Polyfuran
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Polyfuran
Polyfuran (PFu) is a polymer that consists of multiple furanylene rings. Such materials are of interest for their potential in molecular electronics, although much less studied than polythiophenes and polypyrroles. Polyfuran is distinct from furan resins, a class of non-conjugated polymers. Furan resins are of commercial interest, in contrast to polyfuran. Polyfurans can be prepared by electrochemical approaches. The mechanism of polymerization is proposed to involve radical cation intermediates, i.e. species with the formula C4R4O+. Polyfurans can also be produced using acid catalysts. Radical polymerization In polymer chemistry, free-radical polymerization (FRP) is a method of polymerization by which a polymer forms by the successive addition of free-radical building blocks ( repeat units). Free radicals can be formed by a number of different mechani ... has also been explored, and oxidative cationic polymerization. References {{reflist Organic polymers Furans ...
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Furan
Furan is a heterocyclic organic compound, consisting of a five-membered aromatic ring with four carbon atoms and one oxygen atom. Chemical compounds containing such rings are also referred to as furans. Furan is a colorless, flammable, highly volatile liquid with a boiling point close to room temperature. It is soluble in common organic solvents, including alcohol, ether, and acetone, and is slightly soluble in water. Its odor is "strong, ethereal; chloroform-like". It is toxic and may be carcinogenic in humans. Furan is used as a starting point for other speciality chemicals. History The name "furan" comes from the Latin ''furfur'', which means bran. (Furfural is produced from bran.) The first furan derivative to be described was 2-furoic acid, by Carl Wilhelm Scheele in 1780. Another important derivative, furfural, was reported by Johann Wolfgang Döbereiner in 1831 and characterised nine years later by John Stenhouse. Furan itself was first prepared by Heinri ...
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Molecular Electronics
Molecular electronics is the study and application of molecular building blocks for the fabrication of electronic components. It is an interdisciplinary area that spans physics, chemistry, and materials science. The unifying feature is use of molecular building blocks to fabricate electronic components. Due to the prospect of size reduction in electronics offered by molecular-level control of properties, molecular electronics has generated much excitement. It provides a potential means to extend Moore's Law beyond the foreseen limits of small-scale conventional silicon integrated circuits. Molecular scale electronics Molecular scale electronics, also called single-molecule electronics, is a branch of nanotechnology that uses single molecules, or nanoscale collections of single molecules, as electronic components. Because single molecules constitute the smallest stable structures possible, this miniaturization is the ultimate goal for shrinking electrical circuits. Conventiona ...
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Polythiophene
Polythiophenes (PTs) are polymerized thiophenes, a sulfur heterocycle. The parent PT is an insoluble colored solid with the formula (C4H2S)n. The rings are linked through the 2- and 5-positions. Poly(alkylthiophene)s have alkyl substituents at the 3- or 4-position(s). They are also colored solids, but tend to be soluble in organic solvents. PTs become conductive when oxidized. The electrical conductivity results from the delocalization of electrons along the polymer backbone. Conductivity however is not the only interesting property resulting from electron delocalization. The optical properties of these materials respond to environmental stimuli, with dramatic color shifts in response to changes in solvent, temperature, applied potential, and binding to other molecules. Changes in both color and conductivity are induced by the same mechanism, twisting of the polymer backbone and disrupting conjugation, making conjugated polymers attractive as sensors that can provide a rang ...
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Polypyrrole
Polypyrrole (PPy) is an organic polymer obtained by oxidative polymerization of pyrrole. It is a solid with the formula H(C4H2NH)nH. It is an intrinsically conducting polymer, used in electronics, optical, biological and medical fields. History Some of the first examples of PPy were reported in 1919 by Angeli and Pieroni, who reported the formation of pyrrole blacks from pyrrole magnesium bromide. Since then pyrrole oxidation reaction has been studied and reported in scientific literature. Work on conductive polymers including polypyrrole, polythiophene, polyaniline, and polyacetylene was awarded the Nobel Prize in Chemistry in 2000 to Alan J. Heeger, Alan G. MacDiarmid and Hideki Shirakawa . Synthesis Different methods can be used to synthesize PPy, but the most common are electrochemical synthesis and chemical oxidation. Chemical oxidation of pyrrole: :n C4H4NH + 2n FeCl3 → (C4H2NH)n + 2n FeCl2 + 2n HCl The process is thought to occur via the formation of the p ...
