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396311

Sigma-Aldrich

Vinylphosphonic acid

97%

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Synonym(s):
p -Ethenylphosphonic acid
Linear Formula:
CH2=CHP(O)(OH)2
CAS Number:
Molecular Weight:
108.03
Beilstein:
1741622
EC Number:
MDL number:
PubChem Substance ID:
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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This Item
695017438081E9884
Vinylphosphonic acid 97%

Sigma-Aldrich

396311

Vinylphosphonic acid

-
Phosphoric acid ACS reagent, ≥85 wt. % in H2O

Sigma-Aldrich

695017

Phosphoric acid

-
Phosphoric acid ACS reagent, ≥85 wt. % in H2O

Sigma-Aldrich

438081

Phosphoric acid

-
Ethylenediaminetetraacetic acid ACS reagent, 99.4-100.6%, powder

Sigma-Aldrich

E9884

Ethylenediaminetetraacetic acid

Essential Grade
mp

36 °C (Lit. dry VPA) (lit.)

mp

~40 °C (lit.)

mp

~40 °C (lit.)

mp

250 °C (dec.) (lit.)

density

1.37 g/mL at 20 °C (lit.)

density

1.685 g/mL at 25 °C (lit.)

density

1.685 g/mL at 25 °C (lit.)

density

-

Quality Level

100

Quality Level

200

Quality Level

200

Quality Level

200

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible, corrosive hazardous materials

WGK

WGK 1

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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)
Synthesis and characterization of functionalized poly (ε-caprolactone)
Wurth JJ and Shastri VP
Journal of Polymer Science Part A: Polymer Chemistry, 51(16), 3375-3382 (2013)
Phosphorus compounds, organic
Svara J, et al.
Ullmann's Encyclopedia of Industrial Chemistry (2000)

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