Some black materials appeared, when the high-temperature catalyzed esterification. The reactants are curcumin and citric acid, and the blank material could dissolved in a mixture of methanol acetone. When all of the black material is dissolved in the methanol solution, a yellowish solid appears, but this yellowish solid is very poorly water soluble. I'd like to know why this is happening, and by definition the reaction product, polyester, is it not soluble in water? Papers involving similar reactions are in the annex.