Photophysical and photochemical properties of a zinc phthalocyanine with four diphenylborinic ester moieties

• A new zinc(II)phthalocyanine with 4 diphenylborinic ester units was synthesized.
• Triphenylborane in THF at reflux condition is used as boron source.
• Photophysical properties of the new phthalocyanine derivative have been investigated.
• Fluorescence quantum yield and singlet oxygen quantum yield are sufficiently high.

A novel zinc(II) phthalocyanine substituted with four diphenylborinic ester units was synthesized by the reaction of 2,9,16,23-tetra (salicylaldimino)-phthtalocyaninatozinc(II) and triphenylborane in THF at reflux condition. The novel zinc phthalocyanine was characterized by using elemental analysis, IR, 1H and 11B-NMR and UV–Vis spectral data. 11B-NMR data demonstrated that the boron atom is in tetracoordinated state and diphenylborinate substituents have a cyclic structure with a coordinative N–B bond enhancing the stability of this borinated phthalocyanine derivative. Moreover, the consequences of the presence of diphenylborinic ester groups on the spectral, photophysical and photochemical properties of the new zinc phthalocyanine are investigated in detail.

A novel zinc(II) phthalocyanine substituted with four diphenylborinic ester units was synthesized. 11B-NMR data demonstrated that the boron atom is in tetracoordinated state and diphenylborinate substituents have a cyclic structure with a coordinative N–B bond enhancing the stability of this borinated phthalocyanine derivative.Figure optionsDownload as PowerPoint slide