Sandwich-type luminescent material with chiral binaphthalene skeleton, preparation method and application

Abstract

The invention particularly relates to a sandwich-type luminescent material with a chiral binaphthalene skeleton, a preparation method and application. The invention discloses a luminescent material which is efficiently constructed based on multiple nucleophilic arylation reaction of chiral binaphthalene and o-benzene double nucleophilic reagents and tetrafluoro-p-diphenyl nitrile and has sandwich-type structural characteristics, and the luminescent material is characterized in that enhanced asymmetric induction and space charge transfer effects are realized through sandwich structural design. The material has solution-state efficient luminescence performance and aggregation-induced emission (AIE) characteristics, and shows excellent fluorescence quantum yield and circularly polarized luminescence performance. The compound has the advantages of being low in raw material cost, simple and reliable in preparation process, rich and adjustable in structure and the like, the luminescence color and performance of the compound can be accurately designed through a molecular structure, and the compound is suitable for the fields of photoelectric functional materials, information encryption, anti-counterfeiting marks and the like and shows good industrial application potential.

Description

Technical Field

[0001] The present invention belongs to the technical field of chiral luminescent materials, and in particular relates to a sandwich-type luminescent material with a chiral binaphthyl skeleton, a preparation method and an application thereof. Background Art

[0002] The information disclosed in this background technology section is only intended to enhance understanding of the overall background of the invention and should not necessarily be regarded as an admission or any form of suggestion that the information constitutes the prior art already known to those skilled in the art.

[0003] Chiral space charge transfer luminescent materials have become a research hotspot in the field of optoelectronic functional materials in recent years due to their unique molecular design and performance advantages. This type of material exhibits multi-dimensional functional properties through the synergistic effect of the chiral skeleton and the charge transfer unit: First, its three-dimensional chiral space configuration can induce asymmetric electron distribution, forming a special charge transfer channel, which significantly improves the fluorescence efficiency of the material. Secondly, the unique aggregation-induced emission (AIE) property effectively solves the bottleneck problem of quenching (ACQ) caused by aggregation of traditional fluorescent materials. In addition, by regulating the spatial arrangement of the substituents and donor-acceptor modules of the chiral skeleton, the emission wavelength can be effectively controlled, and the material can be given significant circularly polarized luminescence properties (the luminescence asymmetry factor |glum| reaches 10 -3 ~10 -2 These materials offer key material foundations for circularly polarized OLEDs and optical encryption technologies. From an application perspective, these materials combine low cost, simple preparation processes, and highly modifiable structures. Their photophysical properties can be manipulated through molecular design, demonstrating significant potential for applications in areas such as smart anti-counterfeiting labels and bioimaging probes. These properties transcend the limitations of traditional luminescent materials, which suffer from limited functionality and modifiability, and provide innovative insights into the development of a new generation of optoelectronic materials.

[0004] In 2020, Liao Liangsheng, Jiang Zuoquan and others designed a space charge transfer molecule with spiral chirality through an electron donor desymmetry strategy, achieving efficient circularly polarized luminescence (CPL) with an asymmetry factor (g) of 4.0 × 10 -3 In 2021, Zheng Youxuan et al. introduced a TADF emitter with a unique spiral chiral structure, integrating a phenoxazine donor and a trifluoromethylthioxanthene dioxide acceptor, and exhibited significant CPL properties with a maximum g value of 3.0 × 10 -3 . Wan Junhua, Xing Pengyao and their collaborators reported a planar chiral TSCT cycloaromatic hydrocarbon with a close π stacking donor / acceptor configuration, which showed a selective response to circularly polarized light. In addition, in 2023, Zhang Shaodong et al. developed a chiral organic cage space charge transfer material, achieving a charge transfer capacity of up to 2.1 × 10 -3In 2024, Cao Ziping et al. constructed a chiral space charge transfer fluorescent material through a one-pot four-component reaction, achieving efficient introduction and transfer of chirality. In 2025, Zheng Youxuan's research group reported a chiral multi-resonance TADF material with a 1,8-naphthalene-linked structure with planar chiral space charge transfer characteristics, and its electro-induced asymmetry factor was 1.9 × 10 -3 These results demonstrate that introducing chirality into the TSCT system is effective and yields chiral luminescent materials with promising optical and electronic properties. However, the chiral TSCT luminescent materials prepared above are relatively simple, difficult to modify, and require a complex synthesis process, and their CPL performance needs to be improved.

