Azobisisobutyronitrile → Ganex E 535

HRID 2413802

Reaction equation

HRID 2413802 reaction equation
[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2].[CH:7]([N:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])=[CH2:8].N(C(C)(C)C#N)=NC(C)(C)C#N.C(O)COCCO.C(O)(=O)CCCCC(O)=O>C1(C)C=CC=CC=1.C(OCC)(=O)C>[CH:7]([N:9]1[CH2:13][CH2:12][CH2:11][C:10]1=[O:14])=[CH2:8].[C:1]([O:4][CH:5]=[CH2:6])(=[O:3])[CH3:2]

Participants

7

Reactant 4

HCID 6547Azobisisobutyronitrile2×HCID 6917N-vinyl-2-pyrrolidoneHCID 7904Vinyl AcetateHCID 22242446Diethylene glycol adipic acid

Product 1

HCID 270885Ganex E 535

Reagents, catalysts & solvents 2

HCID 1140TolueneSolvent3×HCID 8857Ethyl AcetateSolvent3×

Conditions

Temperature
170 fahrenheit

Procedure

To a suitable reactor were added 8,424 parts of vinyl acetate, 4,826 parts of ethyl acetate, 845 parts of N-vinyl-2-pyrrolidone, 725 parts of toluene, and 4.3 parts of 2,2'-azobis(isobutyronitrile). The reactants were heated to reflux (170° F.) and were held at reflux for 1 hour. A solution of 4.3 parts of 2,2'-azobis(isobutyronitrile) and 7.5 parts of ethyl acetate was then added. Heating at reflux was continued for 2 hours. Additional catalyst solution, 2 parts of catalyst and 7.5 parts of ethyl acetate, was then added. Heating was then continued at reflux to complete the polymerization reaction, i.e., until the solids content reached about 56 percent. The temperature was then lowered and 2,246 parts of a diethylene glycol-adipic acid copolymer having a Gardner-Holdt viscosity of Z1 to Z4 were added along with 1,404 parts of toluene. After stirring for 1 hour, an additional 1,900 parts of toluene were added.

Workup

  1. temperatureThe reactants were heated
  2. temperatureat reflux for 1 hour
  3. temperatureHeating
  4. temperatureat reflux
  5. temperatureHeating
  6. temperatureat reflux
  7. customthe polymerization reaction, i.e.

Sources & evidence

ORD record
ord-c9d6fe17e4b0407cb97015ed46537e59
Source dataset
uspto-grants-1988_01
Patent number
US04719264

Linked notes

Loading…