Names | |
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Preferred IUPAC name Butyl 2-methylprop-2-enoate | |
Other names Butyl 2-methylpropenoate, Acryester B, Acryester BMA, n-butyl methacrylate | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.002.378 |
EC Number |
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PubChem CID | |
RTECS number |
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UNII | |
UN number | 2227 |
CompTox Dashboard (EPA) | |
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Properties | |
C8H14O2 | |
Molar mass | 142.198 g·mol−1 |
Appearance | colorless liquid |
Density | 0.8936 g/cm3 |
Melting point | −25 °C (−13 °F; 248 K) |
Boiling point | 160 °C (320 °F; 433 K) |
Hazards | |
GHS labelling: | |
Danger | |
H226, H315, H317, H319, H335 | |
P210, P233, P240, P241, P242, P243, P261, P264, P271, P272, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P312, P321, P332+P313, P333+P313, P337+P313, P362, P363, P370+P378, P403+P233, P403+P235, P405, P501 | |
NFPA 704 (fire diamond) | |
Flash point | 50 °C (122 °F; 323 K) |
290 °C (554 °F; 563 K) | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Butyl methacrylate is the organic compound with the formula C4H9O2CC(CH3)=CH2. A colorless liquid, it is a common monomer for the preparation of methacrylate polymers. [1] It is typically polymerized under free-radical conditions. [2]
In terms of the acute toxicity of butyl methacrylate, the LD50 is 20 g/kg (oral, rat). It is an irritant to the eyes and can cause blindness. [1]
Poly(methyl methacrylate) (PMMA) is the synthetic polymer derived from methyl methacrylate. It is used as an engineering plastic, and it is a transparent thermoplastic. PMMA is also known as acrylic, acrylic glass, as well as by the trade names and brands Crylux, Hesalite, Plexiglas, Acrylite, Lucite, and Perspex, among several others. This plastic is often used in sheet form as a lightweight or shatter-resistant alternative to glass. It can also be used as a casting resin, in inks and coatings, and for many other purposes.
In polymer chemistry, emulsion polymerization is a type of radical polymerization that usually starts with an emulsion incorporating water, monomers, and surfactants. The most common type of emulsion polymerization is an oil-in-water emulsion, in which droplets of monomer are emulsified in a continuous phase of water. Water-soluble polymers, such as certain polyvinyl alcohols or hydroxyethyl celluloses, can also be used to act as emulsifiers/stabilizers. The name "emulsion polymerization" is a misnomer that arises from a historical misconception. Rather than occurring in emulsion droplets, polymerization takes place in the latex/colloid particles that form spontaneously in the first few minutes of the process. These latex particles are typically 100 nm in size, and are made of many individual polymer chains. The particles are prevented from coagulating with each other because each particle is surrounded by the surfactant ('soap'); the charge on the surfactant repels other particles electrostatically. When water-soluble polymers are used as stabilizers instead of soap, the repulsion between particles arises because these water-soluble polymers form a 'hairy layer' around a particle that repels other particles, because pushing particles together would involve compressing these chains.
Acrylates are the salts, esters, and conjugate bases of acrylic acid. The acrylate ion is the anion CH2=CHCO−2. 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.
In polymer chemistry, a copolymer is a polymer derived from more than one species of monomer. The polymerization of monomers into copolymers is called copolymerization. Copolymers obtained from the copolymerization of two monomer species are sometimes called bipolymers. Those obtained from three and four monomers are called terpolymers and quaterpolymers, respectively. Copolymers can be characterized by a variety of techniques such as NMR spectroscopy and size-exclusion chromatography to determine the molecular size, weight, properties, and composition of the material.
Methyl methacrylate (MMA) is an organic compound with the formula CH2=C(CH3)COOCH3. This colorless liquid, the methyl ester of methacrylic acid (MAA), is a monomer produced on a large scale for the production of poly(methyl methacrylate) (PMMA).
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 monomers are used. Often anionic polymerization involves living polymerizations, which allows control of structure and composition.
