Synthesis of octa-acids and -amines of phthalocyanines and tetraazaporphyrins.
Date of Award
Chemistry and Biochemistry
Eichhorn, S. H.
CC BY-NC-ND 4.0
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.)Dept. of Chemistry and Biochemistry. Paper copy at Leddy Library: Theses & Major Papers - Basement, West Bldg. / Call Number: Thesis2004 .L53. Source: Masters Abstracts International, Volume: 43-01, page: 0214. Adviser: S. Holger Eichhorn. Thesis (M.Sc.)--University of Windsor (Canada), 2004.
Li, Hui Sheng., "Synthesis of octa-acids and -amines of phthalocyanines and tetraazaporphyrins." (2004). Electronic Theses and Dissertations. 3701.