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Propylene → Propylene Vinylethylene Carbonate

HRID 2288944
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 2288944
[CH2:1]=[CH:2][CH3:3].[C:4](=[O:7])([OH:6])[OH:5].[CH:8]([CH:10]=[CH2:11])=[CH2:9]>>[CH2:1]=[CH:2][CH3:3].[C:4]1(=[O:6])[O:5][CH2:11][CH:10]([CH:8]=[CH2:9])[O:7]1
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 2

HCID 8252PropyleneHCID 56924127Buta-1,3-diene;carbonic acid

Produkt 1

HCID 86755543Propylene Vinylethylene Carbonate

Reaktionsbedingungen

Temperatur
23 °C

Versuchsvorschrift

A 200 mL flame dried pear-shaped Schlenk flask equipped with a magnetic stir bar and capped with a septum was charged with (2,6-di-isopropylphenylimino)-1,4-dithiane Pd(II) catalyst XII (100 mg) in an argon filled glove box. Upon removal from the glove box, the flask was evacuated and backfilled with propylene. The catalyst was dissolved in CH2Cl2 (20 mL) and immediately treated with vinyl ethylene carbonate (5 mL). The resulting orange solution was stirred at 23° C. under a propylene atmosphere (1 atm) for 20 hours. A small amount of polymer had precipitated out of solution. The polymerization was quenched with MeOH and acetone leaving oil adhering to the walls of the flask. The polymer was washed several times with acetone and MeOH to remove any remaining monomer. The polymer was dissolved in CH2Cl2 and transferred to a storage jar. The solvent was left to evaporate and the resulting oily polymer was dried in vacuo at ~80° C. for 2 days to afford a tacky solid (0.8 g, 284 TO). 1H NMR was consistent with a copolymer containing approximately 91.9 weight % propylene and 8.1 weight % vinyl ethylene carbonate monomer units.; Mn 4000 g /mol ; Mw 8110 g /mol.

Aufarbeitung

  1. temperatureA 200 mL flame dried pear-shaped Schlenk flask
  2. customequipped with a magnetic stir bar
  3. customcapped with a septum
  4. customUpon removal from the glove box
  5. customthe flask was evacuated
  6. dissolutionThe catalyst was dissolved in CH2Cl2 (20 mL)
  7. additionimmediately treated with vinyl ethylene carbonate (5 mL)
  8. customA small amount of polymer had precipitated out of solution
  9. customThe polymerization was quenched with MeOH and acetone leaving oil adhering to the walls of the flask
  10. washThe polymer was washed several times with acetone and MeOH
  11. customto remove any remaining monomer
  12. dissolutionThe polymer was dissolved in CH2Cl2
  13. waitThe solvent was left
  14. customto evaporate
  15. customthe resulting oily polymer was dried in vacuo at ~80° C. for 2 days
  16. customto afford a tacky solid (0.8 g, 284 TO)

Quellen und Nachweise

ORD-Eintrag
ord-8a628d8b3b5844de8be5dbec59377e73
Quelldatensatz
uspto-grants-2000_07
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US06090900

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