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Water → alpha-Methylene-gamma-Butyrolactone Acrylic Acid

HRID 83949
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 83949
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]([OH:31])(=[O:30])[CH:28]=[CH2:29].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]([OH:31])(=[O:30])[CH:28]=[CH2:29]
KomponentenReaktionsbedingungenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

7

Edukt 6

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

Produkt 1

HCID 86664973
alpha-Methylene-gamma-Butyrolactone Acrylic Acid

Reaktionsbedingungen

Temperatur
73 °C

Versuchsvorschrift

To a 100 mL round bottom flask equipped with a magnetic stir bar was added 8.800 g (0.489 mol) water and 0.108 g (3.75×10−4 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 4.103 g (4.18×10−2 mol) α-methylene-γ-butyrolactone and 0.278 g (4.63×10−3 mol) acrylic acid was added via syringe pump over 135 minutes. After 15 minutes of monomer mixture addition, an aqueous mixture consisting of 16.661 g (0.926 mol) water, 0.282 g (9.78×10−4 mol) sodium dodecyl sulfate (20% aqueous solution), 0.034 g (1.43×10−4 mol) sodium persulfate, and 0.032 g of a 20% aqueous sodium hydroxide solution was added via syringe pump over 135 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 126 kDa and a polydispersity of 2.12, relative to polystyrene standards. Differential scanning calorimetry showed a single first order transition at approximately 174° C.

Aufarbeitung

  1. customTo a 100 mL round bottom flask equipped with a magnetic stir bar
  2. additionwas added via syringe pump over 135 minutes
  3. additionAfter 15 minutes of monomer mixture addition
  4. additionwas added via syringe pump over 135 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 126 kDa
  9. customat approximately 174° C.

Quellen und Nachweise

ORD-Eintrag
ord-7eacf7e10d7140dc85f3268a86b2b009
Quelldatensatz
uspto-grants-2014_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08846817B2

Notizen zur Reaktion

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