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Perfluorotripentylamine
Perfluorotripentylamine is a perfluorocarbon. It is used as an electronics coolant, and has a high boiling point. It is colorless, odorless, and insoluble in water. Unlike ordinary amines, perfluoroamines are of low basicity. Perfluorinated amines are components of fluorofluids, used as immersive coolants for supercomputers. It is prepared by electrofluorination of the amine using hydrogen fluoride as solvent and source of fluorine: :N(C5H11)3 + 33 HF → N(C5F11)3 + 33 H2 Safety Fluoroamines are generally of very low toxicity, so much that they have been evaluated as synthetic blood. See also * Perfluorotributylamine Perfluorotributylamine (PFTBA), also referred to as FC43, is a colorless liquid with the formula N(C4F9)3. The compound consists of three butyl groups connected to an amine center, in which all of the hydrogen atoms have been replaced with fluori ... References
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Perfluorotributylamine
Perfluorotributylamine (PFTBA), also referred to as FC43, is a colorless liquid with the formula N(C4F9)3. The compound consists of three butyl groups connected to an amine center, in which all of the hydrogen atoms have been replaced with fluorine. The compound is produced for the electronics industry, along with other perfluoroalkylamines. The high degree of fluorination significantly reduces the basicity of the central amine due to electron-withdrawing effects. Preparation It is prepared by electrofluorination of tributylamine using hydrogen fluoride as solvent and source of fluorine: :N(C4H9)3 + 27 HF → N(C4F9)3 + 27 H2 Uses The compound has two commercial uses. It is used as an ingredient in Fluosol, artificial blood. This application exploits the high solubility of oxygen and carbon dioxide in the solvent, as well as the low viscosity and toxicity. It is also a component of Fluorinert coolant liquids. CPUs of some computers are immersed in this liquid to facil ...
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Perfluorinated Compounds
A perfluorinated compound (PFC) or perfluoro compound is an organofluorine compound containing only carbon-fluorines and C−C bonds, as well as potentially heteroatoms. Perfluorinated compounds have properties that result from the presence of fluorocarbons (containing only C−F and C−C bonds) and any functional group. Common functional groups in PFCs are OH, CO2H, chlorine, O, and SO3H. Electrofluorination is the predominant method of production. Some of these compounds known as perfluoroalkanes can remain in our atmosphere for a long time. They bioaccumulate due to their chemical stability. Because of their potential contribution to climate change, they were regulated under the Kyoto Protocol. Some fluorosurfactants have proven toxic in animal testing while widespread industrial applications continue. Applications Perfluorinated compounds are used ubiquitously: For example, fluorosurfactants are widely used in the production of teflon (PTFE) and related fluorinated po ...
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Perfluorocarbon
Fluorocarbons are chemical compounds with carbon-fluorine bonds. Compounds that contain many C-F bonds often has distinctive properties, e.g., enhanced stability, volatility, and hydrophobicity. Fluorocarbons and their derivatives are commercial polymers, refrigerants, drugs, and anesthetics. Nomenclature Perfluorocarbons or PFCs, are organofluorine compounds with the formula CxFy, i.e., they contain only carbon and fluorine. The terminology is not strictly followed and many fluorine-containing organic compounds are called fluorocarbons. Compounds with the prefix perfluoro- are hydrocarbons, including those with heteroatoms, wherein all C-H bonds have been replaced by C-F bonds. Fluorocarbons includes perfluoroalkanes, fluoroalkenes, fluoroalkynes, and perfluoroaromatic compounds. Perfluoroalkanes Chemical properties Perfluoroalkanes are very stable because of the strength of the carbon–fluorine bond, one of the strongest in organic chemistry. Its strength is a re ...
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Electrochemical Fluorination
Electrochemical fluorination (ECF), or electrofluorination, is a foundational organofluorine chemistry method for the preparation of fluorocarbon-based organofluorine compounds.G. Siegemund, W. Schwertfeger, A. Feiring, B. Smart, F. Behr, H. Vogel, B. McKusick "Fluorine Compounds, Organic" in "Ullmann’s Encyclopedia of Industrial Chemistry" 2005, Wiley-VCH, Weinheim. The general approach represents an application of electrosynthesis. The fluorinated chemical compounds produced by ECF are useful because of their distinctive solvation properties and the relative inertness of carbon–fluorine bonds. Two ECF synthesis routes are commercialized and commonly applied: the Simons process and the Phillips Petroleum process. It is also possible to electrofluorinate in various organic media.Fred G. Drakesmith "Electrofluorination of Organic Compounds" Topics in Current Chemistry,Vol. 193, Springer, Berlin-Heidelberg, 1997. Prior to the development of these methods, fluorination with fluorine ...
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Hydrogen Fluoride
Hydrogen fluoride (fluorane) is an inorganic compound with the chemical formula . This colorless gas or liquid is the principal industrial source of fluorine, often as an aqueous solution called hydrofluoric acid. It is an important feedstock in the preparation of many important compounds including pharmaceuticals and polymers, e.g. polytetrafluoroethylene (PTFE). HF is widely used in the petrochemical industry as a component of superacids. Hydrogen fluoride boils at near room temperature, much higher than other hydrogen halides. Hydrogen fluoride is an extremely dangerous gas, forming corrosive and penetrating hydrofluoric acid upon contact with moisture. The gas can also cause blindness by rapid destruction of the corneas. History In 1771 Carl Wilhelm Scheele prepared the aqueous solution, hydrofluoric acid in large quantities, although hydrofluoric acid had been known in the glass industry before then. French chemist Edmond Frémy (1814–1894) is credited with discoveri ...
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Fluorine
Fluorine is a chemical element with the symbol F and atomic number 9. It is the lightest halogen and exists at standard conditions as a highly toxic, pale yellow diatomic gas. As the most electronegative reactive element, it is extremely reactive, as it reacts with all other elements except for the light inert gases. Among the elements, fluorine ranks 24th in universal abundance and 13th in terrestrial abundance. Fluorite, the primary mineral source of fluorine which gave the element its name, was first described in 1529; as it was added to metal ores to lower their melting points for smelting, the Latin verb meaning 'flow' gave the mineral its name. Proposed as an element in 1810, fluorine proved difficult and dangerous to separate from its compounds, and several early experimenters died or sustained injuries from their attempts. Only in 1886 did French chemist Henri Moissan isolate elemental fluorine using low-temperature electrolysis, a process still employed for modern pr ...
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Halogenated Solvents
A solvent (s) (from the Latin '' solvō'', "loosen, untie, solve") is a substance that dissolves a solute, resulting in a solution. A solvent is usually a liquid but can also be a solid, a gas, or a supercritical fluid. Water is a solvent for polar molecules and the most common solvent used by living things; all the ions and proteins in a cell are dissolved in water within the cell. The quantity of solute that can dissolve in a specific volume of solvent varies with temperature. Major uses of solvents are in paints, paint removers, inks, and dry cleaning. Specific uses for organic solvents are in dry cleaning (e.g. tetrachloroethylene); as paint thinners (toluene, turpentine); as nail polish removers and solvents of glue (acetone, methyl acetate, ethyl acetate); in spot removers (hexane, petrol ether); in detergents ( citrus terpenes); and in perfumes (ethanol). Solvents find various applications in chemical, pharmaceutical, oil, and gas industries, including in chemical synt ...
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