X-ray Excited Organophosphorus Scintillator Materials Based on Heavy Atom Effect, Preparation Methods, and Applications
Patent Information
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2026-05-19
- Publication Date
- 2026-08-14
AI Technical Summary
[0004]然而，重原子引入在增强X射线吸收的同时，会同步加剧分子内自旋轨道耦合效应，进而引发难以调和的核心性能矛盾：自旋轨道耦合增强虽能够促进单线态激子高效系间窜越，生成更多三线态激子，但同时会大幅诱发三线态激子非辐射跃迁猝灭，直接造成材料发光效率急剧下降，导致有机闪烁体无法同时实现高X射线吸收效率与高发光效率，严重制约其探测灵敏度与成像分辨率的进一步提升，成为领域内共性技术难题
本发明提供了基于重原子效应的X射线激发有机磷光闪烁体材料、制备方法及其应用，在有机发光母核特定位点引入重原子，巧妙实现材料X射线吸收能力与发光效率的协同提升，核心优势突出：该技术方案依托重原子效应，在大幅增强材料对X射线吸收性能的同时，精准调控分子内自旋轨道耦合强度与激发态动力学性质，促进三线态激子生成，并将其直接用于高效磷光发射，从根本上克服了传统重原子引入易引发发光猝灭的核心技术矛盾，打破了高X射线吸收与高发光效率难以兼顾的行业瓶颈。经性能验证，采用本发明策略制备的有机闪烁体材料，在X射线激发下，辐射发光强度与探测灵敏度均实现显著提升，性能优势明显；同时该类材料合成路径简洁明确、分子结构可调性强，溶液加工性能优异，为研发高性能、低成本、柔性可穿戴的X射线探测与成像器件提供了全新的材料体系，在医学影像诊断、工业无损检测、高分辨率X射线成像等诸多领域具备广阔的产业化应用前景。
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Abstract
Description
Technical Field
[0001] This invention relates to the fields of organic optoelectronic functional materials and radiation detection technology, specifically to X-ray excited organic phosphorescent scintillator materials based on heavy atom effects, their preparation methods, and their applications. Background Technology
[0002] Organic scintillators are a class of important optical functional materials that can convert high-energy radiation such as X-rays into visible light, and they have key application value in fields such as medical imaging diagnosis, industrial non-destructive testing, and high-energy physics detection. At present, although traditional inorganic scintillators such as CsI:Tl have excellent radiation response performance and luminous efficiency, they have many inherent defects such as harsh preparation conditions, poor material flexibility, and high production costs, which make them unsuitable for emerging application requirements such as flexible imaging and portable detection, and their application scenarios are significantly limited.
[0003] Compared to inorganic scintillators, organic scintillators possess unique advantages such as light weight, good flexibility, tunable molecular structure, and excellent solution processing performance, making them a key research direction for next-generation high-performance scintillator materials. However, conventional organic materials are composed only of low atomic number elements such as carbon, hydrogen, oxygen, and nitrogen, resulting in extremely low inherent absorption coefficients for X-rays and weak interactions with high-energy radiation. This directly leads to weak X-ray response signals, making it difficult to meet practical detection requirements. Introducing halogen heavy atoms such as bromine and iodine is currently the mainstream and effective means to improve the X-ray absorption capacity of organic materials. Heavy atoms can significantly enhance the material's capture and absorption efficiency of high-energy X-rays through Compton scattering and the photoelectric effect, compensating for the inherent shortcomings of organic materials.
[0004] However, while the introduction of heavy atoms enhances X-ray absorption, it also exacerbates the intramolecular spin-orbit coupling effect, leading to an irreconcilable core performance contradiction: although enhanced spin-orbit coupling can promote efficient intersystem crossing of singlet excitons and generate more triplet excitons, it also significantly induces nonradiative quenching of triplet excitons, directly causing a sharp drop in the material's luminescence efficiency. This results in organic scintillators being unable to simultaneously achieve high X-ray absorption efficiency and high luminescence efficiency, severely restricting further improvements in their detection sensitivity and imaging resolution, and becoming a common technical challenge in the field.
