Benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material as well as preparation method and application thereof
By copolymerizing the phosphorescent material with benzothiazine phenothiazine oxide polyacrylamide copolymer with acrylamide to regulate the molecular structure of the phosphorescent monomer, the problems of harsh preparation conditions and poor performance of ORTP materials are solved, and efficient preparation of room temperature phosphorescent material is achieved.
Patent Information
- Application Number
- CN202510353434.8
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-03-25
- Publication Date
- 2025-06-27
AI Technical Summary
In the prior art, the preparation conditions of ORTP materials are harsh and the product performance is not ideal.
The phosphorescent material of benzothiazine phenothiazine oxide polyacrylamide copolymer is used to regulate the molecular structure of the phosphorescent monomer by introducing different connecting units, promote spin orbit coupling and transition, and combine acrylamide copolymerization to build a rigid environment to improve the phosphorescence life and efficiency.
It has achieved efficient preparation of room temperature phosphorescent materials, significantly improved material performance, extended phosphorescence life, improved quantum efficiency, mild reaction conditions and low cost.
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Figure CN120208991A_ABST
Abstract
Description
Technical Field
[0001] The present invention relates to the technical field of organic phosphorescent materials, and more specifically to a benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material, its preparation method and application. Background Art
[0002] Organic Room-Temperature Phosphorescence (ORTP) materials have attracted much attention due to their unique photophysical properties and broad application prospects. Through various means such as molecular design, crystal engineering, host-guest doping, and polymer matrix regulation, the performance of ORTP materials has been significantly improved, and the phosphorescence lifetime has been extended from the millisecond level to the second level or even the minute level. By molecular structure design (such as introducing heavy atoms, heteroatoms, aromatic rings, etc.), the wavelength, lifetime, and quantum efficiency of phosphorescence can be effectively regulated. In addition, the external environment (such as crystal structure, hydrogen bonds, π-π stacking, etc.) can also significantly affect the phosphorescence performance, providing a powerful means for the diversified regulation of materials.
[0003] Crystal engineering significantly improves the luminescence performance of materials by controlling molecular packing and crystal structure, but the crystal growth conditions are harsh, the mechanical properties are poor, and it is easy to break or fracture; host-guest doping is simple to prepare and low in cost, and the rigid environment of the host is used to inhibit the non-radiative transition of guest molecules, but the compatibility is difficult to guarantee, and the doping of guest molecules may lead to the inhomogeneity of the crystal structure, affecting the stability and performance of the materials. Summary of the Invention
[0004] The present invention provides a benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material, its preparation method and application, so as to solve the problems of harsh preparation conditions and less than ideal product performance in the prior art for ORTP.
[0005] In the first aspect, the present invention provides a benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material, and its structural formula is shown as Formula I or Formula II;
[0006]
[0007] wherein, R is any one of 1 to 20:
[0008]
[0009] In a second aspect, the present invention provides a method for preparing a phosphorescent material according to any possible implementation of the first aspect, comprising the following steps: adding a benzothiazine-phenothiazine oxide derivative, a boric acid-containing reactant / a halogen-containing reactant, a catalyst and a base to an organic solvent under nitrogen protection, reacting at 50 to 110° C., separating and purifying to obtain the benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material.
