strategy to provide a broad perspective for the development of AIE PFC materials.

Photorefractive response of polymeric composites with pendant triphenylamine moiety

The photorefractive property of newly synthesized polymeric composite, poly(4-diphenylamino)styrene (PDAS), as a triphenylamine pendant moiety is analyzed. The photorefractive performance of PADS composites including a sensitizer, a nonlinear optical dye and a plasticizer was also investigated. Photorefractive organic composites have the high potential applications such as holographic optical devices for data storage and real-time image processing. Large symmetric two-beam coupling, which is caused by out-of-phase refractive index modulation with respect to illumination pattern, is a unique feature of photorefractive materials.

Synthesis, characterization, two-photon absorption, and optical limiting properties of triphenylamine-based dendrimers

Three π-conjugated dendrimers (Ph-G0, Ph-G1 and Ph-G2) bearing triphenylamine moieties have been synthesized through a convergent synthetic strategy without any protection-deprotection chemistry. The linear photophysical properties, two-photon absorption (TPA), and optical limiting behavior of the dendrimers were investigated in solution at room temperature. Linear absorption and emission spectra revealed a bathochromic shift and decreased fluorescence quantum yields with increasing dendrimer generation. A strong cooperative effect in the TPA absorption of these dendrimers was observed. The TPA cross-sections increase gradually with the proportion of triphenylamine units and the maximum value of the TPA cross-section can reach 5690 GM for Ph-G2. These triphenylamine-based dendrimers exhibited efficient two-photon optical limiting under femtosecond excitation.

An octupolar near-IR dye with triphenylamine donors: Preparation and absorption properties

A topologically new NIR dye based on a carbocation centered octupole and conjugated triphenylamine donors is described. The dye produced an absorption maximum at 954 nm and by virtue of its two degenerate NBMO-LUMO transitions, showed a large molar extinction coefficient (log ε 4.9).

Fluorescent dye

To provide a fluorescent dye having higher fluorescence intensity.SOLUTION: A fluorescent dye comprises a triazole condensed ring compound represented by general formula (I). In the general formula (I), R1, R2 independently represent a substituted or unsubstituted aryl group or a substituted or unsubstituted heteroaryl group; A1 is at least one functional group selected from the group consisting of -(CH=CRa)n- (n is an integer of 1-6), -(CH2)n- (n is an integer of 1-6), -(AO)n- (AO is a C2-6 alkylene oxide, n is an integer of 1-10), -NHCOO-, -CONH-, -CONH(Rb)-, -COO-, -SO2 NH-, -HN-C(=NH)-NH-, -O-, -S-, -NRb-, -Ar- (Ar is an aryl group or a heteroaryl group), -CO-Ar-NRb-; Ra is a hydrogen atom or a C1-4 alkyl group; Rb is a C1-4 alkyl group; B1 is an alkyl ester group, an alkyl ether group, an alkyl amide group, or a (C2-6) alkylene oxide adduct thereof, or a reactive group with a biomolecule optionally having a linking group to A1.SELECTED DRAWING: None

(DiMeIHeptCl)Pd: A Low-Load Catalyst for Solvent-Free (Melt) Amination

(DiMeIHeptCl)Pd, a hyper-branched N-aryl Pd NHC catalyst, has been shown to be efficient at performing amine arylation reactions in solvent-free ("melt") conditions. The highly lipophilic environment of the alkyl chains flanking the Pd center serves as lubricant to allow the complex to navigate through the paste-like environment of these mixtures. The protocol can be used on a multi-gram scale to make a variety of aniline derivatives, including substrates containing alcohol moieties.

Aromatic pyridazine compound as well as preparation method and application thereof (by machine translation)

The invention discloses an aromatic pyridazine compound and a use thereof. 1 H-NMR and the like are characterized in that the compound has a longer charge-off-state life and can be used as a better photoelectric material. In addition, the invention further provides a preparation method of the aromatic pyridazine compound, and the preparation method is environment-friendly and convenient to operate. The method comprises the following steps: Step 1, reacting 2 and 4 - dibromonitrobenzene as raw materials through coupling reaction, 5, 5 - dibromo -2, 2 ’ -dinitrobiphenyl, step 2 and taking R1 The substituted ethylene derivatives and 5, 5 - dibromo -2 and 2 ’ -dinitrobiphenyl serve as raw materials to synthesize nitro-substituted compounds through coupling reaction; step 3: synthesizing an aromatic pyridazine compound by a reduction reaction with the nitro-substituted compound as a raw material. The invention further discloses application of the aromatic pyridazine compound in a solar cell and application of the aromatic pyridazine compound in pH detection. (by machine translation)