I have the mixture of these two 1,4 naphthoquinones in which one is oily in nature and the other has solid crystalline form. Need some suggestion for recrystalizing the solid one.
Try a pi stacking solvent like toluene to dissolve the mixture, if the desired compound does not crystallize from toluene,slowly add n-Hexane to try to precipitate the desired compound. You could also try vapour Diffusion (dissolve the compound in e.g. a small volume of toluene in a sample vial and place the vial in a chamber containing Hexane or Pentane. Put a lid on the larger chamber and then hexabe vapour can diffuse into the toluene, possibly promoting crystallization.
Try to remove oily naphthoquinone by washing the mixture with 40-60 petroleum ether very carefully and then crystallize the solid one with toluene or other suitable solvent.
I think you should dissolved your compound in polar organic solvent then try to wash with n-hexane whatever be the oily compound present it will be come out from your compound then you use cold petroleum ether for crystallization.
As you are aware trying to crystallised a compound could be an Art! All depends also of a previous cleaning procedures you do to eliminate inorganic salts, pH control an of course the pattern of substitution of the quinone. Besides cyclohexane and toluene, sometimes methanol or isooctane do the trick! The procedure is al "old one" there is nothing different or special in doing the re-cryslalisation.
Shall we use the solvents you mentioned as a single solvent and evaporate the solution or should we add them to other solvents as for diffusion crystallization?