Modulation of Crystallinity and Optical Properties in Composite Materials Combining Iron Oxide Nanoparticles and Dye-Containing Covalent Organic Frameworks

Roberto Sánchez-Naya; Vladimir Stepanenko; Karl Mandel; Florian Beuerle

doi:10.1055/s-0040-1722655

Organic Materials, Table of Contents

CC BY-NC-ND 4.0 · Organic Materials 2021; 03(01): 017-024
DOI: 10.1055/s-0040-1722655

Original Article

Modulation of Crystallinity and Optical Properties in Composite Materials Combining Iron Oxide Nanoparticles and Dye-Containing Covalent Organic Frameworks

Roberto Sánchez-Naya

^aJulius-Maximilians-Universität Würzburg, Institut für Organische Chemie, Am Hubland, 97074 Würzburg, Germany

^bJulius-Maximilians-Universität Würzburg, Center for Nanosystems Chemistry (CNC), Theodor-Boveri-Weg, 97074 Würzburg, Germany

,

Vladimir Stepanenko

^aJulius-Maximilians-Universität Würzburg, Institut für Organische Chemie, Am Hubland, 97074 Würzburg, Germany

,

Karl Mandel

^cFriedrich-Alexander-Universität Erlangen-Nürnberg, Department für Chemie und Pharmazie, Anorganische Chemie, Egerlandstraße 1, 91058 Erlangen, Germany

^dFraunhofer-Institut für Silicatforschung (ISC), Neunerplatz 2, 97082 Würzburg, Germany

,

Florian Beuerle

^aJulius-Maximilians-Universität Würzburg, Institut für Organische Chemie, Am Hubland, 97074 Würzburg, Germany

^bJulius-Maximilians-Universität Würzburg, Center for Nanosystems Chemistry (CNC), Theodor-Boveri-Weg, 97074 Würzburg, Germany

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Abstract

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Abstract

Two series of organic–inorganic composite materials were synthesized through solvothermal imine condensation between diketopyrrolopyrrole dialdehyde DPP-1 and 5,10,15,20-tetrakis(4-aminophenyl)porphyrin (TAPP) in the presence of varying amounts of either amino- or carboxy-functionalized superparamagnetic iron oxide nanoparticles (FeO). Whereas high FeO loading induced cross-linking of the inorganic nanoparticles by amorphous imine polymers, a lower FeO content resulted in the formation of crystalline covalent organic framework domains. All hybrid materials were analyzed by magnetization measurements, powder X-ray diffraction, electron microscopy, IR, and UV/Vis absorption spectroscopy. Crystallinity, chromophore stacking, and visible absorption features are directly correlated to the mass fraction of the components, thus allowing for a fine-tuning of materials properties.

Key words

Covalent organic frameworks - diketopyrrolopyrroles - porphyrins - iron oxide nanoparticles - hybrid materials - superparamagnetism

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References

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Supplementary Material

Supplementary Material