''N''-Vinylpyrrolidone (NVP) is an
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. T ...
consisting of a 5-membered
lactam linked to a
vinyl group
In organic chemistry, a vinyl group (abbr. Vi; IUPAC name: ethenyl group) is a functional group with the formula . It is the ethylene (IUPAC name: ethene) molecule () with one fewer hydrogen atom. The name is also used for any compound contai ...
. It is a colorless liquid although commercial samples can appear yellowish.
It is produced industrially by
vinylation in organic chemistry, vinylation is the process of attaching a vinyl group () to a substrate. Many organic compounds contain vinyl groups, so the process has attracted significant interest, especially since the reaction scope includes substituted v ...
of
2-pyrrolidone, i.e. the base-catalyzed reaction with
acetylene.
[ It is the precursor to ]polyvinylpyrrolidone
Polyvinylpyrrolidone (PVP), also commonly called polyvidone or povidone, is a water-soluble polymer made from the monomer ''N''-vinylpyrrolidone. PVP is available in a range of molecular weights and related viscosities, and can be selected accor ...
(PVP), an important synthetic material. The NVP monomer
In chemistry, a monomer ( ; '' mono-'', "one" + ''-mer'', "part") 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.
Classification
...
is commonly used as a reactive diluent in ultraviolet
Ultraviolet (UV) is a form of electromagnetic radiation with wavelength from 10 nm (with a corresponding frequency around 30 PHz) to 400 nm (750 THz), shorter than that of visible light, but longer than X-rays. UV radiation ...
and electron
The electron ( or ) is a subatomic particle with a negative one elementary electric charge. Electrons belong to the first generation of the lepton particle family,
and are generally thought to be elementary particles because they have no ...
-beam
Beam may refer to:
Streams of particles or energy
*Light beam, or beam of light, a directional projection of light energy
**Laser beam
*Particle beam, a stream of charged or neutral particles
**Charged particle beam, a spatially localized grou ...
curable polymer
A polymer (; Greek '' poly-'', "many" + ''-mer'', "part")
is a substance or material consisting of very large molecules called macromolecules, composed of many repeating subunits. Due to their broad spectrum of properties, both synthetic a ...
s applied as ink
Ink is a gel, sol, or solution that contains at least one colorant, such as a dye or pigment, and is used to color a surface to produce an image, text, or design. Ink is used for drawing or writing with a pen, brush, reed pen, or quill. Thicker ...
s, coating
A coating is a covering that is applied to the surface of an object, usually referred to as the substrate. The purpose of applying the coating may be decorative, functional, or both. Coatings may be applied as liquids, gases or solids e.g. Pow ...
s or adhesives.
Synthesis
Starting from γ-Butyrolactone, 2-pyrrolidone is synthesized by treatment with ammonia
Ammonia is an inorganic compound of nitrogen and hydrogen with the formula . A stable binary hydride, and the simplest pnictogen hydride, ammonia is a colourless gas with a distinct pungent smell. Biologically, it is a common nitrogenous wa ...
. Subsequently, acetylene is used to introduce the vinyl group
In organic chemistry, a vinyl group (abbr. Vi; IUPAC name: ethenyl group) is a functional group with the formula . It is the ethylene (IUPAC name: ethene) molecule () with one fewer hydrogen atom. The name is also used for any compound contai ...
.
See also
* Methylpyrrolidone
''N''-Methyl-2-pyrrolidone (NMP) is an organic compound consisting of a 5-membered lactam. It is a colorless liquid, although impure samples can appear yellow. It is miscible with water and with most common organic solvents. It also belongs to ...
(NMP)
* 2-Pyrrolidone (2-Py)
References
External links
N-Vinyl-2-pyrrolidone
{{DEFAULTSORT:Vinylpyrrolidone, N-
Amide solvents
Pyrrolidones
Vinyl compounds
Monomers
Reactive diluents