Trioctylphosphine selenide

Last updated
Trioctylphosphine selenide
TOPSe.svg
Identifiers
3D model (JSmol)
ChemSpider
EC Number
  • 833-942-3
PubChem CID
  • InChI=1S/C24H51PSe/c1-4-7-10-13-16-19-22-25(26,23-20-17-14-11-8-5-2)24-21-18-15-12-9-6-3/h4-24H2,1-3H3
    Key: ZAKSIRCIOXDVPT-UHFFFAOYSA-N
  • CCCCCCCCP(=[Se])(CCCCCCCC)CCCCCCCC
Properties
C24H51PSe
Molar mass 449.617 g·mol−1
Appearancewhite solid
Related compounds
Related compounds
Triphenylphosphine selenide
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Trioctylphosphine selenide is an organophosphorus compound with the formula SeP(C8H17)3. Frequently referred to as TOPSe, this compound is used as a source of selenium in the preparation of cadmium selenide. [1] TOPSe is a white, air-stable solid that is soluble in organic solvents. The molecule features a tetrahedral phosphorus center.

Preparation and use

TOPSe is usually prepared by oxidation of trioctylphosphine with elemental selenium:

P(C8H17)3 + Se → SeP(C8H17)3

Often the reaction is conducted without isolation of the TOPSe. [2]

As a solution with trioctylphosphine oxide, TOPSe reacts with dimethylcadmium to give cadmium selenide. The mechanism is proposed to proceed in two steps, beginning with the formation of cadmium metal followed by its oxidation with the TOPSe. [3] Similarly it has been used to produce lead selenide. [2]

Related Research Articles

Selenium Chemical element, symbol Se and atomic number 34

Selenium is a chemical element with the symbol Se and atomic number 34. It is a nonmetal with properties that are intermediate between the elements above and below in the periodic table, sulfur and tellurium, and also has similarities to arsenic. It seldom occurs in its elemental state or as pure ore compounds in the Earth's crust. Selenium – from Greek selḗnē – was discovered in 1817 by Jöns Jacob Berzelius, who noted the similarity of the new element to the previously discovered tellurium.

Tellurium Chemical element, symbol Te and atomic number 52

Tellurium is a chemical element with the symbol Te and atomic number 52. It is a brittle, mildly toxic, rare, silver-white metalloid. Tellurium is chemically related to selenium and sulfur, all three of which are chalcogens. It is occasionally found in native form as elemental crystals. Tellurium is far more common in the Universe as a whole than on Earth. Its extreme rarity in the Earth's crust, comparable to that of platinum, is due partly to its formation of a volatile hydride that caused tellurium to be lost to space as a gas during the hot nebular formation of Earth.

Quantum dot Zero-dimensional, nano-scale semiconductor particles with novel optical and electronic properties

Quantum dots (QDs) are semiconductor particles a few nanometres in size, having optical and electronic properties that differ from larger particles due to quantum mechanics. They are a central topic in nanotechnology. When the quantum dots are illuminated by UV light, an electron in the quantum dot can be excited to a state of higher energy. In the case of a semiconducting quantum dot, this process corresponds to the transition of an electron from the valence band to the conductance band. The excited electron can drop back into the valence band releasing its energy as light. This light emission (photoluminescence) is illustrated in the figure on the right. The color of that light depends on the energy difference between the conductance band and the valence band, or the transition between discrete energy states when band structure is no longer a good definition in QDs.

A selenide is a chemical compound containing a selenium anion with oxidation number of −2 (Se2−), much as sulfur does in a sulfide. The chemistry of the selenides and sulfides is similar. Similar to sulfide, in aqueous solution, the selenide ion, Se2−, is prevalent only in very basic conditions. In neutral conditions, hydrogen selenide ion, HSe, is most common. In acid conditions, hydrogen selenide, H2Se, is formed.

Cadmium selenide Chemical compound

Cadmium selenide is an inorganic compound with the formula CdSe. It is a black to red-black solid that is classified as a II-VI semiconductor of the n-type. Much of the current research on this compound is focused on its nanoparticles.

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Mercury selenide Chemical compound

Mercury selenide is a chemical compound of mercury and selenium. It is a grey-black crystalline solid semi-metal with a sphalerite structure. The lattice constant is 0.608 nm.

