Diethylene Glycol Divinyl Ether

Diethylene Glycol Divinyl Ether

Product Introduction

Diethylene glycol divinyl ether Basic information
Product Name: Diethylene glycol divinyl ether
Synonyms: 1-(2-[2-(Vinyloxy)ethoxy]ethoxy)ethylene;1,1-[oxybis(2,1-ethanediyloxy)bis]ethene;1,1'-[oxybis(2,1-ethanediyloxy)]bis-ethen;3,6,9-Trioxaundeca-1,10-diene;Divinyl ether diethylenglykolu;Divinylcarbitol;divinyletherdiethylenglykolu;Dvedeg
CAS: 764-99-8
MF: C8H14O3
MW: 158.2
EINECS: 212-133-3
Product Categories: Monomers;Polymer Science;Aromatics Compounds;Vinyl Ethers
Mol File: 764-99-8.mol
Diethylene glycol divinyl ether Structure
 
Diethylene glycol divinyl ether Chemical Properties
Melting point -21°C
Boiling point 198-199 °C (lit.)
density 0.968 g/mL at 25 °C (lit.)
vapor pressure 17Pa at 20℃
refractive index n20/D 1.446(lit.)
Fp 160 °F
storage temp. Store below +30°C.
form clear liquid
color Colorless to Almost colorless
Water Solubility Insoluble in water.
Sensitive Light Sensitive
BRN 1752316
InChIKey SAMJGBVVQUEMGC-UHFFFAOYSA-N
LogP 1.8 at 23℃
CAS DataBase Reference 764-99-8(CAS DataBase Reference)
NIST Chemistry Reference Ethene, 1,1'-[oxybis(2,1-ethanediyloxy)]bis-(764-99-8)
EPA Substance Registry System Ethene, 1,1'-[oxybis(2,1-ethanediyloxy)]bis- (764-99-8)
 
Safety Information
Risk Statements 36/38
Safety Statements 26-36
WGK Germany 2
RTECS KN3850000
TSCA Yes
HS Code 2909 19 90
Toxicity LD50 oral in rat: 3730mg/kg
 
MSDS Information
Provider Language
SigmaAldrich English
ALFA English
 
Diethylene glycol divinyl ether Usage And Synthesis
Chemical Properties diethylene glycol divinyl ether is monomeric in character and is used as a chemical intermediate or as a crosslinking agent. Addition of isocyanic acid produces secondary diisocyanates. Divinyl ethers hydrolyze to the glycol and acetaldehyde. Chlorine or bromine add to the double bonds. Reaction with an alcohol in the presence of water produces a diacetal. Polymerization of divinyl ether of diethylene glycol with acidic catalysts produce crosslinked gels. Unsaturated polyesters, crosslinked with styrene, have been made noncorrosive to metals through use of divinyl ethers to reduce hydroxyl ond acid numbers.
Chemical Properties Diethylene glycol divinyl ether (DEGDVE) is a colorless and transparent liquid with a boiling point of 198 °C under atmospheric pressure. It is miscible with alcohol, ether, ester and aromatic hydrocarbon, but only slightly soluble in water. Both DEGMVE and DEGDVE are chemical active and easy to be polymerized, and a small amount of NaOH is often added as a polymerization inhibitor.
Uses Diethylene glycol divinyl ether is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.
Application Diethylene glycol divinyl ether (DEGDVE) has attracted much attention due to the homopolymerization and structural diversity of copolymerization products, and it is often used as a cross-linking agent in various functional materials. Hydrogels are hydrophilic network polymers that absorb large amounts of water but are insoluble in water. The properties of high water content and insolubility in water make the materials widely used in biomedical fields such as drug delivery systems, biosensors, contact lenses, catheters, and wound dressings. Using DEGDVE as a cross-linking agent and 60Co as γ-radiation light source, hydrogels were prepared by radiation copolymerization of hydrophilic ethylene glycol monovinyl ether, hydrophobic BVE, and acidic acrylic acid. The resulting hydrogels were pH- and temperature-sensitive functional materials.
Using DEGDVE as a cross-linking agent, 2-acrylamido-2-methylpropanesulfonic acid and sodium styrene sulfonate as monomers, a plugging agent with high-temperature resistance and salt resistance was synthesized by emulsion polymerization, which has practical significance in solving the problem of water production in oil wells and plays a vital role in improving oil recovery ratio.
A three-dimensional substance with a special space structure can be synthesized by cross-linking copolymerization with DEGDVE and used as a modified substrate material. For example, cross-linking copolymerization of methyl vinyl sulfide with DEGDVE gave a solid polymer with a crown structure, which was modified and used as active matrices of solid superbases for ethynylation of acetone and vinylation of diethylene glycol or ethylene glycol.
Flammability and Explosibility Non flammable
Synthesis Acetylene reacts with diethylene glycol in the presence of a catalyst such as potassium hydroxide or potassium diethylene glycol to yield DEGMVE and Diethylene glycol divinyl ether (DEGDVE):
Diethylene glycol divinyl ether
 
Diethylene glycol divinyl ether Preparation Products And Raw materials
Raw materials Di(ethylene glycol) vinyl ether-->2-(Vinyloxy)ethanol-->n-Butyl vinyl ether-->Epichlorohydrin-->2-Chloroethyl vinyl ether-->Acetylene-->Diethylene glycol

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