[0010] As a possible implementation method, the benzothiazine-containing phenothiazine oxide derivative is 21 or 22;
[0011]
[0012] and / or, the boric acid-containing reactant is 4-vinylbenzeneboronic acid, vinylboronic acid pinacol ester, 3-vinylbenzeneboronic acid, 4-acryloylbenzeneboronic acid, vinyloxycarbonylboronic acid, 3-fluoro-4-vinylbenzeneboronic acid, 3-methyl-4-vinylbenzeneboronic acid, 2-fluoro-4-vinylbenzeneboronic acid, 3-fluoro-5-vinylbenzeneboronic acid, 4-vinyloxybenzeneboronic acid, 4-allylbenzeneboronic acid, 4'-vinyl-[1,1'-biphenyl]-4-ylboronic acid, 3-fluoro-4'-vinyl-[1,1'-biphenyl]-4-ylboronic acid, any one of 4-(4-vinylbenzyl)phenylboric acid, 4-(4-vinylphenoxy)phenylboric acid, 4-(4-vinylphenylthio)phenylboric acid, isopropenylboronic acid pinacol ester, (E)-1-ethoxyvinyl-2-boric acid pinacol ester; and / or the halogen-containing reactant is 4-vinylbenzoyl chloride, 4-vinylbenzoyl bromide, 4-vinylbenzoyl fluoride, 4-chlorostyrene, 4- Bromostyrene, 4-fluorostyrene, 3-vinylbenzoyl chloride, 3-vinylbenzoyl bromide, 3-vinylbenzoyl fluoride, 3-chloropropylene, 3-bromopropylene, 3-fluoropropylene, acryloyl chloride, acryloyl bromide, acryloyl fluoride, methacryloyl chloride, methacryloyl bromide, methacryloyl fluoride, 3-chloro-2-methylpropylene, 3-bromo-2-methylpropylene, 3-fluoro-2-methylpropylene; and / or the catalyst is 4-dimethylaminopyridine, pyridine, N-methylimidazole or palladium acetate, tetrakistriphenylphosphine palladium, The invention relates to a method for preparing an organic solvent comprising: preparing an organic solvent comprising: triphenylphosphine, tricyclohexylphosphine, tri-tert-butylphosphine, dichlorobis(triphenylphosphine)palladium, and di(dibenzylideneacetone)palladium, or a combination of the foregoing; and / or the base is anhydrous potassium carbonate, anhydrous sodium carbonate, anhydrous cesium carbonate, sodium acetate, potassium acetate, sodium hydroxide, potassium hydroxide, or triethylamine; and / or the organic solvent is toluene, xylene, 1,2-dimethoxyethane, dioxane, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetonitrile, or tetrahydrofuran.
[0013] As a possible implementation, the molar ratio of the benzothiazine phenothiazine oxide derivative, the boric acid-containing reactant, the halogen-containing reactant, the catalyst, and the organic solvent is 1:0.8 - 3:0.8 - 3:0.01 - 4:1 - 4.
[0014] As a possible implementation, the molar ratio of the benzothiazine phenothiazine oxide derivative, the boric acid-containing reactant, the halogen-containing reactant, the catalyst, and the organic solvent is 1:1.2:1.5:0.33:3.
[0015] In a third aspect, the present invention provides an application of the benzothiazine phenothiazine oxide-based polyacrylamide copolymer phosphorescent material according to any possible implementation of the first aspect or the benzothiazine phenothiazine oxide-based polyacrylamide copolymer phosphorescent material prepared by the preparation method according to any possible implementation of the second aspect in the preparation of room temperature phosphorescent materials.
[0016] As a possible implementation, the preparation process includes the following steps: The benzothiazine phenothiazine oxide-based polyacrylamide copolymer phosphorescent material and acrylamide are subjected to a copolymerization reaction in a molar ratio of 1:10 - 2000 under the action of an initiator to obtain the room temperature phosphorescent material.
[0017] As a possible implementation, the initiator is any one of benzoyl peroxide, diisopropylbenzene peroxide, di-tert-butyl peroxide, azobisisobutyronitrile, azobisisoheptonitrile, ammonium persulfate, and potassium persulfate.
[0018] In a fourth aspect, the present invention provides a room temperature phosphorescent material according to any possible implementation of the third aspect.
[0019] The present invention regulates the molecular structure of the phosphorescent monomer by introducing different linking units, promotes spin-orbit coupling, promotes n-π*, π-π* transitions. The phosphorescent monomer copolymerizes with acrylamide containing a large number of hydrogen bonds to construct a rigid environment, thereby obtaining a narrower singlet-triplet gap, providing more efficient intersystem crossing, thereby suppressing non-radiative transitions, improving the utilization rate of triplet excitons, and increasing the phosphorescence lifetime and efficiency.
[0020] The present invention uses benzothiazine phenothiazine oxide as the main material, synthesizes different phosphorescent monomers by introducing different linking units, and conducts free radical copolymerization with acrylamide to obtain a room temperature phosphorescent material. The reaction raw materials are easily available, the reaction conditions are mild, and there is no need to use precious metal catalysts, which greatly reduces the reaction cost. Due to the wide substrate applicability and good functional group compatibility of benzothiazine phenothiazine oxide, by designing different phosphorescent monomers, the luminescent color and intensity of the copolymer can be adjusted, and it has wide application value in biomedical materials, optical anti-counterfeiting, fluorescence sensing and other aspects.
