Browse
Submit Data
Databases
API
Help

Dataset Information

31 Views

0 Connections

0 Citations

0 Reanalyses

0 Downloads

Omics score: 0

Strong circularly polarized luminescence from the supramolecular gels of an achiral gelator: tunable intensity and handedness.

ABSTRACT: Although the importance of circularly polarized luminescence (CPL) materials has been widely recognized, the CPL responses of supramolecular gels are still rarely studied. Moreover, developing CPL materials based on supramolecular gels is of great significance, due to their special advantages and important applications. Herein, we report the first circularly polarized supramolecular gels self-assembled exclusively from a simple achiral C₃-symmetric molecule. Most importantly, the excellent tunability of these novel CPL materials, which benefits from achiral molecular building blocks as well as the nature of supramolecular gels, has been investigated. Thus, the CPL intensity of these supramolecular gels is easily enhanced by mechanical stirring or doping chiral amines. The handedness of CPL signals is controlled by the chirality of organic amines.

SUBMITTER: Shen Z

PROVIDER: S-EPMC5707475 | biostudies-literature | 2015 Jul

REPOSITORIES: biostudies-literature

ACCESS DATA

Json Xml

Publications

Strong circularly polarized luminescence from the supramolecular gels of an achiral gelator: tunable intensity and handedness.

Shen Zhaocun Z Wang Tianyu T Shi Lin L Tang Zhiyong Z Liu Minghua M

Chemical science 20150430 7

Although the importance of circularly polarized luminescence (CPL) materials has been widely recognized, the CPL responses of supramolecular gels are still rarely studied. Moreover, developing CPL materials based on supramolecular gels is of great significance, due to their special advantages and important applications. Herein, we report the first circularly polarized supramolecular gels self-assembled exclusively from a simple achiral <i>C</i><sub>3</sub>-symmetric molecule. Most importantly, t ...[more]

PMID: 29218194

Similar Datasets

Tunable Excimer Circularly Polarized Luminescence in Isohexide Derivatives from Renewable Resources.

Project description:Organic compounds showing circularly polarized luminescence (CPL) are at the forefront of novel applications and technologies. Here we show the synthesis and chiroptical properties of pyrene and perylene derivatives of inexpensive chiral scaffolds: isomannide and isosorbide. Low-intensity ECD spectra were obtained, suggesting the absence of chromophore interaction in the ground state, except in the case of isomannide bis-perylenecarboxylate, whose ECD spectrum showed a positive exciton couplet. All isomannide derivatives, with the only exception of the one containing a pyrenecarboxylate and a perylenecarboxylate, exhibited excimer CPL spectra, whereas isosorbide derivatives did not show any CPL. Isomannide derivatives bearing two pyrenecarboxylate or two pyrenylacetate groups showed positive CPL emission with dissymmetry factors up to 10-2 , which depends on the conformational freedom of the appended units. The CPL sign, Stokes shift and order of magnitude of dissymmetry factor were reproduced by excited-state calculations on a representative compound. Interestingly, the mixed derivative containing pyrenic units with different spacing from the isomannide scaffold showed an oppositely signed excimer band with respect to the homo-substituted derivatives.

| S-EPMC9303411 | biostudies-literature

Multi-color tunable circularly polarized luminescence in one single AIE system.

Project description:Circularly polarized luminescence (CPL) materials with a large luminescence dissymmetry factor (g lum) and multi-color properties are very attractive. While multi-color tunable CPL can be realized by different organic dyes, the challenge of realizing both a higher g lum and multiple colors using a single component remains. Here, we design an aggregation-induced emission (AIE) fluorophore, which is a pyridine functionalized cyanostilbene attached to a chiral unit, and realize multi-color tunable CPL with a high g lum. The compound can self-assemble into a nanohelix and form both gel and xerogel films, exhibiting blue CPL with large g lum values of -3.0 × 10-2 and -1.7 × 10-2, respectively. With the assistance of pyridine protonation, the xerogel films exhibit red-shifted CPL signals from 480 nm to 530 nm, covering from blue via green and yellow to orange. Additionally, the g lum remains constant during the process. This work paves a simple and convenient way to construct multi-color tunable CPL materials using a single molecule.

| S-EPMC8150103 | biostudies-literature

Lanthanide MOFs for inducing molecular chirality of achiral stilbazolium with strong circularly polarized luminescence and efficient energy transfer for color tuning.

