Four　new　substituted　phthalonitriles　such　as　3-(5-aminonaphthoxy)　phthalonitrile　(C18H11N3O),　4-(5-aminonaphthoxy)　phthalonitrile　(C18H11N3O),　3-biphenyloxy-phthalonitrile　(C20H12N2O)　and　4-biphenyloxyphthalonitrile　(C20H12N2O)　have　been　synthesized,　which　are　converted　into　the　corresponding　phthalocyanine-zinc(II)　complexes　with　aryloxy　substitunents　:　tetra-alpha-(5-aminonaphthoxy)　phthalocyanines　zinc　(II)　(C72H44N12O4Zn),　tetra-beta-(5-aminonaphthoxy)　phthalocyanines　zinc(II)(C72H44　N12O4Zn),　tetra-alpha-biphenyloxy-phthalocyanines　zinc(II)　(C80H48N8O4Zn)　and　tetra-beta-biphenyloxy-phthalocyanines　zinc　(II)　(C80H48N8O4Zn).　Their　maximum　absorption　wavelength,　molar　extinction　coefficient,　emission　wavelength,　fluorescence　quantum　yields　(Phi(F)),　the　singlet　oxygen　quantum　yields　(Phi(Delta)),　and　photodegradation　constant　(k)　have　been　measured　by　the　UV-Vis　absorption　and　fluorescence　spectra.　The　structure-activity　relationship　have　been　discussed　in　comparision　with　their　analogues.　The　results　show　that　tetra-alpha-biphenyloxy-phthalocyanines　zinc(II)　has　large　extinction　coefficient　in　the　red　visible　region　of　the　light　with　relatively　higher　singlet　oxygen　quantum　yield,　it　is　a　promising　photosensitizer　for　use　in　photodynamic　therapy.