Poly(methyl acrylate)

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Poly(methyl acrylate)
Poly(methyl acrylate).svg
Names
Other names
Polymethylacrylate
Polymethyl acrylate
Identifiers
AbbreviationsPMA
ChEBI
ChemSpider
  • none
Properties
(C4H6O2)n
Appearancecolorless solid
Density 1.20 g/cm3
1.479
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Poly(methyl acrylate) (PMA) is a family of organic polymers with the formula (CH2CHCO2CH3)n. It is a synthetic acrylate polymer derived from methyl acrylate monomer. The polymers are colorless. This homopolymer is far less important than copolymers derived from methyl acrylate and other monomers. PMA is softer than polymethyl methacrylate (PMMA), [1] It is tough, leathery, and flexible. [2]

Contents

Copolymers

Far more important than PMA are copolymers produced from methyl acrylate and one or more of the following comonomers methyl methacrylate, styrene, acrylonitrile, vinyl acetate, vinyl chloride, vinylidene chloride, and butadiene. [3]

Properties

It has a low glass-transition temperature about 10 °C (12.5 °C in case of PMA38). [4] It is soluble in dimethyl sulfoxide (DMSO). [4] PMA is water-sensitive and unlike PMMA, is not stable against alkalies. [2]

High-energy radiation leads to cross linking in PMA. However in polymethyl methacrylate (PMMA), a compound similar to PMA, degradation occurs instead. [1]

Uses

Also used in leather finishing and textiles. [2]

Derivatives of this polymer are commonly used in orally administerd pharmaceutical formulations to target specific regions of the gastrointestinal tract. [5]

Related Research Articles

In chemistry, a monomer is a molecule that can react together with other monomer molecules to form a larger polymer chain or three-dimensional network in a process called polymerization.

<span class="mw-page-title-main">Polyethylene</span> Most common thermoplastic polymer

Polyethylene or polythene (abbreviated PE; IUPAC name polyethene or poly(methylene)) is the most commonly produced plastic. It is a polymer, primarily used for packaging (plastic bags, plastic films, geomembranes and containers including bottles, etc.). As of 2017, over 100 million tonnes of polyethylene resins are being produced annually, accounting for 34% of the total plastics market.

<span class="mw-page-title-main">Poly(methyl methacrylate)</span> Transparent thermoplastic, commonly called acrylic

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.

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.

<span class="mw-page-title-main">Copolymer</span> Polymer derived from more than one species of monomer

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.

<span class="mw-page-title-main">Methyl methacrylate</span> Chemical compound

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.

In polymer chemistry, vinyl polymers are a group of polymers derived from substituted vinyl monomers. Their backbone is an extended alkane chain [−CH2−CHR−]. In popular usage, "vinyl" refers only to polyvinyl chloride (PVC).

A polyolefin is a type of polymer with the general formula (CH2CHR)n where R is an alkyl group. They are usually derived from a small set of simple olefins (alkenes). Dominant in a commercial sense are polyethylene and polypropylene. More specialized polyolefins include polyisobutylene and polymethylpentene. They are all colorless or white oils or solids. Many copolymers are known, such as polybutene, which derives from a mixture of different butene isomers. The name of each polyolefin indicates the olefin from which it is prepared; for example, polyethylene is derived from ethylene, and polymethylpentene is derived from 4-methyl-1-pentene. Polyolefins are not olefins themselves because the double bond of each olefin monomer is opened in order to form the polymer. Monomers having more than one double bond such as butadiene and isoprene yield polymers that contain double bonds (polybutadiene and polyisoprene) and are usually not considered polyolefins. Polyolefins are the foundations of many chemical industries.

<span class="mw-page-title-main">Acrylate polymer</span> Group of polymers prepared from acrylate monomers

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.

<span class="mw-page-title-main">Acrylic resin</span> Thermoplastic or thermosetting plastic

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.

Synthetic resins are industrially produced resins, typically viscous substances that convert into rigid polymers by the process of curing. In order to undergo curing, resins typically contain reactive end groups, such as acrylates or epoxides. Some synthetic resins have properties similar to natural plant resins, but many do not.

<span class="mw-page-title-main">Ethyl acrylate</span> Chemical compound

Ethyl acrylate is an organic compound with the formula CH2CHCO2CH2CH3. It is the ethyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced for paints, textiles, and non-woven fibers. It is also a reagent in the synthesis of various pharmaceutical intermediates.

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.

<span class="mw-page-title-main">Methyl acrylate</span> Chemical compound

Methyl acrylate is an organic compound, more accurately the methyl ester of acrylic acid. It is a colourless liquid with a characteristic acrid odor. It is mainly produced to make acrylate fiber, which is used to weave synthetic carpets. It is also a reagent in the synthesis of various pharmaceutical intermediates. Owing to the tendency of methyl acrylate to polymerize, samples typically contain an inhibitor such as hydroquinone.

In polymer chemistry, a comonomer refers to a polymerizable precursor to a copolymer aside from the principal monomer. In some cases, only small amounts of a comonomer are employed, in other cases substantial amounts of comonomers are used. Furthermore, in some cases, the comonomers are statistically incorporated within the polymer chain, whereas in other cases, they aggregate. The distribution of comonomers is referred to as the "blockiness" of a copolymer.

Catalytic chain transfer (CCT) is a process that can be incorporated into radical polymerization to obtain greater control over the resulting products.

Dimethylaminoethyl acrylate or DMAEA is an unsaturated carboxylic acid ester having a tertiary amino group. It is a colorless to yellowish, water-miscible liquid with a pungent, amine-like odor. DMAEA is an important acrylic monomer that gives basic properties to copolymers.

<span class="mw-page-title-main">Poly(ethyl acrylate)</span> Chemical compound

Poly(ethyl acrylate) (PEA) is a family of organic polymers with the formula (CH2CHCO2CH2CH3)n. It is a synthetic acrylate polymer derived from ethyl acrylate monomer. The polymers are colorless. This homopolymer is far less important than copolymers derived from ethyl acrylate and other monomers. It has a low glass-transition temperature about -8 °C (20 °C).

<span class="mw-page-title-main">Poly(butyl acrylate)</span> Chemical compound

Poly(butyl acrylate) (PBA) is a family of organic polymers with the formula (CH2CHCO2CH2CH2CH2CH3)n. It is a synthetic acrylate polymer derived from butyl acrylate monomer. The polymers are colorless. This homopolymer is far less important than copolymers derived from methyl acrylate and other monomers. It has a low glass-transition temperature of about -43 °C (20 °C).

References

  1. 1 2 Peter A. Ciullo (1996). Industrial Minerals and Their Uses: A Handbook and Formulary. Elsevier. p. 115. ISBN   978-0-8155-1408-4 . Retrieved 30 June 2012.
  2. 1 2 3 J. A. Brydson (8 November 1999). Plastics Materials. Butterworth-Heinemann. p. 423. ISBN   978-0-7506-4132-6 . Retrieved 30 June 2012.
  3. Penzel, Erich; Ballard, Nicholas; Asua, José M. (2018). "Polyacrylates". Ullmann's Encyclopedia of Industrial Chemistry. pp. 1–20. doi:10.1002/14356007.a21_157.pub2. ISBN   9783527306732.
  4. 1 2 Kyle B. Guice (2008). Synthesis & Characterization of Temperature- and PH-responsive Nanostructures Derived from Block Copolymers Containing Statistical Copolymers of HEMA and DMAEMA. p. 29. ISBN   978-0-549-63651-9 . Retrieved 30 June 2012.
  5. "Eudragit a versatile polymer: A review".