Name | Diglycidyl resorcinol ether |
Synonyms | RDGE Resorcinol, diglycidyl- Resorcinol glycidyl ether Resorcinol diglycidyl ether Diglycidyl resorcinol ether 1,3-Bis(glycidyloxy)benzene 1,3-bis(2,3-epoxypropoxy)benzene 1,3-bis(oxiran-2-ylMethoxy)benzene Resorcinol bis(2,3-epoxypropyl) ether 2-[(3-glycidoxyphenoxy)methyl]oxirane oxirane,2,2'-[1,3-phenylenebis(oxymethylene)]bis- Oxirane, 2,2'-[1,3-phenylenebis(oxymethylene)]bis- 2,2'-[benzene-1,3-diylbis(oxymethanediyl)]dioxirane |
CAS | 101-90-6 |
EINECS | 202-987-5 |
InChI | InChI=1/C6H10O3.C6H6O2/c1(5-3-8-5)7-2-6-4-9-6;7-5-2-1-3-6(8)4-5/h5-6H,1-4H2;1-4,7-8H |
Molecular Formula | C12H14O4 |
Molar Mass | 222.24 |
Density | 1.21 g/mL at 25 °C (lit.) |
Melting Point | 33-35°C |
Boling Point | 172 °C (lit.) |
Flash Point | >230°F |
Water Solubility | Insoluble in water. |
Solubility | H2O: insoluble |
Vapor Presure | 0.006Pa at 25℃ |
Appearance | Solid |
Color | White to Pale Beige Low-Melting |
BRN | 203671 |
Storage Condition | Hygroscopic, Refrigerator, Under inert atmosphere |
Stability | Stable. Combustible. Incompatible with strong oxidizing agents. |
Refractive Index | n20/D 1.542(lit.) |
Physical and Chemical Properties | Yellow to red-brown viscous liquid, specific gravity: 1.21, Boiling Point: 150-160 ℃(7pa), melting point: 33-35 ℃, high reactivity, obvious viscosity drop, fast curing, high crosslinking density, it has better hardness, heat resistance, electrical insulation and chemical resistance than other diluents. |
Hazard Symbols | Xn - Harmful![]() |
Risk Codes | R21/22 - Harmful in contact with skin and if swallowed. R36/38 - Irritating to eyes and skin. R40 - Limited evidence of a carcinogenic effect R43 - May cause sensitization by skin contact R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R68 - Possible risk of irreversible effects |
Safety Description | S23 - Do not breathe vapour. S36/37 - Wear suitable protective clothing and gloves. S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. |
UN IDs | 2811 |
WGK Germany | 2 |
RTECS | VH1050000 |
TSCA | Yes |
HS Code | 29109000 |
Hazard Class | 6.1 |
Packing Group | II |
Toxicity | LD50 oral in rabbit: 1240mg/kg |
LogP | 1.46 at 20℃ |
(IARC) carcinogen classification | 2B (Vol. 36, Sup 7, 71) 1999 |
NIST chemical information | information provided by: webbook.nist.gov (external link) |
EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
Overview | resorcinol diglycidyl ether (RDGE), A resorcinol epoxy resin. Epoxy resin containing resorcinol group. The biggest characteristic is high reactivity, viscosity drop is obvious, fast curing, high cross-linking density, than with other diluents have better hardness, heat resistance, electrical insulation and chemical resistance. Mainly used as epoxy resin reactive diluent, can improve the heat resistance, the reference dosage in 5%-20%. It can also be used as a matrix epoxy resin. High reactivity, high cross-linking density, cured heat resistance, electrical insulation and chemical stability, can be used for high heat resistance cast plastics, fiber composites, adhesives and coatings, electrical potting materials and reactive diluents. It can be used as a viscosity modifier of phenolic resin. |
preparation method | synthesis method: weigh resorcinol and ECH according to the ratio, add them to three-necked flask in sequence, and then add the catalyst triphenylphosphorus, the temperature was controlled at 90 to 100 ° C. While stirring at elevated temperature. After completion of the etherification, when the material was cooled to 30 ° C., a small amount of anhydrous alcohol was added thereto, and powdered sodium hydroxide was further added four times in an amount of 2.4 times the mass of the Resorcinol. Control the temperature at 28~32 ℃, heat preservation after adding 4~6h, vacuum fractionated materials, washed with anhydrous ethanol, the water formed in the material and the unreacted ECH were removed by distillation under reduced pressure so that the temperature of the material did not exceed 120 °c. The material was fractionated under reduced pressure again, and a pure RDGE resin was prepared after removing impurities.|
Application | is mainly used as reactive diluent of epoxy resin, which can improve heat resistance, and the reference dosage is 5%-20%. It can also be used as a matrix epoxy resin. High reactivity, high cross-linking density, cured heat resistance, electrical insulation and chemical stability, can be used for high heat resistance cast plastics, fiber composites, adhesives and coatings, electrical potting materials and reactive diluents. It can be used as a viscosity modifier of phenolic resin. |
Main reference materials | / [1] Yuan Hui five and so on. Preparation and application of resorcinol diglycidyl ether. Thermosetting resins. 2007.22(5):1-4. |
production method | o-toluidine is used as raw material, first salt with hydrochloric acid, then sodium nitrite diazotization, then coupling with o-toluidine, then hydrochloric acid into salt obtained. Raw material consumption (kg/t0 o-toluidine (100) 890 hydrochloric acid (31) 1100 sodium nitrite (98) 285 refined salt (industrial) 540 |
toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |