Azobisisobutyronitrile → HCID 18401329, compound

HRID 75078

Reaction equation

HRID 75078 reaction equation
[CH:1]([P:3](=[O:6])([OH:5])[OH:4])=[CH2:2].[C:7]([NH2:11])(=[O:10])[CH:8]=[CH2:9].CC(N=NC(C#N)(C)C)(C#N)C>C(O)C>[CH:1]([P:3](=[O:4])([OH:6])[OH:5])=[CH2:2].[C:7]([NH2:11])(=[O:10])[CH:8]=[CH2:9]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 6579AcrylamideHCID 168725Poly(vinylphosphonic acid)

Product 1

HCID 18401329HCID 18401329, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent2×

Conditions

Temperature
70 °C

Procedure

In a 10 liter flask equipped with a stirrer, a capacitor and a dropping device, 3,500 g of ethanol was charged and heated to 70° C. Then, 118.5 g (1.10 mol) of a vinylphosphonic acid monomer, 1481.5 g (20.84 mol) of acrylamide and 52 g of AIBN were dissolved in 1,000 g of ethanol and the obtained solution was added dropwise in a reactor over 4 hours. During the dropwise addition of a monomer solution, a white precipitate was produced. After heating and stirring for 2 hours while maintaining at 70° C., heating was stopped and the reaction solution was cooled to room temperature. The precipitate thus produced was collected by filtration under reduced pressure and then washed with 1,000 g of ethanol. The precipitate was vacuum-dried at 40° C. for 24 hours to obtain a white fine crystal. Yield: 1,550 g

Workup

  1. customIn a 10 liter flask equipped with a stirrer
  2. additionthe obtained solution was added dropwise in a reactor over 4 hours
  3. additionDuring the dropwise addition of a monomer solution
  4. customa white precipitate was produced
  5. temperatureAfter heating
  6. temperaturewhile maintaining at 70° C.
  7. temperatureheating
  8. temperaturethe reaction solution was cooled to room temperature
  9. customThe precipitate thus produced
  10. filtrationwas collected by filtration under reduced pressure
  11. washwashed with 1,000 g of ethanol
  12. customThe precipitate was vacuum-dried at 40° C. for 24 hours
  13. customto obtain a white fine crystal

Sources & evidence

ORD record
ord-0ef50133ab0640febcb17211eba6dfed
Source dataset
uspto-grants-2014_09
Patent number
US08835099B2

Linked notes

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