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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:
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

Signal Word

Danger

Hazard Statements

H290,H314

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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)
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)
Improving the adhesion between epoxy coatings and aluminium substrates
Van den Brand J, et al.
Progress in Organic Coatings, 51(4), 339-350 (2004)
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