Reaction #2360

Reaction equation

ε-caprolactone

trimethylene carbonate

propylene glycol

stannous octoate

→

ε-CAPROLACTONE TRIMETHYLENE CARBONATE

Solvents

toluene

Conditions

Workup

1. 1
   OtherA flame dried
2. 2
   OtherThe flask was fitted with a flame
3. 3
   Otherdried mechanical stirrer
4. 4
   OtherThe flask was purged with nitrogen three times
5. 5
   Temperaturemaintained at this temperature for about 18-20 hours
6. 6
   OtherThe copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 16 hours
7. 7
   Otherto remove any unreacted monomer
8. 8
   Otherat 25° C
9. 9
   Otherat room temperature

Procedure

A flame dried, 250 mL, round bottom single neck flask was charged with 57.1 grams (0.50 mole) of ε-caprolactone, 51.0 grams (0.50 mole) of trimethylene carbonate, 4.4 mL (60mmol) of propylene glycol (USP), and 0.10 mL (34 μmol) of a 0.33M solution of stannous octoate in toluene. The flask was fitted with a flame dried mechanical stirrer. The flask was purged with nitrogen three times before venting with nitrogen. The reaction mixture was heated to 160° C. and maintained at this temperature for about 18-20 hours. The copolymer was dried under vacuum (0.1 mm Hg) at 80° C. for about 16 hours to remove any unreacted monomer. The copolymer had an inherent viscosity of 0.20 dL/g in HFIP at 25° C. The copolymer was a viscous liquid at room temperature.

Source