[0005] Existing research primarily focuses on constructing thermally activated delayed fluorescence (TADF) molecules to recover some triplet excitons via reverse intersystem crossing, thereby improving material luminescence efficiency. However, this approach, under the influence of strong heavy atoms, cannot achieve precise control of exciton dynamics, failing to achieve stable and efficient triplet phosphorescence emission while maintaining high X-ray absorption, thus failing to fundamentally resolve the aforementioned performance contradiction. Therefore, developing novel molecular design strategies to synergistically optimize heavy atom-mediated X-ray absorption and triplet exciton luminescence performance, achieving a balance between high absorption and high luminescence, is the core key and urgent need for developing high-performance organic X-ray phosphorescent scintillator materials. Summary of the Invention
[0006] The purpose of this invention is to address the shortcomings of existing technologies by providing X-ray excited organic phosphorus scintillator materials based on heavy atom effects, their preparation methods, and their applications.
[0007] The technical solution of this invention to solve the above problems is: an X-ray excited organic phosphorus scintillator material based on the heavy atom effect, the structure of which is shown in the figure below: .
[0008] The preparation method of X-ray excited organic phosphorus scintillator materials based on the heavy atom effect includes the following steps: Step 1: Under argon protection, bromobenzoic acid is dissolved in anhydrous toluene, stirred at room temperature for 10-15 min, then thionyl chloride and a catalytic amount of N,N-dimethylformamide are added, and the mixture is heated to 70℃ and reacted for 12 h to obtain the intermediate. Step 2: In an argon atmosphere, carbazole and sodium hydride were dissolved in anhydrous tetrahydrofuran and stirred at room temperature for 30 min. The system was then cooled to 0°C, and the tetrahydrofuran solution of the above intermediate was slowly added dropwise. After the addition was complete, the reaction continued for 10 min, and then the temperature was raised to room temperature for 2 h. After the reaction was completed, the organic scintillator material was obtained by extraction separation and column chromatography purification. Step 3: The obtained organic scintillator material is co-dissolved with polysulfone in chloroform and stirred at 45°C for 3 h. Then it is transferred to a quartz mold and allowed to evaporate naturally at room temperature to form a film, thus obtaining the organic phosphorescent scintillator material.
[0009] Furthermore, the mass ratio of bromobenzoic acid, thionyl chloride, carbazole, and sodium hydride is 1:5:1:1.2.
[0010] Furthermore, the mass ratio of the organic scintillator material to polysulfone is 1:10.
[0011] Furthermore, bromobenzoic acid includes one or more of 2-bromobenzoic acid, 3-bromobenzoic acid, 4-bromobenzoic acid, and 3,5-dibromobenzoic acid.
[0012] Furthermore, step 1 also includes: removing the solvent by rotary evaporation of the reaction solution; re-dissolving the residue in anhydrous tetrahydrofuran, and then purging it with argon gas to remove oxygen before use.
[0013] The above-mentioned X-ray excited organophosphorus scintillator materials based on the heavy atom effect are used in the field of radiation detection and imaging.
[0014] The present invention has the following beneficial effects: This invention provides X-ray-excited organic phosphorescent scintillator materials based on the heavy atom effect, their preparation methods, and applications. By introducing heavy atoms at specific sites in the organic luminescent nucleus, a synergistic enhancement of the material's X-ray absorption capacity and luminescence efficiency is achieved. The core advantages are significant: this technology relies on the heavy atom effect to significantly enhance the material's X-ray absorption performance while precisely controlling the intramolecular spin-orbit coupling strength and excited-state dynamics, promoting triplet exciton generation, and directly applying it to efficient phosphorescence emission. This fundamentally overcomes the core technical contradiction of traditional heavy atom introduction easily inducing luminescence quenching, breaking through the industry bottleneck of the difficulty in simultaneously achieving high X-ray absorption and high luminescence efficiency. Performance verification shows that the organic scintillator materials prepared using this invention exhibit significantly improved radiative luminescence intensity and detection sensitivity under X-ray excitation, demonstrating clear performance advantages. Furthermore, the synthesis path of this type of material is simple and clear, the molecular structure is highly tunable, and the solution processing performance is excellent. It provides a novel material system for developing high-performance, low-cost, flexible, and wearable X-ray detection and imaging devices, and has broad industrial application prospects in many fields such as medical imaging diagnosis, industrial non-destructive testing, and high-resolution X-ray imaging. Attached Figure Description
[0015] Figure 1 The steady-state and phosphorescence photoluminescence spectra of benzoylcarbazole derivatives at room temperature are shown.
