Cyclic oligomeric carbonates are prepared by a hydrolysis/condensation
reaction from aromatic bis(chloroformate)s. Three methods for conveni
ent preparation of bis(chloroformate)s have been developed: (1) use of
diethylaniline to scavenge HCI, in a modification of an earlier proce
dure; (2) low pH, low temperature interfacial condensation of bispheno
ls with phosgene; and (3) use of Ca(OH)(2) in interfacial condensation
with phosgene. Reaction parameters which control formation of monomer
ic bis(chloroformate)s versus higher oligomerization include temperatu
re, pH, and rate of phosgene addition. For water-soluble bisphenols su
ch as hydroquinone, the phase ratio of water to CH2Cl2 can also be imp
ortant.