Solid acid

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Solid acids are acids that are insoluble in the reaction medium. They are often used as heterogeneous catalysts.

Contents

Examples

Most solid state acids are organic acids such as oxalic acid, tartaric acid, citric acid, maleic acid, etc. Examples of inorganic solid acids include silico-aluminates (zeolites, alumina, silico-aluminophosphate), and sulfated zirconia. Many transition metal oxides are acidic, including titania, zirconia, and niobia. [1] Such acids are used in cracking. Many solid Brønsted acids are also employed industrially, including polystyrene sulfonate, solid phosphoric acid, niobic acid, and heteropolyoxometallates. [2]

Applications

Solid acids are used in catalysis in many industrial chemical processes, from large-scale catalytic cracking in petroleum refining to the synthesis of various fine chemicals. [3]

One large scale application is alkylation, e.g., the combination of benzene and ethylene to give ethylbenzene. Another application is the rearrangement of cyclohexanone oxime to caprolactam. [4] Many alkylamines are prepared by amination of alcohols, catalyzed by solid acids.

Zeolite, ZSM-5 is widely used as a solid acid catalyst. Zeolite-ZSM-5-vdW.png
Zeolite, ZSM-5 is widely used as a solid acid catalyst.

Solid acids can be used as electrolytes in fuel cells. [1]

Related Research Articles

<span class="mw-page-title-main">Catalysis</span> Process of increasing the rate of a chemical reaction

Catalysis is the process of change in rate of a chemical reaction by adding a substance known as a catalyst. Catalysts are not consumed by the reaction and remain unchanged after it. If the reaction is rapid and the catalyst recycles quickly, very small amounts of catalyst often suffice; mixing, surface area, and temperature are important factors in reaction rate. Catalysts generally react with one or more reactants to form intermediates that subsequently give the final reaction product, in the process of regenerating the catalyst.

<span class="mw-page-title-main">Zirconium dioxide</span> Chemical compound

Zirconium dioxide is a white crystalline oxide of zirconium. Its most naturally occurring form, with a monoclinic crystalline structure, is the mineral baddeleyite. A dopant stabilized cubic structured zirconia, cubic zirconia, is synthesized in various colours for use as a gemstone and a diamond simulant.

<span class="mw-page-title-main">Hydrogenation</span> Chemical reaction between molecular hydrogen and another compound or element

Hydrogenation is a chemical reaction between molecular hydrogen (H2) and another compound or element, usually in the presence of a catalyst such as nickel, palladium or platinum. The process is commonly employed to reduce or saturate organic compounds. Hydrogenation typically constitutes the addition of pairs of hydrogen atoms to a molecule, often an alkene. Catalysts are required for the reaction to be usable; non-catalytic hydrogenation takes place only at very high temperatures. Hydrogenation reduces double and triple bonds in hydrocarbons.

<span class="mw-page-title-main">Alkylation</span> Transfer of an alkyl group from one molecule to another

Alkylation is a chemical reaction that entails transfer of an alkyl group. The alkyl group may be transferred as an alkyl carbocation, a free radical, a carbanion, or a carbene. Alkylating agents are reagents for effecting alkylation. Alkyl groups can also be removed in a process known as dealkylation. Alkylating agents are often classified according to their nucleophilic or electrophilic character. In oil refining contexts, alkylation refers to a particular alkylation of isobutane with olefins. For upgrading of petroleum, alkylation produces a premium blending stock for gasoline. In medicine, alkylation of DNA is used in chemotherapy to damage the DNA of cancer cells. Alkylation is accomplished with the class of drugs called alkylating antineoplastic agents.

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.