[0016] Figure 2 This provides evidence of the direct triplet absorption and emission of benzoylcarbazole derivatives.
[0017] Figure 3 This is an experimental diagram of the degradation of benzoylcarbazole derivatives under 400 nm excitation light with ADMA.
[0018] Figure 4 This is a graph showing the absorption coefficients of benzoylcarbazole derivatives to X-rays.
[0019] Figure 5 This is the radioluminescence spectrum of a benzoylcarbazole derivative under X-ray excitation.
[0020] Figure 6 This is a comparison of the luminescence intensity of DBrPhCz and commercial inorganic scintillators under X-ray excitation.
[0021] Figure 7 The graph shows the luminescence intensity response of DBrPhCz at different X-ray dose rates.
[0022] Figure 8 Linear relationship between radiative emission intensity and X-ray dose rate, and detection limit diagram for DBrPhCz organophosphorescent scintillator screen.
[0023] Figure 9 The graph shows the luminescence stability of the DBrPhCz organic phosphorescent scintillator film under continuous radiation and switching cycles.
[0024] Figure 10 X-ray imaging resolution (modulation transfer function MTF) test image of DBrPhCz organic phosphorescent scintillator screen.
[0025] Figure 11 X-ray imaging resolution test image of DBrPhCz organophosphorus scintillator screen.
[0026] Figure 12 A physical image showing the application of DBrPhCz organophosphorescent scintillator screen for X-ray fluoroscopic inspection. Detailed Implementation
[0027] The present invention will now be described in detail with reference to the accompanying drawings and embodiments.
[0028] As shown in the figure, the structure of the X-ray excited organic phosphorus scintillator material based on the heavy atom effect is as follows:
[0029] Its preparation method is as follows: Step 1: Under argon protection, bromobenzoic acid is dissolved in anhydrous toluene, stirred at room temperature for 10-15 min, then thionyl chloride and a catalytic amount of N,N-dimethylformamide are added, and the mixture is heated to 70℃ and reacted for 12 h to obtain an intermediate; the solvent is removed by rotary evaporation of the reaction solution; the residue is reconstituted with anhydrous tetrahydrofuran, and then deoxygenated again by argon gas before use; bromobenzoic acid includes one or more of 2-bromobenzoic acid, 3-bromobenzoic acid, 4-bromobenzoic acid, and 3,5-dibromobenzoic acid; Step 2: In an argon atmosphere, carbazole and sodium hydride were dissolved in anhydrous tetrahydrofuran and stirred at room temperature for 30 min. The system was then cooled to 0°C, and the tetrahydrofuran solution of the above intermediate was slowly added dropwise. After the addition was complete, the reaction continued for 10 min, and then the temperature was raised to room temperature for 2 h. After the reaction was completed, the organic scintillator material was obtained by extraction separation and column chromatography purification. Step 3: The obtained organic scintillator material and polysulfone are co-dissolved in chloroform and stirred at 45°C for 3 h. Then, the mixture is transferred to a quartz mold and allowed to evaporate naturally at room temperature to form a film, thus obtaining the organic phosphorescent scintillator material. The mass ratio of the organic scintillator material to polysulfone is 1:10.
[0030] The mass ratio of bromobenzoic acid, thionyl chloride, carbazole and sodium hydride is 1:5:1:1.2.
[0031] Example 1 Synthesis of the organic light-emitting parent nucleus PhCz (reference molecule):
[0032] 1) Take a 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add 0.61 g (5.0 mmol) of benzoic acid, evacuate and purge with nitrogen three times to remove all air from the system; add 100 mL of anhydrous toluene to the flask, stir at room temperature until dissolved, slowly add 0.75 mL (10.0 mmol) of thionyl chloride and 0.02 mL of dimethylformamide as a catalyst, heat to 70 °C under argon protection and stir for 12 h. After the reaction is complete, concentrate under reduced pressure to remove the solvent and excess reagent to obtain the intermediate with a yield of 100%, which can be used directly in the next step without purification.
