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1,7-dithia (12-crown-4)-bridged phthalocyanine network polymers were prepared from tetracyanodibenzo-[1,7-dithia(12-crown-4)]. In addition, the synthesis of two 1,7-dithia (12-crown-4) linked peripherally octa-substituted dimeric phthalocyanines, which contain a combination of hexakis(alkylthia) side chains, is described. These extremely soluble compounds were prepared by the condensation of an iminoisoindoline derivative and a subphthalocyanine. The novel compounds are characterized by elemental analyses, UV/vis, IR, mass, ¹H NMR and ¹³C NMR spectroscopy. The electrical conductivity measurements of three of the four network polymers were unsuccessful; however chemical doping with NOBF₄ could be increased to a measurable value. The electrical conductivity of the dimeric phthalocyanines are in the semiconductor range.

Monomeric and Si–Si bonded dimeric silicon(IV) phthalocyanines bearing 4${}^{\prime }$,7${}^{\prime }$,10${}^{\prime }$-trioxaundecylsulfanyl groups were synthesized. These novel phthalocyanine derivatives were characterized by general analysis methods such as FT-IR, MALDI-TOF or HRMS, ¹H NMR and UV-vis electronic absorption. Their aggregation behaviors were described in dimethyl sulfoxide (DMSO). In addition, the photophysical and photochemical properties of these phthalocyanines were also investigated in DMSO to determine potential of these phthalocyanines to acts as photosensitizer for photodynamic therapy (PDT) of cancer. Their high singlet oxygen generation demonstrated their suitability for PDT applications. These peripherally 4${}^{\prime }$,7${}^{\prime }$,10${}^{\prime }$-trioxaundecylsulfanyl substituted silicon(IV) phthalocyanines are promising Type II photosensitizers owing to their favorable singlet oxygen generation capability. In addition, their fluorescence quenching behavior by 1,4-benzoquinone were also studied in DMSO.