Vinyl Ethers

Vinyl Ethers

 

derivatives of vinyl alcohol. Vinyl alcohol is not produced in the free state, since at the moment of formation it isomerizes to acetaldehyde. Both simple vinyl ethers, CH2=CHOR (I), and complex vinyl ethers, CH2=CH—OCOR (II), are known. These compounds are formed by the vinylation of alcohols and carboxylic acids:

Vinyl ethers are colorless liquids, only slightly soluble in water but readily soluble in organic solvents. For vinyl methyl ether, Tb = 5.5° C, and its density at 20° C is 0.772 g/cm3; for vinyl ethyl ether, Tb = 36° C, and its density at 20° C is 0.753 g/cm3; and so on. The best-known complex ether is vinyl acetate. Vinyl ethers are chemically active compounds, which readily add halogens, halogen hydrides, and other substances. Hydrolysis of (I) yields acetaldehyde and the corresponding alcohol, and hydrolysis of (II) yields acetaldehyde and carboxylic acid:

The most important property of vinyl ethers is their ability to polymerize and copolymerize.

References in periodicals archive ?
2429312 Adhesives based on polymers of complex vinyl ethers (acetals)
In fact, living carbocationic polymerization systems have been developed for a number of monomers including vinyl ethers, isobutylene, and styrene.
The unsaturated bio-based compounds that were first converted to vinyl ether monomers and subsequently polymerized were plant oil triglycerides, cardanol, and eugenol.
Curable candidates include acrylates, methacrylates, styrene, epoxies, vinyl ethers, and cyanate esters.
When the photolysis of the vinyl ethers were carried out in presence of air in acetonitrile as solvent, a C=C bond scission occurred, that resulted in the formation of the ketone (about 60%), while the expected aldehyde was obtained as a minor product (about 20%).
* UV/EB Raw Materials and/or Equipment Offered: NVP - Monomers of N-vinyl-2-pyrrolidone used in free radical systems; V-CAP reactive diluent (N-Vinyl-2-Caprolactam) used in free radical systems; Rapi-Cure reactive diluent (vinyl ethers) used in cationic, free radical, charge transfer and hybrid systems; Gafgard 233 monomers (mixture of vinyl and acrylate monomers; formulated with N-vinyl-2-pyrrolidone(V-Pyrol/RC))
Features strong solvent for polymers (epoxies and polyamides), acrylate monomer free, excellent toxicology profile, good adhesion on difficult substrates, low, but effective levels of vinyl ether, hydrophobicity.
Solvent, several types of vinyl ethers, and potassium carbonate were placed in a stainless steel autoclave.
increase for ethylene carbonate and propylene carbonate and 8% increase for propargyl alcohol, vinyl ethers and specialty pyrrolidones in U.S., Canada and Mexico; $0.02/lb.
Products: Propargyl alcohol, vinyl ethers, and specialty pyrrolidones
Rohm and Haas Company has received a patent for a method for making a coating having a low gloss finish comprised of disposing a layer of a coating powder onto a substrate, wherein the coating powder comprises one or more than one cationic curable resin chosen from aromatic epoxides, polyglycidyl compounds having an aromatic structure, epoxy novolac resins, epoxy cresol resins, vinyl ethers, oxetanes, oxolanes, cyclic acetals, thiiranes, thiotanes, and combinations thereof; one or more cationic photoinitiator; one or more free radical curable resin; and one or more free radical photoinitiator.
He esterifies the base oil with a vinyl ether alcohol (butylene glycol monovinyl ether or ethylene glycol monovinyl ether), removing the glycerol byproduct (in a process similar to that used for the production of biodiesel) and then polymerizes the new vinyl ether, obtaining polymers with the sites of unsaturation located in the plant oil-derived pendent groups which can be used for curing.