Poly(1-vinylpyrrolidone-co-vinyl acetate) Chemical Properties

Density 

1.27 g/mL at 25 °C(lit.)

Tg

108

refractive index 

1.4300 to 1.4380

Flash point:

72 °F

solubility 

Greater than 10% solubility in 1,4-butanediol, glycerol, butanol, chloroform, dichloromethane, ethanol (95%), glycerol, methanol, polyethylene glycol 400, propan-2-ol, propanol, propylene glycol, and water. Less than 1% solubility in cyclohexane, diethyl ether, liquid paraffin, and pentane.

form 

powder

color 

White

Stability:

Stable. Combustible, especially in powdered form. Incompatible with strong oxidising agents, strong reducing agents.

InChI

InChI=1S/C6H9NO.C4H6O2/c1-2-7-5-3-4-6(7)8;1-3-6-4(2)5/h2H,1,3-5H2;3H,1H2,2H3

InChIKey

FYUWIEKAVLOHSE-UHFFFAOYSA-N

SMILES

C(N1CCCC1=O)=C.O(C=C)C(=O)C

LogP

0.370 (est)

EPA Substance Registry System

Vinyl acetate N-vinyl-pyrrolidone polymer (25086-89-9)

Safety Information

Hazard Codes 

Xi,F

Risk Statements 

10-36/37/38-67-36-11-22

Safety Statements 

22-24/25-36/37/39-26-16

RIDADR 

UN 1987 3/PG 2

WGK Germany 

1

RTECS 

AH3539000

TSCA 

TSCA listed

HazardClass 

3

PackingGroup 

II

HS Code 

29349990

Toxicity

LD50 orl-rat: >630 mg/kg JACTDZ 2(5),141,83

MSDS

• Language:English Provider:SigmaAldrich

Poly(1-vinylpyrrolidone-co-vinyl acetate) Usage And Synthesis

Chemical Properties

white powder

Chemical Properties

Copovidone is a white to yellowish-white amorphous powder. It is typically spray-dried with a relatively fine particle size. It has a slight odor and a faint taste.

Uses

Poly(1-vinylpyrrolidone-co-vinyl acetate)

Uses

Copovidone is a water-soluble polymer used to improve the uptake and drug loading of various pharmaceutical agents, including contraceptive patches.

Production Methods

Copovidone is manufactured by free-radical polymerization of vinylpyrrolidone and vinyl acetate in a ratio of 6 : 4. The synthesis is conducted in an organic solvent owing to the insolubility of vinyl acetate in water.

General Description

～1:2.4 mole ratio of VP:VA

Pharmaceutical Applications

Copovidone is used as a tablet binder, a film-former, and as part of the matrix material used in controlled-release formulations. In tableting, copovidone can be used as a binder for direct compression and as a binder in wet granulation. Copovidone is often added to coating solutions as a film-forming agent. It provides good adhesion, elasticity, and hardness, and can be used as a moisture barrier.

Safety Profile

Moderately toxic by ingestion.Combustible, especially in powdered form. Incompatiblewith strong oxidising agents, strong reducing agents. Whenheated to decomposition it emits toxic vapors of NOx.

Safety

Copovidone is used widely in pharmaceutical formulations and is generally regarded as nontoxic. However, it is moderately toxic by ingestion, producing gastric disturbances. It has no irritating or sensitizing effects on the skin. A study was conducted to look at the carcinogenicity and chronic toxicity of copovidone (Kollidon VA 64) in Wistar rats and Beagle dogs. The results of these studies demonstrated the absence of any significant toxicological findings of high dietary levels of copodivone in rats and dogs, resulting in noobserved- adverse-effect levels of 2800 mg/kg body-weight/day in rats and 2500 mg/kg body-weight/day in dogs, the highest doses tested.
LD₅₀ (rat, oral): >0.63 g/kg

Solubility in organics

Acetone, chloroform, methanol, THF, water

Solubility in organics

THF (above 68C)

Solubility in organics

THF, water

storage

Copovidone is stable and should be stored in a well-closed container in a cool, dry place.

Incompatibilities

Copovidone is compatible with most organic and inorganic pharmaceutical ingredients. When exposed to high water levels, copovidone may form molecular adducts with some materials; see Crospovidone and Povidone.

Regulatory Status

Copovidone is included in the FDA Inactive Ingredients Database (oral tablets, oral film-coated tablets, sustained action).

Poly(1-vinylpyrrolidone-co-vinyl acetate)(25086-89-9)Related Product Information

• Ethylene-vinyl acetate copolymer
• Isopropyl acetate
• Ethyl acetate
• Benzyl acetate
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• N-Methyl-2-pyrrolidone
• Vinyl acetate
• Magnesium acetate
• N-Vinyl-2-pyrrolidone
• Crospovidone
• Povidone iodine
• Ammonium acetate
• Sodium acetate
• Butyl acetate
• Ethoxydimethylvinylsilane
• AMBERLYST(R) 15
• Tributyl(vinyl)tin