I am working with Salen type schiff bases and have been struggling to get a pure product. From the NMR spectra, I still pick up both of my starting materials (aldehyde and amines).
Dear Nqobile Ndlangamandla I just answered your question in a closely related thread. I assume that you followed a published literature procedure, right? If yes, I suggest to strictly follow this protocol. Salen-type Schiff bases are known since the 1930's and their synthesis and purification are normally quite straightforward. Generally you mix the respective ethylene diamine precursor with 2 equivalents of the unsubstituted or substituted salicylaldehyde in ethanol at room temperature. Then you heat the mixture to ca. 60 °C and let it stir at this temperature for ca. 4-6 hours. Evaporate the solvent under vacuum e.g. using a rotary evaporator. The desired ligand salen-type Schiff base ligand will then stay behind as a yellow solid. Further purification can normally be achieved by recystallization from ethanol or, as mentioned by Nayim Sepay by column chromatography. Normally, however, recrystallization should be sufficient.
I you could tell us a few more details about your particular Schiff base ligand, I can perhaps give you a more specific advice.
I hope this helps. Good luck with your work and best wishes, Frank Edelmann
Purifying Schiff base, dissolve Schiff base in DMF by heating , and cool slowly keeping overnight . The Schiff base will come out in the crystalline form.
The second alternative is to increase the reaction time and also optimize other conditions so as to ensure 100% conversion and finally wash the product with solvents in which the amine and aldehyde(if present) will dissolve. This methodology will provide a NMR spectrum corresponding only to the pure product.