Stimuli-responsive circularly polarized luminescence (CPL) materials have been attaching wide attention in the field of optical information storage and encryption, while still facing the challenge of the realization of high luminescence dissymmetry factors (g). This work presents a pair of stimuli-responsive chiral co-assemblies P7R3 and P7S3 by combining polymer PFIQ containing iso-quinoline units with chiral inducers. The obtained chiral co-assemblies can reversibly undergo significant modification in CPL behavior under trifluoroacetic acid (TFA) fumigation and annealing treatment, with the |g| values exhibiting a reversible shift between 0.
View Article and Find Full Text PDFAiming at the fabrication of circularly polarized organic light-emitting diodes (CP-OLEDs) with high dissymmetry factors (g) and color purity through the employment of novel chiral source, topologically chiral [2]catenanes were first utilized as the key chiral skeleton to construct novel multi-resonance thermally activated delayed fluorescence (MR-TADF) emitters. Impressively, the efficient chirality induction and unique switchable feature of topologically chiral [2]catenane not only lead to a high |g| value up to 1.6×10 but also facilitate in situ dynamic switching of the full-width at half-maximum (FWHM) and circularly polarized luminescence (CPL).
View Article and Find Full Text PDFA promising kind of ternary chiral co-assemblies with high PLQY, large dissymmetry factor (g), and narrowband multi-resonance characteristics are achieved by codoped-thermal annealing treatments of achiral luminescent polymer F8BT, chiral inducers R/S-5011, and achiral FRET acceptor DBN-ICZ. The optimized co-assemblies (F8BT)-(R/S-5011)-(DBN-ICZ) display narrowband yellow emission with full-width half maximum (FWHM) of 37 nm, PLQY of 79%, and intense CPL signals with |g| of up to 0.26.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
October 2024
Circularly polarized electroluminescence (CPEL) is highly promising in realm of 3D display and optical data storage. However, designing a groundbreaking chiral material with high comprehensive CPEL performance remains a formidable challenge. In this work, a pair of chiral polymers with self-assembled behavior is designed by integrating a chiral BN-moiety into polyfluorene backbone, named R-PBN and S-PBN, respectively.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
September 2024
The strategy of integrating conformational isomerization donors and chiral acceptors in a single molecule was proposed to construct white circularly polarized luminescence (WCPL) materials in this work. Consequently, a pair of dual-emission enantiomers, namely (R/S)-DO-PTZ, were designed and synthesized, which displayed white emission with blue and yellow dual-emission bands in solution and solid films with Commission Internationale de l'Eclairage (CIE) coordinates of (0.30, 0.
View Article and Find Full Text PDFA new macrocyclic arene, dibenzofuran[3]arene, was synthesized, which could be conveniently transformed to an -doped aromatic belt with a rigid ring-shaped structure and deep cavity. Moreover, the -doped aromatic belt also showed a high HOMO energy and a narrow HOMO-LUMO gap experimentally and theoretically.
View Article and Find Full Text PDFPhotodynamic immunotherapy (PDI) is an innovative approach to cancer treatment that utilizes photodynamic therapy (PDT) and photosensitizers (PSs) to induce immunogenic cell death (ICD). However, currently most commonly used PSs have restricted capabilities to generate reactive oxygen species (ROS) a type-II mechanism under hypoxic environments, which limits their effectiveness in PDI. To overcome this, we propose a novel approach for constructing oxygen independent PSs based on stable organic free-radical molecules.
View Article and Find Full Text PDFA calix[3]carbazole-based cavitand was conveniently synthesized. It was found that the cavitand with adjustable conformation could show excellent complexation with fullerenes C and C in both solution and the solid state. Moreover, the crystal structures of the host-guest complexes show that the cavitand can stack into channel-like architectures, in which fullerenes are orderly arranged inside.
View Article and Find Full Text PDFChiral conjugated polymer has promoted the development of the efficient circularly polarized electroluminescence (CPEL) device, nevertheless, it remains a challenge to develop chiral polymers with high electroluminescence performance. Herein, by the acceptor copolymerization of axially chiral biphenyl emitting skeleton and benzophenone, a pair of axially chiral conjugated polymers namely R-PAC and S-PAC are synthesized. The target polymers exhibit obvious thermally activated delayed fluorescence (TADF) activities with high photoluminescence quantum yields of 81%.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
April 2024
The intrinsic helical π-conjugated skeleton makes helicenes highly promising for circularly polarized electroluminescence (CPEL). Generally, carbon helicenes undergo low external quantum efficiency (EQE), while the incorporation of a multi-resonance thermally activated delayed fluorescence (MR-TADF) BN structure has led to an improvement. However, the reported B,N-embedded helicenes all show low electroluminescence dissymmetry factors (g), typically around 1×10.
