Water → HCID 86601037, compound

HRID 747091Notes

Reaction equation

HRID 747091 reaction equation
C1(C)C=CC=CC=1.[C:8]1(=[O:15])[O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1.[OH2:16]>>[C:8]([OH:14])(=[O:15])[C@H:9]([CH3:10])[OH:16].[C:8]1(=[O:15])[O:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]1

Participants

4

Reactant 3

HCID 962WaterHCID 1140TolueneHCID 10401epsilon-CAPROLACTONE

Product 1

HCID 86601037HCID 86601037, compound

Conditions

Temperature
70 °C

Procedure

There were weighed 30 mg of P(LLA-CL) (Mn=50,000; mole ratio of L-LA to CL: 6/4), 30 mg of Novozym 435, 1 ml of toluene, and water, the amount thereof being 10% by mass of P(LLA-CL), and then they were put into a small pressure-resistant test tube with a screw cap, in which a magnetic stirrer was put. The tube was purged with argon, and then the solution was stirred at 70° C. for a day. Next, thereto was added a small amount of chloroform, and then the immobilized lipase which was insoluble was filtrated off. An evaporator was used to concentrate the solvent from the filtrate under reduced pressure, so as to yield an oligomer mixture including, as main components, cyclic oligomers, wherein the polymerization degree thereof was 4 to 10, at a conversion ratio of about 100%. The composition ratio between L-LA and CL in the oligomers was distributed substantially in accordance with the composition ratio therebetween in the charged polymer. FIG. 8 shows the MALDI-TOF MS (Na30 adduct) of the depolymerization product. In FIG. 8, LA represents lactic units in the oligomers, and CL represents caprolactone units in the oligomers. The number at the side of LA or CL represents the number of the units thereof.

Workup

  1. customthey were put into a small pressure-resistant test tube with a screw
  2. customcap, in which a magnetic stirrer
  3. customThe tube was purged with argon
  4. additionNext, thereto was added a small amount of chloroform
  5. filtrationthe immobilized lipase which was insoluble was filtrated off
  6. customAn evaporator
  7. concentrationto concentrate the solvent from the filtrate under reduced pressure
  8. customso as to yield an oligomer mixture

Sources & evidence

ORD record
ord-27bf23e3341e45d29ebc8cabab83258a
Source dataset
uspto-grants-2008_07
Patent number
US07396667B2

Reaction notes

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