1-Dodecanol → Poliglecaprone

HRID 981859Notes

Reaction equation

HRID 981859 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)CCCCCCCCCCC.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

5

Reactant 4

HCID 81931-DodecanolHCID 93182-ethylhexanoic acid tin(II) saltHCID 10401epsilon-CAPROLACTONEHCID 65432Glycolide

Product 1

HCID 65431Poliglecaprone

Conditions

Temperature
180 °C

Procedure

A flame dried, 250 ml, round bottom, single neck flask is charged with 90 g (0.789 mole) of ε-caprolactone, 10 g (0.0862 mole) of glycolide, 7.96 ml (40 millimole/mole of total monomer) of distilled 1-dodecanol, and 0.121 ml of stannous octoate (0.33 molar solution in toluene). The reaction flask is purged with nitrogen three times before venting with nitrogen. The reaction mixture is heated to 180° C. and maintained there for 4.5 hours. The copolymer is isolated, characterized, and tested for absorption. The results are reported in Table 1.

Workup

  1. customA flame dried
  2. customThe reaction flask is purged with nitrogen three times
  3. temperaturemaintained there for 4.5 hours
  4. customThe copolymer is isolated
  5. customtested for absorption

Sources & evidence

ORD record
ord-cbd6eea78b464d60a1fc39b04ef0fcb6
Source dataset
uspto-grants-1991_02
Patent number
US04994074

Reaction notes

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