Diglycidyl ether

Diglycidyl ether
Names
Preferred IUPAC name
2,2′-[Oxybis(methylene)]bis(oxirane)
Other names
Glycidyl ether; Bis-(2,3-epoxypropyl)ether; Diallyl ether dioxide; Diepoxy propyl ether, DGE, 2-Epoxypropyl ether
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.017.094 Edit this at Wikidata
EC Number
  • 218-802-6
RTECS number
  • KN2350000
UNII
UN number 2922
  • InChI=1S/C6H10O3/c1(5-3-8-5)7-2-6-4-9-6/h5-6H,1-4H2
    Key: GYZLOYUZLJXAJU-UHFFFAOYSA-N
  • InChI=1/C6H10O3/c1(5-3-8-5)7-2-6-4-9-6/h5-6H,1-4H2
    Key: GYZLOYUZLJXAJU-UHFFFAOYAO
  • O1CC1COCC2OC2
Properties
C6H10O3
Molar mass 130.143 g·mol−1
Appearance colorless liquid[1]
Odor strong, irritating[1]
Density 1.12 g/mL[1]
Boiling point 260 °C; 500 °F; 533 K[1]
Vapor pressure 0.09 mmHg (25°C)[1]
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 carcinogen
GHS labelling:
GHS05: CorrosiveGHS06: ToxicGHS07: Exclamation mark
Danger
H302, H311, H314, H315, H317, H330
P260, P261, P264, P270, P271, P272, P280, P284, P301+P312, P301+P330+P331, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P310, P312, P320, P321, P322, P330, P332+P313, P333+P313, P361, P362, P363, P403+P233, P405, P501
Flash point 64 °C; 147 °F; 337 K[1]
Lethal dose or concentration (LD, LC):
30 ppm (mouse, 4 hr)
86 ppm (mouse, 4 hr)
30 ppm (mouse, 8 hr)
200 ppm (rat, 4 hr)
68 ppm (rat, 8 hr)[2]
NIOSH (US health exposure limits):
PEL (Permissible)
 C 0.5 ppm (2.8 mg/m3)[1]
REL (Recommended)
 Ca TWA 0.1 ppm (0.5 mg/m3)[1]
IDLH (Immediate danger)
 Ca [10 ppm][1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Diglycidyl ethers are chemical compounds used as a reactive diluents for epoxy resin. Other uses include treating textiles and stabilizing chlorinated organic compounds. Diglycidyl ether itself is extremely toxic, and can prove fatal or cause permanent damage if inhaled or consumed orally. As a class of compounds, there are a number of them available commercially with much lower toxicity profiles.[3][4] One such example is epoxy resin itself Bisphenol A diglycidyl ether.

References

  1. ^ a b c d e f g h i NIOSH Pocket Guide to Chemical Hazards. "#0215". National Institute for Occupational Safety and Health (NIOSH).
  2. ^ "Diglycidyl ether". Immediately Dangerous to Life or Health Concentrations (IDLH). National Institute for Occupational Safety and Health (NIOSH).
  3. ^ "Poly(ethylene glycol) diglycidyl ether (PEGDGE 600)". www.polysciences.com. Retrieved 2020-05-01.
  4. ^ Berdasco, Nancy Anne M.; Waechter, John M. (2012), "Epoxy Compounds: Aromatic Diglycidyl Ethers, Polyglycidyl Ethers, Glycidyl Esters, and Miscellaneous Epoxy Compounds", Patty's Toxicology, American Cancer Society, pp. 491–528, doi:10.1002/0471435139.tox083.pub2, ISBN 978-0-471-12547-1, retrieved 2020-05-01