Glycolic Acid → Poliglecaprone

HRID 1950673Notes

Reaction equation

HRID 1950673 reaction equation
[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:9]1[O:16][C:14](=[O:15])[CH2:13][O:12][C:10]1=[O:11].C(O)(=O)CO>>[C:1]1(=[O:8])[O:7][CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH2:9]1[O:16][C:14](=[O:15])[CH2:13][O:12][C:10]1=[O:11]

Participants

4

Reactant 3

HCID 757Glycolic AcidHCID 10401epsilon-CAPROLACTONEHCID 65432Glycolide

Product 1

HCID 65431Poliglecaprone

Procedure

The CT-1 copolymer was prepared by the copolymerization of ε-caprolactone (0.625 mole) with glycolide (32.3 mmole) in the presence of glycolic acid (3.756 mmole) as the initiator and stannous octanoate (0.1247 mmole as 0.2M solution in toluene) as the catalyst. The polymerization was conducted in a mechanically stirred reactor under a dry nitrogen atmosphere at 150° C. for 6.25 hours. At the conclusion of the polymerization, as determined by GPC, traces of unreacted monomer were removed by distillation under reduced pressure. The composition of the purified polymer was verified by IR and NMR. The polymer was shown to melt at 55° C. as determined by DSC.

Workup

  1. customAt the conclusion of the polymerization
  2. customwere removed by distillation under reduced pressure
  3. customto melt at 55° C.

Sources & evidence

ORD record
ord-98ca8ce4103b4b368b586299d5754be2
Source dataset
uspto-grants-2013_03
Patent number
US08404272B2

Reaction notes

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