[0005] Chiral 1,1'-binaphthyl is a typical C2-axis symmetric molecular skeleton with good development prospects in the field of chiral optics. Based on the above background, the present invention believes that the reaction of chiral monosubstituted binaphthol with tetrafluoro-4-diphenylnitrile is expected to efficiently synthesize chiral sandwich-type space charge transfer luminescent materials. The advantages of this type of material are that the synthesis process is simple and the chiral unit is easy to introduce, avoiding the subsequent complex chiral separation steps. At the same time, the dual axial chirality structure and multiple π-stacking effects are expected to achieve efficient chiral transfer, thereby obtaining a high asymmetry factor. In addition, through the controllability of the structure and the introduction of reasonable functional units, the preparation of luminescent materials with different functions can be realized, which is expected to be developed and applied in the fields of anti-counterfeiting, encryption, biosensing and circularly polarized OLED. Summary of the Invention

[0006] To address the problems of high synthesis difficulty, aggregation-induced quenching, and low luminescence efficiency in existing chiral space charge transfer luminescent materials, the present invention provides a sandwich-type space charge transfer material based on a chiral binaphthyl skeleton, as well as its preparation method and application. This material has significant AIE luminescence properties, can produce good asymmetric induction, and has good luminescence efficiency. The above technical effects are achieved through the following scheme: In a first aspect, the present invention provides a sandwich-type luminescent material having a chiral binaphthyl skeleton, wherein the luminescent material has a structure as shown in the following formula I, or an optical isomer, diastereomer, racemic mixture, or pharmaceutically acceptable salt, solvate, or prodrug of the compound shown in formula I: Formula I; wherein R is hydrogen, optionally substituted alkyl, benzyl or substituted benzyl; X and Y are independently selected from one of O, S and N; W and Z are selected from aromatic hydrocarbon substituents and heterocyclic substituents, wherein the aromatic hydrocarbon substituents include monocyclic aromatic hydrocarbons, polycyclic aromatic hydrocarbons and condensed-ring aromatic hydrocarbons.

[0007] In one embodiment of the above-mentioned light-emitting material, the substituent groups represented by X, Y, W, and Z are fused or bridged with each other.

[0008] In another embodiment of the above-mentioned light-emitting material, adjacent sites among X, Y, W, and Z are connected to the same cyclic substituent.

[0009] Furthermore, R is an alkyl group, and the above-mentioned luminescent material has a structure shown in the following formula II, or is an optical isomer of the compound shown in formula II: Formula II.

[0010] Specifically, in some embodiments verified by the present invention, the specific structures of the above-mentioned luminescent materials are shown as follows P1 to P5: .

[0011] The second aspect of the present invention provides a method for preparing the sandwich-type luminescent material of the chiral binaphthyl skeleton described in the first aspect, and the reaction formula is as follows: The preparation method comprises the following steps: reacting the first compound and the second compound under alkaline conditions to obtain the sandwich-type luminescent material of the chiral binaphthyl skeleton.

[0012] In the above first compound, X and Y are independently selected from one of O, S, and N; W and Z are independently selected from aromatic hydrocarbon substituents, heterocyclic substituents, or fused or bridged by aromatic hydrocarbons, wherein the aromatic hydrocarbon substituents include monocyclic aromatic hydrocarbons, polycyclic aromatic hydrocarbons, and condensed aromatic hydrocarbons.

[0013] In some embodiments of the first aspect above, the structure of the luminescent material is as shown in P1 to P5, and correspondingly, the structure of the first compound is as shown in the following formulas S1 to S5: .

[0014] The above second compound also includes optical isomers thereof, wherein R is an optionally substituted alkyl group.

[0015] The above preparation method has the following specific steps: The first compound, the second compound and the base are added to the reaction solvent in a molar ratio of 0.8-1.2:0.8-1.5:1.5-4.0, mixed thoroughly and reacted at room temperature-120° C. for 1-12 hours.

[0016] Furthermore, in the above preparation method, feasible bases include inorganic bases, organic bases or combinations thereof, wherein the inorganic bases are carbonates, and the organic bases are amines, etc.

[0017] Furthermore, the reaction solvent is selected from N,N-dimethylformamide, dimethyl sulfoxide, tetrahydrofuran or dioxane.

