2-ethylhexanoic acid tin(II) salt → HCID 131718651, compound

HRID 1742772Notes

Reaction equation

HRID 1742772 reaction equation
[C:1]1(=[O:7])[O:6][CH2:5][CH2:4][CH2:3][O:2]1.CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2].[CH3:29][C@@H:30]1[O:37][C:35](=[O:36])[C@H:34]([CH3:38])[O:33][C:31]1=[O:32].[CH2:39]1[O:46][C:44](=[O:45])[CH2:43][O:42][C:40]1=[O:41]>C(O)COCCO>[CH3:29][C@@H:30]1[O:37][C:35](=[O:36])[C@H:34]([CH3:38])[O:33][C:31]1=[O:32].[CH2:39]1[O:46][C:44](=[O:45])[CH2:43][O:42][C:40]1=[O:41].[C:1]1(=[O:7])[O:6][CH2:5][CH2:4][CH2:3][O:2]1

Participants

6

Reactant 4

HCID 93182-ethylhexanoic acid tin(II) saltHCID 65432GlycolideHCID 107983Lactide, L-HCID 123834Trimethylene carbonate

Product 1

HCID 131718651HCID 131718651, compound

Reagents, catalysts & solvents 1

HCID 8117Diethylene GlycolSolvent

Conditions

Temperature
200 °C

Procedure

Trimethylene carbonate (TMC, 34.0 grams), diethylene glycol (DEG, 17.7 mg) and stannous octoate (20.2 mg) were combined and melted under a nitrogen atmosphere. The mixture was charged into a nitrogen purged stirred reactor at 200° C. The contents were stirred at this temperature for 25 minutes, at which point the mixture had obtained maximum melt viscosity. l-Lactide (l-Lac, 168.7 grams) and Glycolide (Gly, 18.7 grams) were melted and charged into the reactor. The contents were stirred at 200° C. for 2 hours at which point the mixture had again obtained maximum melt viscosity. The polymer was discharged from the reactor, ground, and dried in a vacuum oven at 100° C. and 0.2 mm Hg. The polymer had an inherent viscosity of 1.31 dl/g in chloroform, measured at 30° C. on a 0.5% solution. The polymer composition, as measured by 1H-NMR spectroscopy was 15.9/75.1/9.0 weight percent TMC/l-LAC/Gly.

Workup

  1. additionThe mixture was charged into a nitrogen
  2. custompurged
  3. stirringThe contents were stirred at this temperature for 25 minutes, at which point the mixture
  4. customhad obtained maximum
  5. additioncharged into the reactor
  6. stirringThe contents were stirred at 200° C. for 2 hours at which point the mixture
  7. customdried in a vacuum oven at 100° C.
  8. custommeasured at 30° C. on a 0.5% solution

Sources & evidence

ORD record
ord-74ef643bc01f489b9e418865a576799e
Source dataset
uspto-grants-1994_08
Patent number
US05342395

Reaction notes

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