Silver(I) selenide Chemical compound

Silver selenide (Ag2Se) is the reaction product formed when selenium toning analog silver gelatine photo papers in photographic print toning. The selenium toner contains sodium selenite (Na2SeO3) as one of its active ingredients, which is the source of the selenide (Se2−) anion combining with the silver in the toning process.

Organocadmium compound

An organocadmium compound is an organometallic compound containing a carbon to cadmium chemical bond. Organocadmium chemistry describes physical properties, synthesis, reactions and use of these compounds. Cadmium shares group 12 with zinc and mercury and their corresponding chemistries have much in common. The synthetic utility of organocadmium compounds is limited.

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Trioctylphosphine oxide Chemical compound

Trioctylphosphine oxide (TOPO) is an organophosphorus compound with the formula OP(C8H17)3. Frequently referred to as TOPO, this compound is used as an extraction or stabilizing agent. It is an air-stable white solid at room temperature.

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Gallium(II) selenide Chemical compound

Gallium(II) selenide (GaSe) is a chemical compound. It has a hexagonal layer structure, similar to that of GaS. It is a photoconductor, a second harmonic generation crystal in nonlinear optics, and has been used as a far-infrared conversion material at 14–31 THz and above.

Cadmium acetate Chemical compound

Cadmium acetate is the chemical compound with the formula Cd(O2CCH3)2(H2O)2. The compound is marketed both as the anhydrous form and as a dihydrate, both of which are white or colorless. Only the dihydrate has been verified by X-ray crystallography.

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Core–shell semiconductor nanocrystal

Core–shell semiconducting nanocrystals (CSSNCs) are a class of materials which have properties intermediate between those of small, individual molecules and those of bulk, crystalline semiconductors. They are unique because of their easily modular properties, which are a result of their size. These nanocrystals are composed of a quantum dot semiconducting core material and a shell of a distinct semiconducting material. The core and the shell are typically composed of type II–VI, IV–VI, and III–V semiconductors, with configurations such as CdS/ZnS, CdSe/ZnS, CdSe/CdS, and InAs/CdSe Organically passivated quantum dots have low fluorescence quantum yield due to surface related trap states. CSSNCs address this problem because the shell increases quantum yield by passivating the surface trap states. In addition, the shell provides protection against environmental changes, photo-oxidative degradation, and provides another route for modularity. Precise control of the size, shape, and composition of both the core and the shell enable the emission wavelength to be tuned over a wider range of wavelengths than with either individual semiconductor. These materials have found applications in biological systems and optics.

Trioctylphosphine Chemical compound

Trioctylphosphine is an organophosphorus compound with the formula P(C8H17)3 sometimes abbreviated TOP. It is usually encountered as a syrup. The compound is colorless.

Copper selenide is an inorganic binary compound consisting of copper and selenium. Its formula is sometimes described as CuSe or Cu2Se.

Quantum dots (QDs) are semiconductor nanoparticles with a size less than 10 nm. They exhibited size-dependent properties especially in the optical absorption and the photoluminescence (PL). Typically, the fluorescence emission peak of the QDs can be tuned by changing their diameters. So far, QDs were consisted of different group elements such as CdTe, CdSe, CdS in the II-VI category, InP or InAs in the III-V category, CuInS2 or AgInS2 in the I–III–VI2 category, and PbSe/PbS in the IV-VI category. These QDs are promising candidates as fluorescent labels in various biological applications such as bioimaging, biosensing and drug delivery.

References

  1. "Trioctylphosphine Selenide (TOPSe 15-6657) and Tributylphosphine Sulfide (TBPS 15-6658) for Quantum Dot Preparation".{{cite journal}}: Cite journal requires |journal= (help)
  2. 1 2 Pietryga, Jeffrey M.; Hollingsworth, Jennifer A. (2014). "Mid-Infrared Emitting Lead Selenide Nanocrystal Quantum Dots". Inorganic Syntheses. 36: 198–202. doi:10.1002/9781118744994.ch37.
  3. García-Rodríguez, Raúl; Hendricks, Mark P.; Cossairt, Brandi M.; Liu, Haitao; Owen, Jonathan S. (2013). "Conversion Reactions of Cadmium Chalcogenide Nanocrystal Precursors". Chemistry of Materials. 25 (8): 1233–1249. doi:10.1021/cm3035642.