Luminescent Fluorene-Based Bis-Pyrazolyl Aniline Ligand for Aluminum Detection

    Authors

    A. Frazer; A. R. Morales; A. W. Woodward; P. Tongwa; T. Timofeeva;K. D. Belfield

    Comments

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    Abbreviated Journal Title

    J. Fluoresc.

    Keywords

    Aluminum; Two-photon absorption; Fluorescence; Chemosensor; Probe; Ratiometric; EXCITATION CROSS-SECTIONS; METAL-ION EXTRACTION; 2-PHOTON ABSORPTION; FLUORESCENCE EXCITATION; PROBE; DERIVATIVES; EMISSION; CHROMOPHORES; FLUOROPHORES; MICROSCOPY; Biochemical Research Methods; Chemistry, Analytical; Chemistry, Physical

    Abstract

    The design, synthesis, and photophysical properties of a new fluorene-based fluorescent chemosensor, 4-((E)-2-(2-(benzo[d]thiazol-2-yl)-9,9-diethyl-9H-fluoren-7-yl)vinyl)-N,N-bis((3,5-dimethyl-1H-pyrazol-1-yl) methyl) benzenamine (AXF-Al), is described for the detection of Al3+. AXF-Al exhibited absorption at 382 nm and strong fluorescence emission at 542 nm (fluorescence quantum yield, Phi(F), of 0.80). The capture of Al3+ by the pyrazolyl aniline receptor resulted in nominal change in the linear absorption (372 nm) but a large hypsochromic shift of 161 nm in the fluorescence spectrum (542 to 433 nm, Phi(F)= 0.88), from which Al3+ was detected both ratiometrically and colorimetrically. The addition of other metal ions, namely Mg2+, Ca2+, Mn2+, Fe2+, Co2+, Ni2+, Cu2+, Zn2+, Cd2+, Hg (2+) and Pb2+, produced only minimal changes in the optical properties of this probe. The emission band of this probe was also accessed by two-photon excitation in the near-IR, as two-photon absorption (2PA) is important for potential applications in two-photon fluorescence microscopy (2PFM) imaging. The 2PA cross section of the free fluorenyl ligand AXF-Al was 220 GM at 810 nm and 235 GM at 810 nm for the Al-ligand complex, practically useful properties for 2PFM.

    Journal Title

    Journal of Fluorescence

    Volume

    24

    Issue/Number

    1

    Publication Date

    1-1-2014

    Document Type

    Editorial Material

    Language

    English

    First Page

    239

    Last Page

    250

    WOS Identifier

    WOS:000334110900027

    ISSN

    1053-0509

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