1,6-Hexanediol Diacrylate
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1,6-Hexanediol Diacrylate
1,6-Hexanediol diacrylate (HDDA or HDODA) is a difunctional acrylate ester monomer used in the manufacture of polymers. It is particularly useful for use in ultraviolet light cure applications. Furthermore, it is also used in adhesives, sealants, alkyd coatings, elastomers, photopolymers, and inks for improved adhesion, hardness, abrasion and heat resistance. Like other acrylate monomers it is usually supplied with a radical inhibitor such as hydroquinone added. Preparation The material is prepared by acid-catalyzed esterification of 1,6-hexanediol with acrylic acid. Other uses As the molecule has acrylic functionality, it is capable of undergoing the Michael reaction with an amine. This allows it use in epoxy chemistry where its use speeds up the cure time considerably. See also * TMPTA (trimethylolpropane triacrylate), a triacrylate crosslinker * Pentaerythritol tetraacrylate Pentaerythritol tetraacrylate (PETA or sometimes PETTA,PETRA) is an organic compound. It is a tetr ...
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Ultraviolet
Ultraviolet (UV) is a form of electromagnetic radiation with wavelength from 10 nanometer, nm (with a corresponding frequency around 30 Hertz, PHz) to 400 nm (750 Hertz, THz), shorter than that of visible light, but longer than X-rays. UV radiation is present in sunlight, and constitutes about 10% of the total electromagnetic radiation output from the Sun. It is also produced by electric arcs and specialized lights, such as mercury-vapor lamps, tanning lamps, and black lights. Although long-wavelength ultraviolet is not considered an ionizing radiation because its photons lack the energy to ionization, ionize atoms, it can cause chemical reactions and causes many substances to glow or fluorescence, fluoresce. Consequently, the chemical and biological effects of UV are greater than simple heating effects, and many practical applications of UV radiation derive from its interactions with organic molecules. Short-wave ultraviolet light damages DNA and sterilizes surf ...
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Hydroquinone
Hydroquinone, also known as benzene-1,4-diol or quinol, is an aromatic organic compound that is a type of phenol, a derivative of benzene, having the chemical formula C6H4(OH)2. It has two hydroxyl groups bonded to a benzene ring in a ''para'' position. It is a white granular solid. Substituted derivatives of this parent compound are also referred to as hydroquinones. The name "hydroquinone" was coined by Friedrich Wöhler in 1843. Production Hydroquinone is produced industrially in two main ways.Phillip M. Hudnall "Hydroquinone" in Ullmann's Encyclopedia of Industrial Chemistry 2002, Wiley-VCH, Weinheim. 2005 Wiley-VCH, Weinheim. . * The most widely used route is similar to the cumene process in reaction mechanism and involves the dialkylation of benzene with propene to give 1,4-diisopropylbenzene. This compound reacts with air to afford the bis(hydroperoxide), which is structurally similar to cumene hydroperoxide and rearranges in acid to give acetone and hydroquinone. * A se ...
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1,6-Hexanediol
1,6-Hexanediol is an organic compound with the formula (CH2CH2CH2OH)2. It is a colorless water-soluble solid. Production 1,6-Hexanediol is prepared by the hydrogenation of adipic acid or its esters. Laboratory preparation could be achieved by reduction of adipates with lithium aluminium hydride, although this method is impractical on a commercial scale. Properties As 1,6-hexanediol contains the hydroxyl group, it undergoes the typical chemical reactions of alcohols such as dehydration, substitution, esterification. Dehydration of 1,6-hexanediol gives oxepane, 2-methyltetrahydropyran and 2-ethyltetrahydrofuran. Corresponding thiophene and pyrrolidone can be made by reacting 1,6-hexanediol with hydrogen sulfide and ammonia respectively.BASF intermediates, BASF Uses 1,6-Hexanediol is widely used for industrial polyester and polyurethane production.. 1,6-Hexanediol can improve the hardness and flexibility of polyesters as it contains a fairly long hydrocarbon chain. In polyuret ...
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Acrylic Acid
Acrylic acid (IUPAC: propenoic acid) is an organic compound with the formula CH2=CHCOOH. It is the simplest unsaturated carboxylic acid, consisting of a vinyl group connected directly to a carboxylic acid terminus. This colorless liquid has a characteristic acrid or tart smell. It is miscible with water, alcohols, ethers, and chloroform. More than a million tons are produced annually. History The word "acrylic" was coined in 1843, for a chemical derivative of acrolein, an acrid-smelling oil derived from glycerol. Production Acrylic acid is produced by oxidation of propylene, which is a byproduct of the production of ethylene and gasoline: : 2 CH2=CHCH3 + 3 O2 → 2 CH2=CHCO2H + 2 H2O Historical methods Because acrylic acid and its esters have long been valued commercially, many other methods have been developed. Most have been abandoned for economic or environmental reasons. An early method was the hydrocarboxylation of acetylene (" Reppe chemistry"): : This method re ...
