5525-40-6

Basic information

• Product Name: (4-broMophenyl)diphenylphosphine oxide
• Synonyms: (4-broMophenyl)diphenylphosphine oxide;(p-Bromophenyl)diphenylphosphine oxide;(4-bromophenyl)diphenylphosphane oxide
• CAS NO: 5525-40-6
• Molecular Formula: C₁₈H₁₄BrOP
• Molecular Weight: 357.180921
• Mol File: 5525-40-6.mol

Chemical Properties

• Melting Point: 153.0 to 157.0 °C
• Boiling Point: 498℃
• Flash Point: 255℃
• Appearance: /
• Density: 1.43
• Vapor Pressure: 3.66E-10mmHg at 25°C
• Refractive Index: 1.622
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: (4-broMophenyl)diphenylphosphine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: (4-broMophenyl)diphenylphosphine oxide(5525-40-6)
• EPA Substance Registry System: (4-broMophenyl)diphenylphosphine oxide(5525-40-6)

Safety Data

• Hazardous Substances Data: 5525-40-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
(4-bromophenyl)diphenylphosphine oxide is used as a reagent or intermediate in the synthesis of various organic compounds due to its unique structure and reactivity.
Used in Coordination Chemistry:
In coordination chemistry, (4-bromophenyl)diphenylphosphine oxide is used as a ligand to form complexes with metal ions, which can have applications in catalysis and material science.
Used in Pharmaceutical Production:
(4-bromophenyl)diphenylphosphine oxide is utilized in the development and production of pharmaceuticals, where its specific properties can contribute to the creation of new drugs or improve existing ones.
Used in Agrochemicals:
(4-broMophenyl)diphenylphosphine
oxide also finds use in the agrochemical industry, potentially in the synthesis of pesticides or other agricultural chemicals, where its reactivity and properties can be harnessed to create effective products.
Used in Materials Science:
(4-bromophenyl)diphenylphosphine oxide contributes to the advancement of materials science, possibly in the development of new materials with specific properties, such as improved conductivity or stability.

InChI:InChI=1/C21H17NO/c23-20-13-7-12-18-21(20)17(15-8-3-1-4-9-15)14-19(22-18)16-10-5-2-6-11-16/h1-6,8-11,14H,7,12-13H2

Upstream product

• 139139-81-4 bis(4-bromophenyl)iodonium triflate 
• 4559-70-0 Diphenylphosphine oxide 
• 106-37-6 1.4-dibromobenzene 
• 1079-66-9 chloro-diphenylphosphine 
• 791-28-6 Triphenylphosphine oxide 
• 5933-32-4 4-bromobenzoic acid hydrazide 
• 589-87-7 1,4-bromoiodobenzene 
• 734-59-8 (4-bromophenyl)diphenylphosphane 
• 1499-21-4 Diphenylphosphinic chloride 
• 603-35-0 triphenylphosphine 

Downstream Products

• 1186436-30-5 2-[(4-diphenylphosphoryl)phenyl]pyridine 
• 1336889-26-9 C₆₀H₄₂N₂O₂P₂ 

Relevant articles and documents

Strategy for achieving efficient electroluminescence with reduced efficiency roll-off: Enhancement of hot excitons spin mixing and restriction of internal conversion by twisted structure regulation using an anthracene derivative

Phosphorescent and thermally activated delayed fluorescence (TADF) emitters have met a bottleneck due to the efficiency roll-off problem caused by the accumulation of the lowest triplet excited states with a relatively long lifetime. To achieve a high performance electroluminescence (EL) device with a simultaneously high radiative exciton ratio and a low efficiency roll-off in lighting applications at high luminance, we have demonstrated a novel strategy to construct an efficient hot exciton channel by effective spin mixing of the high-lying singlet and the triplet charge transfer (CT) excited states and restriction of the internal conversion (IC) from the high-lying triplet CT state to the lower triplet state. We selected luminous anthracene and electron-withdrawing triphenylphosphine oxide groups with a high triplet energy level to build four moderated D-A structure molecules which possess a high-lying CT hot exciton. Furthermore, the electronic coupling between the D and A unit can be precisely reduced by means of twisted structure regulation. In our series of novel synthesized materials, 9-[4-(diphenyl-phosphinoyl)-2-methyl-phenyl]-anthracene (An9-MePo) achieved optimization of the hot exciton radiation process and restriction of the IC. Both the maximum radiative exciton ratio of 74% and 72%, and the low efficiency roll-off of 10.6% and 15.9% at a luminance of 10000 cd m-2 were achieved in a practical lighting application by the An9-MePo based nondoped and doped EL devices, respectively. Our results provide a novel approach to the fabrication of an efficient hot exciton channel, proving the great potential of this EL molecule design strategy for practical lighting applications.

A new heterotopic Ar-BIAN ligand with a pendant P donor site

The heterotopic ligand 1-[4-(4-diphenylphosphanylphenyl)phenylimino]-2-[3,5-bis(trifluoromethyl)phenylimino]acenaphthene, PN2, was prepared and characterized by NMR spectroscopic and MS methods. Depending on the size and the electronic properties of the metal reagent M, the two binding sites of the new ligand show selective coordination. At 1:1 molar ratio of PN2 and M, the sterically more demanding [Pd(dppe)]2+ and [Pd(dppp)]2+ cations coordinate only to the chelating nitrogen atoms while the less bulky [Pd(dppm)]2+ binds both to the imino and the phosphane donor groups. A 2:1:2 mixture of PN2, [Pd(dppm)(OTf)2] and [Pd(dppe)(OTf)2] results in the formation of a complex in which the [Pd(dppm)]2+ unit selectively coordinates to the terminal P atoms while the more voluminous dppe counterpart resides at the imino nitrogens. On the contrary, the [Pd(dppm)]2+ complex selectively binds to the chelating nitrogen atoms if the Ph2P group is ligated to Au+ center. In the interaction of [Au(PN2)2]PF6 with Ag(OTf), the silver ions do not replace Au+ in the P-Au bonds but occupy the chelating position.

