Synthesis and photophysical properties of annulated dinuclear and trinuclear phthalocyanines.
Metal-free mononuclear, dinuclear and trinuclear phthalocyanines were prepared by a mixed cyclotetramerisation of a 1,2,4,5-tetracyanobenzene derivative and 4,5-bis(2,6-dimethylphenoxy)phthalonitrile. For the first time, a pi-electron-conjugated trinuclear phthalocyanine was synthesised with phthalocyanine units connected by common annulated benzene rings. The Q band of the trinuclear compound in solution occurs at lambda = 944 nm whereas those of the dinuclear and mononuclear compounds are at lambda = 853/830 and 701/664 nm, respectively. Fluorescence quantum yields, fluorescence lifetimes and singlet-oxygen quantum yields of the compounds were determined.
Makarov
Sergey
S
Institut für Organische und Makromolekulare Chemie, Universität Bremen, P.O. Box 330440, 28334 Bremen, Germany.
Litwinski
Christian
C
Ermilov
Eugeny A
EA
Suvorova
Olga
O
Röder
Beate
B
Wöhrle
Dieter
D
D005453:Fluorescence; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry*; D054833:Isoindoles; D015394:Molecular Structure; D010777:Photochemistry; D011838:Radiation-Sensitizing Agents / Q000138:chemical synthesis / Q000737:chemistry*
D007211:Indoles; D054833:Isoindoles; D011838:Radiation-Sensitizing Agents; C013647:phthalocyanine