[0021] Free radical copolymerization can achieve precise regulation of the molecular chain structure and the aggregated state structure, thereby optimizing the optical properties of the material. Free radical copolymerization can endow the material with excellent mechanical properties and processability. The present invention mainly introduces different linking units on benzothiazine phenothiazine oxide, and then conducts free radical copolymerization with acrylamide to obtain a room temperature phosphorescent material. The reaction conditions are mild, the synthesis method is simple, and the materials are easily available. By designing different phosphorescent monomers, the luminescent color and intensity of the copolymer are adjusted, and the phosphorescent quantum efficiency and lifetime of the copolymer are improved. Brief Description of the Drawings
[0022] In order to more clearly illustrate the technical solutions in the embodiments of the present invention or the prior art, the following will briefly introduce the drawings required for use in the description of the embodiments or the prior art. Obviously, the drawings in the following description are only some embodiments of the present invention. For those of ordinary skill in the art, other drawings can be obtained based on these drawings without creative efforts.
[0023] Figure 1 1H NMR spectrum of the benzothiazine phenothiazine oxide-based phosphorescent material precursor P1 provided by the embodiment of the present invention 1 1H NMR spectrum.
[0024] Figure 2 1H NMR spectrum of the benzothiazine phenothiazine oxide-based phosphorescent material precursor P2 provided by the embodiment of the present invention 1 1H NMR spectrum.
[0025] Figure 3 1H NMR spectrum of the benzothiazine phenothiazine oxide-based phosphorescent material precursor P3 provided by the embodiment of the present invention 1 1H NMR spectrum.
[0026] Figure 4 Spectrum of the room temperature phosphorescent material after copolymerization of the P1 phosphorescent monomer and acrylamide provided by the embodiment of the present invention
[0027] Figure 5 Spectrum of the room temperature phosphorescent material after copolymerization of the P2 phosphorescent monomer and acrylamide provided by the embodiment of the present invention Detailed implementation mode
[0028] Next, the technical solutions in the embodiments of the present invention will be clearly and completely described in conjunction with 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 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 belong to the scope of protection of the present invention.
[0029] To solve the problems of harsh preparation conditions and less than ideal product performance in the prior art for ORTP, the present invention provides a benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material, its preparation method and application.
[0030] Next, the technical solutions of the present invention will be further elaborated in conjunction with specific embodiments.
[0031] Example 1
[0032] In this example, a benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material based on R being was prepared, and the synthesis reaction equation is as follows:
[0033]
[0034] 500 mg of compound 21, 143.6 mg of p-vinylphenylboronic acid, 110 mg of catalyst tetrakis(triphenylphosphine)palladium, 270 mg of anhydrous potassium carbonate, 50 mL of tetrahydrofuran and 10 mL of deionized water were successively added to a reaction flask. And under a nitrogen atmosphere, the mixture was stirred and reacted at 50-100 °C (preferably 70 °C) for 24 hours. After the reaction was completed, it was cooled to room temperature, the reaction was quenched, extracted, dried, filtered, and separated by column chromatography to obtain the pure product P1. Among them, the molar ratio of the catalyst to compound 21 is 0.01-2, preferably 0.1-0.5, and the molar ratio of the base to compound 21 is 0.1-4. The 1 1H NMR spectrum of P1 is as Figure 1 shown.
[0035] 100 mg of the obtained P1, 753 mg of acrylamide, and 11.5 mg of azobisisobutyronitrile were weighed and added to a reaction tube. Under nitrogen protection, 10 mL of N,N-dimethylformamide was added as a solvent. After stirring until completely dissolved, the temperature was raised to 60-100 °C (preferably 65 °C) and reacted for 24 h. After the reaction was completed, the solution was filtered to obtain a solid, washed three times with N,N-dimethylformamide, the obtained solid was dissolved in deionized water, loaded into a dialysis bag for dialysis, and freeze-dried to obtain a solid product, and its spectrogram is as Figure 4As shown in the figure. Among them, the molar ratio of the initiator to P1 is 0.01 to 1, preferably 0.01 to 0.4, and the molar ratio of the phosphorescent monomer to acrylamide is 1:10 to 2000, preferably 1:50.
