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Near-Infrared Fluorescence of Silicon Phthalocyanine Carboxylate Esters
Seven silicon(IV) phthalocyanine carboxylate esters (SiPcs, 1–7) with non-, partially- and per-fluorinated aliphatic (linear or branched at the alpha-carbon) and aromatic ester groups have been synthesized, their solid-state structures determined and their optoelectronic properties characterized. Th...
Autores principales: | , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
Nature Publishing Group UK
2017
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC5612943/ https://www.ncbi.nlm.nih.gov/pubmed/28947759 http://dx.doi.org/10.1038/s41598-017-12374-8 |
Sumario: | Seven silicon(IV) phthalocyanine carboxylate esters (SiPcs, 1–7) with non-, partially- and per-fluorinated aliphatic (linear or branched at the alpha-carbon) and aromatic ester groups have been synthesized, their solid-state structures determined and their optoelectronic properties characterized. The SiPcs exhibit quasi-reversible oxidation waves (vs. Fc(+)/Fc) at 0.58–0.75 V and reduction waves at −0.97 to −1.16 V centered on the phthalocyanine ring with a narrow redox gap range of 1.70–1.75 V. Strong absorbance in the near-infrared (NIR) region is observed for 1–7 with the lowest-energy absorption maximum (Q band) varying little as a function of ester between 682 and 691 nm. SiPcs 1–7 fluorescence in the near-infrared with emission maxima at 691–700 nm. The photoluminescence quantum yields range from 40 to 52%. As a function of esterification, the SiPcs 1–7 exhibit moderate-to-good solubility in chlorinated solvents, such as 1,2-dichlorobenzene and chloroform. |
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