Ethylene Glycol → HCID 67857991, compound

Participants

Reaction Conditions

Reaction Steps

Dimethyl terephthalate is recrystallized from dried ethanol. 30 g (0.154 mol) of the dimethyl terephthalate and 30 ml of TCB are added to a 250 ml three-neck round bottom flask fitted with a nitrogen stream inlet and outlet, a magnet stirrer, a dropping funnel, and a condenser, and heated to about 190° C. 20 g of hydroxy-terminated polystyrene, 70 ml of TCB, and 2 ml of catalyst solution (titanium butoxide, magnesium acetate, methanol, and butanediol solution) are introduced dropwise into the reactor over 3 hours. After refluxing for one and one-half hours and confirming the absence of hydroxy-terminated polystyrene by thin layer chromotography analysis, the reactor is cooled to below 190° C., and 10.54 g (0.170 mol) of ethylene glycol is added. The contents are kept refluxing at about 214° C. for 10 hours while maintaining a nitrogen stream purge. The reaction mixture is thereafter cooled, and the crude styrene-ethylene terephthalate product precipitated in excess methanol before being dried in a vacuum oven for 24 hours. The crude condensation product is finally extracted with cyclohexane for 12 hours to remove unreacted or chain unextended polystyrene.

Provenance & Evidence