Vinylphosphonic acid Chemical Properties

Melting point:

41-45 °C(lit.)

Boiling point:

97-98 °C(Press: 2 Torr)

Density 

1.389 g/mL at 25 °C(lit.)

vapor pressure 

0Pa at 20℃

refractive index 

n20/D 1.473

Flash point:

>230 °F

storage temp. 

Sealed in dry,Room Temperature

solubility 

Soluble in water

pka

2.11±0.10(Predicted)

form 

liquid

color 

colorless to pale-yellow

PH

1.5 (50g/l, H2O, 30℃)

Water Solubility 

100g/L at 20℃

BRN 

1741622

LogP

-1.69 at 20℃

CAS DataBase Reference

1746-03-8(CAS DataBase Reference)

EPA Substance Registry System

Phosphonic acid, ethenyl- (1746-03-8)

Safety Information

Hazard Codes 

C

Risk Statements 

34-35-22

Safety Statements 

26-36/37/39-45

RIDADR 

UN 3261 8/PG 2

WGK Germany 

1

RTECS 

SZ7903500

HazardClass 

8

PackingGroup 

III

HS Code 

2931499090

MSDS

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Vinylphosphonic acid Usage And Synthesis

Uses

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

Uses

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.

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.

Flammability and Explosibility

Not classified

Purification Methods

This fireproofing agent, and ingredient for making polymers, is obtained as a syrup on hydrolyzing vinylphosphonyl dichloride with cold H2O and solidifies on prolonged drying over P2O5/KOH. When distilled at 235-240o/0.0006mm, it gives the anhydride (d 1.304, n 1.5874) [Kabachnik & Medvedi Izvest Akad Nauk SSSR, Ser Khim 868 1953, Chem Abstr 54 10834 1960]. It is best kept as the sodium salt (m 350o) which precipitates when a solution of EtOH containing NaOEt (from 2g of Na) is added to vinylphosphonic acid (3.2g), and is recrystallised from EtOH (5.1g, quantitative). The p-anisidinium salt forms mauve prisms m 250o (from EtOH/Et2O). The dimethyl ester, M 136.1, d4 1.1405, nD 1.4330, has b 72.5o/10mm and 197-202o/760mm. [Kabachnik et al. J Gen Chem USSR (Engl Trans) 33 375 1963, Beilstein 4 IV 3568.]

Vinylphosphonic acid(1746-03-8)Related Product Information

• VINYL PROPIONATE
• N-Vinyl-2-pyrrolidone
• METHYLPHOSPHONIC ACID
• Triethoxyvinylsilane
• Stearic acid
• Ethyl 2-(Chlorosulfonyl)acetate
• Vinylphosphonic acid diethyl ester
• 4-(4-CHLORO-BENZYLOXY)-PHENYLAMINE
• Isobutyl vinyl ether
• Folic acid
• Citric acid
• POLY(VINYLPHOSPHONIC ACID)
• VINYL CINNAMATE
• VINYLACETIC ACID
• Ascoric Acid
• Ethoxydimethylvinylsilane
• Methoxyethene
• Vinylmagnesium bromide