924892-30-8

Basic information

• Product Name: Phosphine oxide, (4-ethynylphenyl)diphenyl-
• CAS NO: 924892-30-8
• Molecular Formula: C20H15OP
• Molecular Weight: 302.312
• Mol File: 924892-30-8.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, (4-ethynylphenyl)diphenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, (4-ethynylphenyl)diphenyl-(924892-30-8)
• EPA Substance Registry System: Phosphine oxide, (4-ethynylphenyl)diphenyl-(924892-30-8)

Safety Data

• Hazardous Substances Data: 924892-30-8(Hazardous Substances Data)

Upstream product

• 16116-78-2 (4-bromophenyl)(trimethylsilyl)acetylene 
• 1079-66-9 chloro-diphenylphosphine 
• 359017-73-5 diphenyl-[4-trimethylsilylethynylphenyl]phosphane 
• 924892-29-5 diphenyl-[4-trimethylsilylethynylphenyl]phosphane oxide 

Downstream Products

• 1293287-05-4 C₄₂H₄₁O₂P 
• 1293287-10-1 C₅₀H₅₈NOP 
• 1219735-55-3 [4-(4'-bromophenylethynyl)phenyl]diphenylphosphine oxide 
• 1219735-53-1 C₇₀H₅₂O₂P₂Si 

Relevant articles and documents

Synthesis, photophysical, and two-photon absorption properties of elongated phosphane oxide and sulfide derivatives

A series of rod-shaped and related three-branched push-pull derivatives containing phosphane oxide or phosphane sulfide (PO or PS)a-as an electron-withdrawing group conjugated to electron-donating groups, such as amino or ether groups, with a conjugated rod consisting of arylene-vinylene or arylene-ethynylene building blocksa-were prepared. These compounds were efficiently synthesized by a Grignard reaction followed by Sonogashira coupling. Their photophysical properties including absorption, emission, time-resolved fluorescence, and two-photon absorption (TPA) were investigated with special attention to structure-property relationships. These fluorophores show high fluorescence quantum yields and solvent-dependent experiments reveal that efficient intramolecular charge transfer occurs upon excitation, thereby leading to highly polar excited states, the polarity of which can be significantly enhanced by playing on the end groups and conjugated linker. Rod-shaped and related three-branched systems show similar fluorescence properties in agreement with excitation localization on one of the push-pull branches. By using stronger electron donors or replacing the arylene-ethynylene linkers with an arylene-vinylene one induces significant redshifts of both the low-energy one-photon absorption and TPA bands. Interestingly, a major enhancement in TPA responses is observed, whereas OPA intensities are only weakly affected. Similarly, phosphane oxide derivatives show similar OPA responses than the corresponding sulfides but their TPA responses are significantly larger. Finally, the electronic coupling between dipolar branches promoted by common PO or PS acceptor moieties induces either slight enhancement of the TPA responses or broadening of the TPA band in the near infrared (NIR) region. Such behavior markedly contrasts with triphenylamine-core-mediated coupling, which gives evidence for the different types of interactions between branches.

Synthesis of novel rod-shaped and star-shaped fluorescent phosphane oxides-nonlinear optical properties and photophysical properties

The design of a new class of fluorophores is presented. Some push-pull chromophores (D-π:-A) containing polyphenylethynyl units and a phosphane oxide moiety were efficiently prepared from common intermediates. Straightforward syntheses gave novel one-arme