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Perfluoro(methyl Vinyl Ether)
Perfluoro(methyl vinyl ether) is a perfluorinated compound used as a precursor to fluoropolymers. It is the simplest unsaturated perfluoroether. Preparation Preparation begins with hexafluoropropylene oxide (HFPO) and carbonyl fluoride over a metal fluoride catalyst. The fluoride reacts with the carbonyl, forming a perfluoroalkoxide anion. The anion attacks the electrophilic central carbon atom of HFPO in a nucleophilic ring-opening reaction similar to anionic polymerization. Elimination of fluoride regenerates the catalyst and yields perfluoro(2-methoxy propionyl fluoride). The acyl fluoride is then treated with potassium hydroxide to produce the perfluorocarboxylate. The carboxylate is then heated, causing decarboxylation followed by elimination of fluoride Fluoride (). According to this source, is a possible pronunciation in British English. is an Inorganic chemistry, inorganic, Monatomic ion, monatomic Ion#Anions and cations, anion of fluorine, with the chemical f ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Methyl Vinyl Ether
Methyl vinyl ether is an organic compound with the chemical formula CH3OCH=CH2. A colorless gas, it is the simplest enol ether. It is used as a synthetic building block, as is the related compound ethyl vinyl ether (a liquid at room temperature). Preparation Methyl vinyl ether can be made by reaction of acetylene and methanol in presence of a base. Reactions The alkene portion of the molecule is reactive in many ways. It is prone to polymerization, leading to formation of polyvinyl ethers. Polymerization is typically initiated with Lewis acids such as boron trifluoride. This mode of reactivity is analogous to the way vinyl acetate and vinyl chloride can be polymerized to form polyvinyl acetate and polyvinyl chloride, respectively. Methyl vinyl ether also participates in +2cycloaddition reactions. Its reaction with acrolein is the first step in the commercial synthesis of glutaraldehyde. The alkene can be deprotonated at the vinyl carbon adjacent to the oxygen. In particula ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Perfluorinated Compound
A perfluorinated compound (PFC) or perfluoro compound is an Organofluorine chemistry, organofluorine compound that lacks C-H bonds. Many perfluorinated compounds have properties that are quite different from their C-H containing analogues. Common functional groups in PFCs are Alcohol (chemistry), OH, Perfluorinated carboxylic acid, CO2H, Chlorofluorocarbon, chlorine, perfluoroether, O, and sulfonic acid, SO3H. Electrochemical fluorination, Electrofluorination is the predominant method for PFC production. Due to their chemical stability, some of these perfluorinated compounds Bioaccumulation, bioaccumulate. Applications One class of perfluorinated compounds, the fluorosurfactants, are widely used in the production of teflon (PTFE) and related fluorinated polymers. They also have been used to confer hydrophobicity and stain-resistance to fabrics. They are components of Firefighting foam, fire-fighting foam. Fluorosurfactants (PFAS) reduce surface tension by concentrating at the liqui ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Fluoropolymer
A fluoropolymer is a fluorocarbon-based polymer with multiple carbon–fluorine bonds. It is characterized by a high resistance to solvents, acids, and bases. The best known fluoropolymer is polytetrafluoroethylene under the brand name "Teflon," trademarked by the DuPont Company. History In 1938, polytetrafluoroethylene (DuPont brand name Teflon) was discovered by accident by a recently hired DuPont Ph.D., Roy J. Plunkett. While working with tetrafluoroethylene gas to develop refrigerants, he noticed that a previously pressurized cylinder had no pressure remaining. In dissecting the cylinder, he found a mass of white solid in a quantity similar to that of the tetrafluoroethylene gas. It was determined that this material was a new-to-the-world polymer. Tests showed the substance was resistant to corrosion from most acids, bases and solvents and had better high temperature stability than any other plastic. By early 1941, a crash program was making substantial quantities of PT ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Saturated And Unsaturated Compounds
A saturated compound is a chemical compound (or ion) that resists addition reactions, such as hydrogenation, oxidative addition, and the binding of a Lewis acids and bases, Lewis base. The term is used in many contexts and classes of chemical compounds. Overall, saturated compounds are less reactive than unsaturated compounds. Saturation is derived from the Latin word ''saturare'', meaning 'to fill'.An unsaturated compound is also a chemical compound (or ion) that attracts reduction reactions, such as dehydrogenation,oxidative reduction Organic chemistry Generally distinct types of unsaturated organic compounds are recognized. For hydrocarbons: *alkene (unsaturated) vs alkane (saturated) *alkyne (unsaturated) vs alkane (saturated) *arene (unsaturated) vs cycloalkane (saturated) For organic compounds containing heteroatoms (other than C and H), the list of unsaturated groups is long but some common types are: *carbonyl, e.g. ketones, aldehydes, esters, carboxylic acids (unsatura ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Perfluoroether
Perfluoroethers are a class of organofluorine compound containing one or more ether functional group. In general these compounds are structurally analogous to the related hydrocarbon ethers, except for the distinctive properties of fluorocarbons. The introduction of an ether function to a perfluoro-polymer chain also provides thermoplastic properties to the polymer, making thermal forming possible. This is a great technological advantage for producing a large variety of shapes (e.g., beakers, funnels, flasks for laboratory uses, etc...) and allows extrusion of highly chemically-resistant tubing. It also confers on the polymer a translucent appearance. Low molecular weight fluorinated ethers Acyclic perfluoroethers are analogues of diethylether, e.g. O(C2F5)2, such perfluoro(2-ethoxyethane)sulfonic acid (PFEESA). Of practical utility are the fluorinated epoxides. Tetrafluoroethylene oxide and hexafluoropropylene oxide. These are precursors of perfluoro(methyl vinyl ether) ( ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Hexafluoropropylene Oxide
