2-ethylhexanoic acid tin(II) salt → Poliglecaprone

HRID 1491936Notes

Reaction equation

HRID 1491936 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].CCCCC(C([O-])=O)CC.CCCCC(C([O-])=O)CC.[Sn+2]>>[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 93182-ethylhexanoic acid tin(II) saltHCID 10401epsilon-CAPROLACTONEHCID 65432Glycolide

Product 1

HCID 65431Poliglecaprone

Conditions

Temperature
160 °C

Procedure

A flame dried, 250 ml, round bottom single neck flask is charged with 10.0 gm USP grade castor oil, 72.0 gm (0.63 mole) of ε-caprolactone, 8.0 gm (0.07 mole) of glycolide, and 0.0707 milliliters of stannous octoate (0.33 molar in toluene). The flask is fitted with a flame dried mechanical stirrer. The reactor is purged with nitrogen three times before venting with nitrogen. The reaction mixture is heated to 160° C. and maintained at this temperature for about 24 hours. The copolymer has an inherent viscosity of 0.47 dl/g in hexafluoroisopropanol (HFIP) at 25° C. The copolymer has melting point of 36°41° C.

Workup

  1. customA flame dried
  2. customThe flask is fitted with a flame
  3. customdried mechanical stirrer
  4. customThe reactor is purged with nitrogen three times
  5. temperaturemaintained at this temperature for about 24 hours
  6. customat 25° C
  7. custompoint of 36°41° C.

Sources & evidence

ORD record
ord-b07365d334ec4afbb921796a63c5d5b3
Source dataset
uspto-grants-1994_12
Patent number
US05371176

Reaction notes

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