[0018] The present invention's research on sandwich-type luminescent materials with chiral binaphthyl skeletons described in the first aspect shows that in the structure shown in Formula I, the naphthalene groups in the binaphthyl structures on both sides and the fused ring structure in the middle form a relatively parallel spatial structure, similar to a "sandwich." This luminescent material possesses both a dual axial chirality and multiple π-stacking interactions, and can emit bright fluorescence in a variety of solvent environments based on the aggregated luminescence effect. The present invention further explores the effect of the morphology of the luminescent material on its luminescence efficiency. The research results show that the maximum emission wavelength of the single-crystalline luminescent material compound is essentially the same as the emission wavelength in its aggregated state, indicating that the single-crystalline state helps maintain its original emission characteristics.

[0019] Therefore, the third aspect of the present invention provides a method for preparing a sandwich-type luminescent material crystal having a chiral binaphthyl skeleton as described in the first aspect, comprising the following steps: The compound represented by formula I is added into a mixed solution of dichloromethane and n-hexane and dissolved, and the mixed solution is slowly evaporated to obtain a single crystal of the above compound.

[0020] Furthermore, the above preparation method comprises the following steps: dissolving the compound represented by formula I in dichloromethane, slowly adding it to n-hexane to obtain a mixed solution, and slowly evaporating it at room temperature, wherein the dosage ratio of the compound represented by formula I to dichloromethane and n-hexane is 8~12 mg:0.7~0.9 mL:1.8~2.2 mL.

[0021] This invention presents a sandwich-type space charge transfer material based on a chiral binaphthyl skeleton. By utilizing the binaphthyl structure and tetrafluoro-p-diphenylnitrile to construct a chiral sandwich structure, it achieves enhanced asymmetric induction and luminescence efficiency. Furthermore, all of these structures exhibit aggregation-induced emission (AIE) and emit light in dilute solutions. They also possess high thermal stability, high fluorescence intensity, and quantum yield, promising applications in optoelectronic functional materials, information encryption, and anti-counterfeiting labeling.

[0022] Therefore, in a fourth aspect, the present invention provides an application of the sandwich-type luminescent material of the chiral binaphthyl skeleton described in the first aspect, wherein the application includes but is not limited to any one of the following: 1) As optoelectronic functional materials; 2) Applied in the field of information encryption; 3) Used to make anti-counterfeiting marks; 4) Application and preparation of lighting devices.

[0023] Regarding the above 4), in one embodiment provided by the present invention, the above luminescent material is used to prepare a coating of an LED, and the above luminescent material is mixed with an encapsulant and then coated on the surface of the LED to obtain an LED with a luminescent function.

[0024] Furthermore, the encapsulant is preferably a material having a high light transmittance after drying, such as silica gel or epoxy resin. In one embodiment provided by the present invention, the encapsulant is epoxy resin, and the dosage ratio of the luminescent material to the epoxy resin is 8-12 mg:1 mL.

[0025] Compared with the prior art, the present invention has the following beneficial effects: The chiral solid-state luminescent material designed in this invention offers advantages such as easy structural modification and expansion, a simple preparation process, ease of purification, and high yield. It also possesses excellent optical properties, such as enhanced aggregation-induced emission (AIE), bright emission from dilute solutions, and emission in various solid states, embodying a wide range of applications. Furthermore, the chiral structure exhibits excellent chiral optical properties, providing distinct CD and CPL signals, providing a material foundation for applications such as circularly polarized OLEDs. BRIEF DESCRIPTION OF THE DRAWINGS

[0026] The accompanying drawings, which constitute a part of the present invention, are used to provide a further understanding of the present invention. The exemplary embodiments of the present invention and their descriptions are used to explain the present invention and do not constitute improper limitations on the present invention.

