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TCNQ
Tetracyanoquinodimethane (TCNQ) is the organic compound with the formula . This cyanocarbon, a relative of para-quinone, is an electron acceptor that is used to prepare charge transfer salts, which are of interest in molecular electronics. Preparation and structure TCNQ is prepared by the condensation of 1,4-cyclohexanedione with malononitrile, followed by dehydrogenation of the resulting diene with bromine: : : The molecule is planar, with D2h symmetry. Reactions Like tetracyanoethylene (TCNE), TCNQ is easily reduced to give a blue-coloured radical anion. The reduction potential is about −0.3 V relative to the ferrocene/ferrocenium couple. This property is exploited in the development of charge transfer salts. TCNQ also forms complexes with electron-rich metal complexes. Charge transfer salts TCNQ achieved great attention because it forms charge-transfer salts with high electrical conductivity. These discoveries were influential in the development of organic electroni ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Charge-transfer Salt
In chemistry, a charge-transfer (CT) complex or electron-donor-acceptor complex describes a type of supramolecular assembly of two or more molecules or ions. The assembly consists of two molecules that self-attract through electrostatic forces, i.e., one has at least partial negative charge and the partner has partial positive charge, referred to respectively as the electron acceptor and electron donor. In some cases, the degree of charge transfer is "complete", such that the CT complex can be classified as a salt. In other cases, the charge-transfer association is weak, and the interaction can be disrupted easily by polar solvents. Examples Electron donor-acceptor complexes A number of organic compounds form charge-transfer complex, which are often described as electron-donor-acceptor complexes (EDA complexes). Typical acceptors are nitrobenzenes or tetracyanoethylene. The strength of their interaction with electron donors correlates with the ionization potentials of the c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetrathiafulvene
Tetrathiafulvalene is an organosulfur compound with the formula (. Studies on this heterocyclic compound contributed to the development of molecular electronics. TTF is related to the hydrocarbon fulvalene, , by replacement of four CH groups with sulfur atoms. Over 10,000 scientific publications discuss TTF and its derivatives. Preparation The high level of interest in TTFs has spawned the development of many syntheses of TTF and its analogues. Most preparations entail the coupling of cyclic building blocks such as 1,3-dithiole-2-thion or the related 1,3-dithiole-2-ones. For TTF itself, the synthesis begins with the trithiocarbonate , which is S-methylated and then reduced to give , which is treated as follows: :H2C2S2CH(SCH3) + HBF4 -> 2C2S2CH+F4- + HSCH3 :2 2C2S2CH+F4- + 2 Et3N -> (H2C2S2C)2 + 2 Et3NHBF4 Redox properties Bulk TTF itself has unremarkable electrical properties. Distinctive properties are, however, associated with salts of its oxidized derivatives, such ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Semiconductor
Organic semiconductors are solids whose building blocks are pi-bonded molecules or polymers made up by carbon and hydrogen atoms and – at times – heteroatoms such as nitrogen, sulfur and oxygen. They exist in the form of molecular crystals or amorphous thin films. In general, they are electrical insulators, but become semiconducting when charges are either injected from appropriate electrodes, upon doping or by photoexcitation. General properties In molecular crystals the energetic separation between the top of the valence band and the bottom conduction band, i.e. the band gap, is typically 2.5–4 eV, while in inorganic semiconductors the band gaps are typically 1–2 eV. This implies that they are, in fact, insulators rather than semiconductors in the conventional sense. They become semiconducting only when charge carriers are either injected from the electrodes or generated by intentional or unintentional doping. Charge carriers can also be generated in the c ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Electronics
Organic electronics is a field of materials science concerning the design, synthesis, characterization, and application of organic molecules or polymers that show desirable electronic properties such as conductivity. Unlike conventional inorganic conductors and semiconductors, organic electronic materials are constructed from organic (carbon-based) molecules or polymers using synthetic strategies developed in the context of organic chemistry and polymer chemistry. One of the promised benefits of organic electronics is their potential low cost compared to traditional electronics. Attractive properties of polymeric conductors include their electrical conductivity (which can be varied by the concentrations of dopants) and comparatively high mechanical flexibility. Challenges to the implementation of organic electronic materials are their inferior thermal stability, high cost, and diverse fabrication issues. History ;Electrically conductive polymers Traditional conductive materia ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Organic Compound
In chemistry, organic compounds are generally any chemical compounds that contain carbon-hydrogen or carbon-carbon bonds. Due to carbon's ability to catenate (form chains with other carbon atoms), millions of organic compounds are known. The study of the properties, reactions, and syntheses of organic compounds comprise the discipline known as organic chemistry. For historical reasons, a few classes of carbon-containing compounds (e.g., carbonate salts and cyanide salts), along with a few other exceptions (e.g., carbon dioxide, hydrogen cyanide), are not classified as organic compounds and are considered inorganic. Other than those just named, little consensus exists among chemists on precisely which carbon-containing compounds are excluded, making any rigorous definition of an organic compound elusive. Although organic compounds make up only a small percentage of Earth's crust, they are of central importance because all known life is based on organic compounds. Living t ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Symmetry Group
