Triethanolamine → L-lactide epsilon-caprolactone

HRID 2068441Notes

Reaction equation

HRID 2068441 reaction equation
[CH3:1][C@@H:2]1[O:9][C:7](=[O:8])[C@H:6]([CH3:10])[O:5][C:3]1=[O:4].[C:11]1(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.N(CCO)(CCO)CCO>>[CH3:1][C@@H:2]1[O:9][C:7](=[O:8])[C@H:6]([CH3:10])[O:5][C:3]1=[O:4].[C:11]1(=[O:18])[O:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

4

Reactant 3

HCID 7618TriethanolamineHCID 10401epsilon-CAPROLACTONEHCID 107983Lactide, L-

Product 1

HCID 131710947L-lactide epsilon-caprolactone

Conditions

Temperature
140 °C

Procedure

The copolymer was prepared by copolymerizing a 74/26(molar) mixture of l-lactide and ε-caprolactone under dry nitrogen atmosphere in the presence of triethanolamine as initiator, monomer/initiator ratio of 2,220 and stannous octanoate as a catalyst at monomer/catalyst of 10,000. After melting the comonomers and mixing with the catalyst and initiator, the temperature was raised to 140° C. and reaction was continued for 60 hours. The polymer was isolated, ground and purified by distilling the residual monomer under reduced pressure. The purified polymer was characterized as described for P1 to P6 and pertinent analytical data are shown in Table III.

Workup

  1. customThe copolymer was prepared by copolymerizing
  2. additionmixing with the catalyst and initiator
  3. customreaction
  4. customThe polymer was isolated
  5. customground and purified
  6. distillationby distilling the residual monomer under reduced pressure

Sources & evidence

ORD record
ord-1fbfda4dc16c46faaab2ae525a03fd40
Source dataset
uspto-grants-2012_10
Patent number
US08298260B2

Reaction notes

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