[0027] Figure 1 Schematic diagram of the crystal space structure of the P1 single crystal and the P2 single crystal described in Example 2; Figure 1 (a) is P1 single crystal, Figure 1 Middle (b) is P2 single crystal; Figure 2 In Example 2, the concentration was 2×10 -5 Fluorescence photos of M's P1 in different solvents; Figure 3 In Example 2, the concentration was 2×10 -5 Fluorescence photos of P2 of M in different solvents; Figure 4 is the fluorescence spectra of P1 and P2 in different solvents; in, Figure 4 (a) is the fluorescence spectrum of P1, Figure 4 (b) Fluorescence spectrum of P2; Figure 5 Fluorescence photographs of P1 and P2 in Example 2 in three states: crystal, powder, and film; Figure 6The fluorescence spectra of P1 and P2 in the three states of crystal, powder and film described in Example 2 are shown in FIG. Figure 7 The results of the investigation of the circularly polarized luminescence (CPL) performance of the chiral luminescent material described in Example 2 are as follows; Figure 7 (a) shows the CD spectrum of (S,S)- / (R,R)-P1; Figure 7 (b) is the CPL spectrum of (S,S)- / (R,R)-P1; Figure 7 (c) is the corresponding g of the (S,S)- / (R,R)-P1 enantiomer lum picture; Figure 7 (d) is the CD spectrum of (S,S)- / (R,R)-P2; Figure 7 (e) is the CPL spectrum of (S,S)- / (R,R)-P2; Figure 7 (f) is the corresponding g of the enantiomer of (S,S)- / (R,R)-P2 lum picture; Figure 8 The electroluminescence spectra and photos of P1-LED and P2-LED in Example 3 are shown; in, Figure 8 (a) is the electroluminescence spectrum of P1-LED; Figure 8 (b) is the electroluminescence spectrum of P2-LED; Figure 8 Middle (c) is a photo of P1-LED and P2-LED in the power-on and power-off states; Figure 9 The CIE chromaticity diagram of the LED sample in Example 3 and the light emission positions of P1-LED and P2-LED; in, Figure 9 (a) is the electroluminescence spectrum of P1-LED at different currents; Figure 9 Middle (b) is the change curve of the maximum intensity of the P1-LED luminescence spectrum under different currents; Figure 9 (c) is the CIE coordinate of the electroluminescence spectrum of P1-LED; Figure 9 Middle (d) is the electroluminescence spectrum of P2-LED at different currents; Figure 9 Middle (e) is the change curve of the maximum intensity of the P2-LED luminescence spectrum under different currents; Figure 9 (f) is the CIE coordinate of the electroluminescence spectrum of P1-LED. DETAILED DESCRIPTION

[0028] It should be noted that the following detailed descriptions are illustrative and intended to provide further explanation of the present invention. Unless otherwise specified, all technical and scientific terms used herein have the same meaning as commonly understood by those skilled in the art to which the present invention belongs.

[0029] It should be noted that the terms used herein are only for describing specific embodiments and are not intended to limit the exemplary embodiments according to the present invention. As used herein, unless the context clearly indicates otherwise, the singular form is intended to include the plural form. In addition, it should be understood that when the terms "comprise" and / or "include" are used in this specification, they indicate the presence of features, steps, operations, devices, components and / or combinations thereof.

[0030] In the context of this specification, the word "comprising" is understood to mean "including especially". It should not be interpreted as "consisting only of. . . . "

[0031] In order to enable those skilled in the art to more clearly understand the technical solution of the present invention, the technical solution of the present invention will be described in detail below with reference to specific embodiments.

[0032] Example 1 In this embodiment, a method for preparing a sandwich-type luminescent material having a chiral binaphthyl skeleton is first provided, comprising the following steps: A magnetic stirrer was placed in a 100 mL round-bottom flask, and the first compound (difluoroterephthalonitrile derivatives S1~S5, 3 mmol, 1.0 eq), the second compound (S)-2'-ethoxy-[1,1'-binaphthyl]-2-ol ((S)-EtBINOL, 6 mmol, 2.0 eq) and K2CO3 (12 mmol, 4 eq) were added. A reflux condenser was installed, and the vacuum was replaced with nitrogen three times. DMF solvent was added via syringe. Under constant stirring, the temperature was raised to 80°C and the reaction was carried out for 12 hours. After the reaction, the reaction mixture was poured into saturated brine to precipitate a large amount of solid, which was filtered, washed, dried, and purified by column chromatography (PE / EA=10 / 1~5 / 1) to obtain chiral binaphthyl skeleton sandwich-type luminescent materials P1~P5.

[0033] The reaction formula involved in the above preparation method is as follows: The specific structures of the first compounds S1 to S5 are shown below: The yields and characterization information of the obtained products P1 to P5 are shown in Table 1 below: Table 1 Yields and structural characterization information of P1~P5 Example 2 In this embodiment, a method for preparing the sandwich-type luminescent material crystal compound of the chiral binaphthyl skeleton in the above embodiment 1 is provided. Taking the preparation of the crystal compounds P1 and P2 as an example, the preparation method is as follows: (a) Weigh 10 mg of compound P1 and 10 mg of compound P2 into two 10 mL vials with caps; (b) Compounds P1 and P2 obtained in step (a) were dissolved in 0.8 mL of dichloromethane to form a solution; (c) slowly adding the solution obtained in step (b) to about 2 mL of n-hexane; (d) placing the mixed solution obtained in step (c) in a sealed container and covering it with a cap, leaving a gap; (e) The mixed solution obtained in step (d) is allowed to evaporate slowly and naturally through the slit at room temperature for 3-5 days, thereby obtaining bulk crystals of compounds P1 and P2, respectively, which are denoted as P1 single crystal and P2 single crystal.

