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

Sergey M. Borisov, Reinhold Pommer, Jan Svec, Sven Peters, Veronika Novakova, Ingo Klimant

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

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 98000 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.

Originalspracheenglisch
Seiten (von - bis)8999-9009
Seitenumfang11
FachzeitschriftJournal of Materials Chemistry C
Jahrgang6
Ausgabenummer33
DOIs
PublikationsstatusVeröffentlicht - 1 Jan 2018

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Phosphorescence
Schiff Bases
Coloring Agents
Dyes
Oxygen
Imaging techniques
Photons
Gases
Acrylonitrile
Microsensors
Temperature
Thermometers
Porphyrins
Toluene
Quantum yield
Fiber optics
Luminance
Condensation
Microscopic examination
Polymers

ASJC Scopus subject areas

  • !!Chemistry(all)
  • !!Materials Chemistry

Dies zitieren

New red-emitting Schiff base chelates : Promising dyes for sensing and imaging of temperature and oxygen via phosphorescence decay time. / Borisov, Sergey M.; Pommer, Reinhold; Svec, Jan; Peters, Sven; Novakova, Veronika; Klimant, Ingo.

in: Journal of Materials Chemistry C, Jahrgang 6, Nr. 33, 01.01.2018, S. 8999-9009.

Publikation: Beitrag in einer FachzeitschriftArtikelForschungBegutachtung

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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 98000 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.",
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AU - Peters, Sven

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AU - Klimant, Ingo

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