Browse
Submit Data
Databases
API
Help

Dataset Information

26 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Photophysical Properties of an Azine-Linked Pyrene-Cinnamaldehyde Hybrid: Evidence of Solvent-Dependent Charge-Transfer-Coupled Excimer Emission.

ABSTRACT: We report the photophysical properties of a synthetic asymmetric azine-based compound (17Z,18E)-4'-((E)-3-phenylallylidene)-1'-(dimethylamino)-1-((pyren-8-yl)methylene)hydrazine (PYNC). The molecule PYNC shows an appreciable red shift in the emission maximum in a wide range of solvents. In water, PYNC shows the characteristic feature of excimer formation exclusively. However, in all other solvents, the excimer band is present alongside the charge transfer emission band. The assignment of charge transfer and excimer bands has been established by various steady-state emission spectral data. PYNC, owing to this novel excimer-coupled charge transfer phenomenon, can be a potential probe for studying various supramolecular assemblies of biological interest.

SUBMITTER: Bhattacharyya A

PROVIDER: S-EPMC6648816 | biostudies-literature | 2019 Jan

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Photophysical Properties of an Azine-Linked Pyrene-Cinnamaldehyde Hybrid: Evidence of Solvent-Dependent Charge-Transfer-Coupled Excimer Emission.

Bhattacharyya Arghyadeep A Makhal Subhash Chandra SC Guchhait Nikhil N

ACS omega 20190129 1

We report the photophysical properties of a synthetic asymmetric azine-based compound (17Z,18E)-4'-((E)-3-phenylallylidene)-1'-(dimethylamino)-1-((pyren-8-yl)methylene)hydrazine (PYNC). The molecule PYNC shows an appreciable red shift in the emission maximum in a wide range of solvents. In water, PYNC shows the characteristic feature of excimer formation exclusively. However, in all other solvents, the excimer band is present alongside the charge transfe ...[more]

PMID: 31459464

Similar Datasets

Ultrafast Excimer Formation and Solvent Controlled Symmetry Breaking Charge Separation in the Excitonically Coupled Subphthalocyanine Dimer.

Project description:Knowledge of the factors controlling excited state dynamics in excitonically coupled dimers and higher aggregates is critical for understanding natural and artificial solar energy conversion. In this work, we report ultrafast solvent polarity dependent excited state dynamics of the structurally well-defined subphthalocyanine dimer, μ-OSubPc2 . Stationary electronic spectra demonstrate strong exciton coupling in μ-OSubPc2 . Femtosecond transient absorption measurements reveal ultrafast excimer formation from the initially excited exciton, mediated by intramolecular structural evolution. In polar solvents the excimer state decays directly through symmetry breaking charge transfer to form a charge separated state. Charge separation occurs under control of solvent orientational relaxation.

| S-EPMC8251754 | biostudies-literature

Pyrene-modified PNAs: Stacking interactions and selective excimer emission in PNA2DNA triplexes.

Project description:Pyrene derivatives can be incorporated into nucleic acid analogs in order to obtain switchable probes or supramolecular architectures. In this paper, peptide nucleic acids (PNAs) containing 1 to 3 1-pyreneacetic acid units (PNA1-6) with a sequence with prevalence of pyrimidine bases, complementary to cystic fibrosis W1282X point mutation were synthesized. These compounds showed sequence-selective switch-on of pyrene excimer emission in the presence of target DNA, due to PNA2DNA triplex formation, with stability depending on the number and positioning of the pyrene units along the chain. An increase in triplex stability and a very high mismatch-selectivity, derived from combined stacking and base-pairing interactions, were found for PNA2, bearing two distant pyrene units.

| S-EPMC4142857 | biostudies-literature

Solvent-controlled ion-coupled charge transport in microporous metal chalcogenides.

