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396311

Sigma-Aldrich

Vinylphosphonic acid

97%

Synonym(s):

p -Ethenylphosphonic acid

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About This Item

Linear Formula:
CH2=CHP(O)(OH)2
CAS Number:
1746-03-8
Molecular Weight:
108.03
Beilstein/REAXYS Number:
1741622
EC Number:
217-123-2
MDL number:
MFCD00043866
UNSPSC Code:
12162002
PubChem Substance ID:
24864665
NACRES:
NA.23

assay

97%

mp

36 °C (Lit. dry VPA) (lit.)

density

1.37 g/mL at 20 °C (lit.)

SMILES string

OP(O)(=O)C=C

InChI

1S/C2H5O3P/c1-2-6(3,4)5/h2H,1H2,(H2,3,4,5)

InChI key

ZTWTYVWXUKTLCP-UHFFFAOYSA-N

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General description

Vinylphosphonic acid (VPA) is an organophosphorus compound that is used in the surface treatment of metal substrates. It can be used in the preparation of poly(VPA) by radical polymerization in the presence of initiator systems and chain transfer agents. PVPA tends to have an electrolytic nature, which is useful for a variety of energy based applications.

Application

VPA based homopolymers and copolymers find usage in corrosion treatment, fuel cells, dental cement, drug delivery, and bio-mimicry.

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H290,H314

Hazard Classifications

Met. Corr. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 1

flash_point_f

235.4 °F

flash_point_c

113 °C

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

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Anhydrous proton conducting polymer electrolytes based on poly (vinylphosphonic acid)-heterocycle composite material
Yamada M and Honma I
Polymer, 46(9), 2986-2992 (2005)
Polyphosphonate cements: a new class of dental materials
Ellis J and Wilson AD
Journal of Materials Science Letters, 9(9), 1058-1060 (1990)
Improving the adhesion between epoxy coatings and aluminium substrates
Van den Brand J, et al.
Progress in Organic Coatings, 51(4), 339-350 (2004)
Phosphorus compounds, organic
Svara J, et al.
Ullmann's Encyclopedia of Industrial Chemistry (2000)
Synthesis and characterization of functionalized poly (ε-caprolactone)
Wurth JJ and Shastri VP
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