Synthesis, characterization and optical properties of novel oligothiophenes bearing pyrene units attached via well defined oligo(ethylene glycol) spacers

Rodríguez‐Alba, Efraín; Ortíz-Palacios, Jesús; Morales-Espinoza, Eric G.; Vonlanthen, Mireille; Valderrama, Brenda; Rivera, Ernesto

doi:10.1016/j.synthmet.2015.05.007

Cited by 14 publications

(10 citation statements)

References 38 publications

(51 reference statements)

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“…Pyrene is one of the most studied chromophores due to its impressive photochemical properties: high quantum yield, well defined absorption and emission bands, long life time and the ability to form excimers are just a representative list of the properties which allow an extensive study of pyrene-labeled molecules [9,10,11,12,13]. In fact, this molecule has been used in various chemical structures, such as peptides [13,14], oligothiophenes [15], molecules exhibiting energy transfer [16,17,18], and metal organic frameworks [19,20].…”

Section: Introductionmentioning

confidence: 99%

Unusual Fluorescence Behavior of Pyrene-Amine Containing Dendrimers

et al. 2019

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A new class of pyrene-based dendrimers, characterized by the presence of a 1,4,7,10-Tetraazacyclododecane (cyclen) unit as the core, was studied by SSF (steady-state fluorescence) and SPC (single-photon counting fluorescence). The photophysical behavior of these dendrimers was studied in THF, DMF and DMSO solution. The typical signals for pyrene-labeled molecules were recorded in each solvent, showing the representative fluorescence spectra: the corresponding emissions of monomer and excimer of the pyrene chromophore are observed. Unexpectedly, the typical quenching of tertiary amine on the pyrene emission was not observed in these dendrimers. Quenching studies were performed by adding up to 3 equivalents of trifluoroacetic acid (TFA). To our knowledge, this is the first report of pyrene’s unquenching behavior by a tertiary amine.

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Section: Introductionmentioning

confidence: 99%

Unusual Fluorescence Behavior of Pyrene-Amine Containing Dendrimers

et al. 2019

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“…Notably, pyrene possesses outstanding photophysical properties, such as high quantum yield, long lifetime, and ease of formation of excimers [ 21 , 22 , 23 , 24 , 25 , 26 , 27 ]. For these reasons, our group focused our attention on the study of dendritic molecules bearing pyrene as the donor group and different acceptor groups, such as porphyrin, fullerene, and bispyridinium organometallic complexes, among others [ 24 , 28 , 29 ].…”

Section: Introductionmentioning

confidence: 99%

Design of Novel Pyrene-Bodipy Dyads: Synthesis, Characterization, Optical Properties, and FRET Studies

et al. 2018

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A new series of dendronized bodipys containing pyrene units was synthesized and characterized. Their optical and photophysical properties were determined by absorption and fluorescence spectroscopy. This series includes three different compounds. The first one has an anisole group linked to the bodipy unit, which was used as the reference compound. In the second, the bodipy core is linked to a zero generation dendron with one pyrene unit. The third compound contains a first generation Fréchet-type dendron bearing two pyrene units. In this work, the combination pyrene-bodipy was selected as the donor-acceptor pair for this fluorescence resonance energy transfer (FRET) study. Doubtless, these two chromophores exhibit high quantum yields, high extinction coefficients, and both their excitation and emission wavelengths are located in the visible region. This report presents a FRET study of a novel series of pyrene-bodipy dendritic molecules bearing flexible spacers. We demonstrated via spectroscopic studies that FRET phenomena occur in these dyads.

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“…The incorporation of poly(ethylene glycol) segments in the polymer structure is an important factor to provide water solubility and flexibility to the polymeric system. Many examples of polymers presenting such element in their structure have been reported in the literature with applications in diverse areas such as optical, photoelectrical, and nanomaterials as well as in materials for drug release …”

Section: Introductionmentioning

confidence: 99%

Photoluminescent Grafted Polymers: Synthesis and Properties of a Polyethylene Matrix Covalently Linked with Porphyrin Units

Rojas‐Montoya

Vonlanthen

Ruiu

et al. 2018

Macro Chemistry & Physics

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Novel grafted polymers are prepared from commercial low‐density polyethylene (PE) films. First, precursor polymers are synthesized by reacting PE in the presence of acryloyl chloride, using gamma radiation at different radiation doses, to give precursor grafted polymers (PE‐g‐AC). A further esterification reaction between the PE‐g‐AC polymers with a new porphyrin derivative bearing a tetraethylene glycol side chain leads to the formation of novel grafted polymers containing porphyrin units (PE‐g‐AC‐PTEG). These polymers are characterized by Fourier‐transform infrared (FTIR) spectroscopy and their thermal behavior is studied by thermogravimetric analysis and differential scanning calorimetry. The optical properties of the polymers are studied by absorption and fluorescence spectroscopy. In addition, the influence of the irradiation dose on the structure and the optical properties of the polymers is discussed in detail.

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Synthesis, characterization and optical properties of novel oligothiophenes bearing pyrene units attached via well defined oligo(ethylene glycol) spacers

Cited by 14 publications

References 38 publications

Unusual Fluorescence Behavior of Pyrene-Amine Containing Dendrimers

Unusual Fluorescence Behavior of Pyrene-Amine Containing Dendrimers

Design of Novel Pyrene-Bodipy Dyads: Synthesis, Characterization, Optical Properties, and FRET Studies

Photoluminescent Grafted Polymers: Synthesis and Properties of a Polyethylene Matrix Covalently Linked with Porphyrin Units

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