Cellulose-based circularly-polarized room-temperature phosphorescent material and preparation method thereof

By introducing specific guest molecules into cellulose-based materials, the problems of low asymmetry factors, short afterglow life and high cost of existing circular polarization materials are solved, and the preparation of environmentally friendly and economical circular polarization room temperature phosphorescent materials are achieved.

CN120383556APending Publication Date: 2025-07-29NORTHEAST FORESTRY UNIV
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Patent Information

Application Number
CN202510523910.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-04-24
Publication Date
2025-07-29

AI Technical Summary

Technical Problem

Existing circular polarization materials have problems such as low asymmetry factor, short afterglow life, high preparation cost and complex synthesis process.

Method used

Trianiline is used as the intermediate core to accurately regulate the acceptor structure, and specific guest molecules are synthesized, and dissolved in cellulose gel prepolymer solution to carry out polymerization reaction to prepare cellulose-based circularly polarized room temperature phosphorescent material.

Benefits of technology

The material has significant environmentally friendly characteristics, high economic value, and exhibits high asymmetry factors and extended afterglow life. The synthesis route is simple and the cost is low.

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Abstract

The invention relates to the field of circularly polarized phosphorescent materials, in particular to a cellulose-based circularly polarized room-temperature phosphorescent material and a preparation method thereof. Circularly polarized phosphorescent materials generally face the problems of low asymmetric factor, short afterglow life, high preparation cost, complex synthesis process and the like. The preparation method comprises the following steps: taking triphenylamine as an intermediate nucleus, successfully synthesizing a specific guest molecule by accurately regulating and controlling a donor-acceptor structure, dissolving the guest molecule in a cellulose gel prepolymer solution, and carrying out polymerization reaction under ultraviolet irradiation, thereby preparing the cellulose-based circular polarization room-temperature phosphorescent material. The cellulose-based circularly-polarized room-temperature phosphorescent material obtained by the preparation method has remarkable green and environment-friendly characteristics and also has relatively high economic value.
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Description

Technical Field

[0001] The present invention belongs to the technical field of circularly polarized phosphorescent materials, and particularly relates to cellulose-based circularly polarized room temperature phosphorescent materials and a preparation method thereof. Background Art

[0002] Organic room temperature (RTP) materials have many excellent properties, such as large Stokes shift, long emission lifetime, and good processability, etc., which make them show great potential in constructing multifunctional optical materials. Among various RTP materials, materials with circularly polarized luminescence (CPL) properties have received special attention due to their important technical value in fields such as 3D optical display, information storage, asymmetric catalysis, and anti-counterfeiting devices.

[0003] Generally speaking, there are mainly two ways to prepare CPL materials:

[0004] One is to use structural units with both chiral and RTP emission properties;

[0005] The other is to co-assemble achiral RTP emitters with chiral materials to generate circularly polarized room temperature (CP-RTP). However, in the process of preparation by the above methods, there are problems such as low dissymmetry factor, short afterglow lifetime, high preparation cost, and complex synthesis process for circularly polarized materials. Summary of the Invention

[0006] The purpose of the present invention is to provide cellulose-based circularly polarized room temperature phosphorescent materials and a preparation method thereof to solve the problems of low dissymmetry factor, short afterglow lifetime, high preparation cost, and complex synthesis process existing in existing circularly polarized materials. The present invention discloses a synthesis method of a class of organic small molecules and a preparation strategy for constructing circularly polarized materials by introducing cellulose.

[0007] To achieve the above purpose, the present invention provides the following technical solutions:

[0008] The cellulose-based circularly polarized room temperature phosphorescent material includes an organic compound, and the synthesis method of the organic compound is mainly carried out by Suzuki coupling reaction and Ullmann reaction, and its structural formula is as follows:

[0009]

[0010] 2Py, 2PB, 2PC, 2Pyr take triphenylamine as the central core, introduce pyridine and pyrimidine as electron acceptors, and introduce carbazole as an electron donor to construct a donor-acceptor (D-A) type organic small molecule. This kind of structure is beneficial to form hydrogen bonds with hydroxypropyl cellulose and enhance the molecular effect.

