Click Synthesis, Aggregation‐Induced Emission and Chirality, Circularly Polarized Luminescence, and Helical Self‐Assembly of a Leucine‐Containing Silole

Li, Hongkun; Xue, Sha; Su, Huimin; Shen, Bo; Cheng, Zhihui; Lam, Jacky W. Y.; Wong, Kam Sing; Wu, Hongkai; Li, Bing Shi; Tang, Ben Zhong

doi:10.1002/smll.201601542

Cited by 52 publications

(41 citation statements)

References 47 publications

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“…Another method to develop CPL‐active materials is the introduction of chiral pendants into aggregation‐induced emissive molecules . A chiral silole derivative ( 208 ) with leucine‐containing attachments exhibited almost weak emission in the good solvent solution, whereas a significant enhancement in luminescent intensity was observed with increasing the ratios of poor solvent . The CPL measurement showed that the gradual addition of poor solvent induced the aggregation of leucine‐containing silole and produced helical fibers, which exhibited a strong negative CPL signal with the g lum of about −0.016.…”

Section: Supramoleculesmentioning

confidence: 99%

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Han

Guo

et al. 2018

Advanced Optical Materials

574

346

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Due to the characteristics of optical rotation, selective emission of polarized light, and circular dichroism, circularly polarized luminescent materials have aroused extensive attentions, and they have exhibited wide optoelectronic applications, such as optical data storage, liquid crystal display, and backlights in 3D displays. Here, the research progress of circularly polarized luminescent materials for organic optoelectronic devices is summarized. First, the definition and measurement of the circularly polarized light, such as optical rotatory dispersion, circular dichroism, and circularly polarized luminescence, are systematically introduced. Subsequently, the design strategies for various kinds of circularly polarized luminescent materials, including luminescent lanthanide and transition‐metal complexes, small organic luminophores, conjugated polymers, supramolecules, and liquid crystals are summarized. These materials exhibit circularly polarized luminescence with different magnitudes of luminescence dissymmetry values (glum). They are further applied in optoelectronic devices with excellent performance, and the influence factors on the glum values of these materials are presented in detail. Finally, the current opportunities and challenges in this rapidly growing research field are discussed systematically. The circularly polarized luminescent materials with large glum and high luminescence efficiency are very promising for applications in organic optoelectronic fields.

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Section: Supramoleculesmentioning

confidence: 99%

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Han

Guo

et al. 2018

Advanced Optical Materials

574

346

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“…[34] By using the same luminophor and synthetic procedure, we then prepared two chiral silole derivatives 2 and 3 with l-valine-and l-leucine-containing attachments,r espectively. [35,36] To expand the system,t he thiourea-linked chiral silole derivative 4 was synthesized by incorporatingc hiral phenylethanamine moieties onto the tetraphenylsilole unit. [37] Consideringt hat some achiral p-conjugated molecules can form helical assemblies through asymmetric packing of achiral building blocks, [38][39][40] we also prepared an achiral silole compound, hexaphenylsilole (HPS, 5)f or comparison.…”

Section: Silole Derivativesmentioning

confidence: 99%

“…SEMi mage of the helicalfibers formed by 3 uponthe evaporation of its DCE solution. Concentration:1 00 mm.Reprinted with permission from ref [36]…”

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confidence: 99%

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Molecular Design, Circularly Polarized Luminescence, and Helical Self‐Assembly of Chiral Aggregation‐Induced Emission Molecules

Tang

2019

Chemistry An Asian Journal

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Aggregation‐induced emission luminogens (AIEgens) are a new class of luminophors, which are non‐emissive in solution, but emit intensively upon aggregation. By properly designing the chemical structures of the AIEgens, their aggregation process can be tuned towards a desired direction to give diverse novel luminescent architectures of micelles, rods, and helical fibers. AIEgens represent a kind of promising building block for the fabrication of luminescent micro/nanostructures with controllable morphologies. In this review, we describe our recent work in this research area, focusing on the molecular design, circularly polarized luminescence properties, and helical self‐assembly behavior of AIEgens.

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“…Organic molecules have the merits to offer infinite materials of different chemical and physical properties by varying its chemical structures and functionalities. On the one hand, development of chiral small organic molecules is growing for tunable wavelengths, high quantum yields, excellent processability, and easy derivatization . Biaryls compounds with axial chirality have been investigated extensively for CPL‐active materials .…”

Section: Amplification Of Cpl Through Tta‐based Photon Upconversionmentioning

confidence: 99%

Photon Upconverted Circularly Polarized Luminescence via Triplet–Triplet Annihilation

et al. 2018

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fabrication of CPL-active systems with both large g lum value and high luminescence intensity is of vital importance but remains challenge. Although some chiral lanthanide complexes have been reported to show both high quantum yield and CPL at the same time, it is more common to observe large g lum value accompanied by small luminescence efficiencies in these systems because of the forbidden electric dipole transition, which severely restrict their applications. [8] In contrast to inorganic complexes, purely organic systems seem to be more suitable candidates for CPL study on account of some valuable advantages such as high emission yield, tunable emission wavelengths, and structural variations. [7,9] In spite of relatively low g lum values, various strategies such as encapsulating organic molecules into chiral assemblies [10] or chiral liquid crystals, [11] have been proved to be effective approach for amplifying the g lum values in purely organic systems. In this context, chiral cholesteric liquid crystals have been reported to be able to express high g lum values comparable with that of chiral lanthanide complexes. [12] Recently, we have reported a new example that the g lum value of acceptor molecules could be amplified by energy transfer process in a composite donor-acceptor supramolecular system, which provide a new view to increase the g lum values of purely organic systems. [13] However, in all reported CPLactive systems, a high-energy excitation was required to achieve the circularly polarized emission. On the other hand, photon upconverted systems showing CPL-activity have never been involved.Photon upconversion, the conversion of low-energy light into higher-energy emission, has a wide variety of applications in the fields of photodynamics therapy [14] solar cell energy conversion, [15] bioimaging, [16] photocatalysis. [17] Among all the existing approaches, photon upconversion via triplet-t riplet annihilation (TTA) mechanism is attracting more attention for its various advantages such as noncoherent excitation source and remarkably high efficiency. [18] To date, although photon upconversion has been widely reported, the integration of photon upconversion and CPL in one chiral system to achieve higher-enery CPL emission has never been reported. Herein, we highlight our recent progress on photon upconverted CPL in molecular and assembled systems. Figure 1 illustrates the general idea of this research concept. The triplet excited state (T 1 ) of donor is formed by intersystem crossing (ISC) from singlet excited state. Then, triplet-triplet energy Circularly polarized luminescent materials are of increasing attention due to their potential applications in advanced optical technologies, such as chiroptical devices and optical sensing. Recently, in all reported circularly polarized luminescent materials, high-energy excitation results in lowenergy or downconverted circularly polarized luminescence (CPL) emission. Although photon upconversion-i.e., the conversion of low-energy light into higher-energy em...

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Click Synthesis, Aggregation‐Induced Emission and Chirality, Circularly Polarized Luminescence, and Helical Self‐Assembly of a Leucine‐Containing Silole

Cited by 52 publications

References 47 publications

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Recent Progress on Circularly Polarized Luminescent Materials for Organic Optoelectronic Devices

Molecular Design, Circularly Polarized Luminescence, and Helical Self‐Assembly of Chiral Aggregation‐Induced Emission Molecules

Photon Upconverted Circularly Polarized Luminescence via Triplet–Triplet Annihilation

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