[0036] Example 2
[0037] In this example, a benzothiazine phenothiazine oxide-based polyacrylamide copolymer phosphorescent material with R being was prepared, and the synthesis reaction equation is as follows:
[0038]
[0039] In a 250 mL single-necked round-bottom flask, 100 mg of 4-vinylbenzoyl chloride and 30 mL of N,N-dimethylformamide were fully dissolved. In a beaker, 213 mg of compound 22, 305 mg of catalyst 4-dimethylaminopyridine, and 0.4 mL of triethylamine were added, and 50 mL of N,N-dimethylformamide was added. The temperature was raised to 50 - 110 °C (preferably 50 °C) and fully dissolved. The mixed solution was dropped into the round-bottom flask, and the reaction continued for 1 hour. After the reaction was stopped, the temperature was restored to room temperature, filtered, the filtrate was precipitated and washed, and then filtered and dried to obtain a pure product P2 with a yield of 75%. Among them, the molar ratio of the catalyst to compound 22 is 0.1 to 4, preferably 0.5 to 2.5, and the molar ratio of the base to compound 22 is 0.1 to 4, preferably 0.5 to 2. The 1 1H NMR spectrum of P2 is as Figure 2 shown.
[0040] 100 mg of the obtained P2, 689 mg of acrylamide, and 10.51 mg of ammonium persulfate were weighed and added to a 25 mL schlenk reaction tube. Under nitrogen protection, 10 mL of N,N-dimethylformamide was added as a solvent. After stirring until completely dissolved, the temperature was raised to 60 - 100 °C (preferably 65 °C), and the reaction was carried out for 24 h. After the reaction was completed, the solid was obtained by suction filtration, washed three times with N,N-dimethylformamide, the obtained solid was dissolved in deionized water, placed in a dialysis bag for dialysis, and freeze-dried to obtain a solid product, and its spectrogram is as Figure 5 shown. Among them, the molar ratio of the initiator to P2 is 0.01 to 1, preferably 0.01 to 0.4, and the molar ratio of the phosphorescent monomer to acrylamide is 1:10 to 2000, preferably 1:50.
[0041] Example 3
[0042] In this example, a benzothiazine phenothiazine oxide-based polyacrylamide copolymer phosphorescent material with R being none was prepared, and the synthesis reaction equation is as follows:
[0043]
[0044] Under the protection of argon, 50 mg of compound 21, 15.4 mg of vinylboronic acid pinacol ester, 10 mg of catalyst triphenylphosphine, 11 mg of tricyclohexylphosphine, 27 mg of anhydrous cesium carbonate, and 8 mL of toluene were successively added to a 25 mL Schlenk flask. And under an argon atmosphere, the reaction was stirred at 60-100 °C (preferably 65 °C) for 24 hours. After the reaction was completed, it was cooled to room temperature, the reaction was quenched, extracted, dried, filtered, rotary evaporated, and purified by column chromatography to obtain a white solid, which was the product P3. Among them, the molar ratio of the catalyst to compound 21 was 0.1-4, preferably 0.5-2.5, and the molar ratio of the base to compound 21 was 0.1-4, preferably 0.5-2. The 1 1H NMR spectrum is as Figure 3 shown.
[0045] Weigh 100 mg of the obtained P3, 899 mg of acrylamide, and 13.7 mg of sodium persulfate, add them to a 25 mL schlenk reaction tube, add 10 mL of solvent N,N-dimethylformamide under nitrogen protection, stir until completely dissolved, then raise the temperature to 60-100 °C (preferably 65 °C), and react for 24 h. After the reaction was completed, the solid was obtained by suction filtration, washed three times with N,N-dimethylformamide, the obtained solid was dissolved in deionized water, loaded into a dialysis bag for dialysis, and freeze-dried to obtain a solid product. Among them, the molar ratio of the initiator to P3 was 0.01-1, preferably 0.01-0.3, and the molar ratio of the phosphorescent monomer to acrylamide was 1:10-2000, preferably 1:80.
