Acrylamide → Acrylic acid n-decylacrylate acrylamide

HRID 649723

Reaction equation

HRID 649723 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([O:16][C:17](=[O:20])[CH:18]=[CH2:19])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[C:21]([NH2:25])(=[O:24])[CH:22]=[CH2:23]>O1CCOCC1>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]([O:16][C:17](=[O:20])[CH:18]=[CH2:19])[CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH3:15].[C:21]([NH2:25])(=[O:24])[CH:22]=[CH2:23]

Participants

5

Conditions

Temperature
70 °C

Procedure

A solution was prepared of acrylic acid (10.0 g, 133 mmol), n-decylacrylate (3.0 g, 14.2 mmol) and acrylamide (3.0 g, 42.2 mmol) in dioxane (200 mL). After the solution was degassed with a rapid stream of nitrogen, AIBN (1.3 g) was added. The solution was degassed for a further thirty minutes and the reaction was then heated to 70° C. for 17 h. The polymer precipitated as a fibrous white solid as the reaction proceeded. The solution was cooled and the dioxane decanted. The residue was washed with ethyl acetate (600 mL) and the ethyl acetate was discarded. The polymer was finally washed with hexanes (300 mL) and dried in vacuo.

Workup

  1. customAfter the solution was degassed with a rapid stream of nitrogen, AIBN (1.3 g)
  2. additionwas added
  3. customThe solution was degassed for a further thirty minutes
  4. customThe polymer precipitated as a fibrous white solid as the reaction
  5. temperatureThe solution was cooled
  6. customthe dioxane decanted
  7. washThe residue was washed with ethyl acetate (600 mL)
  8. washThe polymer was finally washed with hexanes (300 mL)
  9. customdried in vacuo

Sources & evidence

ORD record
ord-901627d4b43a46f0bf603df3649faf35
Source dataset
uspto-grants-2001_08
Patent number
US06270755B1

Linked notes

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