Project description:We present herein an innovative host-guest method to achieve induced molecular chirality from an achiral stilbazolium dye (DSM). The host-guest system is exquisitely designed by encapsulating the dye molecule in the molecule-sized chiral channel of homochiral lanthanide metal-organic frameworks (P-(+)/M-(-)-TbBTC), in which the P- or M-configuration of the dye is unidirectionally generated via a spatial confinement effect of the MOF and solidified by the dangling water molecules in the channel. Induced chirality of DSM is characterized by solid-state circularly polarized luminescence (CPL) and micro-area polarized emission of DSM@TbTBC, both excited with 514 nm light. A luminescence dissymmetry factor of 10-3 is obtained and the photoluminescence quantum yield (PLQY) of the encapsulated DSM in DSM@TbTBC is ∼10%, which is close to the PLQY value of DSM in dilute dichloromethane. Color-tuning from green to red is achieved, owing to efficient energy transfer (up to 56%) from Ln3+ to the dye. Therefore, this study for the first time exhibits an elegant host-guest system that shows induced strong CPL emission and enables efficient energy transfer from the host chiral Ln-MOF to the achiral guest DSM with the emission color tuned from green to red.

| S-EPMC8163402 | biostudies-literature

Strong Coupling of Chiral Frenkel Exciton for Intense, Bisignate Circularly Polarized Luminescence.

Project description:We show that chiral Frenkel excitons yield intense circularly polarized luminescence with an intrinsic dissymmetry factor in emission glum as high as 0.08. This outstanding value is measured through thin films of cyanine J-aggregates that form twisted bundles. Our measurements, obtained by a Mueller polarization analysis, are artifact-free and reveal a quasi-perfect correlation between the dissymmetry factors in absorption, gabs , and in emission glum . We interpret the bisignate dissymmetry factors as the signature of a strong coupling between chiral Frenkel excitons longitudinally excited along the bundles. We further resolve by polarimetry analysis the split in energy between the excited states with a Davydov splitting as small as 28 meV. We finally show the anti-Kasha nature of the chiral emission bands with opposite optical chirality. These mirror-imaged emissive chiroptical features emerge from the structural rigidity of the bundles that preserves the ground- and excited-state chirality.

| S-EPMC10107525 | biostudies-literature

Homochiral Supramolecular Thin Film from Self-Assembly of Achiral Triarylamine Molecules by Circularly Polarized Light.

Project description:Here, we report the formation of homochiral supramolecular thin film from achiral molecules, by using circularly polarized light (CPL) only as a chiral source, on the condition that irradiation of CPL does not induce a photochemical change of the achiral molecules. Thin films of self-assembled structures consisting of chiral supramolecular fibrils was obtained from the triarylamine derivatives through evaporation of the self-assembled triarylamine solution. The homochiral supramolecular helices with the desired handedness was achieved by irradiation of circularly polarized visible light during the self-assembly process, and the chiral stability of supramolecular self-assembled product was achieved by photopolymerization of the diacetylene moieties at side chains of the building blocks, with irradiation of circularly polarized ultraviolet light. This work provides a novel methodology for the generation of homochiral supramolecular thin film from the corresponding achiral molecules.

| S-EPMC7024168 | biostudies-literature

Construction of Supramolecular Organogel with Circularly Polarized Luminescence by Self-Assembled Guanosine Octamer.

Project description:Gel formation using guanosine self-assembly is an important process in supramolecular chemistry. Here, we report the stepwise construction of circularly polarized luminescent supramolecular organogels from self-assembled guanosine quadruplexes. A lipophilic guanosine derivative (aldG) is designed and synthesized for the formation of a well-defined G8-octamer. The diamine linkers are used to connect G8-octamer units by imine formation to facilitate the construction of the supramolecular gel networks. 1H NMR experiments show that the pre-assembled aldG8-octamer remains intact and is crucial for transparent and stiff organogel formation. With extended conjugation, the aldG organogels exhibit strong green fluorescence emission and circularly polarized properties without the assistance of any external fluorescent dyes, suggesting an alternative approach to construct molecular probes for biological and material applications.

| S-EPMC7654816 | biostudies-literature

Dual-Mode Induction of Tunable Circularly Polarized Luminescence from Chiral Metal-Organic Frameworks.

