Photoluminescence in m-carborane–anthracene triads: a combined experimental and computational study
07 December 2018

New hybrids synthesized by linking two anthracenyl units to the Ccluster atoms of a non- (4), a mono- (5) and a di-iodinated (6m-carborane fragment through CH2 spacers, along with their full characterization, are reported. Noticeably, bonding the m-carborane fragment to the anthracene moieties produces a significant increase of more than two-fold in the intrinsic fluorescence quantum yield (ϕF) of the anthracene itself, with values of ϕF > 60% in THF and ϕF > 48% in toluene, although it does not alter the absorption and emission patterns of the fluorophore in solution. A red-shift of the emission maximum with respect to the solution is observed in the aggregate state (THF/H2O, 1 : 99 v/v), along with moderate quantum yields; compounds 4 and 5 show ϕF = 22 and 19%, respectively, whereas 6 has a lower value (ϕF = 8%). The difference between the ϕF values in the aggregate state has been attributed to the arrangement of dimers for each compound in the solid state structures. X-ray crystal structures of compounds 4 and 5 show the anthracene units to be roughly parallel, whereas such an arrangement is clearly disrupted in compound 6. Such differences have been analyzed by Hirshfeld surfaces, decomposed fingerprint plots for the three compounds and DFT calculations. The combined results from the supramolecular analyses and DFT studies support the idea that a less delocalized system in the case of 6 can be explained by the different packing in the aggregate or solid state for this di-iodo derivative. The observed arrangement of molecules of 6 seems to be related to a larger number of H⋯I contacts, with respect to the non-iodinated or mono-iodinated compounds, 4 or 5. According to this assumption, there is a direct relationship between the structure in the solid state and the PL properties; in the m-carborane derivatives, small changes in their structures have caused variations in the photophysical properties, especially in the quantum efficiency.


Hits: 2163
Bioactive materials for therapy and diagnosis

Photoluminescence in m-carborane–anthracene triads: a combined experimental and computational study

Also at ICMAB

  • Cobaltabis(dicarbollide) ([o-COSAN]−) as Multifunctional Chemotherapeutics: A Prospective Application in Boron Neutron Capture Therapy (BNCT) for Glioblastoma

    25 January 2022 162 hit(s) Biomaterials
    Purpose: The aim of our study was to assess if the sodium salt of cobaltabis(dicarbollide) and its di-iodinated derivative (Na[o-COSAN] and Na[8,8′-I2-o-COSAN]) could be promising agents for dual anti-cancer treatment (chemotherapy + BNCT) for GBM. Methods: The biological activities of the small molecules were evaluated in vitro with glioblastoma cells lines U87 and T98G in 2D and 3D cell models and in vivo in the small model animal Caenorhabditis elegans (C. elegans) at the L4-stage and using the eggs. Results: Our studies indicated that only spheroids from the U87 cell line have impaired growth after treatment with both compounds, suggesting an increased resistance from T98G spheroids, contrary to what was observed in the monolayer culture, which highlights the need to employ 3D models for future GBM studies.
  • Ultrafast Interface Charge Separation in Carbon Nanodot–Nanotube Hybrids

    18 January 2022 250 hit(s) Biomaterials
    Carbon dots are an emerging family of zero-dimensional nanocarbons behaving as tunable light harvesters and photoactivated charge donors. Coupling them to carbon nanotubes, which are well-known electron acceptors with excellent charge transport capabilities, is very promising for several applications.
  • Polylactide, Processed by a Foaming Method Using Compressed Freon R134a, for Tissue Engineering

    17 December 2021 264 hit(s) Biomaterials
    Fabricating polymeric scaffolds using cost-effective manufacturing processes is still challenging. Gas foaming techniques using supercritical carbon dioxide (scCO2) have attracted attention for producing synthetic polymer matrices; however, the high-pressure requirements are often a technological barrier for its widespread use. Compressed 1,1,1,2-tetrafluoroethane, known as Freon R134a, offers advantages over CO2 in manufacturing processes in terms of lower pressure and temperature conditions and the use of low-cost equipment.
  • Endovascular administration of magnetized nanocarriers targeting brain delivery after stroke

    07 December 2021 414 hit(s) Biomaterials
    The increasing use of mechanical thrombectomy in stroke management has opened the window to local intraarterial brain delivery of therapeutic agents. In this context, the use of nanomedicine could further improve the delivery of new treatments for specific brain targeting, tracking and guidance. In this study we take advantage of this new endovascular approach to deliver biocompatible poly(D-L-lactic-co-glycolic acid) (PLGA) nanocapsules functionalized with superparamagnetic iron oxide nanoparticles and Cy7.5 for magnetic targeting, magnetic resonance and fluorescent molecular imaging.
  • Synchrotron-Based Fourier-Transform Infrared Micro-Spectroscopy (SR-FTIRM) Fingerprint of the Small Anionic Molecule Cobaltabis (dicarbollide) Uptake in Glioma Stem Cells

    09 November 2021 335 hit(s) Biomaterials
    The anionic cobaltabis (dicarbollide) [3,3′-Co(1,2-C2B9H11)2]−, [o-COSAN]−, is the most studied icosahedral metallacarborane. The sodium salts of [o-COSAN]− could be an ideal candidate for the anti-cancer treatment Boron Neutron Capture Therapy (BNCT) as it possesses the ability to readily cross biological membranes thereby producing cell cycle arrest in cancer cells.   BNCT is a cancer therapy based on the potential of 10B atoms to produce α particles that cross tissues in which the 10B is accumulated without damaging the surrounding healthy tissues, after being irradiated with low energy thermal neutrons.

INSTITUT DE CIÈNCIA DE MATERIALS DE BARCELONA, Copyright © 2020 ICMAB-CSIC | Privacy Policy | This email address is being protected from spambots. You need JavaScript enabled to view it.