Vinyl Ethers and Ketones;Hydrophobic Polymers;Polymers;Hydrophobic Polymers;Materials Science;Polymer Science;Polymer Science;Vinyl Ethers and Ketones
Mol File:
25104-37-4.mol
Poly(ethyl vinyl ether) Chemical Properties
density
0.968 g/mL at 25 °C (lit.)
vapor pressure
22.5 mm Hg ( 20 °C)
refractive index
n20/D 1.454(lit.)
InChI
InChI=1S/C4H8O/c1-3-5-4-2/h3H,1,4H2,2H3
InChIKey
FJKIXWOMBXYWOQ-UHFFFAOYSA-N
SMILES
O(C=C)CC
CAS DataBase Reference
25104-37-4
EPA Substance Registry System
Poly(vinyl ethyl ether) (25104-37-4)
Safety Information
Safety Statements
24/25
WGK Germany
3
RTECS
CQ6693000
Autoignition Temperature
446 °F
Toxicity
LD50 intraperitoneal in mouse: 2590mg/kg
MSDS Information
Provider
Language
SigmaAldrich
English
ACROS
English
Poly(ethyl vinyl ether) Usage And Synthesis
Chemical Properties
Poly(ethyl vinyl ether) is a opaque amber viscous liquid, It is a hydrophobic material that is insoluble in water or other polar solvents.
Uses
Poly(ethyl vinyl ether) can used as a plasticiser for cellulose nitrate and cellulose resin lacquers, as a base for pressure-sensitive adhesives in films and tapes, especially in surgical applications. Also used for non-irritating surgical casts requiring moisture permeability and to impart dry-film flexibility and increased viscosity of photochemical resist-coating compositions.
Preparation
To a flask containing 200 gm of benzene is added 1.0 gm of aluminum chloride. The mixture is stirred vigorously to suspend the catalyst and then the gradual addition of 200 gm (2.78 moles) of vinyl ether is begun. The reaction is exothermic, and when the temperature rises to 60°-80°C the addition is slowed so that only 1-2 gm of vinyl ethyl ether is added at one time. Polymerization is detected by the onset of turbidity and a slight brown color. When the brown color disappears, the next increment of vinyl ethyl ether is added. After the complete addition the reaction mixture is heated to 80°C. The benzene and volatiles are steam-distilled off, and the residue amounts to about 144 gm (72%) of a yellow balsamlike product.
Preparation of Poly(vinyl ethyl ether) Using Aluminum Chloride Catalyst
Hazard
Moderately toxic.
Safety Profile
Moderately toxic by intraperitoneal route. When heated to decomposition it emits acrid smoke and irritating vapors.
