Pyridine → Naphthalene

HRID 263371Notes

Reaction equation

HRID 263371 reaction equation
N1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1>B(F)(F)F>[CH:2]1[C:6]2[C:6](=[CH:2][CH:3]=[CH:4][CH:5]=2)[CH:5]=[CH:4][CH:3]=1

Participants

3

Reagents, catalysts & solvents 1

Procedure

Naphthalene was polymerized at a temperature of from 200° to 400° C. in the presence of a HF.BF3 catalyst to obtain a pitch which had an optical anisotropy of 100%, a Mettler softening point of 250° C. and an elemental composition as analyzed of C: 94.8 wt % and H: 5.2 wt %. This pitch was finely pulverized. Then, pyridine (solubility parameter: 10.6) was added in an amount of 200 ml to 5 g of this pitch, and extraction was conducted at 100° C., followed by filtration with a 0.5 μm membrane filter to remove a pyridine-insoluble matter. Then, a solvent mixture of toluene/hexane=40 volume %/60 volume % (solubility parameter: 7.9) was added in an amount of 150 ml to 3 g of the soluble matter, and extraction was conducted at about 70° C., followed by filtration with a 0.5 μm membrane filter to remove a soluble matter. From the insoluble matter, the solvent was removed to obtain a spinning pitch. The pitch had ΔTg of 27° C. and Qi of not more than 1% by weight.

Workup

  1. customa Mettler softening point of 250° C.
  2. customwas conducted at 100° C.
  3. filtrationfollowed by filtration with a 0.5 μm membrane
  4. filtrationfilter
  5. customto remove a pyridine-insoluble matter
  6. additionThen, a solvent mixture of toluene/hexane=40 volume %/60 volume % (solubility parameter: 7.9)
  7. additionwas added in an amount of 150 ml to 3 g of the soluble matter, and extraction
  8. customwas conducted at about 70° C.
  9. filtrationfollowed by filtration with a 0.5 μm membrane
  10. filtrationfilter
  11. customto remove a soluble matter
  12. customFrom the insoluble matter, the solvent was removed
  13. customto obtain a spinning pitch
  14. customΔTg of 27° C. and Qi of not more than 1% by weight

Sources & evidence

ORD record
ord-af6247ad430247a9821c331b8d906ff7
Source dataset
uspto-grants-1997_07
Patent number
US05643546

Reaction notes

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