Azobisisobutyronitrile → Sodium acrylate

HRID 2418960Notes

Reaction equation

HRID 2418960 reaction equation
CCCCCCCC/C=C\CCCCC[CH2:16][CH2:17][C:18]([O:20]CC(O)[C@H]1OC[C@H](O)[C@H]1O)=[O:19].[C:31]([NH2:35])(=[O:34])[CH:32]=[CH2:33].C(O)(=O)C=C.[OH-].[Na+:42].N(C(C)(C)C#N)=NC(C)(C)C#N>CC(C)=O.O>[C:31]([NH2:35])(=[O:34])[CH:32]=[CH2:33].[C:18]([O-:20])(=[O:19])[CH:17]=[CH2:16].[Na+:42]

Participants

9

Reactant 5

HCID 6547AzobisisobutyronitrileHCID 6579AcrylamideHCID 6581Acrylic AcidHCID 14798Sodium HydroxideHCID 70693544Span #80 (Sorbitan monooleate)

Product 2

HCID 6579AcrylamideYield 35%HCID 4068533Sodium acrylateYield 65%

Reagents, catalysts & solvents 2

HCID 180AcetoneSolventHCID 962WaterSolvent

Conditions

Temperature
60 °C

Procedure

In the manner described for the preparation of dispersion A, 20 parts of ethoxylated nonylphenol (degree of ethoxylation 8 to 12) and 53.3 parts of sorbitan monooleate are dissolved in 347 parts of a mixture of 84% of saturated aliphatic hydrocarbons and 16% of naphthenic hydrocarbons (boiling range of the mixture 192° to 254° C). There is then added a solution of 133.6 parts of acrylamide and 59 parts of acrylic acid in 389.4 parts of water, the pH of which has been adjusted to 8.0 with 18 parts of sodium hydroxide, and the aqueous solution is emulsified in the hydrocarbon oil. Nitrogen is passed over the mixture for 30 minutes and the mixture is then heated to a temperature of 60° C over 15 minutes. At this temperature, a solution of 0.212 part of 2,2'-azo-bis-isobutyronitrile in a little acetone is added. Polymerization is complete after heating the mixture for 3 hours at 60° C. There is obtained a coagulate-free sedimentation-stable dispersion of a copolymer of 35% of acrylamide and 65% of sodium acrylate. The K value of the polymer is 247.5.

Workup

  1. customrange of the mixture 192° to 254° C
  2. customPolymerization
  3. temperatureafter heating the mixture for 3 hours at 60° C

Sources & evidence

ORD record
ord-e17cb38b67854720974b2cdc9ee9e89e
Source dataset
uspto-grants-1978_08
Patent number
US04104226

Reaction notes

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