Studies On Preparation, Characterization And Catalytic Performance Of Schiff Base Complexes Of Disproportionated Rosin Amine

Preparation, characterization and catalytic performance of Schiff base complexes of disproportionated rosin amine have been investigated in the present thesis.1. Disproportionated rosin amine reacted with salicylaldehyde to give the corresponding imine (Shiff base) with yields of 85.7%. This imine was treated with Cu²⁺ and Ni²⁺ to form their complexes in yields of 70.6% and 67.3% respectively. These complexes were characterized by IR, UV, elemental analysis and TG-DTG, It was been found that the metal ions were chelated by two ligands with four coordinate bonds on both nitrogen and oxygen atoms. These complexes are chiral and non-electrolytic with decomposition temperature over 250℃.2. In the presence of Cu²⁺ complex, a series of alkenes were oxidized by H₂O₂. The factors affecting the oxidation, e.g. solvents, temperature, reaction time, dosage of catalyst and the ratio of oxidant to alkenes were discussed. The reaction conditions were optimized. In dioxane at 80℃for 6 h, Rosin was oxidized to carboxylic acids and peroxides etc. The oxidation product shows higher soft point and polarity than rosin. However, Abietic acid was oxidized with 100% conversion, to form a mixture that consists of nine products, including some oligomer and polymer. Cyclohexene was oxidized to cyclohexanol with 68.9% conversion. Isoprene gives a number of oxidation products such as 2-petanone, 3-penten-2-ol, and tetrahydrofuran-2-yl methanol etc.3. With Ni²⁺ complex as catalyst, the oxidations of abietic acid, styrene, cyclohexene, and isopentadiene by H₂O₂ were investigated. Abietic acid in 1,4-dioxane at 80℃for 2h was oxidized to a complicated mixture including a few oligomers with 100% conversion. The oxidation of styrene gives phenyloxirane and 1-ethoxy-1-phenylethane as main products with 72.4% conversion. Cyclohexene gives 1,2-epoxycyclohexane and cyclohexenone etc. with 56.5% conversion. Isopentadene gives 2-methyl-2-vinyloxirane, 2-ethylpropenal and 6,8-menthadiene with 89.3% conversion.