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Furan Resin
Furan resin refers to polymers produced from various furan compounds, of which the most common starting materials are furfuryl alcohol and furfural. In the resin and in the cured polyfurfurol, the furan rings are not connected by conjugation. The resins are generally used as binders for sand castings. The furan monomer is typically converted to a free-flowing resin with mild acid catalysis. Curing is achieved using strong acid. Types The term furan resins is not used uniformly in the literature. For example, some authors refer to resins based on furfuryl alcohol and furan as furan resins, while othersMichael Biron: '' Thermosets and composites : material selection, applications, manufacturing, and cost analysis.'' Elsevier, Amsterdam, 2014, , S. 257–259. use the term only for resins based on furfuryl alcohol. In addition to homopolymers of the two starting materials, also copolymers comprising for example methanal, urea or phenol are counted as furan resins.Arne Gardziella ...
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Radical Cation
In organic chemistry, a radical anion is a free radical species that carries a negative charge. Radical anions are encountered in organic chemistry as reduced derivatives of polycyclic aromatic compounds, e.g. sodium naphthenide. An example of a non-carbon radical anion is the superoxide anion, formed by transfer of one electron to an oxygen molecule. Radical anions are typically indicated by M^. Polycyclic radical anions Many aromatic compounds can undergo one-electron reduction by alkali metals. The electron is transferred from the alkali metal ion to an unoccupied antibonding p-p п* orbital of the aromatic molecule. This transfer is usually only energetically favorable if the aprotic solvent efficiently solvates the alkali metal ion. Effective solvents are those that bind to the alkali metal cation: diethyl ether < <
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Acid Catalyst
In acid catalysis and base catalysis, a chemical reaction is catalyzed by an acid or a base. By Brønsted–Lowry acid–base theory, the acid is the proton (hydrogen ion, H+) donor and the base is the proton acceptor. Typical reactions catalyzed by proton transfer are esterifications and aldol reactions. In these reactions, the conjugate acid of the carbonyl group is a better electrophile than the neutral carbonyl group itself. Depending on the chemical species that act as the acid or base, catalytic mechanisms can be classified as either specific catalysis and general catalysis. Many enzymes operate by general catalysis. Applications and examples Brønsted acids Acid catalysis is mainly used for organic chemical reactions. Many acids can function as sources for the protons. Acid used for acid catalysis include hydrofluoric acid (in the alkylation process), phosphoric acid, toluenesulfonic acid, polystyrene sulfonate, heteropoly acids, zeolites. Strong acids catalyze the hy ...
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Radical Polymerization
In polymer chemistry, free-radical polymerization (FRP) is a method of polymerization by which a polymer forms by the successive addition of free-radical building blocks ( repeat units). Free radicals can be formed by a number of different mechanisms, usually involving separate initiator molecules. Following its generation, the initiating free radical adds (nonradical) monomer units, thereby growing the polymer chain. Free-radical polymerization is a key synthesis route for obtaining a wide variety of different polymers and materials composites. The relatively non-specific nature of free-radical chemical interactions makes this one of the most versatile forms of polymerization available and allows facile reactions of polymeric free-radical chain ends and other chemicals or substrates. In 2001, 40 billion of the 110 billion pounds of polymers produced in the United States were produced by free-radical polymerization. Free-radical polymerization is a type of chain-growth polymeriz ...
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Organic Polymers
A polymer (; Greek '' poly-'', "many" + '' -mer'', "part") is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic and natural polymers play essential and ubiquitous roles in everyday life. Polymers range from familiar synthetic plastics such as polystyrene to natural biopolymers such as DNA and proteins that are fundamental to biological structure and function. Polymers, both natural and synthetic, are created via polymerization of many small molecules, known as monomers. Their consequently large molecular mass, relative to small molecule compounds, produces unique physical properties including toughness, high elasticity, viscoelasticity, and a tendency to form amorphous and semicrystalline structures rather than crystals. The term "polymer" derives from the Greek word πολύς (''polus'', meaning "many, much") and μέρος (''meros'', meaning "p ...
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