Acrylamide → N-1-Octylacrylamide Acrylamide DMA N-Vinylpyrrolidinone Sodium Acrylamido-2-methylpropane sulfonate

HRID 359783Notes

Reaction equation

HRID 359783 reaction equation
C(OS([O-])(=O)=O)CCCCCCCCCCC.[Na+:18].[CH2:19]([NH:27][C:28](=[O:31])[CH:29]=[CH2:30])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].[C:32]([NH2:36])(=[O:35])[CH:33]=[CH2:34].[CH:37]([N:39]1[CH2:43][CH2:42][CH2:41][C:40]1=[O:44])=[CH2:38].[C:45]([NH:49][CH:50]([S:54]([O-:57])(=[O:56])=[O:55])[CH:51]([CH3:53])[CH3:52])(=[O:48])[CH:46]=[CH2:47].[Na+]>O.CO.CC(C)=O.CC(C)=O.CC(N(C)C)=O>[CH2:19]([NH:27][C:28](=[O:31])[CH:29]=[CH2:30])[CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][CH2:25][CH3:26].[C:32]([NH2:36])(=[O:35])[CH:33]=[CH2:34].[CH3:41][C:40]([N:39]([CH3:43])[CH3:37])=[O:44].[CH:37]([N:39]1[CH2:43][CH2:42][CH2:41][C:40]1=[O:44])=[CH2:38].[C:45]([NH:49][CH:50]([S:54]([O-:57])(=[O:55])=[O:56])[CH:51]([CH3:52])[CH3:53])(=[O:48])[CH:46]=[CH2:47].[Na+:18]

Participants

10

Reactant 5

HCID 6579AcrylamideHCID 6917N-vinyl-2-pyrrolidoneHCID 823702-Propenamide, N-octyl-HCID 3423265Sodium Lauryl SulfateHCID 23669106Sodium acrylamido-2-methyl-1-propyl sulfonate

Product 1

HCID 131716742N-1-Octylacrylamide Acrylamide DMA N-Vinylpyrrolidinone Sodium Acrylamido-2-methylpropane sulfonate

Reagents, catalysts & solvents 4

HCID 180AcetoneSolventHCID 962WaterSolventHCID 31374DimethylacetamideSolventHCID 21894497Aceton-methanolSolvent

Procedure

A solution was prepared of 6.0 g of sodium dodecylsulfate in 300 mL of deoxygenated water. N-1-octylacrylamide, 1.492 g, was dissolved in this solution followed by 13.98 g of acrylamide, 13.33 g of DMA, 14.94 g of N-vinylpyrrolidinone (NVP) and 41.81 g of sodium acrylamido-2-methylpropane sulfonate. The resulting solution was carefully transferred to a 1 L Morton style resin kettle fitted with a chilled water condenser, thermometer, inert gas sparger and mechanical stirrer. The temperature was adjusted to 25 C. and polymerization was initiated by the addition of 0.108 g of 2,2'-azobis(N,N'-dimethylene-isobutyramidine) dihydrochloride. After stirring for 16 hr at 25 ±0.2 C., a 250 mL portion of the viscous solution was added to 3 L of acetone. The precipitated polymer was then masticated in a Waring blender with methanol/acetone, filtered and dried under vacuum at 30 C. The yield of polymer was 110.04 g.

Workup

  1. customfitted with a chilled water condenser
  2. customand polymerization
  3. filtrationfiltered
  4. customdried under vacuum at 30 C

Sources & evidence

ORD record
ord-856992ccdffe4d9bb66445cc3cb1dd66
Source dataset
uspto-grants-1991_03
Patent number
US05003000

Reaction notes

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