[0011] Meanwhile, a preparation method of cellulose-based circularly polarized room temperature is provided. Dissolve hydroxypropyl cellulose in N,N-dimethylformamide to obtain a cellulose solution, add acrylamide, N,N-methylenebisacrylamide and photoinitiator 2959 to the cellulose solution and add N,N-dimethylformamide to obtain a prepolymer solution. Mix the cellulose solution and the prepolymer solution evenly to obtain a mixture; pour the mixture into a mold and let it stand for 24 h, and carry out polymerization under irradiation of a 365 nm ultraviolet lamp for 10 min. After the polymerization is completed, dry it under the condition of 60 °C to 65 °C to obtain a cellulose-based circularly polarized room temperature material.

[0012] Compared with the prior art, the beneficial effects of the present invention are as follows:

[0013] First, the present invention utilizes an organic coupling reaction, with a simple material synthesis route and low preparation cost; based on the concept of suppressing non-radiative transitions of organic compounds by hydrogen bond crosslinking, an organic compound with a hydrogen bond acceptor unit is constructed;

[0014] Second, based on the chiral nematic mesophase characteristics of the hydroxypropyl cellulose solution, the present invention can endow the material with circularly polarized phosphorescence performance, and cellulose, as a renewable resource, helps to save energy and reduce emissions.

[0015] Third, aiming at the problem that the hydroxypropyl cellulose solution quenches the radiative transitions of organic compounds, the present invention cleverly solves this problem by using the method of hydrogen bond crosslinking and prepares a cellulose-based circularly polarized room temperature material. Description of the Drawings

[0016] Figure 1 1H NMR spectrum of 2Py compound;

[0017] Figure 2 High-resolution mass spectrum of 2Py compound;

[0018] Figure 3 1H NMR spectrum of 2PB compound;

[0019] Figure 4 High-resolution mass spectrum of 2PB compound;

[0020] Figure 5 1H NMR spectrum of 2PC compound;

[0021] Figure 6 High-resolution mass spectrum of 2PC compound;

[0022] Figure 7 1H NMR spectrum of 2Pyr compound;

[0023] Figure 8 High-resolution mass spectrum of 2Pyr compound;

[0024] Figure 9 Fluorescence and emission spectra of cellulose-based circularly polarized room-temperature materials 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC after continuous irradiation (excitation wavelength: 365 nm, power: 20 W).

[0025] Figure 10 Emission spectra of cellulose-based circularly polarized room-temperature materials 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC after irradiation is stopped (excitation wavelength: 365 nm, power: 20 W).

[0026] Figure 11 Time-resolved fluorescence lifetimes and lifetime decay spectra of cellulose-based circularly polarized room-temperature materials 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC (excitation wavelength: 365 nm, power: 20 W).

[0027] Figure 12 Photographs of cellulose-based circularly polarized room-temperature materials.

[0028] Figure 13 Polarizing microscope images of cellulose-based circularly polarized room-temperature materials 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC.

[0029] Figure 14 CPL spectra of cellulose-based circularly polarized room-temperature materials 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC. Detailed implementation manners

[0030] The technical solutions in the embodiments of the present invention will be clearly and completely described below with reference to the accompanying drawings in the embodiments of the present invention. Obviously, the described embodiments are only a part of the embodiments of the present invention, rather than all of the embodiments. All other embodiments obtained by those of ordinary skill in the art based on the embodiments of the present invention without creative efforts shall fall within the protection scope of the present invention.

[0031] Example 1

[0032] The following are the preparation methods of 4 organic compounds

[0033]

[0034] Synthesis of compound 2Py

[0035] 4-Pyridylboronic acid pinacol ester (0.49 g, 2.4 mmol), 4,5-dibromotriphenylamine (0.40 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) were dissolved in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol) was added, and the reaction was refluxed under nitrogen atmosphere at a temperature of 60 °C to 90 °C for 17 h to 48 h. After the reaction was completed, the volatile solvent was removed by distillation under reduced pressure. Then, it was extracted three times with ethyl acetate (50 mL) and deionized water (50 mL). The organic phase was dried with anhydrous magnesium sulfate. Finally, column chromatography purification was carried out using a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent to obtain the organic compound 2Py with a yield of 74%. The structural formula of 2Py is as follows:

[0036]

[0037] Synthesis of Compound 2Pyr

[0038] Pyrimidine-5-boronic acid pinacol ester (0.49 g, 2.4 mmol), 4,5-dibromotriphenylamine (0.40 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) were dissolved in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol) was added, and the reaction was refluxed under nitrogen atmosphere at a temperature of 60 °C to 90 °C for 17 h to 48 h. After the reaction was completed, the volatile solvent was removed by distillation under reduced pressure. Then, it was extracted three times with ethyl acetate (50 mL) and deionized water (50 mL). The organic phase was dried with anhydrous magnesium sulfate. Finally, column chromatography purification was carried out using a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent to obtain the organic compound 2Pyr with a yield of 81%. The structural formula of 2Pyr is as follows:

[0039]

[0040] Synthesis of Compound 2PB

[0041] 4-Pyridineboronic acid pinacol ester (0.49 g, 2.4 mmol), tris(4-bromophenyl)amine (0.48 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) were dissolved in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol) was added, and the reaction was refluxed under nitrogen atmosphere at a temperature of 60 °C to 90 °C for 17 h to 48 h. After the reaction was completed, the volatile solvent was removed by distillation under reduced pressure. Then, it was extracted three times with ethyl acetate (50 mL) and deionized water (50 mL). The organic phase was dried with anhydrous magnesium sulfate. Finally, column chromatography purification was carried out using a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent to obtain the organic compound 2PB with a yield of 68%. The structural formula of 2PB is as follows:

[0042]

[0043] Synthesis of Compound 2PC

[0044] 4-Pyridineboronic acid pinacol ester (0.49 g, 2.4 mmol), PB (0.57 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) were dissolved in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol) was added, and the reaction was refluxed under nitrogen atmosphere at a temperature of 60 °C to 90 °C for 17 h to 48 h. After the reaction was completed, the volatile solvent was removed by distillation under reduced pressure. Then, it was extracted three times with ethyl acetate (50 mL) and deionized water (50 mL). The organic phase was dried with anhydrous magnesium sulfate. Finally, column chromatography purification was carried out using a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent to obtain the organic compound 2PC with a yield of 84%. The structural formula of 2PC is as follows:

[0045]

[0046] Example 2:

[0047] This embodiment is for the preparation of a cellulose-based circularly polarized room-temperature material.

[0048] Dissolve an organic compound (0.325 wt%) and hydroxypropyl cellulose (65 wt%) in N,N-dimethylformamide to obtain a transparent solution; add acrylamide (6.5 wt%), N,N-methylenebisacrylamide (0.65 wt%) and photoinitiator 2959 (0.65 wt%) to N,N-dimethylformamide to obtain a prepolymer solution; mix the transparent solution with the prepolymer solution to obtain a mixture; pour the mixture into a mold and let it stand for 24 h, irradiate it with a 365 nm ultraviolet lamp (power 20 W) for 10 min, and then heat and dry it under the condition of a temperature of 60 °C to 65 °C to obtain a cellulose-based circularly polarized room-temperature material.

[0049] Figure 1 1H NMR spectrum of the 2Py compound; deuterated chloroform was used as the deuterated reagent for the 1H NMR spectrum. After integration, it was shown that the doublets appearing at 8.62 ppm and 7.55 ppm were attributed to the hydrogens on the pyridine, and the doublet appearing at 7.48 ppm and the triplets appearing at 7.33 ppm, 7.19 ppm, and 7.13 ppm were attributed to the hydrogens on the triphenylamine. And the total number of integrated hydrogens was 21, corresponding to the number of molecular hydrogens, indicating that the 2Py product was successfully synthesized.

[0050] Figure 2 High-resolution mass spectrum of the 2Py compound; as can be seen from the figure, the peak data in the high-resolution mass spectrum were test data, and the molecular weight result was 400.02, which was consistent with the actual molecular weight M = 399.50, proving that the 2PBS product was successfully synthesized.

