Reaktion #171122

ord-210f64e144794c119f7e8c8c9ef315c2

Reaktionsgleichung

O
water
C=C1CCOC1=O
α-methylene-γ-butyrolactone
C=CC(=O)O
acrylic acid
CCCCCCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium dodecyl sulfate
O=S(=O)([O-])OOS(=O)(=O)[O-].[Na+].[Na+]
sodium persulfate
[Na+].[OH-]
sodium hydroxide
O
water
CCCCCCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium dodecyl sulfate
→
C=C1CCOC1=O.C=CC(=O)O
α-methylene-γ-butyrolactone acrylic acid

Edukte

O
water
C=C1CCOC1=O
α-methylene-γ-butyrolactone
C=CC(=O)O
acrylic acid
CCCCCCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium dodecyl sulfate
O=S(=O)([O-])OOS(=O)(=O)[O-].[Na+].[Na+]
sodium persulfate
—
polystyrene
[Na+].[OH-]
sodium hydroxide
O
water
CCCCCCCCCCCCOS(=O)(=O)[O-].[Na+]
sodium dodecyl sulfate

Reagenzien

Keine

Reaktionsbedingungen

Temperatur
74°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeTo a 50 mL round bottom flask equipped with a magnetic stir bar
  2. 2
    workup.DISTILLATIONhad been previously fractionally distilled
  3. 3
    workup.ADDITIONwas added via syringe pump over 130 minutes
  4. 4
    workup.ADDITIONAfter 10 minutes of monomer mixture addition
  5. 5
    workup.ADDITIONwas also added via syringe pump over 130 minutes
  6. 6
    workup.ADDITIONAfter both the monomer and aqueous mixtures were added completely
  7. 7
    Temperaturafter which the reaction was cooled to room temperature
  8. 8
    Sonstigedried under vacuum under vacuum at 90° C. overnight
  9. 9
    SonstigeSize exclusion chromatography yielded a weight average molecular weight of 817 kDa

Vorschrift

To a 50 mL round bottom flask equipped with a magnetic stir bar was added 5.890 g (0.327 mol) water and 0.090 g (3.12×10−4 mol) sodium dodecyl sulfate (20% aqueous solution). The mixture was heated under flowing nitrogen to 74° C., at which time a monomer mixture consisting of 2.850 g (2.91×10−2 mol) α-methylene-γ-butyrolactone that had been previously fractionally distilled and filtered over basic alumina and 0.150 g (2.50×10−3 mol) acrylic acid was added via syringe pump over 130 minutes. After 10 minutes of monomer mixture addition, an aqueous mixture consisting of 11.130 g (0.618 mol) water, 0.185 g (6.42×10−4 mol) sodium dodecyl sulfate (20% aqueous solution), 0.002 g (9.24×10−6 mol) sodium persulfate, and 0.061 g of a 20% aqueous sodium hydroxide solution was also added via syringe pump over 130 minutes. After both the monomer and aqueous mixtures were added completely, the emulsion was allowed to stir for an additional 60 minutes, after which the reaction was cooled to room temperature and dried under vacuum under vacuum at 90° C. overnight. Size exclusion chromatography yielded a weight average molecular weight of 817 kDa and a polydispersity of 1.87, relative to polystyrene standards.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08846817B2uspto-grants-2014_09