Azobisisobutyronitrile → Butadiene maleic acid

HRID 66450Notes

Reaction equation

HRID 66450 reaction equation
[CH2:1]=[CH:2][CH:3]=[CH2:4].[C:5]1(=[O:11])[O:10][C:8](=[O:9])[CH:7]=[CH:6]1.N(C(C)(C)C#N)=NC(C)(C)C#N.[OH-:24].[Na+]>C1(=O)CCCCC1.O.CC(C)=O>[CH2:1]=[CH:2][CH:3]=[CH2:4].[C:5]([OH:10])(=[O:11])/[CH:6]=[CH:7]\[C:8]([OH:24])=[O:9]

Participants

8

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 78451,3-ButadieneHCID 7923Maleic AnhydrideHCID 14798Sodium Hydroxide

Product 1

HCID 86738509Butadiene maleic acid

Reagents, catalysts & solvents 3

HCID 180AcetoneSolventHCID 962WaterSolventHCID 7967CyclohexanoneSolvent

Procedure

A polymerization was carried out at 70° C. for 4 hours using 54.1 g. of butadiene, 98.1 g. of maleic anhydride and 1.7 g. of azobisisobutyronitrile in 750 cc. of acetone. There was obtained 106.0 g. of a pale yellow copolymer with an intrinsic viscosity of 0.50 as measured in cyclohexanone at 30° C. (All measurements are done hereinbelow under the same conditions.) A reaction was carried out at 80° C. for 1 hour using 15.2 g. of the copolymer, 6.0 g. of sodium hydroxide and 131 g. of water to form an aqueous solution of butadiene-maleic acid copolymer sodium salt. The aqueous solution, an aqueous calcium-chloride solution at a concentration of 0.1 M/l, 30% aqueous solution of sodium lauryl sulfate (LAS) and water were employed together with THPA in an amount equal to the copolymer salt to prepare compositions shown in Table 1. Whereas aqueous gel was formed with the compositions of Examples 1-5, no aqueous gel was formed or the polymer was precipitated with the compositions of Comparative Examples 1-3, in which one of the essential components was not contained.

Workup

  1. customThere was obtained 106.0 g
  2. wait) A reaction was carried out at 80° C. for 1 hour

Sources & evidence

ORD record
ord-78175b1f1a94416494e08d65214ac9e3
Source dataset
uspto-grants-1982_08
Patent number
US04342665

Reaction notes

Loading…