Azobisisobutyronitrile → Styrenesulfonate perfluorooctene

HRID 254136Notes

Reaction equation

HRID 254136 reaction equation
[CH:1]([S:9]([O-:12])(=[O:11])=[O:10])=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[Na+].[F:14][C:15]([F:37])=[C:16]([F:36])[C:17]([F:35])([F:34])[C:18]([F:33])([F:32])[C:19]([F:31])([F:30])[C:20]([F:29])([F:28])[C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23].N(C(C)(C)C#N)=NC(C)(C)C#N>CS(C)=O>[CH:1]([S:9]([O-:12])(=[O:10])=[O:11])=[CH:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[F:14][C:15]([F:37])=[C:16]([F:36])[C:17]([F:34])([F:35])[C:18]([F:32])([F:33])[C:19]([F:30])([F:31])[C:20]([F:29])([F:28])[C:21]([F:27])([F:26])[C:22]([F:25])([F:24])[F:23]

Participants

5

Reactant 3

HCID 6547AzobisisobutyronitrileHCID 2782409Perfluorooct-1-ene2×HCID 53627496Sodium styrenesulfonate

Product 1

HCID 86619963Styrenesulfonate perfluorooctene

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent2×

Procedure

16 g of sodium styrenesulfonate (SSNa) (available from Sigma-Aldrich Corp.) and 4 g of perfluorooctene (1H,1H,2H-perfluoro-1-octene) are fully dissolved in 0.24 L of dimethylsulfoxide (DMSO) with heating. Then, 0.1 g of azobisisobutyronitrile (AIBN) is added dropwise to the DMSO solution. The monomers are polymerized for 24 hours or more. The polymerization is carried out varying the content of perfluorooctene (5, 10, and 20 wt %). The reaction product is allowed to sit at ambient temperature. Then, a precipitate is colleted from the reaction product and filtered with a filter to obtain a poly(styrenesulfonate-perfluorooctene) copolymer {P(SSNa-co-PFO)).

Workup

  1. temperaturewith heating
  2. customThe monomers are polymerized for 24 hours or more
  3. customto sit at ambient temperature
  4. filtrationfiltered with
  5. filtrationa filter

Sources & evidence

ORD record
ord-0c8c1e0f5bec43adb00d0ea8fe72e99f
Source dataset
uspto-grants-2011_01
Patent number
US07875208B2

Reaction notes

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