Title

Synthesis of octa-acids and -amines of phthalocyanines and tetraazaporphyrins.

Date of Award

2004

Degree Type

Thesis

Degree Name

M.Sc.

Department

Chemistry and Biochemistry

First Advisor

Eichhorn, S. H.

Keywords

Chemistry, Biochemistry.

Rights

CC BY-NC-ND 4.0

Abstract

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.