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Issue 33, 2018
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New red-emitting Schiff base chelates: promising dyes for sensing and imaging of temperature and oxygen via phosphorescence decay time

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Abstract

New complexes of Zn(II), Pd(II) and Pt(II) with Schiff bases are prepared in a one-step condensation of 4-(dibutylamino)-2-hydroxybenzaldehyde and 4,5-diaminophthalonitrile in the presence of a metal salt. The complexes possess efficient absorption in the blue-green part of the spectrum with molar absorption coefficients up to 98 000 M−1 cm−1. The Pt(II) complex shows very strong red phosphorescence in anoxic solutions at room temperature with a quantum yield of 65% in toluene which places it among the brightest emitters available for this spectral range. The phosphorescence of the Pd(II) complex under the same conditions is very weak (Φ < 1%) but is enhanced to Φ > 10% upon immobilization into polymers. Optical thermometers based on self-referenced lifetime read-out are prepared upon immobilization of the dyes into gas-blocking poly(vinylidene chloride-co-acrylonitrile). At 25 °C, the materials based on Pd(II) and Pt(II) complexes show sensitivities of −2.1 and −0.52%τ/K, respectively. Application of the sensors for imaging of temperature on surfaces (planar optode) and for monitoring of fast temperature fluctuations (fiber-optic microsensor) is demonstrated. Immobilized into a gas-permeable matrix, the Pt(II) complex also performs as a promising oxygen-sensing material. The new systems are also attractive for imaging of oxygen or temperature with the help of multi-photon microscopy, due to a good match with the biological optical window and much better brightness under two photon excitation compared to that of the conventional Pt(II) meso-tetra-(pentafluorophenyl)porphyrin.

Graphical abstract: New red-emitting Schiff base chelates: promising dyes for sensing and imaging of temperature and oxygen via phosphorescence decay time

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Publication details

The article was received on 04 Jun 2018, accepted on 30 Jul 2018 and first published on 02 Aug 2018


Article type: Paper
DOI: 10.1039/C8TC02726A
Citation: J. Mater. Chem. C, 2018,6, 8999-9009
  • Open access: Creative Commons BY-NC license
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    New red-emitting Schiff base chelates: promising dyes for sensing and imaging of temperature and oxygen via phosphorescence decay time

    S. M. Borisov, R. Pommer, J. Svec, S. Peters, V. Novakova and I. Klimant, J. Mater. Chem. C, 2018, 6, 8999
    DOI: 10.1039/C8TC02726A

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