Epichlorohydrin → Diglycidyl ether

Temperature

100 °C

A 750 ml sulfonation flask equipped with thermometer, reflux condenser, N2 inlet and metering device is charged with 90.12 g (1.0 mol) of 1,4-butanediol and 0.4 g of catalyst G and the reaction mixture is heated to 100° C. With efficient stirring, 172.43 ml (2.20 mol) of epichlorohydrin are added, and the reaction mixture is thereafter allowed to react for 1 h. After cooling to 50° C., 200 ml of toluene are added and to the solution are then added 16 g (0.2 mol) of a 50% aqueous solution of NaOH over 5 min, followed by the addition of 80 g (2.0 mol) of pulverised NaOH in increments over 45 min. The suspension is stirred for 30 minutes. The reaction mixture is filtered, washed with 100 mol of toluene and the phases are separated. The organic phase is dried over MgSO4, filtered, and the filtrate is freed from solvent on a rotary evaporator at a bath temperature of 70° C., giving 220.2 g (109% of theory) of yellowish diglycidyl ether of 1,4-butanediol having the following properties: epoxy value: 7.64 eq/kg (77% of theory); total chlorine content: 7.5%; concentration of hydrolisable chlorine: 1500 ppm.

1. customA 750 ml sulfonation flask equipped with thermometer
2. temperaturereflux condenser, N2 inlet
3. customto react for 1 h
4. temperatureAfter cooling to 50° C.
5. filtrationThe reaction mixture is filtered
6. customthe phases are separated
7. dry with materialThe organic phase is dried over MgSO4
8. filtrationfiltered
9. customthe filtrate is freed from solvent on a rotary evaporator at a bath temperature of 70° C.

ORD record

ord-3c9d124830e8433ca3f1ffc6280c99c7

Source dataset

uspto-grants-1994_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05342903