TY - JOUR
T1 - Synthesis, characterization, and aggregation properties of functionalized polyfluorinated metallo-phthalocyanines
AU - Özçeşmeci, Mukaddes
AU - Özkan, Ebru
AU - Hamuryudan, Esin
PY - 2013/10
Y1 - 2013/10
N2 - The reaction of 4-(2′,3′,4′,5′,6′- pentafluorobenzyloxy)phthalonitrile with 2,2,3,3,4,4,5,5-octafluoropentanol leads to the formation of 4-[2′,3′,5′,6′-tetrafluoro- 4′-(octafluoropentoxy) benzyloxy]-phthalonitrile. The reaction was achieved by regioselective substitution reaction of the p-fluorine atoms of pentafluorobenzyloxy group by perfluoroalkoxy group. The tetramerization of the new dinitrile derivative in the presence of zinc, cobalt, copper or manganese salts results in the corresponding phthalocyanines. The prepared compounds have been characterized by elemental analyses, FT-IR, UV-vis, 1H NMR, 13C NMR, 19F NMR and mass spectroscopies, consistent with the proposed structures. The influence of solvent and concentrations on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy.
AB - The reaction of 4-(2′,3′,4′,5′,6′- pentafluorobenzyloxy)phthalonitrile with 2,2,3,3,4,4,5,5-octafluoropentanol leads to the formation of 4-[2′,3′,5′,6′-tetrafluoro- 4′-(octafluoropentoxy) benzyloxy]-phthalonitrile. The reaction was achieved by regioselective substitution reaction of the p-fluorine atoms of pentafluorobenzyloxy group by perfluoroalkoxy group. The tetramerization of the new dinitrile derivative in the presence of zinc, cobalt, copper or manganese salts results in the corresponding phthalocyanines. The prepared compounds have been characterized by elemental analyses, FT-IR, UV-vis, 1H NMR, 13C NMR, 19F NMR and mass spectroscopies, consistent with the proposed structures. The influence of solvent and concentrations on the aggregation of the phthalocyanine complexes was studied by electronic spectroscopy.
KW - aggregation
KW - fluorine
KW - phthalocyanines
KW - solvent effect
KW - synthesis
UR - http://www.scopus.com/inward/record.url?scp=84884143020&partnerID=8YFLogxK
U2 - 10.1142/S1088424613500764
DO - 10.1142/S1088424613500764
M3 - Article
AN - SCOPUS:84884143020
SN - 1088-4246
VL - 17
SP - 972
EP - 979
JO - Journal of Porphyrins and Phthalocyanines
JF - Journal of Porphyrins and Phthalocyanines
IS - 10
ER -