[0051] Figure 3 1H NMR spectrum of the 2PB compound; deuterated chloroform was used as the deuterated reagent for the 1H NMR spectrum. After integration, it was shown that the doublets appearing at 8.64 ppm and 7.56 ppm were attributed to the hydrogens on the pyridine, and the doublets appearing at 7.48 ppm, 7.42 ppm, 7.20 ppm, and 7.06 ppm were attributed to the hydrogens on the triphenylamine. And the total number of integrated hydrogens was 20, corresponding to the number of molecular hydrogens, indicating that the 2PB product was successfully synthesized.

[0052] Figure 4 High-resolution mass spectrum of the 2PB compound; as can be seen from the figure, the peak data in the high-resolution mass spectrum were test data, and the molecular weight result was 477.89, which was consistent with the actual molecular weight M = 478.39, proving that the 2PB product was successfully synthesized.

[0053] Figure 51H NMR spectrum of 2PC compound; Deuterated chloroform was used as the deuterated reagent for the 1H NMR. After integration, the doublets at 8.66 ppm and 7.48 ppm are attributed to the hydrogens on pyridine, the doublet at 8.16 ppm and the split peaks at 7.37 - 7.28 ppm are attributed to the hydrogens on carbazole, and the split peaks at 7.48 ppm and the doublet at 7.40 ppm are attributed to the hydrogens on triphenylamine. And the total number of integrated hydrogens is 28, corresponding to the number of hydrogens in the molecule, indicating that the 2PC product was successfully synthesized.

[0054] Figure 6 High-resolution mass spectrum of 2PC compound; As can be seen from the figure, the peak data in the high-resolution mass spectrum are test data, and the molecular weight result is 564.99, which is consistent with the actual molecular weight M = 564.69, proving that the 2PC product was successfully synthesized.

[0055] Figure 7 1H NMR spectrum of 2Pyr compound; Deuterated chloroform was used as the deuterated reagent for the 1H NMR. After integration, the singlets at 9.17 ppm and 8.94 ppm are attributed to the hydrogens on pyrimidine, and the doublets at 7.50 ppm and 7.25 ppm, the triplet at 7.35 ppm, and the split peaks at 7.22 - 7.13 ppm are attributed to the hydrogens on triphenylamine. And the total number of integrated hydrogens is 19, corresponding to the number of hydrogens in the molecule, indicating that the 2Pyr product was successfully synthesized.

[0056] Figure 8 High-resolution mass spectrum of 2Pyr compound; As can be seen from the figure, the peak data in the high-resolution mass spectrum are test data, and the molecular weight result is 401.98, which is consistent with the actual molecular weight M = 401.47, proving that the 2Pyr product was successfully synthesized.

[0057] Figure 9 and Figure 10 Fluorescence and spectra of the cellulose-based circularly polarized room-temperature materials. The cellulose-based circularly polarized room-temperature materials prepared in the second specific implementation manner do not show any fluorescence under normal temperature and pressure conditions. Only after being exposed to continuous ultraviolet irradiation (365 nm) for about 10 s can a bright green afterglow be observed with the naked eye. As the ultraviolet irradiation time increases, delayed emission appears in all materials and rapidly increases to the saturation value within 30 s, indicating that they have photoactivated RTP properties. The photoactivated RTP emission of the cellulose-based circularly polarized room-temperature materials will be quenched within 10 min after exposure to air, but can be reactivated by continuous ultraviolet irradiation.

[0058] Figure 11Time-resolved fluorescence and decay curves of the cellulose-based circularly polarized room-temperature material; It can be seen from the figure that the fluorescence lifetimes of 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC are 1.73 ns, 1.63 ns, 2.00 ns, and 1.76 ns respectively; The lifetimes of 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC when exposed to air are 10.92 ms, 3.73 ms, 1.73 ms, and 7.24 ms respectively; The lifetimes of 2Py@HPC, 2PB@HPC, 2PC@HPC, and 2Pyr@HPC in a vacuum environment are 22.99 ms, 5.43 ms, 1.5 ms, and 28.75 ms respectively. The cellulose-based circularly polarized room-temperature material has a longer lifetime in a vacuum, and it can be judged that the diffusion of triplet oxygen into the material may inactivate the triplet excitons generated in the organic compound, resulting in the inability to detect RTP in the initial state.

