Water → alpha-Methylene-gamma-butyrolactone n-butyl acrylate acrylic acid

HRID 83946

Reaktionsgleichung

Reaktionsgleichung von HRID 83946
O.S([O-])(OCCCCCCCCCCCC)(=O)=O.[Na+].[CH2:20]=[C:21]1[CH2:26][CH2:25][O:24][C:22]1=[O:23].[C:27]([O:31][CH2:32][CH2:33][CH2:34][CH3:35])(=[O:30])[CH:28]=[CH2:29].[C:36]([OH:40])(=[O:39])[CH:37]=[CH2:38].S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].[OH-].[Na+]>>[CH2:20]=[C:21]1[CH2:26][CH2:25][O:24][C:22]1=[O:23].[C:27]([O:31][CH2:32][CH2:33][CH2:34][CH3:35])(=[O:30])[CH:28]=[CH2:29].[C:36]([OH:40])(=[O:39])[CH:37]=[CH2:38]

Komponenten

8

Edukt 7

HCID 962Water2×HCID 6581Acrylic AcidHCID 8846Butyl AcrylateHCID 14798Sodium HydroxideHCID 62655Sodium PersulfateHCID 68352alpha-Methylene butyrolactoneHCID 3423265Sodium Lauryl Sulfate2×

Produkt 1

HCID 86762800alpha-Methylene-gamma-butyrolactone n-butyl acrylate acrylic acid

Reaktionsbedingungen

Temperatur
73 °C

Versuchsvorschrift

To a 100 mL round bottom flask equipped with a magnetic stir bar was added 8.819 g (0.490 mol) water and 0.116 g (4.02×10−4 mol) sodium dodecyl sulfate (20% aqueous solution). The mixture was heated under flowing nitrogen to 73° C., at which time a monomer mixture consisting of 2.102 g (2.14×10−2 mol) α-methylene-γ-butyrolactone, 2.102 g n-butyl acrylate (1.64×10−2 mol) and 0.220 g (3.66×10−3 mol) acrylic acid was added via syringe pump over 115 minutes. After 10 minutes of monomer mixture addition, an aqueous mixture consisting of 16.711 g (0.928 mol) water, 0.267 g (9.26×10−4 mol) sodium dodecyl sulfate (20% aqueous solution), 0.026 g (1.09×10−4 mol) sodium persulfate, and 0.033 g of a 20% aqueous sodium hydroxide solution was added via syringe pump over 115 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 monomodal peak with a weight average molecular weight of 296 kDa and a polydispersity of 2.84, relative to polystyrene standards. Differential scanning calorimetry showed a single first order transition at approximately 21° C.

Aufarbeitung

  1. customTo a 100 mL round bottom flask equipped with a magnetic stir bar
  2. additionwas added via syringe pump over 115 minutes
  3. additionAfter 10 minutes of monomer mixture addition
  4. additionwas added via syringe pump over 115 minutes
  5. additionAfter both the monomer and aqueous mixtures were added completely
  6. temperatureafter which the reaction was cooled to room temperature
  7. customdried under vacuum under vacuum at 90° C. overnight
  8. customSize exclusion chromatography yielded a monomodal peak with a weight average molecular weight of 296 kDa
  9. customat approximately 21° C.

Quellen und Nachweise

ORD-Eintrag
ord-cdc9bdf1d81248c0ac5eda949b703853
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08846817B2

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