Reaction of Abietic Acid with Maleic Anhydride and Fumaric Acid and Attempts to Find the Fundamental Component of Fortified Rosin

Abstract

Identification of the Diels-Alder adduct of Abietic Acid (AA) and maleic anhydride (MA) or Fumaric Acid (FA) using a Shimadzu QP 5050A Gas chromatograph Mass spectrometer revealed that AA and MA produced endo-maleopimaric acid (MPA) and endo-maleopimaric acid tricarboxylic acid. A reaction product of abietic acid and fumaric acid generated three peaks identified based on their mass spectra as fumaropimaric acid (FPA), FPA adducts and endo-MPA. To maximize the reaction between AA and MA or FA, molar ratio (AA and MA or FA), reaction time and reaction temperature were investigated. The best Diels-Alder reaction between abietic and maleic anhydride was at 125 degrees C for 1 h with a molar ratio of AA to MA of 1: 2. The best Diels-Alder reaction between AA and FA was at 200 degrees C for 1 h with a molar ratio of AA and FA of 1: 2.