Project description:Interactions between ions and itinerant charges govern electronic processes ranging from the redox chemistry of molecules to the conductivity of organic semiconductors, but remain an open frontier in the study of microporous materials. These interactions may strongly influence the electronic behavior of microporous materials that confine ions and charges to length scales comparable to proton-coupled electron transfer. Yet despite mounting evidence that both solvent and electrolyte influence charge transport through ion-charge interactions in metal-organic frameworks, fundamental microscopic insights are only just beginning to emerge. Here, through electrochemical analysis of two open-framework chalcogenides TMA2FeGe4S10 and TMA2ZnGe4S10, we outline the key signatures of ion-coupled charge transport in band-type and hopping-type microporous conductors. Pressed-pellet direct-current and impedance techniques reveal that solvent enhances the conductivity of both materials, but for distinct mechanistic reasons. This analysis required the development of a fitting method that provides a novel quantitative metric of concerted ion-charge motion. Taken together, these results provide chemical parameters for a general understanding of electrochemistry in nanoconfined spaces and for designing microporous conductors and electrochemical methods used to evaluate them.

| S-EPMC9645383 | biostudies-literature

Selective Sensing of Metal Ions and Nitro Explosives by Efficient Switching of Excimer-to-Monomer Emission of an Amphiphilic Pyrene Derivative.

Project description:An amphiphilic pyrene derivative exhibiting unusually stable excimer emission due to strong aggregation is presented. The aggregated system served as an intelligent sensor for metal ions and nitro explosives in aqueous media. The excimer displayed excellent selectivity toward Cu2+ among the tested cations. The observation was interpreted on the basis of chelation of metal ions involving the hydroxyl and amino groups of two molecules, leading to the ligand-to-metal charge-transfer (CT) process. The excimer was further applied for the cell imaging of Cu2+ ions. Also, while treating the excimer with various nitro explosives, it displayed efficient 2,4,6-trinitrophenol sensing, corroborating mainly the CT process from pyrene to the analyte due to intercalation of the analyte within pyrene.

| S-EPMC6044616 | biostudies-literature

Investigation of aggregation induced emission in 4-hydroxy-3-methoxybenzaldehyde azine and polyazine towards application in (opto) electronics: synthesis, characterization, photophysical and electrical properties.

Project description:An azine monomer 4-hydroxy-3-methoxybenzaldehyde azine was synthesized by refluxing with ethanolic solution of vanillin with hydrazine hydrate. It was then converted into polyazine by oxidative polymerization. The structure of azine and polyazine was characterized by FT-IR, UV-visible, 1H-NMR and 13C-NMR. Spectral results suggest the formation of polymer, through C-C and C-O-C coupling of the phenylene and oxyphenylene. The relationship between the structures and photophysical properties of azine and polyazine was studied. Both azine and polyazine show, aggregation induced emission with increase in concentration in DMSO solution. The single crystal structure of azine suggesting the various inter and intra molecular interactions rigidify the conformation and locked the intramolecular rotations of the phenyl rings in the molecule. The inhibition of intramolecular rotation, J- aggregation and increase of conjugation impart the fluorescence in aggregated state. Additionally, the electronic properties namely orbital energies and resulting energy gap calculated theoretically by density functional theory (DFT).

| S-EPMC5812189 | biostudies-literature

Selective formation of twisted intramolecular charge transfer and excimer emissions on 2,7-bis(4-diethylaminophenyl)-fluorenone by choice of solvent.

Project description:We designed and synthesized a donor-acceptor-donor dye consisting of a 2,7-disubstituted fluorenone with diethylaminophenyl moieties present as strong electron donating groups. Switching between twisted intramolecular charge transfer (TICT) emission and excimer emission was achieved, with no ground state changes, by simply changing the solvent used. In a nonpolar solvent, excimer emission was observed; with increasing polarity, the emission gradually disappeared, and the TICT emission appeared.

| S-EPMC6268939 | biostudies-literature

Tamm plasmon- and surface plasmon-coupled emission from hybrid plasmonic-photonic structures.

Project description:Photonic and plasmon-coupled emissions present new opportunities for control on light emission from fluorophores, and have many applications in the physical and biological sciences. The mechanism of and the influencing factors for the coupling between the fluorescent molecules and plasmon and/or photonic modes are active areas of research. In this paper, we describe a hybrid photonic-plasmonic structure that simultaneously contains two plasmon modes: surface plasmons (SPs) and Tamm plasmons (TPs), both of which can modulate fluorescence emission. Experimental results show that both SP-coupled emission (SPCE) and TP-coupled emission (TPCE) can be observed simultaneously with this hybrid structure. Due to the different resonant angles of the TP and SP modes, the TPCE and SPCE can be beamed in different directions and can be separated easily. Back focal plane images of the fluorescence emission show that the relative intensities of the SPCE and TPCE can be changed if the probes are at different locations inside the hybrid structure, which reveals the probe location-dependent different coupling strengths of the fluorescent molecules with SPs and TPs. The different coupling strengths are ascribed to the electric field distribution of the two modes in the structure. Here, we present an understanding of these factors influencing mode coupling with probes, which is vital for structure design for suitable applications in sensing and diagnostics.

| S-EPMC4626639 | biostudies-literature

Pyrene-Functionalized Fluorescent Nanojars: Synthesis, Mass Spectrometric, and Photophysical Studies.