[0034] The structures of the above P1 single crystal and P2 single crystal were analyzed by single crystal X-ray diffraction. The structures of the two crystal compounds are as follows: Figure 1 As shown. Figure 1 The molecular arrangement shown, taking P1 as an example, the chiral binaphthyl skeletons on both sides of the compound and the p-phenylnitrile (PN) structure in the middle are arranged face to face (e.g. Figure 1 (a)). The interplanar distances range from approximately 2.8 Å to 3.7 Å. These results confirm the sandwich structure of the molecule. The spatial structure of the P2 single crystal also exhibits similar characteristics, suggesting that emission from both P1 and P2 single crystals may be stimulated by space charge transfer.

[0035] The above P1 single crystal and P2 single crystal were dissolved in Hexane, Toluene, Dioxane, TCM, EA, THF, ACN, DMF, and DMSO solvents, respectively, at a concentration of 2×10 -5 M, detect the luminescence photos and fluorescence emission spectra of P1 and P2 under 365nm light (the results are shown in Figure 2-4Furthermore, using fluorescein as a control, the relative quantum yield of P1 ranged from 46.1% to 64.6%, while that of P2 ranged from 18.4% to 44.3%. These results fully demonstrate the superior luminescence performance of this sandwich-structured material and lay a solid experimental foundation for its application in high-performance optoelectronic devices and other fields.

[0036] Furthermore, this embodiment also verifies the optical properties of P1 and P2 in three states: crystal, powder and film (e.g. Figure 5 The results showed that the maximum emission wavelengths of both in the crystalline state were essentially consistent with those in their aggregated states, indicating that the ordered crystal structure helps maintain their original emission properties. However, upon conversion to a powder state, the emission peaks of P1 and P2 red-shifted to 509 nm and 499 nm, respectively, indicating that changes in the intermolecular stacking pattern have a certain impact on the excited-state properties. Furthermore, in the thin film state, the emission wavelength of the material exhibited an even more significant red-shift, with a maximum emission wavelength of approximately 533 nm. These results demonstrate the aggregation-induced emission properties of the compounds, addressing the ACQ challenge and providing a foundation for a wide range of applications.

[0037] In this embodiment, the circularly polarized luminescence (CPL) performance of the chiral luminescent material was also investigated (eg Figure 7 In toluene or DMSO / H2O mixed solvents, the maximum CPL emission wavelength of (S,S)- / (R,R)-P1 is about 495 nm, while the emission wavelength of (S,S)- / (R,R)-P2 is about 492 nm, which is slightly different from the fluorescence emission spectrum. The chiral luminescence asymmetry factor (g lum ) can reach 5.9 × 10 -3 With 6.4 × 10 -3 , indicating that the chiral binaphthyl skeleton can effectively induce asymmetric emission from the space charge transfer excited state. This shows the great potential of achieving efficient circularly polarized luminescence through molecular chirality, laying the foundation for the application of new high-performance chiral luminescent materials.

[0038] Example 3 In this embodiment, a specific application of the chiral luminescent material is provided, namely, for preparing a surface coating material for an LED. The preparation method is as follows: P1 and P2 (10 mg) were uniformly mixed with high-transmittance epoxy resin (1 mL) and coated on the surface of a 365 nm UV LED to obtain LEDs with luminous function, which were recorded as P1-LED and P2-LED respectively.

[0039] When driven at a forward voltage of 3.0 V and a current of 20 mA, the P1-LED emits sky-blue light, while the P2-LED emits greenish light. Their electroluminescence spectra and CIE chromaticity coordinates are consistent with the observation results (e.g. Figure 8 、 Figure 9 Further investigation of the LED stability at various currents revealed that while the electroluminescence intensity increased with increasing current, the maximum emission peaks remained stable at 459 nm and 531 nm, respectively. Furthermore, the color rendering index (CRI) of the two materials' LED samples was 46.3 and 49.7, respectively, slightly below mainstream lighting requirements. However, their half-widths (FWHMs) were relatively narrow, at 60.1 nm and 86.6 nm, respectively, demonstrating their excellent color purity and potential for application. Overall, these chiral organic light-emitting materials demonstrate promising application prospects in the LED field.