[0046] Example 4
[0047] In this example, a polyacrylamide copolymer phosphorescent material based on benzothiazine phenothiazine oxide with R being was prepared, and its synthesis reaction equation:
[0048]
[0049] 100 mg of 4-chlorostyrene and 30 mL of tetrahydrofuran were put into a 250 mL single-necked round-bottom flask and fully dissolved. 213 mg of compound 22, 305 mg of catalyst N-methylimidazole, and 89 mg of anhydrous sodium carbonate were put into a beaker, 50 mL of tetrahydrofuran was added, and the temperature was raised to 50-110 °C (preferably 50 °C) and fully dissolved. The mixed solution was dropped into the round-bottom flask and the reaction continued for 1 hour. After the reaction was stopped, it was restored to room temperature, filtered, the filtrate was precipitated and washed, and then filtered and dried to obtain a pure product P4 with a yield of 75%. Among them, the molar ratio of the catalyst to compound 22 was 0.1-4, preferably 0.5-2.5, and the molar ratio of the base to compound 22 was 0.1-4, preferably 0.5-2.
[0050] Weigh 100 mg of P4, 759 mg of acrylamide, and 12.54 mg of benzoyl peroxide, add them to a 25 mL schlenk reaction tube, add 10 mL of N, N-dimethylformamide as a solvent under nitrogen protection, stir until completely dissolved, raise the temperature to 60-100 ° C (preferably 65 ° C), and react for 24 hours. After the reaction is completed, filter to obtain a solid, wash it three times with N, N-dimethylformamide, dissolve the obtained solid with deionized water, put it into a dialysis bag for dialysis, and freeze-dry to obtain a solid product. Among them, the ratio of the amount of initiator to P4 is 0.01-1, preferably 0.01-0.4, and the ratio of the amount of phosphorescent monomer to acrylamide is 1:10-2000, preferably 1:200.
[0051] Example 5
[0052] In this embodiment, the preparation is based on R The benzothiazine phenothiazine oxide polyacrylamide copolymer phosphorescent material has a synthesis reaction equation:
[0053]
[0054] In a 250mL single-mouth round-bottom flask, add 100mg acryloyl chloride and 30mL dioxane, fully dissolve, add 203mg compound 22, 165mg catalyst pyridine, 95mg potassium acetate in a beaker, add 50mL dioxane, heat to 50-110°C (preferably 50°C), fully dissolve, drip the mixed solution into the round-bottom flask, and continue to react for 1 hour. After stopping the reaction, return to room temperature, filter, precipitate and wash the filtrate, filter and dry to obtain pure product P5 with a yield of 75%. Among them, the molar ratio of the catalyst to the compound 22 is 0.1-4, preferably 0.5-2.5, and the molar ratio of the base to the compound 22 is 0.1-4, preferably 0.5-2.
[0055] Weigh 100 mg of the obtained P5, 759 mg of acrylamide, and 8.54 mg of di-tert-butyl peroxide, add them into a 25 mL schlenk reaction tube, add 10 mL of N,N-dimethylformamide as a solvent under nitrogen protection, stir until completely dissolved, raise the temperature to 60-100°C (preferably 65°C), and react for 24 hours. After the reaction is completed, filter to obtain a solid, wash it three times with N,N-dimethylformamide, dissolve the obtained solid with deionized water, put it into a dialysis bag for dialysis, and freeze-dry to obtain a solid product. Among them, the molar ratio of the initiator to P5 is 0.01-1, preferably 0.01-0.4, and the molar ratio of the phosphorescent monomer to acrylamide is 1:10-2000, preferably 1:100.
[0056] Although the preferred embodiments of the present invention have been described, additional changes and modifications can be made by those skilled in the art once they learn the basic creative concept. Therefore, the appended claims are intended to be construed to include the preferred embodiments as well as all changes and modifications falling within the scope of the present invention.
[0057] Obviously, those skilled in the art can make various changes and modifications to the present invention without departing from the spirit and scope of the present invention. Thus, if these modifications and variations of the present invention fall within the scope of the claims of the present invention and their equivalent technologies, the present invention is also intended to include these modifications and variations.
Claims
1. A benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material, characterized in that: Its structural formula is shown in Formula Ⅰ or Formula Ⅱ; Wherein, R is any one of 1 to 20:
2. The method for preparing the phosphorescent material according to claim 1, characterized in that: The following steps are involved: A benzothiazine-phenothiazine oxide derivative, a boric acid-containing reactant / a halogen-containing reactant, a catalyst and a base are added to an organic solvent under nitrogen protection, reacted at 50-110° C., separated and purified to obtain the benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material.