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Michael Reaction
In organic chemistry, the Michael reaction or Michael addition is a reaction between a Michael donor (an enolate or other nucleophile) and a Michael acceptor (usually an α,β-unsaturated carbonyl) to produce a Michael adduct by creating a carbon-carbon bond at the acceptor's β-carbon. It belongs to the larger class of conjugate additions and is widely used for the mild formation of carbon-carbon bonds. The Michael addition is an important atom-economical method for diastereoselective and enantioselective C–C bond formation, and many asymmetric variants exist : In this general Michael addition scheme, either or both of R and R' on the nucleophile (the Michael donor) represent electron-withdrawing substituents such as acyl, cyano, nitro, or sulfone groups, which make the adjacent methylene hydrogen acidic enough to form a carbanion when reacted with the base, ''B:''. For the alkene (the Michael acceptor), the R" substituent is usually a carbonyl, which makes the compound ...
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Amine
In chemistry, amines (, ) are compounds and functional groups that contain a basic nitrogen atom with a lone pair. Amines are formally derivatives of ammonia (), wherein one or more hydrogen atoms have been replaced by a substituent such as an alkyl or aryl group (these may respectively be called alkylamines and arylamines; amines in which both types of substituent are attached to one nitrogen atom may be called alkylarylamines). Important amines include amino acids, biogenic amines, trimethylamine, and aniline; Inorganic derivatives of ammonia are also called amines, such as monochloramine (). The substituent is called an amino group. Compounds with a nitrogen atom attached to a carbonyl group, thus having the structure , are called amides and have different chemical properties from amines. Classification of amines Amines can be classified according to the nature and number of substituents on nitrogen. Aliphatic amines contain only H and alkyl substituents. A ...
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TMPTA
Trimethylolpropane triacrylate (TMPTA) is a trifunctional acrylate ester monomer derived from trimethylolpropane, used in the manufacture of plastics, adhesives, acrylic glue, anaerobic sealants, and ink. It is useful for its low volatility and fast cure response. It has the properties of weather, chemical and water resistance, as well as good abrasion resistance. End products include alkyd coatings, compact discs, hardwood floors, concrete polymers, Dental composites, photolithography, letterpress, screen printing, elastomers, automobile headlamps, acrylics and plastic components for the medical industry. Other uses As the molecule has acrylic functionality, it is capable of doing the Michael reaction with an amine. This allows its use in epoxy chemistry where its use speeds up the cure time considerably See also *Pentaerythritol tetraacrylate * 1,6-Hexanediol diacrylate References {{reflistTRIMETHYLOLPROPANE TRIACRYLATEat chemicalland21.comat OSHA OSHA or Osha may refer to: ...
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Pentaerythritol Tetraacrylate
Pentaerythritol tetraacrylate (PETA or sometimes PETTA,PETRA) is an organic compound. It is a tetrafunctional acrylate ester used as a monomer in the manufacture of polymers. As it is a polymerizable acrylate monomer it is nearly always supplied with a polymerisation inhibitor such as MEHQ (monomethyl ether hydroquinone) added. Uses PETA is part of a family of acrylates used in epoxy resin chemistry and ultraviolet cure of coatings. Similar monomers used are 1,6-hexanediol diacrylate and TMPTA trimethylol propane triacrylate. It is a derivative of pentaerythritol One of the key uses of the material is in polymeric synthesis where it can form micelles and block copolymers. The molecule's acrylate group functionality enables the molecule to do the Michael reaction with amines. It is therefore sometimes used in epoxy chemistry enabling a large reduction in cure time. As the molecule has 4 functional acrylate groups it confers high cross-link density. Ethoxylation maybe used to pr ...
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Acrylate Esters
Acrylates (IUPAC: prop-2-enoates) are the salts, esters, and conjugate bases of acrylic acid. The acrylate ion is the anion C H2=CHC OO−. Often, acrylate refers to esters of acrylic acid, the most common member being methyl acrylate. These acrylates contain vinyl groups. These compounds are of interest because they are bifunctional: the vinyl group is susceptible to polymerization and the carboxylate group carries myriad functionalities. Modified acrylates are also numerous, some examples being methacrylates (CH2=C(CH3)CO2R) and cyanoacrylates (CH2=C(CN)CO2R). Acrylate can also refer to polyacrylates prepared through the polymerization of the vinyl groups of acrylate monomers. File:Acrylate-anion.svg, The acrylate anion File:Trimethylolpropane triacrylate.svg, Trimethylolpropane triacrylate (TMPTA), a trifunctional acrylate ester File:Methylacrylat.svg, Methyl acrylate, an acrylic ester File:Hexandioldiacrylat.svg, Hexandiol diacrylate, a bifunctional acrylate File:Methyl-meth ...
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