Hexafluoropropylene oxide (HFPO) is an intermediate used in industrial organofluorine chemistry; specifically it is a monomer for fluoropolymers. This colourless gas is the epoxide of hexafluoropropylene, which is a fluorinated analog of propylene oxide, HFPO is produced by Chemours and 3M and as a precursor to the lubricant Krytox and related materials. It is generated by oxidation of perfluoropropylene, e.g. with oxygen as well as other oxidants. Reactivity Fluoride catalyzes the formation of perfluorinated polyethers such as Krytox. The initial step entails nucleophilic attack at the middle carbon to give the perfluoropropoxide anion, which in turn attacks another monomer. This process generates a polymer terminated by an acyl fluoride, which is hydrolyzed to the carboxylic acid which is decarboxylated with fluorine. The net polymerization reaction can be represented as: : Upon heating above 150 °C, HFPO decomposes to trifluoroacetyl fluoride and difluorocarbene: : The ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Carbonyl Fluoride
Carbonyl fluoride is a chemical compound with the formula . It is a carbon oxohalide. This gas, like its analog phosgene, is colourless and highly toxic. The molecule is planar with ''C''2v symmetry, bond lengths of 1.174 Å (C=O) and 1.312 Å (C–F), and an F–C–F bond angle of 108.0°. Preparation and properties Carbonyl fluoride is usually produced as a decomposition product of fluorinated hydrocarbons in the thermal decomposition thereof, for example from trifluoromethanol or tetrafluoromethane in the presence of water: : Carbonyl fluoride can also be prepared by reaction of phosgene with hydrogen fluoride and the fluorination of carbon monoxide, although the latter tends to result in over-fluorination to carbon tetrafluoride. The fluorination of carbon monoxide with silver difluoride is convenient: : Carbonyl fluoride is unstable in the presence of water, hydrolyzing to carbon dioxide and hydrogen fluoride Hydrogen fluoride (fluorane) is an Inorganic chemistry ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Fluoride
Fluoride (). According to this source, is a possible pronunciation in British English. is an Inorganic chemistry, inorganic, Monatomic ion, monatomic Ion#Anions and cations, anion of fluorine, with the chemical formula (also written ), whose salts are typically white or colorless. Fluoride salts typically have distinctive bitter tastes, and are odorless. Its salts and minerals are important Reagent, chemical reagents and industrial chemicals, mainly used in the production of hydrogen fluoride for fluorocarbons. Fluoride is classified as a weak base since it only partially associates in solution, but concentrated fluoride is corrosive and can attack the skin. Fluoride is the simplest fluorine anion. In terms of charge and size, the fluoride ion resembles the hydroxide ion. Fluoride ions occur on Earth in several minerals, particularly fluorite, but are present only in trace quantities in bodies of water in nature. Nomenclature Fluorides include compounds that contain ionic ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Alkoxide
In chemistry, an alkoxide is the conjugate base of an alcohol and therefore consists of an organic group bonded to a negatively charged oxygen atom. They are written as , where R is the organyl substituent. Alkoxides are strong bases and, when R is not bulky, good nucleophiles and good ligands. Alkoxides, although generally not stable in protic solvents such as water, occur widely as intermediates in various reactions, including the Williamson ether synthesis.excerpt Transition metal alkoxides are widely used for coatings and as catalysts. Enolates are unsaturated alkoxides derived by deprotonation of a bond adjacent to a ketone or aldehyde. The nucleophilic center for simple alkoxides is located on the oxygen, whereas the nucleophilic site on enolates is delocalized onto both carbon and oxygen sites. Ynolates are also unsaturated alkoxides derived from acetylenic alcohols. Phenoxides are close relatives of the alkoxides, in which the alkyl group is replaced by a phe ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electrophilic
In chemistry, an electrophile is a chemical species that forms bonds with nucleophiles by accepting an electron pair. Because electrophiles accept electrons, they are Lewis acids. Most electrophiles are positively charged, have an atom that carries a partial positive charge, or have an atom that does not have an octet of electrons. Electrophiles mainly interact with nucleophiles through addition and substitution reactions. Frequently seen electrophiles in organic syntheses include cations such as H+ and NO+, polarized neutral molecules such as HCl, alkyl halides, acyl halides, and carbonyl compounds, polarizable neutral molecules such as Cl2 and Br2, oxidizing agents such as organic peracids, chemical species that do not satisfy the octet rule such as carbenes and radicals, and some Lewis acids such as BH3 and DIBAL. Organic chemistry Addition of halogens These occur between alkenes and electrophiles, often halogens as in halogen addition reactions. Common ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Anionic Polymerization
In polymer chemistry, anionic addition polymerization is a form of chain-growth polymerization or addition polymerization that involves the polymerization of monomers initiated with anions. The type of reaction has many manifestations, but traditionally Vinyl group, vinyl monomers are used.Hsieh, H.;Quirk, R. ''Anionic Polymerization: Principles and practical applications''; Marcel Dekker, Inc.: New York, 1996.Quirk, R. Anionic Polymerization. In ''Encyclopedia of Polymer Science and Technology''; John Wiley and Sons: New York, 2003. Often anionic polymerization involves living polymerizations, which allows control of structure and composition. History As early as 1936, Karl Ziegler proposed that anionic polymerization of styrene and butadiene by consecutive addition of monomer to an alkyl lithium initiator occurred without chain transfer or termination. Twenty years later, living polymerization was demonstrated by Michael Szwarc and coworkers. In one of the breakthrough events ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