Project description:The general approach for fabricating solid-state materials showing circularly polarized luminescence (CPL) is still in its challenge. In this work, chiral metal-organic frameworks (MOFs) with full-color and white-color circularly polarized light emission are firstly achieved through a host-guest emitter-loading strategy. Chiral zeolitic imidazolate frameworks (ZIFs, a class of MOFs) are fabricated by a facile and simple mixed-ligand coassembly pathway. Meantime, achiral dyes, quantum dots (QDs), and upconversion nanoparticles (UCNPs) are easily loaded into the chiral ZIFs during the synthetic process. Size-matched dyes can be solely encapsulated into the chiral cages of ZIF, resulting in induced CPL and enhanced luminescence efficiency in solid-state ZIF⊃dye composites. Large-sized QDs, after embedding into the gap of the ZIF particles, also exhibited intense CPL activity. Furthermore, through modulating the blending ratio of colored dyes or QDs in chiral ZIFs, white light-emitting ZIFs with circular polarization could be constructed in a solid state. In addition, through loading rare earth element-based upconversion nanoparticles (UCNPs) into chiral ZIFs, upconverted CPL (UC-CPL) could be achieved with a high dissymmetry factor (g lum). Thus, various achiral luminophores were endowed with CPL upon coupling with chiral ZIFs, which significantly deepened and enlarged the research scope of the chiroptical materials in a solid state.

| S-EPMC6998039 | biostudies-literature

Brilliant Sm, Eu, Tb, and Dy chiral lanthanide complexes with strong circularly polarized luminescence.

Project description:The synthesis, characterization, and luminescent behavior of trivalent Sm, Eu, Dy, and Tb complexes of two enantiomeric, octadentate, chiral, 2-hydroxyisophthalamide ligands are reported. These complexes are highly luminescent in solution. Functionalization of the achiral parent ligand with a chiral 1-phenylethylamine substituent on the open face of the complex in close proximity to the metal center yields complexes with strong circularly polarized luminescence (CPL) activity. This appears to be the first example of a system utilizing the same ligand architecture to sensitize four different lanthanide cations and display CPL activity. The luminescence dissymmetry factor, g(lum), recorded for the Eu(III) complex is one of the highest values reported, and this is the first time the CPL effect has been demonstrated for a Sm(III) complex with a chiral ligand. The combination of high luminescence intensity with CPL activity should enable new bioanalytical applications of macromolecules in chiral environments.

| S-EPMC2647558 | biostudies-literature

Tunable Circularly Polarized Luminescence via Chirality Induction and Energy Transfer from Organic Films to Semiconductor Nanocrystals.

Project description:Circularly polarized luminescent (CPL) films with high dissymmetry factors hold great potential for optoelectronic applications. Herein, we propose a strategy for achieving strongly dissymetric CPL in nanocomposite films based on chirality induction and energy transfer to semiconductor nanocrystals. First, focusing on a purely organic system, aggregation-induced emission (AIE) and CPL activity of organic liquid crystals (LCs) forming helical nanofilaments was detected, featuring green emission with high dissymmetry factors glum ∼ 10-2. The handedness of helical filaments, and thus the sign of CPL, was controlled via minute amounts of a small chiral organic dopant. Second, nanocomposite films were fabricated by incorporating InP/ZnS semiconductor quantum dots (QDs) into the LC matrix, which induced the chiral assembly of QDs and endowed them with chiroptical properties. Due to the spectral matching of the components, energy transfer (ET) from LC to QDs was possible enabling a convenient way of tuning CPL wavelengths by varying the LC/QD ratio. As obtained, composite films exhibited absolute glum values up to ∼10-2 and thermally on/off switchable luminescence. Overall, we demonstrate the induction of chiroptical properties by the assembly of nonchiral building QDs on the chiral organic template and energy transfer from organic films to QDs, representing a simple and versatile approach to tune the CPL activity of organic materials.

| S-EPMC9706675 | biostudies-literature

A [2]Rotaxane-Based Circularly Polarized Luminescence Switch.

Project description:A rotaxane-based molecular shuttle has been synthesized in which the switching of the position of a fluorescent macrocycle on the thread turns "on" or "off" the circularly polarized luminescence (CPL) of the system while maintaining similar fluorescence profiles and quantum yields in both states. The chiroptical activity relies on the chiral information transfer from an ammonium salt incorporating d- or l-phenylalanine residues as chiral stereogenic covalent units to an otherwise achiral crown ether macrocycle bearing a luminescent 2,2'-bipyrene unit when they interact through hydrogen bonding. Each enantiomeric thread induces CPL responses of opposite signs on the macrocycle. Upon addition of base, the switching of the position of the macrocycle to a triazolium group disables the chiral information transfer to the macrocycle, switching "off" the CPL response. The in situ switching upon several acid/base cycles is also demonstrated.

| S-EPMC6975276 | 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