Azobisisobutyronitrile → HCID 86588294, compound

HRID 2181597Notes

Reaction equation

HRID 2181597 reaction equation
[C:1]([O:6][C:7]1([CH2:17][CH3:18])[CH:14]2[CH2:15][CH:10]3[CH2:11][CH:12]([CH2:16][CH:8]1[CH2:9]3)[CH2:13]2)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:19]([O:23][C:24]12[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][C:26]([OH:34])([CH2:27]3)[CH2:25]1)[CH2:31]2)(=[O:22])[CH:20]=[CH2:21].[C:35]([O:40][CH:41]1[CH2:46][CH2:45][O:44][C:42]1=[O:43])(=[O:39])[C:36]([CH3:38])=[CH2:37].N(C(C)(C)C#N)=NC(C)(C)C#N>CCCCCCC.C(C(C)=O)C(C)C>[C:1]([O:6][C:7]1([CH2:17][CH3:18])[CH:8]2[CH2:16][CH:12]3[CH2:11][CH:10]([CH2:15][CH:14]1[CH2:13]3)[CH2:9]2)(=[O:5])[C:2]([CH3:4])=[CH2:3].[C:19]([O:23][C:24]12[CH2:33][CH:28]3[CH2:29][CH:30]([CH2:32][C:26]([OH:34])([CH2:27]3)[CH2:25]1)[CH2:31]2)(=[O:22])[C:20]([CH3:35])=[CH2:21].[C:35]([O:40][CH:41]1[CH2:46][CH2:45][O:44][C:42]1=[O:43])(=[O:39])[C:36]([CH3:38])=[CH2:37]

Participants

7

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 98136452-Ethyl-2-methacryloyloxyadamantaneHCID 11206014gamma-Butyrolactone methacrylateHCID 222287903-Hydroxy-1-adamantyl acrylate

Product 1

HCID 86588294HCID 86588294, compoundYield 60%

Reagents, catalysts & solvents 2

HCID 7909Methyl Isobutyl KetoneSolventHCID 8900HeptaneSolvent

Conditions

Temperature
85 °C

Procedure

2-ethyl-2-adamantyl methacrylate, 3-hydroxy-1-adamantyl acrylate and α-methacryloyloxy-γ-butyrolactone were charged in a molar ratio of 2:1:1 (20.0 g:8.9 g:6.5 g), and methyl isobutyl ketone of twice weight of the total monomer weight was added to this to prepare a solution. To this was added azobisisobutyronitrile as an initiator in an amount of 2 mol % based on the total monomer amount, and the temperature was raised to 85° C. and the mixture was stirred for about 5 hours. The reaction mass was cooled, then, poured into a large amount of heptane, to cause precipitation; this operation Was repeated three times for purification. As a result, a copolymer having a weight-average molecular weight of about 8000 was obtained in a yield of 60%. This resin is called Resin AX.

Workup

  1. additionwas added to
  2. customthis to prepare a solution
  3. temperatureThe reaction mass was cooled
  4. customprecipitation
  5. customfor purification
  6. customwas obtained in a yield of 60%

Sources & evidence

ORD record
ord-5ede0bf570954a789b87ebf166048d2d
Source dataset
uspto-grants-2005_05
Patent number
US06893792B2

Reaction notes

Loading…