<span class="mw-page-title-main">Nafion</span> Brand name for a chemical product

Nafion is a brand name for a sulfonated tetrafluoroethylene based fluoropolymer-copolymer discovered in the late 1960s by Dr. Walther Grot of DuPont. Nafion is a brand of the Chemours company. It is the first of a class of synthetic polymers with ionic properties that are called ionomers. Nafion's unique ionic properties are a result of incorporating perfluorovinyl ether groups terminated with sulfonate groups onto a tetrafluoroethylene (PTFE) backbone. Nafion has received a considerable amount of attention as a proton conductor for proton exchange membrane (PEM) fuel cells because of its excellent chemical and mechanical stability in the harsh conditions of this application.

<span class="mw-page-title-main">Heterogeneous catalysis</span> Type of catalysis involving reactants & catalysts in different phases of matter

Heterogeneous catalysis is catalysis where the phase of catalysts differs from that of the reactants or products. The process contrasts with homogeneous catalysis where the reactants, products and catalyst exist in the same phase. Phase distinguishes between not only solid, liquid, and gas components, but also immiscible mixtures, or anywhere an interface is present.

In chemistry, homogeneous catalysis is catalysis where the catalyst is in same phase as reactants, principally by a soluble catalyst a in solution. In contrast, heterogeneous catalysis describes processes where the catalysts and substrate are in distinct phases, typically solid-gas, respectively. The term is used almost exclusively to describe solutions and implies catalysis by organometallic compounds. Homogeneous catalysis is an established technology that continues to evolve. An illustrative major application is the production of acetic acid. Enzymes are examples of homogeneous catalysts.

The water–gas shift reaction (WGSR) describes the reaction of carbon monoxide and water vapor to form carbon dioxide and hydrogen:

<span class="mw-page-title-main">Cerium(IV) oxide</span> Chemical compound

Cerium(IV) oxide, also known as ceric oxide, ceric dioxide, ceria, cerium oxide or cerium dioxide, is an oxide of the rare-earth metal cerium. It is a pale yellow-white powder with the chemical formula CeO2. It is an important commercial product and an intermediate in the purification of the element from the ores. The distinctive property of this material is its reversible conversion to a non-stoichiometric oxide.

<span class="mw-page-title-main">Acid catalysis</span> Chemical reaction

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.

Nanomaterial-based catalysts are usually heterogeneous catalysts broken up into metal nanoparticles in order to enhance the catalytic process. Metal nanoparticles have high surface area, which can increase catalytic activity. Nanoparticle catalysts can be easily separated and recycled. They are typically used under mild conditions to prevent decomposition of the nanoparticles.

<span class="mw-page-title-main">Phosphotungstic acid</span> Chemical compound

Phosphotungstic acid (PTA) or tungstophosphoric acid (TPA), is a heteropoly acid with the chemical formula H3PW12O40]. It forms hydrates H3[PW12O40nH2O. It is normally isolated as the n = 24 hydrate but can be desiccated to the hexahydrate (n = 6). EPTA is the name of ethanolic phosphotungstic acid, its alcohol solution used in biology. It has the appearance of small, colorless-grayish or slightly yellow-green crystals, with melting point 89 °C (24 H2O hydrate). It is odorless and soluble in water (200 g/100 ml). It is not especially toxic, but is a mild acidic irritant. The compound is known by a variety of names and acronyms (see 'other names' section of infobox).

<span class="mw-page-title-main">Organocatalysis</span> Method in organic chemistry

In organic chemistry, organocatalysis is a form of catalysis in which the rate of a chemical reaction is increased by an organic catalyst. This "organocatalyst" consists of carbon, hydrogen, sulfur and other nonmetal elements found in organic compounds. Because of their similarity in composition and description, they are often mistaken as a misnomer for enzymes due to their comparable effects on reaction rates and forms of catalysis involved.

<span class="mw-page-title-main">Electrocatalyst</span> Catalyst participating in electrochemical reactions

An electrocatalyst is a catalyst that participates in electrochemical reactions. Electrocatalysts are a specific form of catalysts that function at electrode surfaces or, most commonly, may be the electrode surface itself. An electrocatalyst can be heterogeneous such as a platinized electrode. Homogeneous electrocatalysts, which are soluble, assist in transferring electrons between the electrode and reactants, and/or facilitate an intermediate chemical transformation described by an overall half reaction. Major challenges in electrocatalysts focus on fuel cells.

