Pyridine → Naphthalene

HRID 263369Notes

Reaction equation

HRID 263369 reaction equation
N1[C:10]2[C:5](=[CH:6][CH:7]=[CH:8][CH:9]=2)[CH:4]=[CH:3][CH:2]=1.N1C=CC=C[CH:12]=1>B(F)(F)F>[CH:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][CH:6]=2)[CH:12]=[CH:2][CH:3]=1

Participants

4

Reactant 2

HCID 1049PyridineHCID 7047Quinoline

Product 1

HCID 931Naphthalene

Reagents, catalysts & solvents 1

HCID 6356Boron trifluorideCatalyst

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 has an optical anisotropy of 100 volume % as observed under a polarization microscope, an optically anisotropic structure of a "rough flow type", a glass transition temperature width (ΔTg) of 52° C., a quinoline-insoluble content of 18.5% by weight, 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, 200 ml of pyridine was added to 5 g of this pitch, and extraction was conducted at 100° C., followed by filtration with a 0.05 μm membrane filter to remove the pyridine-insoluble matter. Then, from the soluble matter, pyridine was removed to obtain a pyridine-soluble pitch.

Workup

  1. customa glass transition temperature width (ΔTg) of 52° C.
  2. customa Mettler softening point of 250° C.
  3. customwas conducted at 100° C.
  4. filtrationfollowed by filtration with a 0.05 μm membrane
  5. filtrationfilter
  6. customto remove the pyridine-insoluble matter
  7. customThen, from the soluble matter, pyridine was removed
  8. customto obtain a pyridine-soluble pitch

Sources & evidence

ORD record
ord-b3e8d382a18448c99350ed78c6d32fda
Source dataset
uspto-grants-1997_07
Patent number
US05643546

Reaction notes

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