Acrylamide → 4-Acrylamido-4-methyl-2-pentanone

HRID 2120499Notes

Reaction equation

HRID 2120499 reaction equation
[CH3:1][C:2]([C:4]([NH:6]CCC[N+](C)(C)C)=[O:5])=C.[Cl-].[C:15]([OH:19])(=O)[CH:16]=C.[C:20]([O-:25])(=O)[C:21](C)=C.[C:26](N)(=O)C=C.S(OOS([O-])(=O)=O)([O-])(=O)=O.[Na+].[Na+].S(=O)(=O)(O)[O-].[Na+].S(=O)(O)[O-].[Na+]>O>[C:4]([NH2:6])(=[O:5])[CH:2]=[CH2:1].[CH3:20][C:15]([CH3:16])=[O:19].[CH3:26][C:20]([CH3:21])=[O:25]

Participants

9

Reactant 7

HCID 6579AcrylamideHCID 6581Acrylic AcidHCID 62655Sodium PersulfateHCID 87595MethacrylateHCID 106428Methacrylamidopropyltrimethylammonium chlorideHCID 516919Sodium BisulfateHCID 23665763Sodium Bisulfite

Product 1

HCID 215849214-Acrylamido-4-methyl-2-pentanone

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
55 °C

Procedure

The instant polymers may be prepared by conventional solution polymerization techniques, as indicated below and in the Examples. Thus, to prepare the instant polymers the appropriate weights for the desired mol %'s of DMDAAC/APTAC/MAPTAC, acrylic acid or other anionic monomers and MBA or other branching agent are charged to a glass reactor equipped with a stirring means. The desired amount of alkyl acrylate, methacrylate or acrylamide is then added to the reactor with vigorous stirring to give the desired total monomer concentration, which is generally about 10-25% by weight. The monomer mixture may then be adjusted to a pH of about 3.0 to about 6.5 with dilute NaOH, heated to about 55° C., and purged with nitrogen for at least thirty minutes. Polymerization is then initiated by adding about 5×10−2 mol % of sodium persulfate and about 2.4×10−3 mol % of sodium bisulfate. After the peak exotherm is reached, additional dilution water and sodium bisulfite are added to scavenge any residual monomer and to dilute the final product to 4-8% polymer solids.

Workup

  1. customThe instant polymers may be prepared by conventional solution polymerization techniques
  2. additionare charged to a glass reactor
  3. customequipped with a stirring means
  4. customto give the desired
  5. concentrationtotal monomer concentration, which
  6. custompurged with nitrogen for at least thirty minutes
  7. customPolymerization

Sources & evidence

ORD record
ord-600878d3b90b4fc4ad380f4cb437adab
Source dataset
uspto-grants-2004_02
Patent number
US06691715B2

Reaction notes

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