Ethanol → Benzene, 1-(chloromethyl)-3(or 4)-ethenyl-

HRID 1452439Notes

Reaction equation

HRID 1452439 reaction equation
[CH2:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH2:9](O)[CH3:10]>CN(C=O)C>[CH:9]([CH:1]([Cl:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)=[CH2:10]

Participants

4

Procedure

Vinyl benzyl chloride grafted film was synthesized by immersing an argon plasma pretreated LDPE film into a degassed monomer solution of 5 vol % using ethanol as solvent, and exposing the setup to near UV-irradiation for 2 h. The grafted film was subjected to prolonged washing with DMF before it was reacted with 0.024 M 4,4′-bipyridine in a water bath at 70° C. for 20 h, followed by 0.4 M benzyl chloride, again in a water bath at 70° C. for 20 h. Both reaction steps were carried out using DMF as solvent. The film was washed with DMF after both reaction steps to remove unreacted reactants. The viologen grafted film was finally immersed into a reaction mixture containing 0.10 M aniline and 0.025 M ammonium persulfate in 0.5 M HClO4 for 2 h. The green polyaniline (in the emeraldine state) was undoped in 0.5M NaOH for 1 h, washed in deionized water and dried under reduced pressure. The base film was exposed to near UV-light emitted from a 1 kW mercury lamp for 1 h. The sheet resistance of the film decreased from 1010 Ω/sq. (before irradiation) to 105 Ω/sq.(after irradiation). The change in Rs with respect to irradiation time is shown in FIG. 1.

Workup

  1. customfor 2 h
  2. washto prolonged washing with DMF before it
  3. customwas reacted with 0.024 M 4,4′-bipyridine in a water bath at 70° C. for 20 h
  4. customBoth reaction steps
  5. washThe film was washed with DMF
  6. customafter both reaction steps
  7. customto remove unreacted reactants
  8. additioncontaining 0.10 M aniline and 0.025 M ammonium persulfate in 0.5 M HClO4 for 2 h
  9. washwashed in deionized water
  10. customdried under reduced pressure
  11. waitto near UV-light emitted from a 1 kW mercury lamp for 1 h
  12. custom(before irradiation) to 105 Ω/
  13. customsq.(after irradiation)
  14. customThe change in Rs with respect to irradiation time

Sources & evidence

ORD record
ord-05087d5ad7df4266bfb420dba9ba7182
Source dataset
uspto-grants-2009_01
Patent number
US07473445B2

Reaction notes

Loading…