Azobisisobutyronitrile → HCID 86733927, compound

HRID 1576008Notes

Reaction equation

HRID 1576008 reaction equation
[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH2:7]([Sn+:11]([CH2:16][CH2:17][CH2:18][CH3:19])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:8][CH2:9][CH3:10].[C:20]([O:25][CH2:26][CH:27]1[O:29][CH2:28]1)(=[O:24])[C:21]([CH3:23])=[CH2:22].N(C(C)(C)C#N)=NC(C)(C)C#N.C(N)N>C1(C)C=CC=CC=1>[C:1]([O-:6])(=[O:5])[C:2]([CH3:4])=[CH2:3].[CH2:16]([Sn+:11]([CH2:7][CH2:8][CH2:9][CH3:10])[CH2:12][CH2:13][CH2:14][CH3:15])[CH2:17][CH2:18][CH3:19].[C:20]([O:25][CH2:26][CH:27]1[O:29][CH2:28]1)(=[O:24])[C:21]([CH3:23])=[CH2:22]

Participants

6

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 7837Glycidyl methacrylateHCID 75408MethanediamineHCID 219463442155-70-6

Product 1

HCID 86733927HCID 86733927, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

The reaction is carried out in a 300 ml, 3-necked flask equipped with a reflux condenser, a thermometer such that it reads the temperature of the vapor, and a magnetic stirrer. Tributyltin methacrylate (0.07 moles), glycidyl methacrylate (0.07 moles) and 2,2'-azobis(2-methylpropionitrile) (0.6% by weight) are reacted in 90 ml of toluene. The reaction is refluxed for 16 hours between 75°-80°C. The polymer is a clear, film forming resin which can be cured to a hard film by methanediamine (one equivalent of N-H is used for each equivalent of epoxide in the polymer) after 3 hours at 100°C.

Workup

  1. customequipped with a reflux condenser
  2. temperatureThe reaction is refluxed for 16 hours between 75°-80°C
  3. customforming resin which
  4. customafter 3 hours
  5. customat 100°C.

Sources & evidence

ORD record
ord-313294a36c8d4790949c81200f58e116
Source dataset
uspto-grants-1976_09
Patent number
US03979354

Reaction notes

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