N-vinyl-2-pyrrolidone → HCID 86734508, compound

HRID 436619Notes

Reaction equation

HRID 436619 reaction equation
[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8])=[CH2:2].[C:9]([O:14][CH2:15][CH:16]1[O:18][CH2:17]1)(=[O:13])[C:10]([CH3:12])=[CH2:11]>O>[CH:1]([N:3]1[CH2:7][CH2:6][CH2:5][C:4]1=[O:8])=[CH2:2].[C:9]([O:14][CH2:15][CH:16]1[O:18][CH2:17]1)(=[O:13])[C:10]([CH3:12])=[CH2:11]

Participants

4

Reactant 2

HCID 6917N-vinyl-2-pyrrolidoneHCID 7837Glycidyl methacrylate

Product 1

HCID 86734508HCID 86734508, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
52.5 °C

Procedure

A 3-neck, round bottom flask equipped with a mechanical stirrer, means for maintaining an inert atmosphere, and a thermometer is charged with 395 ml. of distilled water, 22.2 g. (0.2 mol) of N-vinyl pyrrolidone, and 3.10 g. (0.022 mol) of glycidyl methacrylate. The flask is flushed with nitrogen, and the contents are maintained under nitrogen during the course of the reaction. The mixture is stirred, the temperature raised to 50-55° C. and maintained at this temperature, and 0.2 g. of 4,4'-azobiscyanopentanoic acid is added as polymerization catalyst. As solid material separates from solution during the reaction, acetone (totaling 125 ml.) is added to maintain it in solution. Agitation and heating is maintained for a total of about three hours. At the end of this time the mixture is cooled, and the colorless, syrupy solution is filtered to remove a small amount of insoluble material. The solution obtained contains about 5 percent copolymer. It may be used as such or the polymer may be isolated by spray or drum drying.

Workup

  1. customA 3-neck, round bottom flask equipped with a mechanical stirrer
  2. temperaturefor maintaining an inert atmosphere
  3. additiona thermometer is charged with 395 ml
  4. customThe flask is flushed with nitrogen
  5. temperaturethe contents are maintained under nitrogen during the course of the reaction
  6. temperaturemaintained at this temperature, and 0.2 g
  7. additionof 4,4'-azobiscyanopentanoic acid is added as polymerization catalyst
  8. customAs solid material separates from solution during the reaction, acetone (totaling 125 ml.)
  9. additionis added
  10. temperatureto maintain it in solution
  11. temperatureAgitation and heating
  12. temperatureis maintained for a total of about three hours
  13. temperatureAt the end of this time the mixture is cooled
  14. filtrationthe colorless, syrupy solution is filtered
  15. customto remove a small amount of insoluble material
  16. customThe solution obtained
  17. custommay be isolated by spray or drum
  18. customdrying

Sources & evidence

ORD record
ord-edc8b3a60c9d47919de92e8f6c242506
Source dataset
uspto-grants-1977_02
Patent number
US04009313

Reaction notes

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