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About This Item
Linear Formula:
CH2=CHP(O)(OH)2
CAS Number:
Molecular Weight:
108.03
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
217-123-2
Beilstein/REAXYS Number:
1741622
MDL number:
Assay:
≥90% (T)
InChI
1S/C2H5O3P/c1-2-6(3,4)5/h2H,1H2,(H2,3,4,5)
InChI key
ZTWTYVWXUKTLCP-UHFFFAOYSA-N
SMILES string
OP(O)(=O)C=C
assay
≥90% (T)
impurities
≤7.0% water
mp
36 °C (Lit. dry VPA) (lit.)
density
1.37 g/mL at 20 °C (lit.)
Quality Level
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Application
Vinylphosphonic acid (VPA) can be used as a monomer unit for the synthesis of poly(vinylphosphonic acid) via free radical polymerization. It is also used to develop copolymers of VPA with acrylonitrile, N-isopropylacrylamide, styrene, vinylpyrrolidone, and acrylic and methacrylic acid. These copolymers find potential application in hydrogels, drug delivery, biomimetic mineralization, and polymer electrolyte membranes in fuel cells.
It can also be used as an organic building block to prepare (E)-styryl phosphonic acid derivatives by reacting with various aryl halides via Pd-catalyzed Heck coupling reaction.
It can also be used as an organic building block to prepare (E)-styryl phosphonic acid derivatives by reacting with various aryl halides via Pd-catalyzed Heck coupling reaction.
signalword
Danger
hcodes
Hazard Classifications
Met. Corr. 1 - Skin Corr. 1B
Storage Class
8A - Combustible corrosive hazardous materials
wgk
WGK 1
flash_point_f
467.6 °F
flash_point_c
242 °C
ppe
Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter
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Noh-Seok Kwak et al.
Journal of hazardous materials, 203-204, 213-220 (2012-01-03)
Poly(vinylphosphonic acid-co-methacrylic acid) microbeads were synthesized by suspension polymerization, and their indium adsorption properties were investigated. The obtained microbeads were characterized by Fourier transform infrared (FT-IR) spectroscopy and scanning electron microscopy (SEM). The microbeads were wrinkled spheres, irrespective of the
Young Kyung Kim et al.
Biomaterials, 31(25), 6618-6627 (2010-07-14)
The complex morphologies of mineralised collagen fibrils are regulated through interactions between the collagen matrix and non-collagenous extracellular proteins. In the present study, polyvinylphosphonic acid, a biomimetic analogue of matrix phosphoproteins, was synthesised and confirmed with FTIR and NMR. Biomimetic
S Mai et al.
Journal of dental research, 89(4), 405-410 (2010-02-23)
Biomimetic remineralization is potentially useful for the remineralization of incompletely resin-infiltrated collagen matrices created by etch-and-rinse adhesives. In this study, we tested the hypothesis that structurally altered dentin collagen cannot be remineralized to the same hierarchical order and dimension seen
James D Kretlow et al.
Biomacromolecules, 11(3), 797-805 (2010-02-04)
Stimulus responsive materials hold great promise in biological applications as they can react to changes in physiological stimuli to produce a desired effect. Stimulus responsive macromers designed to respond to temperature changes at or around 37 degrees C and the
Takafumi Ageno et al.
Organic & biomolecular chemistry, 3(5), 924-931 (2005-02-26)
The first direct generation of synthetically useful alpha-phosphonovinyl radicals was achieved by treatment of alpha-phosphonovinyl halides with a tributyltin radical. The alpha-phosphonovinyl radicals 2a-d were trapped with electron-rich olefins and an electron-deficient olefin to produce alpha-functionalized vinylphosphonates 3a-f in 16-55%
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