No Access

Synthesis, characterization and aggregation behavior of Ni(II) and Zn(II) phthalocyanines with peripheral monoazacrown ethers

Gebze Institute of Technology, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

and

Gebze Institute of Technology, Department of Chemistry, PO Box 141, Gebze, 41400, Turkey

TUBITAK-Marmara Research Center, Materials and Chemical Technologies Research Institute, PO Box 21, Gebze, 41400, Turkey

Corresponding author, fax: +90 0-262-653-84-90

Search for more papers by this author

https://doi.org/10.1142/S1088424602000737Cited by:11 (Source: Crossref)

Abstract

The synthesis of metallo derivatives (Ni, Zn) of phthalocyanines (pcs) obtained from 4,5-dicyanobenzomonoazacrown ether substituted with long alkyl chains (5a-d) are described. The new compounds have been characterized by elemental analysis, ¹H, ¹³C NMR, MS, IR and UV-vis spectroscopy techniques. The aggregation properties and alkali metal interaction of the pcs (6a-d and 7a-d) were investigated.

Keywords:

Most comprehensive & up-to-date research on PORPHYRINS
Handbook of Porphyrin Science now available in 46 volumes

References

C. C. Leznoff and A. B. P. Lever (eds.) , Phthalocyanines: Properties and Applications 1-4 ( Wiley-VCH , Cambridge , 1996 ) . Google Scholar
D. D. Dominguezet al., J. Porphyrins Phthalocyanines 5, 582 (2001), DOI: 10.1002/jpp.365. Link, Web of Science, Google Scholar
K. Tabataet al., J. Porphyrins Phthalocyanines 4, 278 (2000). Link, Web of Science, Google Scholar
V. Ahsenet al., Chem. Ber. 122, 1073 (1989), DOI: 10.1002/cber.19891220611. Google Scholar
E. Musluoğluet al., Chem. Ber. 124, 2531 (1991). Google Scholar
Z. Z. Öztürket al., J. Mater. Sci. 27, 6183 (1992), DOI: 10.1007/BF01133768. Web of Science, Google Scholar
M. Kandaz and Ö. Bekaroğlu, J. Porphyrins Phthalocyanines 3, 339 (1999). Link, Web of Science, Google Scholar
Ö. Bekaroğlu, J. Porphyrins Phthalocyanines 4, 465 (2000). Link, Web of Science, Google Scholar
B. Cabezonet al., Eur. J. Org. Chem. 2767 (2000). Crossref, Google Scholar
Z. Z. Öztürket al., Sens. Actuators, B 26, 208 (1995), DOI: 10.1016/0925-4005(94)01588-9. Web of Science, Google Scholar
V. Ahsenet al., J. Chem. Res., Synop. 348 (1995). Google Scholar
T. V. Basovaet al., Thin Solid Films 385, 246 (2001), DOI: 10.1016/S0040-6090(01)00779-9. Web of Science, Google Scholar
A. G. Güreket al., Mol. Cryst. Liq. Cryst. Sci. Technol., Sect. A 338, 75 (2000), DOI: 10.1080/10587250008024421. Google Scholar
S. Dabaket al., Mol. Cryst. Liq. Cryst. Sci. Technol., Sect. A 348, 111 (2000), DOI: 10.1080/10587250008024800. Web of Science, Google Scholar
G. Gümüşet al., J. Chem. Soc., Dalton Trans. 2485 (1992), DOI: 10.1039/dt9920002485. Google Scholar
C. Mertesdorf and H. Ringsdorf, Liq. Cryst. 5, 1757 (1989), DOI: 10.1080/02678298908045686. Web of Science, Google Scholar
D. D. Perrin , W. L. F. Armarego and D. E. Perrin , Purification of Laboratory Chemicals , 2nd edn. ( Pergamon Press , New York , 1980 ) . Google Scholar
D. Wöhrle, G. Schnurpfeil and G. Knothe, Dyes Pigm. 18, 91 (1992), DOI: 10.1016/0143-7208(92)80009-C. Web of Science, Google Scholar
H. Tomodaet al., Chem. Lett. 1277 (1980), DOI: 10.1246/cl.1980.1277. Google Scholar
H. Tomoda, S. Saito and S. Shiraishi, Chem. Lett. 313 (1983), DOI: 10.1246/cl.1983.313. Google Scholar
H. Engelkamp and R. J. M. Nolte, J. Porphyrins Phthalocyanines 4, 454 (2000). Link, Web of Science, Google Scholar
J. Simon and P. Bassoul, Phthalocyanines: Properties and applications 2, eds. C. C. Leznoff and A. B. P. Lever (Wiley-VCH, New York, 1993) pp. 223–299. Google Scholar
H. S. Nalwa and J. S. Shirk, Phthalocyanines: Properties and Applications 4, eds. C. C. Leznoff and A. B. P. Lever (VCH, New York, 1996) pp. 79–181. Google Scholar
A. W. Snow and N. L. Jarvis, J. Am. Chem. Soc. 106, 4706 (1984), DOI: 10.1021/ja00329a012. Web of Science, Google Scholar
N. A. Wiederkehr, J. Braz. Chem. Soc. 7, 7 (1996). Web of Science, Google Scholar
R. D. Georgeet al., J. Porphyrins Phthalocyanines 2, 1 (1998). Link, Web of Science, Google Scholar
M. P. De Filippiset al., Tetrahedron Lett. 41, 9143 (2000), DOI: 10.1016/S0040-4039(00)01638-5. Web of Science, Google Scholar
T. Toupance, V. Ahsen and J. Simon, J. Am. Chem. Soc. 116, 5352 (1994), DOI: 10.1021/ja00091a046. Web of Science, Google Scholar
N. Kobayashiet al., J. Am. Chem. Soc. 118, 1073 (1996), DOI: 10.1021/ja950929x. Web of Science, Google Scholar
J. J. Christensen, D. J. Eatough and R. M. Izatt, Chem. Rev. (Washington, DC, U. S.) 74, 351 (1974). Web of Science, Google Scholar
F. Vogtle and E. Weber, Crown Ethers-Complexes and Selectivity, The Chemistry of the Ether Linkage, Supplement E., Part. 1 (Wiley-VCH, London, 1981) pp. 59–156. Google Scholar
T.-L. Ho , Hard and Soft Acids and Bases Principles in Organic Chemistry ( Academic Press , New York , 1997 ) . Google Scholar