The electrochemical reduction of carbon dioxide, also known as electrolysis of carbon dioxide, is the conversion of carbon dioxide to more reduced chemical species using electrical energy. It is one possible step in the broad scheme of carbon capture and utilization, nevertheless it is deemed to be one of the most promising approaches.

Catalytic oxidation are processes that rely on catalysts to introduce oxygen into organic and inorganic compounds. Many applications, including the focus of this article, involve oxidation by oxygen. Such processes are conducted on a large scale for the remediation of pollutants, production of valuable chemicals, and the production of energy.

<span class="mw-page-title-main">Hydrogen auto-transfer</span>

Hydrogen auto-transfer, also known as borrowing hydrogen, is the activation of a chemical reaction by temporary transfer of two hydrogen atoms from the reactant to a catalyst and return of those hydrogen atoms back to a reaction intermediate to form the final product. Two major classes of borrowing hydrogen reactions exist: (a) those that result in hydroxyl substitution, and (b) those that result in carbonyl addition. In the former case, alcohol dehydrogenation generates a transient carbonyl compound that is subject to condensation followed by the return of hydrogen. In the latter case, alcohol dehydrogenation is followed by reductive generation of a nucleophile, which triggers carbonyl addition. As borrowing hydrogen processes avoid manipulations otherwise required for discrete alcohol oxidation and the use of stoichiometric organometallic reagents, they typically display high levels of atom-economy and, hence, are viewed as examples of Green chemistry.

In organic chemistry, transalkylation is a chemical reaction involving the transfer of an alkyl group from one organic compound to another. The reaction is used for the transfer of methyl and ethyl groups between benzene rings. This is of particular value in the petrochemical industry to manufacture p-xylene, styrene, and other aromatic compounds. Motivation for using transalkylation reactions is based on a difference in production and demand for benzene, toluene, and xylenes. Transalkylation can convert toluene, which is overproduced, into benzene and xylene, which are under-produced. Zeolites are often used as catalysts in transalkylation reactions.

Herman Pines was a Russian Empire-born American chemist. Born in Łódź—then part of the Russian Empire—he left his hometown as a young man as Jewish quotas and other anti-Jewish practices prevented Jewish students from attending university. After earning a degree in chemical engineering at the École Supérieure de Chimie Industrielle de Lyon in France, he worked at Universal Oil Products from 1930 to 1952. Pines also worked at Northwestern University beginning in 1941, and served from 1953–1970 as the Ipatieff Research Professor of Chemistry and director of the Ipatieff High Pressure and Catalytic Laboratory.

References

  1. 1 2 Boysen, Dane A.; Uda, Tetsuya; Chisholm, Calum R. I.; Haile, Sossina M. (2004-01-02). "High-Performance Solid Acid Fuel Cells Through Humidity Stabilization" (PDF). Science. 303 (5654): 68–70. Bibcode:2004Sci...303...68B. doi:10.1126/science.1090920. ISSN   0036-8075. PMID   14631049. S2CID   10829089.
  2. Busca, Guido (2007-11-01). "Acid Catalysts in Industrial Hydrocarbon Chemistry". Chemical Reviews. 107 (11): 5366–5410. doi:10.1021/cr068042e. ISSN   0009-2665. PMID   17973436.
  3. "Solid Acid Catalysis: From Fundamentals to Applications". CRC Press . Retrieved 2016-09-15.
  4. Röper, Michael; Gehrer, Eugen; Narbeshuber, Thomas; Siegel, Wolfgang (15 June 2000), "Acylation and Alkylation", Ullmann's Encyclopedia of Industrial Chemistry, John Wiley & Sons, Ltd, doi:10.1002/14356007.a01_185, ISBN   978-3-527-30673-2 , retrieved 2022-01-18