Acrylic Acid → Acrylic acid vinylpyrrolidone

HRID 619984Notes

Reaction equation

HRID 619984 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH:6]([N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13])=[CH2:7]>C(O)(C)C>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH:6]([N:8]1[CH2:12][CH2:11][CH2:10][C:9]1=[O:13])=[CH2:7]

Participants

4

Reactant 2

HCID 6581Acrylic AcidHCID 6917N-vinyl-2-pyrrolidone

Product 1

HCID 197163Acrylic acid vinylpyrrolidone

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Conditions

Temperature
82 °C

Procedure

A 74/26 poly(acrylic acid/N-vinylpyrrolidone) was prepared by adding 21.7 grams of acrylic acid, 8.3 grams of N-vinylpyrrolidone and 267.0 grams of isopropanol to a reaction vessel. The monomer solution was heated to 82° C. reflux temperature with nitrogen purging. Aftr purging was complete 3.0 grams of t-butyl peroctoate was immediately added to the mixture and refluxing was continued for about 2.5 hours longer. The reaction mixture was left to cool, forming some precipitate. The entire reaction mixture including precipitate and solution was then concentrated on a rotary evaporator to form a fluffy white solid. Final drying was done in a vacuum oven at 1 mm Hg vacuum for three hours at 60° C. The procedure yielded a dry weight product of 34 grams. The product had a molecular weight of 5930 (aq.) and was 75.9 percent active. The copolymer was tested according to the procedures of Example 1 and showed a 99 percent gypsum scale inhibition.

Workup

  1. temperaturereflux temperature with nitrogen purging
  2. customAftr purging
  3. additionwas immediately added to the mixture
  4. temperaturerefluxing
  5. waitThe reaction mixture was left
  6. temperatureto cool
  7. customforming some precipitate
  8. customThe entire reaction mixture
  9. concentrationwas then concentrated on a rotary evaporator
  10. customto form a fluffy white solid
  11. customFinal drying
  12. waitwas done in a vacuum oven at 1 mm Hg vacuum for three hours at 60° C
  13. customThe procedure yielded a dry weight product of 34 grams

Sources & evidence

ORD record
ord-1a1936fce7234f5cb1ab03ab54803197
Source dataset
uspto-grants-1989_04
Patent number
US04818506

Reaction notes

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