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HomeProduct name listDiethylene glycol divinyl ether

Diethylene glycol divinyl ether

Synonym(s):3,6,9-Trioxaundeca-1,10-diene;Bis[2-(vinyloxy)ethyl] ether;DEGDVE;Diethylene glycol divinyl ether

  • CAS NO.:764-99-8
  • Empirical Formula: C8H14O3
  • Molecular Weight: 158.2
  • MDL number: MFCD00054610
  • EINECS: 212-133-3
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-03-19 15:35:46
Diethylene glycol divinyl ether Structural

What is Diethylene glycol divinyl ether?

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.

The Uses of Diethylene glycol divinyl ether

Diethylene glycol divinyl ether is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dyestuff.

What are the applications of 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

Properties of Diethylene glycol divinyl ether

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.)
Flash point: 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
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 for Diethylene glycol divinyl ether

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H227:Flammable liquids
H303:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
Precautionary Statement Codes P210:Keep away from heat/sparks/open flames/hot surfaces. — No smoking.
P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P370+P378:In case of fire: Use … for extinction.
P403+P235:Store in a well-ventilated place. Keep cool.
P501:Dispose of contents/container to..…

Computed Descriptors for Diethylene glycol divinyl ether

InChIKey SAMJGBVVQUEMGC-UHFFFAOYSA-N

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