Acrylic Acid → Styrene acrylic acid copolymer

HRID 649720Notes

Reaction equation

HRID 649720 reaction equation
[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1>C1COCC1>[C:1]([OH:5])(=[O:4])[CH:2]=[CH2:3].[CH2:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1

Participants

4

Reactant 2

HCID 6581Acrylic AcidHCID 7501Styrene

Product 1

HCID 22481611Styrene acrylic acid copolymerYield 122.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
70 °C

Procedure

A solution was prepared of acrylic acid (15.0 g, 0.2 mol) and styrene (10.4 g, 0.1 mol) in THF (200 mL). After the solution was degassed with a rapid stream of nitrogen, azobisisobutyronitrile (AIBN) (1.47 g, 3 mol % with respect to total monomer) was added.. The solution was degassed for a further thirty minutes and the reaction was then heated to 70° C. for 14 h. The solution was cooled and precipitated into n-hexane (800 mL). The hexane was decanted from the fibrous white product, the product was washed with ethyl acetate (300 mL) followed by washing with a further aliquot of hexane (200 mL). The polymer was dried in vacuo to yield 21.6 g, 84.6% of a brittle white solid.

Workup

  1. customAfter the solution was degassed with a rapid stream of nitrogen, azobisisobutyronitrile (AIBN) (1.47 g, 3 mol % with respect to total monomer)
  2. additionwas added
  3. customThe solution was degassed for a further thirty minutes
  4. temperatureThe solution was cooled
  5. customprecipitated into n-hexane (800 mL)
  6. customThe hexane was decanted from the fibrous white product
  7. washthe product was washed with ethyl acetate (300 mL)
  8. washby washing with a further aliquot of hexane (200 mL)
  9. customThe polymer was dried in vacuo

Sources & evidence

ORD record
ord-20c6a085bbcc402688b7cb4a01f8031a
Source dataset
uspto-grants-2001_08
Patent number
US06270755B1

Reaction notes

Loading…