In group theory, the symmetry group of a geometric object is the group of all transformations under which the object is invariant, endowed with the group operation of composition. Such a transformation is an invertible mapping of the ambient space which takes the object to itself, and which preserves all the relevant structure of the object. A frequent notation for the symmetry group of an object ''X'' is ''G'' = Sym(''X''). For an object in a metric space, its symmetries form a subgroup of the isometry group of the ambient space. This article mainly considers symmetry groups in Euclidean geometry, but the concept may also be studied for more general types of geometric structure. Introduction We consider the "objects" possessing symmetry to be geometric figures, images, and patterns, such as a wallpaper pattern. For symmetry of physical objects, one may also take their physical composition as part of the pattern. (A pattern may be specified formally as a scalar field, a funct ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electric Conductivity
Electrical resistivity (also called specific electrical resistance or volume resistivity) is a fundamental property of a material that measures how strongly it resists electric current. A low resistivity indicates a material that readily allows electric current. Resistivity is commonly represented by the Greek letter (rho). The SI unit of electrical resistivity is the ohm-meter (Ω⋅m). For example, if a solid cube of material has sheet contacts on two opposite faces, and the resistance between these contacts is , then the resistivity of the material is . Electrical conductivity or specific conductance is the reciprocal of electrical resistivity. It represents a material's ability to conduct electric current. It is commonly signified by the Greek letter ( sigma), but ( kappa) (especially in electrical engineering) and ( gamma) are sometimes used. The SI unit of electrical conductivity is siemens per metre (S/m). Resistivity and conductivity are int ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Electron Donor
In chemistry, an electron donor is a chemical entity that donates electrons to another compound. It is a reducing agent that, by virtue of its donating electrons, is itself oxidized in the process. Typical reducing agents undergo permanent chemical alteration through covalent or ionic reaction chemistry. This results in the complete and irreversible transfer of one or more electrons. In many chemical circumstances, however, the transfer of electronic charge to an electron acceptor may be only fractional, meaning an electron is not completely transferred, but results in an electron resonance between the donor and acceptor. This leads to the formation of charge transfer complexes in which the components largely retain their chemical identities. The electron donating power of a donor molecule is measured by its ionization potential which is the energy required to remove an electron from the highest occupied molecular orbital (HOMO). The overall energy balance (ΔE), i.e., energ ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Tetracyanoethylene
Tetracyanoethylene (TCNE) is organic compound with the formula . It is a colorless solid, although samples are often off-white. It is an important member of the cyanocarbons. Synthesis and reactions TCNE is prepared by brominating malononitrile in the presence of potassium bromide to give the KBr-complex, and dehalogenating with copper. Oxidation of TCNE with hydrogen peroxide gives the corresponding epoxide, which has unusual properties. In the presence of base, TCNE reacts with malononitrile to give salts of pentacyanopropenide: :C2(CN)2 + CH2(CN)2 -> NC)2C-C(CN)-C(CN)2 + CN- + 2H+ Redox chemistry TCNE is an electron acceptor. Cyano groups have low energy π* orbitals, and the presence of four such groups, with their π systems (conjugated) to the central double bond, gives rise to an electrophilic alkene. TCNE is reduced at -0.27 V vs ferrocene/ferrocenium: :C2(CN)4 + e- -> 2(CN)4 Because of its ability to accept an electron, TCNE has been used to prepare numerou ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Bromine
Bromine is a chemical element with the symbol Br and atomic number 35. It is the third-lightest element in group 17 of the periodic table (halogens) and is a volatile red-brown liquid at room temperature that evaporates readily to form a similarly coloured vapour. Its properties are intermediate between those of chlorine and iodine. Isolated independently by two chemists, Carl Jacob Löwig (in 1825) and Antoine Jérôme Balard (in 1826), its name was derived from the Ancient Greek (bromos) meaning "stench", referring to its sharp and pungent smell. Elemental bromine is very reactive and thus does not occur as a native element in nature but it occurs in colourless soluble crystalline mineral halide salts, analogous to table salt. In fact, bromine and all the halogens are so reactive that they form bonds in pairs—never in single atoms. While it is rather rare in the Earth's crust, the high solubility of the bromide ion (Br) has caused its accumulation in the oceans. Commercial ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Cyanocarbon
In organic chemistry, cyanocarbons are a group of chemical compounds that contain several cyanide functional groups. Such substances generally are classified as organic compounds, since they are formally derived from hydrocarbons by replacing one or more hydrogen atoms with a cyanide group.Webster, Owen W. "Cyanocarbons: a classic example of discovery-driven research" Journal of Polymer Science, Part A: Polymer Chemistry 2001, volume, 40, pp. 210-221. The parent member is ( tetracyanomethane, also known as carbon tetracyanide). Organic chemists often refer to cyanides as nitriles. In general, cyanide is an electronegative substituent. Thus, for example, cyanide-substituted carboxylic acids tend to be stronger than the parents. The cyanide group can also stabilize anions by delocalizing negative charge as revealed by resonance structures. Definition and examples ''Cyanocarbons are organic compounds bearing enough cyano functional groups to significantly alter their chemical ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
Dehydrogenation
In chemistry, dehydrogenation is a chemical reaction that involves the removal of hydrogen, usually from an organic molecule. It is the reverse of hydrogenation. Dehydrogenation is important, both as a useful reaction and a serious problem. At its simplest, it is useful way of converting alkanes, which are relatively inert and thus low-valued, to olefins, which are reactive and thus more valuable. Alkenes are precursors to aldehydes (), alcohols (), polymers, and aromatics. As a problematic reaction, the fouling and inactivation of many catalysts arises via coking, which is the dehydrogenative polymerization of organic substrates. Enzymes that catalyze dehydrogenation are called dehydrogenases. Heterogeneous catalytic routes Styrene Dehydrogenation processes are used extensively to produce aromatics in the petrochemical industry. Such processes are highly endothermic and require temperatures of 500 °C and above. Dehydrogenation also converts saturated fats to unsatura ... [...More Info...] [...Related Items...] OR: [Wikipedia] [Google] [Baidu] |