3. The preparation method according to claim 2, characterized in that: The benzothiazine-containing phenothiazine oxide derivative is 21 or 22; and / or, the boric acid-containing reactant is 4-vinylbenzeneboronic acid, vinylboronic acid pinacol ester, 3-vinylbenzeneboronic acid, 4-acryloylbenzeneboronic acid, vinyloxycarbonylboronic acid, 3-fluoro-4-vinylbenzeneboronic acid, 3-methyl-4-vinylbenzeneboronic acid, 2-fluoro-4-vinylbenzeneboronic acid, 3-fluoro-5-vinylbenzeneboronic acid, 4-vinyloxybenzeneboronic acid, 4-allylbenzeneboronic acid, 4'-vinyl-[1,1'-biphenyl] any one of boronic acid, 3-fluoro-4'-vinyl-[1,1'-biphenyl]-4-ylboronic acid, 2-fluoro-4'-vinyl-[1,1'-biphenyl]-4-ylboronic acid, 4-(4-vinylbenzyl)phenylboronic acid, 4-(4-vinylphenoxy)phenylboronic acid, 4-(4-vinylphenylthio)phenylboronic acid, isopropenylboronic acid pinacol ester, and (E)-1-ethoxyvinyl-2-boronic acid pinacol ester; And / or, the halogen-containing reactant is any one of 4-vinylbenzoyl chloride, 4-vinylbenzoyl bromide, 4-vinylbenzoyl fluoride, 4-chlorostyrene, 4-bromostyrene, 4-fluorostyrene, 3-vinylbenzoyl chloride, 3-vinylbenzoyl bromide, 3-vinylbenzoyl fluoride, 3-chloropropylene, 3-bromopropylene, 3-fluoropropylene, acryloyl chloride, acryloyl bromide, acryloyl fluoride, methacryloyl chloride, methacryloyl bromide, methacryloyl fluoride, 3-chloro-2-methylpropylene, 3-bromo-2-methylpropylene, and 3-fluoro-2-methylpropylene; And / or, the catalyst is one or a combination of 4-dimethylaminopyridine, pyridine, N-methylimidazole or palladium acetate, tetrakistriphenylphosphine palladium, triphenylphosphine, tricyclohexylphosphine, tri-tert-butylphosphine, dichlorobis(triphenylphosphine)palladium, bis(dibenzylideneacetone)palladium; and / or, the base is anhydrous potassium carbonate, anhydrous sodium carbonate, anhydrous cesium carbonate, sodium acetate, potassium acetate, sodium hydroxide, potassium hydroxide or triethylamine; And / or, the organic solvent is toluene, xylene, 1,2-dimethoxyethane, dioxane, N-methylpyrrolidone, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetonitrile or tetrahydrofuran.
4. The preparation method according to claim 2, characterized in that: The amount ratio of the benzothiazine-containing phenothiazine oxide derivative, the boric acid-containing reactant, the halogen-containing reactant, the catalyst, and the organic solvent is 1:0.8-3:0.8-3:0.01-4:1-4.
5. The preparation method according to claim 4, characterized in that: The molar ratio of the benzothiazine-containing phenothiazine oxide derivative, the boric acid-containing reactant, the halogen-containing reactant, the catalyst, and the organic solvent is 1:1.2:1.5:0.33:
3.
6. Use of the benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material according to claim 1 or the benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material prepared by the preparation method according to any one of claims 2 to 5 in the preparation of room temperature phosphorescent materials.
7. The use according to claim 6, characterized in that: The preparation process includes the following steps: The benzothiazine-phenothiazine oxide-based polyacrylamide copolymer phosphorescent material and acrylamide are copolymerized at a molar ratio of 1:10 to 2000 under the action of an initiator to obtain the room temperature phosphorescent material.
8. The use according to claim 7, characterized in that: The initiator is any one of benzoyl peroxide, diisopropylbenzene peroxide, di-tert-butyl peroxide, azobisisobutyronitrile, azobisisoheptanenitrile, ammonium persulfate and potassium persulfate.
9. A room temperature phosphorescent material as claimed in any one of claims 6 to 8.
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