Research Article

Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties

Volume: 11 Number: 3 September 17, 2024
EN

Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties

Abstract

Novel zinc phthalocyanines were synthesized by the reaction of phthalonitriles containing methyl 2-hydroxy-6-methoxyisonicotinate. These compounds were obtained via aromatic nucleophilic substitution reactions. All compounds have been determined by elemental analysis, FT-IR, NMR, MS and electronic absorption. The solubility of phthalocyanines is very low in DMSO and DMF but high in alkaline aqueous solution. The UV-Vis spectra of the Zn(II) phthalocyanines were recorded in different concentration in DMF, DMSO and also in different solvents as DMF, DMSO, water. Peripheral substitute zincphthalocyanines (5 and 7) showed aggregation in water. Nonperipheral substitute zincphthalocyanine (7) showed monomeric behavior in DMSO, DMF and water. Beer’s law was obeyed for zinc phthalocyanines.

Keywords

Project Number

FMB-BAP 20-0449

Thanks

This work was supported by the research fund of the Amasya University (FMB-BAP 20-0449)

References

  1. [1] N. B. McKeown, Phthalocyanine Materials: Synthesis, Structure and Function. Cambridge University Press, 1998.
  2. [2] C. C. Leznoff and A. Lever, Phthalocyanines: Properties and Applications, vol. 1-4. VCH, Weinheim, 1998.
  3. [3] D. Wörhle, ‘‘Phthalocyanines in macromolecular phases-methods of synthesis and properties of the materials,’’ Macromol. Rapid Comm., vol. 22, pp. 68–97, Feb 2001.
  4. [4] J. A. Duro, G. Torre, J. Barbera, J. L. Serrano, and T. Torres, ‘‘Synthesis and liquid-crystal behavior of metal-free and metal-containing phthalocyanines substituted with long-chain amide groups,’’ Chem. Mater., vol. 8, no. 5, pp. 1061–6, 1996.
  5. [5] F. Yakuphanoglu, M. M. Durmuş, O. K. Okutan, and V. Ahsen, ‘‘The refractive index dispersion and theoptical constants of metal-free and nickel(ii) phthalocyanines liquid crystals,’’ Physica B:, vol. 373, pp. 262–6, Mar 2006.
  6. [6] M. N. H. Xia, ‘‘Copper phthalocyanine bonding with gel and their optical properties,’’ Opt. Mater., vol. 15, pp. 93–8, Nov 2000.
  7. [7] S. Makhseed, M. Al-Sawah, J. Samuel, and H. Manaa, ‘‘Synthesis, characterization and nonlinear optical properties of non aggregating hexadeca-substituted phthalocyanines,’’ Tetrahedron Lett., vol. 50, pp. 165–8, Jan 2009.
  8. [8] E. Ben-Hur, J. Otjen, and B. Horowitz, ‘‘Silicon phthalocyanine pc 4 and red light causes apoptosis in hiv-infected cells,’’ Photochem Photobiol., vol. 65, pp. 456– 460, Mar 1997.

Details

Primary Language

English

Subjects

Engineering Practice

Journal Section

Research Article

Publication Date

September 17, 2024

Submission Date

February 10, 2024

Acceptance Date

May 21, 2024

Published in Issue

Year 2024 Volume: 11 Number: 3

APA
Akdemir, N., & Yıldırım, A. (2024). Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties. El-Cezeri, 11(3), 288-297. https://doi.org/10.31202/ecjse.1434699
AMA
1.Akdemir N, Yıldırım A. Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties. El-Cezeri Journal of Science and Engineering. 2024;11(3):288-297. doi:10.31202/ecjse.1434699
Chicago
Akdemir, Nesuhi, and Aslı Yıldırım. 2024. “Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-Methoxyisonicotinic Acid Moieties”. El-Cezeri 11 (3): 288-97. https://doi.org/10.31202/ecjse.1434699.
EndNote
Akdemir N, Yıldırım A (September 1, 2024) Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties. El-Cezeri 11 3 288–297.
IEEE
[1]N. Akdemir and A. Yıldırım, “Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties”, El-Cezeri Journal of Science and Engineering, vol. 11, no. 3, pp. 288–297, Sept. 2024, doi: 10.31202/ecjse.1434699.
ISNAD
Akdemir, Nesuhi - Yıldırım, Aslı. “Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-Methoxyisonicotinic Acid Moieties”. El-Cezeri 11/3 (September 1, 2024): 288-297. https://doi.org/10.31202/ecjse.1434699.
JAMA
1.Akdemir N, Yıldırım A. Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties. El-Cezeri Journal of Science and Engineering. 2024;11:288–297.
MLA
Akdemir, Nesuhi, and Aslı Yıldırım. “Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-Methoxyisonicotinic Acid Moieties”. El-Cezeri, vol. 11, no. 3, Sept. 2024, pp. 288-97, doi:10.31202/ecjse.1434699.
Vancouver
1.Nesuhi Akdemir, Aslı Yıldırım. Synthesis and Characterization of Zinc Phthalocyanines Containing 2-Hydroxy-6-methoxyisonicotinic Acid Moieties. El-Cezeri Journal of Science and Engineering. 2024 Sep. 1;11(3):288-97. doi:10.31202/ecjse.1434699

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