Perfluoroalkoxy Substituted Phthalocyanines

phthalonitriles 114,116, 117 bearing 2,2,3,3-tetrafluoropropoxy groups in 3-, 4- or 4,5-positions were obtained from 3(4)-nitro- or 4,5-dichloro phthalonitriles (113 or 19) in DMSO in the presence of K2CO3 at room temperature (yields 30-50 %) and converted to the corresponding a-, p, and p,p - 2,2,3,3-tetrafluoropropoxy 

6-Di(trifluoroethoxy)phthalodinitrile 122 can be prepared from 2,3-dicyanohydroquinone 121 by alkylation with trifluoroethyltosylate in DMF [70], The 4,5-substituted dinitrile 125 is available from the 4,5-dibromocatechol 123 by consecutive alkylation with tosylate (DMF, K2CO3) and cyanation (CuCN, DMF) [70], 0=Ti complexes of a- and p-octakis(trifluoroethoxy)phthalocyanines were prepared using these dinitriles 122 and 125 [70]. The Zn complex of p-octasubstituted phthalocyanine was also reported [78], 

Sdieme 35 Synthesis of triazole-bridged monomeric, dimeric and trimeric trifluoroethoxy-coated phthalocyanine conjugates 

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The series of Zn(II) complexes with 1-amidino-3-aryl-substituted-thioureas[121], acetamidomalondihydroxymate [122], benzilbisthiosemicarbazone [123], novel fluorene-substituted terpyridine [124], perfluoroalkoxy-substituted phthalocyanine [125], and 3-carboxylacetonehydroxamic acid [126] were synthesized. The behavior of these complexes was investigated by spectroscopic and electrochemical methods. 

Values in parenthesis indicate values of logs (normal font) or relative intensity (A/A ) (italics) 2.1.2 Perfluoroalkoxy Substituted Phthalocyanines... 

Sugimori T, Horike SI, Handa M, Kasuga K (1998) Preparation and some properties of perfluoroalkoxy-substituted phthalocyanine complexes of iron(lll), nickel(ll) and zincfll). Inorg Chim Acta 278 253-255... 

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