[0059] Figure 12 Shows the physical form of the cellulose-based circularly polarized room-temperature material. Figure 13 The polarized light microscope image shows that the material exhibits significant birefringence related to the chiral nematic phase structure. Further, the excited-state chiral effect was studied by circularly polarized luminescence technology, and the CPL technology can effectively reveal the macroscopic chiral characteristics of the material. The key parameter for evaluating the CPL performance is the luminescence asymmetry factor g lum , which is defined as g lum = 2(I L -I R ) / (I L +I R ), and this parameter reflects the difference in the emission intensities of left-handed (L) and right-handed (R) circularly polarized light in the excited state. For CPL materials, a high g lum value is an important sign of their excellent chiral optical properties. As Figure 14 shown, the glum value (about 2×10^-1) exhibited by this material is significantly better than that of most existing left-handed circularly polarized phosphorescent materials, fully demonstrating its unique chiral luminescence characteristics.

[0060] It should be understood that in the development of any actual implementation, such as in any engineering or design project, a large number of specific implementation decisions can be made. Such development efforts may be complex and time-consuming, but for those of ordinary skill in the art who benefit from this disclosure, without excessive experimentation, the development efforts will be a routine task of design, manufacturing, and production.

[0061] It should be noted that the above embodiments are only used to illustrate the technical solutions of the present invention and not to limit them. Although the present invention has been described in detail with reference to the preferred embodiments, those of ordinary skill in the art should understand that the technical solutions of the present invention can be modified or equivalently replaced without departing from the spirit and scope of the technical solutions of the present invention, and they should all be covered within the scope of the claims of the present invention.

Claims

1. An organic compound, characterized in that, The structural formula of the organic compound is as follows:

2. The method for preparing an organic compound according to claim 1, wherein, Proceed as follows: Synthesis of Compound 2Py Dissolve 4-pyridineboronic acid pinacol ester (0.49 g, 2.4 mmol), 4,5-dibromotriphenylamine (0.40 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, add tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol), and under a nitrogen atmosphere and at a temperature of 60 °C to 90 °C, carry out a reflux reaction for 17 h to 48 h. After the reaction is completed, remove the volatile solvents by distillation under reduced pressure. Then, extract three times with ethyl acetate (50 mL) and deionized water (50 mL). Dry the organic phase with anhydrous magnesium sulfate. Finally, use a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent for column chromatography purification to obtain the organic compound 2Py. The structural formula of 2Py is as follows: Synthesis of Compound 2Pyr Dissolve pyrimidine-5-boronic acid pinacol ester (0.49 g, 2.4 mmol), 4,5-dibromotriphenylamine (0.40 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, add tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol), and under a nitrogen atmosphere and at a temperature of 60 °C to 90 °C, carry out a reflux reaction for 17 h to 48 h. After the reaction is completed, remove the volatile solvents by distillation under reduced pressure. Then, extract three times with ethyl acetate (50 mL) and deionized water (50 mL). Dry the organic phase with anhydrous magnesium sulfate. Finally, use a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent for column chromatography purification to obtain the organic compound 2Pyr. The structural formula of 2Pyr is as follows: Synthesis of Compound 2PB Dissolve 4-pyridineboronic acid pinacol ester (0.49 g, 2.4 mmol), tris(4-bromophenyl)amine (0.48 g, 1 mmol) and potassium carbonate (0.66 g, 4.8 mmol) in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, add tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol), and under a nitrogen atmosphere and at a temperature of 60 °C to 90 °C, carry out a reflux reaction for 17 h to 48 h. After the reaction is completed, remove the volatile solvents by distillation under reduced pressure. Then, extract three times with ethyl acetate (50 mL) and deionized water (50 mL). Dry the organic phase with anhydrous magnesium sulfate. Finally, use a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent for column chromatography purification to obtain the organic compound 2PB. The structural formula of 2PB is as follows: Synthesis of Compound 2PC 4-Pyridineboronic acid pinacol ester (0.49 g, 2.4 mmol), PB (0.57 g, 1 mmol), and potassium carbonate (0.66 g, 4.8 mmol) were dissolved in a mixed solution of tetrahydrofuran / water (20 mL / 5 mL). Then, under nitrogen protection, tetrakis(triphenylphosphine)palladium (0.005 g, 0.005 mmol) was added, and the reaction was refluxed under a nitrogen atmosphere at a temperature of 60 °C to 90 °C for 17 h to 48 h. After the reaction was completed, the volatile solvent was removed by distillation under reduced pressure. Then, it was extracted three times with ethyl acetate (50 mL) and deionized water (50 mL). The organic phase was dried with anhydrous magnesium sulfate. Finally, column chromatography purification was carried out using a mixed solution of ethyl acetate / petroleum ether = 2:1 as the eluent to obtain the organic compound 2PC. The structural formula of 2PC is as follows:

