Acrylamide → Isooctyl Acrylate Acrylamide Vinyl Acetate

HRID 977038

Reaction equation

HRID 977038 reaction equation
[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[C:14]([NH2:18])(=[O:17])[CH:15]=[CH2:16].[C:19]([O:22][CH:23]=[CH2:24])(=[O:21])[CH3:20].N(C(C)(CC(C)C)C#N)=NC(C)(CC(C)C)C#N>C(OCC)(=O)C.CO.C(OCC)(=O)C.CO>[C:1]([O:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH:11]([CH3:13])[CH3:12])(=[O:4])[CH:2]=[CH2:3].[C:14]([NH2:18])(=[O:17])[CH:15]=[CH2:16].[C:19]([O:22][CH:23]=[CH2:24])(=[O:21])[CH3:20]

Participants

8

Reactant 4

HCID 6579AcrylamideHCID 7904Vinyl AcetateHCID 915372,2'-Azobis(2,4-dimethylvaleronitrile)HCID 165746Isooctyl acrylate

Product 1

HCID 86608178Isooctyl Acrylate Acrylamide Vinyl Acetate

Reagents, catalysts & solvents 3

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent2×HCID 21584119Ethylacetate methanolSolvent

Procedure

A master batch was prepared by combining isooctyl acrylate (621.0 g), acrylamide (41.4 g), vinyl acetate (165.6 g), 2,2'azobis(2,4-dimethylpentanenitrile) (1.656 g, VAZO™ 52, DuPont), ethyl acetate (884.5 g) and methanol (87.48 g). A portion (400 g) of the resulting solution was placed in a one quart (0.95 L) amber glass bottle. The bottle was purged for 2 minutes with nitrogen at a flow rate of 1 L/min. The bottle was sealed and placed in a rotary water bath at 45° C. for 24 hours to effect essentially complete polymerization. The copolymer was diluted with ethyl acetate: methanol (90:10 v/v) to 26.05% solids and had an inherent viscosity of 1.27 deciliter/gram in ethyl acetate at 0.15 g/deciliter.

Workup

  1. customA master batch was prepared
  2. customThe bottle was purged for 2 minutes with nitrogen at a flow rate of 1 L/min
  3. customThe bottle was sealed
  4. custompolymerization

Sources & evidence

ORD record
ord-f7a89e0d666f4ea1b31e9d1dd69fc52f
Source dataset
uspto-grants-1997_03
Patent number
US05614210

Linked notes

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