Project description:Nanojars are a class of supramolecular coordination complexes based on pyrazolate, Cu2+, and OH- ions that self-assemble around highly hydrophilic anions and serve as efficient anion binding and extraction agents. In this work, the synthesis, characterization, and photophysical properties of pyrene-functionalized fluorescent nanojars are presented. Three pyrene derivatives, 4-(pyren-1-yl)pyrazole (HL1), 4-(5-(pyren-1-yl)pent-4-yn-1-yl)pyrazole (HL2), and 4-(3-(pyrazol-4-yl)propyl)-1-(pyren-1-yl)-1,2,3-triazole (HL3), and the corresponding nanojars were synthesized and characterized using nuclear magnetic resonance spectroscopy and mass spectrometry. Electronic absorption, steady-state, and time-resolved fluorescence measurements were carried out to understand the interaction between the pyrene fluorophore and copper nanojars. Optical absorption measurements have shown minor ground state interaction between the fluorophore and nanojars. The fluorescence of pyrene is significantly quenched when attached to nanojars, suggesting strong contribution from the paramagnetic Cu2+ ions. Significant static quenching is observed in the case of L1, when pyrene is directly bound to the nanojar, whereas in the case of L2 and L3, when pyrene is attached to the nanojars using flexible tethers, both static and dynamic quenching are observed.

| S-EPMC8656208 | biostudies-literature

Terahertz Emission Spectroscopy of Ultrafast Coupled Spin and Charge Dynamics in Nanometer Ferromagnetic Heterostructures.

Project description:Due to its high sensitivity and because it does not rely on the magneto-optical response, terahertz (THz) emission spectroscopy has been used as a powerful time-resolved tool for investigating ultrafast demagnetization and spin current dynamics in nanometer-thick ferromagnetic (FM)/heavy metal (HM) heterostructures. Here, by changing the order of the conductive HM coating on the FM nanometer film, the dominant electric dipole contribution to the laser-induced THz radiation can be unraveled from the ultrafast magnetic dipole. Furthermore, to take charge equilibration into account, we separate the femtosecond laser-induced spin-to-charge converted current and the instantaneous discharging current within the illuminated area. The THz emission spectroscopy gives us direct information into the coupled spin and charge dynamics during the first moments of the light-matter interaction. Our results also open up new perspectives to manipulate and optimize the ultrafast charge current for promising high-performance and broadband THz radiation.

| S-EPMC9741209 | biostudies-literature

Inter- and intramolecular excimer circularly polarised luminescence of planar chiral paracyclophane-pyrene luminophores.

Project description:Two types of planar chiral [2,2]paracyclophane-pyrene luminophores (1 and 2) with different binding positions of the fluorescent pyrene units were synthesised. (R)/(S)-1 with 1-pyrene units exhibited green intermolecular excimer circularly polarised luminescence (CPL) at 530 nm in the KBr-pellet, but exhibited no CPL signal in dilute CHCl3 solution. In contrast, (R)/(S)-2 with 2-pyrene units exhibited a blue intramolecular excimer CPL at 450 nm in CHCl3 solution. This is the first example of using the binding position of pyrene and the external environment to tune the type (inter- or intramolecular) and chiroptical sign of excimer CPL.

| S-EPMC9050457 | biostudies-literature

OmicsDI is part of the ELIXIR infrastructure

OmicsDI is an Elixir interoperability service. Learn more ›

Tweets

OmicsDI Databases

PRIDE
PeptideAtlas
MassIVE
JPOST Repository
Physiome Model Repository

EGA
EVA
ENA
LINCS
PAXDB
Cell Collective

MetaboLights
Metabolomics Workbench
MetabolomeExpress
GNPS
BioModels
FAIRDOMHub

ArrayExpress
dbGaP
ExpressionAtlas
GEO
NODE

Information

Databases
Help
API
Contact us
Code on GitHub
Terms of use
Submit Data