Pyrene based chalcone materials as solid state luminogens with aggregation-induced enhanced emission properties

Karuppusamy, A.; Vandana, T.; Kannan, P.

doi:10.1016/j.jphotochem.2017.05.026

Cited by 47 publications

(26 citation statements)

References 57 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…These results are supported by previous studies describing on similar form of molecular structures where the heterocyclic substitutions on the molecular structure cause changes in the electronic structure of these materials . In conclusion, the electrochemical behavior of C1 ‐PMMA and C2 ‐PMMA exhibited ideal characteristics for potential of the fabrication of ECDs compared to previous studies …”

Section: Resultssupporting

confidence: 88%

Electrochromic properties of some bis‐chalcone derivatives‐based nanofibers

Maşlakcı

Biçer

Cin

et al. 2017

J of Applied Polymer Sci

View full text Add to dashboard Cite

Two bis-chalcone derivatives, (2E,6E)-2,6-bis[(thiophen-2-yl)methylene]cyclohexanone (C1) and (2E,6E)-2,6-bis[(furan-2yl)methylene]cyclohexanone (C2)-based electrochromic (EC) nanofibers were produced in the presence of poly(methyl methacrylate) (PMMA) as supporting polymer using the electrospinning technique. The scanning electron microscopy (SEM) and energy dispersive X-ray spectroscopy were used to examine morphology and chemical compositions of nanofibers before and after stability test. SEM images of the obtained smooth and bead-free nanofibers before the stability test showed that both bis-chalcone derivatives were homogeneously dispersed on the surface of the electrospun nanofibers. Nanofibers of bis-chalcone derivatives were characterized with Fourier-transform infrared spectroscopy. The electrochemical and EC properties of these bis-chalcone derivatives were investigated. The C1-PMMA nanofiber-based electrochromic device (ECD) showed higher DT max (41.47%) than that of the C2-PMMA nanofiberbased ECD (4.67%) during coloration/bleaching at 715 nm. The switching times for coloration and bleaching of C1-PMMA nanofiber-based ECD were found to be 4.42 and 1.12 s, respectively, and the coloration efficiency was 136.18 cm 2 /C. Repeated cyclic voltammograms and 1000 cycles of chronoamperometric measurements of the bis-chalcone derivatives indicated that ECDs have long-term redox stability.

show abstract

Section: Resultssupporting

confidence: 88%

Electrochromic properties of some bis‐chalcone derivatives‐based nanofibers

Maşlakcı

Biçer

Cin

et al. 2017

J of Applied Polymer Sci

View full text Add to dashboard Cite

show abstract

“…The emission wavelength was red-shifted from 420 to 440 nm which was attributed to the formation of aggregated structures. When the possibility for hydrogen bonding is high, chalcone molecules may combine to form different molecular forms, e.g., crystalline aggregates [ 31 ]. This process can affect the emission characteristics so that fluorescence is weakened or quenched at high local concentrations associated with the formation of aggregates.…”

Section: Resultsmentioning

confidence: 99%

“…Such an aggregation-induced enhanced emission (AIEE) mechanism has already been reported for small, organic -conjugated molecules [33,34], but its mechanism is still under debate and not completely understood. The restriction of intramolecular rotation (RIR), twisted intramolecular charge transfer (TICT) and J-aggregation are among the major factors that may be significant to explain this phenomenon [31,35,36]. The inset in (a) contains the illustrative plot of (αhν) 2 against photon energy to determine the optical energy gap using the data obtained from the optical absorption spectra.…”

Section: Spectral Propertiesmentioning

confidence: 99%

Structure and Physical Properties of Cardamonin: A Spectroscopic and Computational Approach

2020

View full text Add to dashboard Cite

This is the first study of the crystal structure of cardamonin (CA) confirmed using single-crystal XRD analysis. In the crystal lattice of CA, two symmetry independent molecules are linked by hydrogen bonds within the layers and by the π···π stacking interactions in the columns which lead to the occurrence of two types of conformations among the CA molecules in the crystal structure. To better understand the stability of these arrangements in both crystals and the gaseous phase, seven different CA dimers were theoretically calculated. The molecular structures were optimized using density functional theory (DFT) at the B3LYP/6–311G+(d,p) level and the spectroscopic results were compared. It was found that the calculated configurations of dimer I and III were almost identical to the ones found in the CA crystal lattice. The calculated UV-Vis spectra for the CA monomer and dimer I were perfectly consistent with the experimental spectroscopic data. Furthermore, enhanced emissions induced by aggregated CA molecules were registered in the aqueous solution with the increase of water fractions. The obtained results will help to further understand the relation between a variety of conformations and the biological properties of CA, and the results are also promising in terms of the applicability of CA as a bioimaging probe to monitor biological processes.

show abstract

“…In the same way, their polyaromatic (i.e., anthracene, phenathrene, pyrene) counterparts can be obtained via replacing one (or two) ring(s) by a polyaromatic group, generating the so-called polyaromatic chalcones. These structures are commonly prepared by systematic chemical modifications via condensation using polyaromatic aldehyde and required substituted acetophenone or vice versa [21,22]. The addition of a polyaromatic scaffold into chalcone compounds can bring about significant improvement in their physical properties such as absorption, fluorescence, and beneficial sensing capacity against cations, anions, or some molecules [23][24][25].…”

Section: Introductionmentioning

confidence: 99%

Synthesis and Characterisation of Polyaromatic Chalcones with Electron Donation

Atahan

2020

Sakarya University Journal of Science

View full text Add to dashboard Cite

In this study, a series of chalcone derivatives was successfully synthesized via condensation of 1acetylpyrene with dimethylamine, diphenylamine or carbazole containing benzaldehyde derivatives at basic conditions. Spectral characterisations were acquired by 1 and 2 dimensional NMR techniques and FTIR. In addition, UV-vis and thermal analysis studies were performed to determine their absorption properties and thermal behaviours, respectively. Lastly, surface and film generation properties were investigated by the means of SEM images on ITO glass to determine usability potential in organic electronics.

show abstract

Pyrene based chalcone materials as solid state luminogens with aggregation-induced enhanced emission properties

Cited by 47 publications

References 57 publications

Electrochromic properties of some bis‐chalcone derivatives‐based nanofibers

Electrochromic properties of some bis‐chalcone derivatives‐based nanofibers

Structure and Physical Properties of Cardamonin: A Spectroscopic and Computational Approach

Synthesis and Characterisation of Polyaromatic Chalcones with Electron Donation

Contact Info

Product

Resources

About