Styrene → styrene BA beta-CEA

HRID 1394833Notes

Reaction equation

HRID 1394833 reaction equation
S(OOS([O-])(=O)=O)([O-])(=O)=O.[NH4+].[NH4+].[CH2:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:21]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])(=[O:24])[CH:22]=[CH2:23].[C:30]([O:34][CH2:35][CH2:36][C:37]([OH:39])=[O:38])(=[O:33])[CH:31]=[CH2:32].C(OC(OC(=O)C=C)CCCCCCCCC)(=O)C=C.CCCCCCCCCCCCS>O>[CH2:13]=[CH:14][C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.[C:21]([O:25][CH2:26][CH2:27][CH2:28][CH3:29])(=[O:24])[CH:22]=[CH2:23].[C:30]([O:34][CH2:35][CH2:36][C:37]([OH:39])=[O:38])(=[O:33])[CH:31]=[CH2:32]

Participants

8

Reactant 6

HCID 7501StyreneHCID 81951-Dodecanethiol2×HCID 8846Butyl AcrylateHCID 62648Ammonium PersulfateHCID 905582-Carboxyethyl acrylateHCID 22448279Decanediol diacrylate

Product 1

HCID 67532414styrene BA beta-CEA

Reagents, catalysts & solvents 1

HCID 962WaterSolvent3×

Procedure

For comparison, a poly(styrene/BA/β-CEA) polymer was prepared. An aqueous solution of DOWFAX surfactant (0.68 g) in 514 g of deionized water was heated to 76° C., and an initiator solution of 8.1 g of ammonium persulfate in 45 g of deionized water was added. A second aqueous solution of 10.8 g DOWFAX, 257 g deionized water was prepared, and a monomer solution of 418.5 g styrene, 123 g butyl acrylate (BA), 16.2 g of β-carboxyethyl acrylate (β-CEA), 1.89 g decanediol diacrylate (ADOD) and 5.94 g dodecylthiol was added to form a monomer latex suspension. The monomer latex suspension is then added dropwise over the course of 5 hours into the first aqueous solution. After 1.5 hours of monomer latex addition, 3.29 g of additional dodecylthiol was added to the monomer latex suspension and the addition of the monomer latex suspension was then continued. Polymerization was continued for another 2 hours after completion of the addition. A poly(styrene/BA/β-CEA) polymer latex with a solids content of 41% was obtained.

Workup

  1. customFor comparison, a poly(styrene/BA/β-CEA) polymer was prepared
  2. customwas prepared
  3. customto form a monomer latex suspension
  4. additionThe monomer latex suspension is then added dropwise over the course of 5 hours into the first aqueous solution
  5. additionwas added to the monomer latex suspension
  6. additionthe addition of the monomer latex suspension
  7. customPolymerization
  8. additionafter completion of the addition

Sources & evidence

ORD record
ord-a13be3e0ae9a47f18c0a9855a2c1ba55
Source dataset
uspto-grants-2008_03
Patent number
US07349147B2

Reaction notes

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