Ethylene glycol dimethylacrylate (EGDMA) is a diester formed by condensation of two equivalents of methacrylic acid and one equivalent of ethylene glycol.
An acrylate polymer is any of a group of polymers prepared from acrylate monomers. These plastics are noted for their transparency, resistance to breakage, and elasticity.
Methacrylic acid, abbreviated MAA, is an organic compound with the formula CH2=C(CH3)CO2H. This colorless, viscous liquid is a carboxylic acid with an acrid unpleasant odor. It is soluble in warm water and miscible with most organic solvents. Methacrylic acid is produced industrially on a large scale as a precursor to its esters, especially methyl methacrylate (MMA), and to poly(methyl methacrylate) (PMMA).
Methacrylates are derivatives of methacrylic acid. These derivatives are mainly used to make poly(methyl methacrylate) and related polymers.
An acrylic resin is a thermoplastic or thermosetting plastic substance typically derived from acrylic acid, methacrylic acid and acrylate monomers such as butyl acrylate and methacrylate monomers such as methyl methacrylate. Thermoplastic acrylics designate a group of acrylic resins typically containing both a high molecular weight and a high glass transition temperature which exhibit lacquer dry capability. Acrylic resins designed for use in two component systems for crosslinking with isocyanate are referred to as polyols and are made with the monomers previously mentioned as well as hydroxy monomers such as hydroxy ethyl methacrylate. Acrylic resins are produced in different liquid carriers such as a hydrocarbon solvent or water in which case they are referred to as emulsions or dispersions and they are also provided in 100% solids bead form.
Hydroxyethylmethacrylate is the organic compound with the chemical formula H2C\dC(CH3)CO2CH2CH2OH. It is a colorless viscous liquid that readily polymerizes. Hydroxyethylmethacrylate is a monomer that is used to make various polymers.
Solution polymerization is a method of industrial polymerization. In this procedure, a monomer is dissolved in a non-reactive solvent that contains a catalyst or initiator.
Glycidyl methacrylate (GMA) is an ester of methacrylic acid and glycidol. Containing both an epoxide and an acrylate groups, the molecule is bifunctional. It is a common monomer used in the production of epoxy resins. While typical home epoxies contain diglycidyl ether of bisphenol A (DGEBA), glycidyl methacrylate is instead used to provide epoxy functionalization to polyolefins and other acrylate resins. Glycidyl methacrylate is produced by several companies worldwide, including Dow Chemical. It is used to prepare a range of composites.
Catalytic chain transfer (CCT) is a process that can be incorporated into radical polymerization to obtain greater control over the resulting products.
Poly(methacrylic acid) (PMAA) is a polymer made from methacrylic acid (preferred IUPAC name, 2-methylprop-2-enoic acid), which is a carboxylic acid. It is often available as its sodium salt, poly(methacrylic acid) sodium salt. The monomer is a viscous liquid with a pungent odour. The first polymeric form of methacrylic acid was described in 1880 by Engelhorn and Fittig. The use of high purity monomers is required for proper polymerization conditions and therefore it is necessary to remove any inhibitors by extraction (phenolic inhibitors) or via distillation. To prevent inhibition by dissolved oxygen, monomers should be carefully degassed prior to the start of the polymerization.
Steven Peter Armes is a Professor of polymer chemistry and colloid chemistry at the University of Sheffield.
1-Vinylimidazole is a water-soluble basic monomer that forms quaternizable homopolymers by free-radical polymerization with a variety of vinyl and acrylic monomers. The products are functional copolymers, which are used as oil field chemicals and as cosmetic auxiliaries. 1-Vinylimidazole acts as a reactive diluent in UV lacquers, inks, and adhesives.
Ethyl methacrylate is the organic compound with the formula C2H5O2CC(CH3)=CH2. A colorless liquid, it is a common monomer for the preparation of acrylate polymers. It is typically polymerized under free-radical conditions.
Tert-Butyl methacrylate