Acrylic Acid → HCID 86754658, compound

HRID 1740705Notes

Reaction equation

HRID 1740705 reaction equation
[C:1]([O:6][CH2:7][CH2:8][OH:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:10]([OH:14])(=[O:13])[CH:11]=[CH2:12].[C:15]([O:20][CH2:21][CH3:22])(=[O:19])[C:16]([CH3:18])=[CH2:17]>C(C(C)=O)C>[C:1]([O:6][CH2:7][CH2:8][OH:9])(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:10]([OH:14])(=[O:13])[CH:11]=[CH2:12].[C:15]([O:20][CH2:21][CH3:22])(=[O:19])[C:16]([CH3:18])=[CH2:17]

Participants

5

Reactant 3

HCID 6581Acrylic AcidHCID 7343Ethyl MethacrylateHCID 133602-Hydroxyethyl Methacrylate

Product 1

HCID 86754658HCID 86754658, compoundYield 8,464.4%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent2×

Conditions

Temperature
75 °C

Procedure

Into a reactor were introduced 210 ml of methyl ethyl ketone, 6.9 g of 2-hydroxyethyl methacrylate, 1.9 g of acrylic acid and 21.2 g of ethyl methacrylate. After purging the reactor with nitrogen, the mixture was heated to 75° C. Next, a solution of 3.0 g of dimethyl-2,2'-azobisisobutyrate in 20 ml of methyl ethyl ketone was added thereto and the polymerization was initiated. A monomer solution consisting of 62.1 g of 2-hydroxyethyl methacrylate, 17.2 g of acrylic acid and 190.7 g of ethyl methacrylate and an initiator solution of 3.0 g of dimethyl-2,2'-azobisisobutyrate in 50 ml of methyl ethyl ketone were dropped into the container each over 6 hours. After the completion of the addition, 3.0 g of dimethyl-2,2'-azobisisobutyrate dissolved in 20 ml of methyl ethyl ketone was further added and the resultant mixture was heated and stirred for 4 hours to give a colorless, transparent and viscous liquid reaction mixture. The liquid reaction mixture was cooled to room temperature and then 245 ml of methyl ethyl ketone was added thereto to lower the viscosity to give 706 g of a copolymer solution having a solid content of 42.9% (polymer yield: 98.0%).

Workup

  1. customAfter purging the reactor with nitrogen
  2. additionNext, a solution of 3.0 g of dimethyl-2,2'-azobisisobutyrate in 20 ml of methyl ethyl ketone was added
  3. additionan initiator solution of 3.0 g of dimethyl-2,2'-azobisisobutyrate in 50 ml of methyl ethyl ketone were dropped into the container each over 6 hours
  4. additionAfter the completion of the addition, 3.0 g of dimethyl-2,2'-azobisisobutyrate
  5. dissolutiondissolved in 20 ml of methyl ethyl ketone
  6. additionwas further added
  7. temperaturethe resultant mixture was heated
  8. customto give a colorless, transparent and
  9. customviscous liquid reaction mixture
  10. customThe liquid reaction mixture
  11. temperaturewas cooled to room temperature

Sources & evidence

ORD record
ord-4009ae9f5b844646b22573360c929c05
Source dataset
uspto-grants-1999_10
Patent number
US05972557

Reaction notes

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