Acrylic Acid → Acrylic Acid Decylacrylate

HRID 2229089

Reaction equation

HRID 2229089 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]>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]

Participants

4

Conditions

Temperature
70 °C

Procedure

A solution was prepared of acrylic acid (10.0 g, 133 mmol) and n-decylacrylate (1.0 g, 4.71 mmol) in dioxane (200 mL). The solution was degassed by passing a rapid stream of nitrogen through it, and to the solution was added AIBN (0.6 g, 5 mol % with respect to total monomer). The solution was degassed for a further thirty minutes and the reaction was then heated to 70° C. for 16 hr. The solution was cooled and precipitated into ethyl acetate (600 mL). The ethyl acetate was decanted from the fibrous white product, the product was washed with ethyl acetate (300 mL) and then with hexane (200 mL). The polymer was dried in vacuo to yield 9.0 g, 81% of a brittle white solid.

Workup

  1. customThe solution was degassed
  2. additionto the solution was added AIBN (0.6 g, 5 mol % with respect to total monomer)
  3. customThe solution was degassed for a further thirty minutes
  4. temperatureThe solution was cooled
  5. customprecipitated into ethyl acetate (600 mL)
  6. customThe ethyl acetate was decanted from the fibrous white product
  7. washthe product was washed with ethyl acetate (300 mL)
  8. customThe polymer was dried in vacuo

Sources & evidence

ORD record
ord-439611fc90cd4fa19921d9a6faa00f84
Source dataset
uspto-grants-2002_07
Patent number
US06419914B2

Linked notes

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