| Several synthetic pathways towards octa-alkyl acid phthalocyanines and octa-alkyl amine phthalocyanines and their precursors have been developed. The preparation of three octa-acids with different aliphatic spacer chains has been completed successfully and the proposed structures Pc-C n-COOH (n = 3, 5, 10) agree with the obtained spectroscopic data (UV-VIS, IR, and MS).; As an alternative route to octa-acid and -amine discotic liquid crystals we wanted to demonstrated that octa-alcohol precursors, such as previously synthesized octa-hydroxyalkylthiotetraazaporphyrins (TAPS-Cn-OH , n = 3, 6, 8, 11), can be converted to the acids or amines by esterification with cyclic anhydrides (maleic anhydride) or amino-protected amino acids ( N-boc glycine) in one or two steps, respectively. A successful purification and characterization of the reaction products, however, has not been accomplished within the scope of this thesis. (Abstract shortened by UMI.)... |