View Article and Find Full Text PDFDeveloping a facile and feasible strategy to fabricate thermally activated delayed fluorescence materials exhibiting full-color tunability remains an appealing yet challenging task. In this work, a general supramolecular strategy for fabricating thermally activated delayed fluorescence materials is proposed. Consequently, a series of host-guest cocrystals are prepared by electron-donating calix[3]acridan and various electron-withdrawing guests.
View Article and Find Full Text PDFOver the past decades, supramolecular luminescent materials (SLMs) have attracted considerable attention due to their dynamic noncovalent interactions, versatile functions, and intriguing applications in many research fields. From construction to application, great efforts and progress have been made in color-tunable SLMs in recent years. In order to realize multicolor luminescence, various design strategies have been proposed.
View Article and Find Full Text PDFThe endeavor to enhance utility of organic molecular cages involves the evolution of them into higher-level chiral superstructures with self-similar, presenting a meaningful yet challenging. In this work, 2D tri-bladed propeller-shaped triphenylbenzene serves as building blocks to synthesize a racemic 3D tri-bladed propeller-shaped helical molecular cage. This cage, in turn, acts as a building block for a pair of higher-level 3D tri-bladed chiral helical molecular cages, featuring multilayer sandwich structures and displaying elegant characteristics with self-similarity in discrete superstructures at different levels.
View Article and Find Full Text PDFChem Commun (Camb)
November 2023
Development of circularly polarized luminescence (CPL) materials utilizing supramolecular strategies has recently attracted increasing interest in supramolecular chemistry and materials science. Chiral macrocycles, especially chiral macrocyclic hosts, have stable structures, adjustable internal cavities to encapsulate different guests, and host-guest complexation to induce special photophysical properties. Consequently, various CPL materials based on chiral macrocycles have been developed during the last decade.
View Article and Find Full Text PDFChiral B/N embedded multi-resonance (MR) emitters open a new paradigm of circularly polarized (CP) organic light-emitting diodes (OLEDs) owing to their unique narrowband spectra. However, pure-red CP-MR emitters and devices remain exclusive in literature. Herein, by introducing a B-N covalent bond to lower the electron-withdrawing ability of the para-positioned B-π-B motif, the first pair of pure-red double hetero-[n]helicenes (n = 6 and 7) CP-MR emitter peaking 617 nm with a small full-width at half-maximum of 38 nm and a high photoluminescence quantum yield of ≈100% in toluene is developed.
View Article and Find Full Text PDFCompounds PTZ-MBZ (methyl 3-(10-phenothiazin-10-yl)benzoate) and DMAC-MBZ (methyl 3-(9,9-dimethylacridin-10(9)-yl)benzoate) were conveniently synthesized, and they exhibited TADF properties with lifetimes of 0.80 and 2.17 μs, respectively.
View Article and Find Full Text PDFCompounds , , , , and were conveniently synthesized, and they were found to exhibit TADF properties with lifetimes of 857, 575, 561, 768, and 600 ns, respectively. These short lifetimes of the compounds might be due to the combination of small singlet-triplet splitting energy (Δ) and benzoate group, which could be an efficient strategy for the further design of short-lifetime TADF materials.
View Article and Find Full Text PDFAlthough the chemistry of macrocyclic arenes has seen rapid development in recent years, the synthesis of new macrocyclic arenes from aromatic rings with no directing groups remains a challenge. In this work, a new macrocyclic arene, naphth[4]arene (NA[4]A), composed of four naphthalene rings bridged by methylene groups, was synthesized using macrocycle-to-macrocycle conversion. NA[4]A shows 1,3-alternate and 1,2-alternate conformations in the solid state, which can be selectively obtained.
View Article and Find Full Text PDFThe complexation behaviors of pagoda[]arenes ( = 4, 5) with ferrocene, ferrocenium and analogues cobaltocenium were studied. The inclusion complexes of pagoda[]arenes can protect ferrocenium from oxidation in organic solvents and improve the stability and oxygen resistance of ferrocenium.
View Article and Find Full Text PDFMacrocyclic arenes including calixarenes, resorcinarenes, cyclotriveratrylene, pillararenes and so on have emerged as highly attractive synthetic macrocyclic hosts due to their unique structures, facile functionalization, and broad range of applications. In recent years, there has been growing interest in the development of novel macrocyclic arenes composed of various aromatic building blocks bridged by methylene groups, which have found applications in various research areas. Consequently, the development of novel macrocyclic arenes has become a frontier and hot topic in supramolecular and macrocyclic chemistry.
View Article and Find Full Text PDFHerein, host-guest complexation between pagoda[]arenes ( = 4, ; = 5, ) and tropylium cation () was investigated in detail. It was found that both and showed surprisingly strong binding affinities toward the tropylium cation with association constants of more than 10 M for the 1:1 host-guest complexes. The theoretical calculations showed different host-guest complexion ways for complexes @ and @ and the strong π···π interactions and multiple C-H···π interactions play a very important role in the formation of these stable complexes, respectively.
View Article and Find Full Text PDF