[0040] The foregoing description is merely a preferred embodiment of the present invention and is not intended to limit the present invention. Those skilled in the art will readily appreciate that various modifications and variations of the present invention are possible. Any modifications, equivalent substitutions, or improvements made within the spirit and principles of the present invention are intended to be within the scope of protection of the present invention.

Claims

1. A sandwich-type luminescent material with a chiral binaphthyl skeleton, characterized in that: The luminescent material has a structure as shown in the following formula I, or an optical isomer, diastereomer, racemic mixture, or pharmaceutically acceptable salt, solvate, or prodrug of the compound shown in formula I: Formula I; wherein R is hydrogen, optionally substituted alkyl, benzyl or substituted benzyl; X and Y are independently selected from one of O, S and N; W and Z are selected from aromatic hydrocarbon substituents and heterocyclic substituents, wherein the aromatic hydrocarbon substituents include monocyclic aromatic hydrocarbons, polycyclic aromatic hydrocarbons and condensed-ring aromatic hydrocarbons.

2. The chiral binaphthyl skeleton sandwich-type luminescent material according to claim 1, wherein: The substituent groups represented by X, Y, W, and Z are fused or bridged to each other, or adjacent sites in X, Y, W, and Z are connected to the same cyclic substituent.

3. The chiral binaphthyl skeleton sandwich-type luminescent material according to claim 1, wherein: R is an alkyl group, and the above-mentioned luminescent material has a structure shown in the following formula II, or is an optical isomer of the compound shown in formula II: Formula II.

4. The chiral binaphthyl skeleton sandwich-type luminescent material according to claim 1, wherein: The structures of the luminescent materials are shown in P1 to P5 below: 。 5. The method for preparing the sandwich-type luminescent material of the chiral binaphthyl skeleton according to any one of claims 1 to 4, characterized in that: The reaction formula is as follows: The preparation method comprises the following steps: reacting the first compound and the second compound under alkaline conditions to obtain the sandwich-type luminescent material of the chiral binaphthyl skeleton.

6. The method for preparing a sandwich-type luminescent material having a chiral binaphthyl skeleton as claimed in claim 5, wherein: In the first compound, X and Y are independently selected from one of O, S, and N; W and Z are independently selected from aromatic hydrocarbon substituents, heterocyclic substituents, or fused or bridged by aromatic hydrocarbons, wherein the aromatic hydrocarbon substituents include monocyclic aromatic hydrocarbons, polycyclic aromatic hydrocarbons, and condensed aromatic hydrocarbons; Furthermore, the structure of the first compound is shown in the following formulas S1 to S5: ； The second compound also includes optical isomers thereof, wherein R is an optionally substituted alkyl group.

7. The method for preparing a sandwich-type luminescent material having a chiral binaphthyl skeleton as claimed in claim 5, wherein: The specific steps are as follows: The first compound, the second compound and the base are added to the reaction solvent in a molar ratio of 0.8-1.2:0.8-1.5:1.5-4.0, mixed thoroughly and reacted at room temperature to 120°C for 1-12 hours; Furthermore, the base includes an inorganic base, an organic base or a combination thereof, wherein the inorganic base is a carbonate and the organic base is an amine; Furthermore, the reaction solvent is selected from N,N-dimethylformamide, dimethyl sulfoxide, tetrahydrofuran or dioxane.

8. A method for preparing a sandwich-type luminescent material crystal having a chiral binaphthyl skeleton according to any one of claims 1 to 4, comprising the following steps: The compound represented by formula I is dissolved in dichloromethane, and then slowly added into n-hexane to obtain a mixed solution, which is then slowly evaporated at room temperature to obtain the compound, wherein: The dosage ratio of the compound represented by formula I to dichloromethane and n-hexane is 8-12 mg: 0.7-0.9 mL: 1.8-2.2 mL.

9. Use of the sandwich-type luminescent material of the chiral binaphthyl skeleton according to any one of claims 1 to 4, characterized in that: The applications include but are not limited to any of the following: 1) As optoelectronic functional materials; 2) Applied in the field of information encryption; 3) Used to make anti-counterfeiting marks; 4) Application and preparation of lighting devices.

10. The use according to claim 9, characterized in that 4) In the application, the luminescent material is used to prepare a coating for an LED, and the preparation method includes: mixing the luminescent material with an encapsulant and applying the mixture to the surface of the LED to obtain an LED with a luminescent function; further, the encapsulant is an epoxy resin, and the dosage ratio of the luminescent material to the epoxy resin is 8-12 mg:1 mL.

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