I use graphene oxide (GO) in a variety of experiments, first of all I want to functionalize its carboxyl and hydroxyl groups. But, after the use of some base, salts and ion's solutions, I can see a significant lost of water solubility. The situation remains negative after centrifugation and after washing it with double distilled water. Never the less, in these conditions, I'm not able to functionalize the GO. In my opinion GO loses the most of its carboxyl and hydroxyl groups during the experiments, can this explain the lost of solubility and the failure functionalization? Thank you.