3. The method for preparing an organic compound according to claim 2, wherein The molar ratio of the carbazole to tris(4-bromophenyl)amine is 1:(1 - 1.2); the molar ratio of the carbazole to potassium carbonate is 1:(1 - 1.2); the molar ratio of the carbazole to 1,10-phenanthroline is 1:(0.1 - 0.2); the molar ratio of the carbazole to CuI is 1:(0.05 - 0.1); the volume ratio of the molar amount of the carbazole to N,N-dimethylformamide is 1 mmol:(10 - 15) mL; the volume ratio of dichloromethane to petroleum ether in the dichloromethane / petroleum ether mixed solution is 1:(20 - 200); the molar ratio of the triphenylamine derivative to the acceptor is 1:(2 - 2.4); the molar ratio of the triphenylamine derivative to potassium carbonate is 1:(4 - 4.8); the molar ratio of the triphenylamine derivative to tetrakis(triphenylphosphine)palladium is 1:(0.005 - 0.01); the volume ratio of the molar amount of the triphenylamine derivative to the tetrahydrofuran / water mixed solution is 1 mmol:(25 - 35) mL; the volume ratio of tetrahydrofuran to water in the tetrahydrofuran / water mixed solution is 1:(0.35 - 0.45); the volume ratio of ethyl acetate to petroleum ether in the ethyl acetate / petroleum ether mixed solution is (1 - 3):

1.

4. Cellulose-based circularly polarized room temperature phosphorescent materials, characterized in that, The cellulose-based circularly polarized room temperature phosphorescent material comprises the organic compound as described in Claim 1.

5. Preparation method of cellulose-based circularly polarized room temperature phosphorescent material, characterized in that, It is used for preparing the cellulose-based circularly polarized room temperature phosphorescent material as described in Claim 4. The preparation steps of the cellulose-based circularly polarized room temperature phosphorescent material are as follows: Dissolve the organic compound and hydroxypropyl cellulose in N,N-dimethylformamide to obtain a transparent solution; add acrylamide, N,N-methylenebisacrylamide and photoinitiator 2959 to N,N-dimethylformamide to obtain a prepolymer solution; mix the transparent solution with the prepolymer solution to obtain a mixed solution; pour the mixed solution into a mold and let it stand for 24 h, irradiate it with a 365 nm ultraviolet lamp for 10 min, and then heat and dry it at a temperature of 60 °C to 65 °C to obtain a cellulose-based circularly polarized room temperature phosphorescent material; the mass ratio of the hydroxypropyl cellulose to N,N-dimethylformamide is (1.5 to 2.5):1; the mass ratio of the hydroxypropyl cellulose to the organic compound is 1:0.005; the mass ratio of the hydroxypropyl cellulose to acrylamide is 1:0.1; the mass ratio of the hydroxypropyl cellulose to N,N-methylenebisacrylamide is 1:0.01; the mass ratio of the hydroxypropyl cellulose to photoinitiator 2959 is 1:0.

01.

6. The preparation method according to claim 5, characterized in that, The solvent is N,N-dimethylformamide.