Water → alpha-Methylene-gamma-Butyrolactone Acrylic Acid

HRID 83949

反応式

HRID 83949 の反応式
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]

参加物

7

反応物 6

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

生成物 1

HCID 86664973alpha-Methylene-gamma-Butyrolactone Acrylic Acid

反応条件

温度
73 °C

実験手順

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.

後処理

  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.

出典と根拠

ORDレコード
ord-7eacf7e10d7140dc85f3268a86b2b009
出典データセット
uspto-grants-2014_09
特許番号
US08846817B2

関連ノート

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