Superphenylphosphines: Nanographene-Based Ligands That Control Coordination Geometry and Drive Supramolecular Assembly

Tertiary phosphines remain widely utilized in synthesis, most notably as supporting ligands in metal complexes. A series of triarylphosphines bearing one to three hexa-peri-hexabenzocoronene (HBC) substituents has been prepared by an efficient divergent route. These "superphenylphosphines", P{HBC(t-Bu)5}nPh3-n (n = 1-3), form the palladium complexes PdCl2L2 and Pd2Cl4L2 where the isomer distribution in solution is dependent on the number of HBC substituents. The crystalline structures of five complexes all show intramolecular π-stacking between HBC-phosphines to form a supramolecular bidentate-like ligand that distorts the metal coordination geometry. When n = 2 or 3, the additional HBC substituents engage in intermolecular π-stacking to assemble the complexes into continuous ribbons or sheets. The phosphines adopt HBC's characteristics including strong optical absorption, green emission, and redox activity.

Palladium anchored on a covalent organic framework as a heterogeneous catalyst for phosphorylation of aryl bromides

A simple azine-linked covalent organic framework (COF) with high thermal and chemical stabilities has been prepared by using deep eutectic solvent (DES) as green media. The as-synthesized COF was employed as heterogeneous ligand for immobilization of PdII. The obtained Pd-supported COF nanoparticles catalyst (defined as Pd/TFPT-Azine-COF) was found to be an efficient heterogeneous catalyst for the Hirao reaction of aryl halides and dialkyl phosphites or diphenylphosphine oxide with excellent recyclability, reusability, and retention of crystallinity.

Aggregation-induced light emission material and preparation method thereof

The invention relates to the technical field of photoelectric display devices, in particular to an aggregation-induced light emission material and a preparation method thereof. The invention provides an aggregation-induced light emission material. The structural formula of the material is as shown in a formula (I). The preparation method of the aggregation-induced light emission material comprises the following step of: carrying out Suzuki coupling reaction on a compound as shown in a formula (II) and (4-bromophenyl) diphenyl phosphine oxide to prepare the compound as shown in the formula (I). With the aggregation-induced light emission material and the preparation method thereof of the invention adopted, the technical problems that an existing organic light-emitting material is poor in performance and easily generates an aggregation quenching light-emitting effect can be solved.

Compound for organic luminescence, and application thereof

The invention relates to a compound for organic luminescence, wherein the structure of the compound is shown as a formula (I), R1-R3 are independently selected from hydrogen, a substituted or unsubstituted aryl group, a substituted or unsubstituted heteroaryl group and a substituted or unsubstituted alkyl group respectively, L is selected from substituted or unsubstituted phenyl and substituted orunsubstituted heteroaryl, and Ar1 and Ar2 are respectively and independently selected from substituted or unsubstituted phenyl, naphthyl and anthryl. The compound for organic luminescence can be usedas an electron transport material, and has high stability, high charge transfer capability and high glass transition temperature.

Asymmetrically substituted anthryl derivative as well as preparation and application thereof

The invention belongs to the technical field of organic electron transport materials, and discloses an asymmetrically substituted anthryl derivative as well as preparation and application thereof. Theasymmetrically substituted anthryl derivative is one of the following compounds (as shown in the specification). The invention also discloses a preparation method of the asymmetrically substituted anthryl derivative. An organic electron transport material comprises more than one of the asymmetric substituted anthryl derivatives. An n-type doped electron transport layer is obtained by carrying outn-type doping on the organic electron transport material. The organic electron transport material has the advantages of good solubility, high thermal decomposition temperature, high glass transitiontemperature and the like, and the electron transport layer formed through n-type doping is applied to electroluminescent devices, especially red phosphorescent devices, and has high stability.

General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds

Oxidative C-C/P-H cross-coupling is achieved via Pd-catalyzed decarbonylative cross-coupling of aroylhydrazides with P(O)H compounds. The unique cooperative reaction system, especially the Br?nsted acid and bidentate phosphine ligand, allows the selective activation of the inert C-C bond and the suppression of the undesired oxidation and coordination of >P(O)-H compounds, leading to a general oxidative synthesis of aryl phosphorus compounds from easily available substrates.

Organic Electronic Device

The present invention relates to an organic electronic device, comprising a first electrode (11), a second electrode (14), and, between the first and the second electrode, a substantially organic layer (13) comprising a heterocyclic compound bearing at least one lithoxy group and containing at least one heterocyclic ring comprising a phosphine oxide group directly bound to three carbon atoms; a compound for use in such an organic electronic device and to a semiconducting material comprising the respective compound.

Phosphoryl substituted Fluoranthene derivatives and organic electroluminescent device including the same

Provided are phosphoryl group bonded fluoranthene derivatives represented by chemical formula 1. In chemical formula 1, the definition of each substituent group is the same as described in the specification. The fluoranthene derivatives have excellent current density and durability in comparison to a conventional material, and can be used to an organic electroluminescent device, thereby lowering the driving voltage and improving luminous efficiency while extending the lifespan.