Azobisisobutyronitrile → Ethylene carbonate

HRID 1508346Notes

Reaction equation

HRID 1508346 reaction equation
CC(N=N[C:8]([C:11]#N)(C)C)(C#N)C.[C:13]([O:21]O[C:23](=[O:30])[C:24]1C=CC=CC=1)(=[O:20])C1C=CC=CC=1.[C:31]([O:44]O[C:46](=[O:58])[CH2:47]CCCCCCCCCC)(=[O:43])CCCCCCCCCCC.[CH3:59][O:60][C:61]1([O:76][CH3:77])C=CC=CC1CC(C1C=CC=CC=1)=O>CN(C=O)C.COCCOC.CC(=O)CC.C1(=O)OC(C)CO1.ClCCCl.C(O)C.CC(C)=O.C1C=CC=CC=1>[C:61](=[O:20])([O:60][CH3:59])[O:76][CH3:77].[C:31](=[O:43])([O:44][CH2:11][CH3:8])[O:30][CH2:23][CH3:24].[C:13]1(=[O:20])[O:58][CH2:46][CH2:47][O:21]1

Participants

15

Reactant 4

HCID 6547AzobisisobutyronitrileHCID 7187Benzoyl PeroxideHCID 7773Lauroyl peroxideHCID 22253865HCID 22253865, compound

Product 3

HCID 7303Ethylene carbonateHCID 7766Diethyl CarbonateHCID 12021Dimethyl Carbonate

Reagents, catalysts & solvents 8

HCID 111,2-DichloroethaneSolventHCID 180AcetoneSolventHCID 241BenzeneSolventHCID 702EthanolSolventHCID 6228DimethylformamideSolventHCID 6569Methyl Ethyl KetoneSolventHCID 7924Propylene CarbonateSolventHCID 80711,2-DimethoxyethaneSolvent

Procedure

In a phosphinylation polymerization, each X and Y are R9HP— and G is a hydrocarbyl, which includes a silicone. Copolymerization occurs in the presence of a radical initiator such as AIBN, V-40, benzoyl peroxide, lauroyl peroxide (Luperox™), UV light (λ≦400 nm), 2,2-dimethoxyphenyl acetophenone (Irgacure® 651), and the like, in a solvent such as benzene, acetone, ethanol, 1,2-dichloroethane, propylene carbonate, dimethyl carbonate, diethyl carbonate, ethylene carbonate, butanone, ethylene glycol dimethyl ether, or DMF at a temperature of 25 to 140° C. to produce the polymer.

Workup

  1. customIn a phosphinylation polymerization
  2. customCopolymerization

Sources & evidence

ORD record
ord-78c52039b4ce41ef9713739f9492c1d8
Source dataset
uspto-grants-2015_12
Patent number
US09221844B2

Reaction notes

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