[0033] 2) Take another 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add the above intermediate, add anhydrous THF and stir until completely dissolved, seal and set aside; then take a third 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add 0.84 g (5.0 mmol) of carbazole and 0.24 g (6.0 mmol) of 60% NaH, add 20 mL of anhydrous THF and stir to dissolve, react at room temperature for 30 min to completely deprotonate the carbazole.
[0034] 3) Cool the carbazole-THF system from step 2) to 0℃, slowly add the intermediate-THF solution, stir at low temperature for 10 min, restore to room temperature and continue the reaction for 2 h, monitor the reaction progress by TLC spotting; after the reaction is completed, transfer the mixture to a 500 mL separatory funnel, wash with 200 mL of saturated saline, extract three times with dichloromethane, combine the organic phases and dry with anhydrous magnesium sulfate, add an appropriate amount of silica gel powder and remove the solvent by rotary evaporation under reduced pressure; the residue is purified by column chromatography with petroleum ether / dichloromethane (volume ratio 3:1) as the eluent to obtain a yellow-green crude product, which is then recrystallized several times with dichloromethane / hexane to obtain 1.04 g of pure product PhCz, with a yield of 78%.
[0035] Example 2 Synthesis of the organophosphorescent scintillator pBrPhCz:
[0036] 1) Take a 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add 1.00 g (5.0 mmol) of 4-bromobenzoic acid, evacuate and purge with nitrogen three times to remove air from the system; add 100 mL of anhydrous toluene, stir to dissolve at room temperature, then slowly add 0.75 mL (10.0 mmol) of thionyl chloride and 0.02 mL of dimethylformamide as a catalyst, stir at 70 °C for 12 h under argon protection, and concentrate under reduced pressure after the reaction to obtain 1.09 g of intermediate with a yield of 100%, which can be used directly for subsequent reactions.
[0037] 2) Take another 100 mL two-necked round-bottom flask, dissolve the above intermediate in anhydrous THF, and seal for later use; take another 100 mL two-necked round-bottom flask, add 0.84 g (5.0 mmol) of carbazole and 0.24 g (6.0 mmol) of 60% NaH, add 20 mL of anhydrous THF and stir to dissolve, stirring at room temperature for 30 min until the carbazole is completely deprotonated.
[0038] 3) Cool the carbazole-THF system from step 2) to 0℃, slowly add the intermediate-THF solution, stir at low temperature for 10 min, restore to room temperature and continue the reaction for 2 h, monitor the reaction progress by TLC spotting; after the reaction is completed, wash the mixture with saturated brine, extract three times with dichloromethane, combine the organic phases and dry with anhydrous magnesium sulfate, add silica gel powder and remove the solvent by rotary evaporation under reduced pressure; the residue is purified by column chromatography (eluent petroleum ether / dichloromethane = 3:1), the yellow-green crude product is recrystallized several times with dichloromethane / hexane to obtain 1.45 g of pure product pBrPhCz, yield 80%. Example 3 Synthesis of the organophosphorescent scintillator mBrPhCz:
[0039]
[0040] 1) Take a 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add 1.00 g (5.0 mmol) of 3-bromobenzoic acid, evacuate and purge with nitrogen three times to remove all air from the system; add 100 mL of anhydrous toluene to the flask, stir at room temperature until completely dissolved, slowly add 0.75 mL (10.0 mmol) of thionyl chloride and 0.02 mL of dimethylformamide as a catalyst, heat to 70 °C under argon protection, stir at a constant temperature for 12 h, concentrate under reduced pressure after the reaction to remove solvent and excess reagent, and obtain 1.09 g of intermediate with a yield of 100%, which can be used directly for subsequent reactions without purification.
[0041] 2) Take another 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add the above intermediate, add anhydrous THF and stir until completely dissolved, seal and set aside; then take a third 100 mL two-necked round-bottom flask, with a magnetic stir bar inside, add 0.84 g (5.0 mmol) of carbazole and 0.24 g (6.0 mmol) of 60% NaH, add 20 mL of anhydrous THF and stir to dissolve, stir at room temperature for 30 min to completely deprotonate the carbazole.
[0042] 3) Cool the carbazole-THF reaction system from step 2) to 0℃, slowly add the intermediate-THF solution, stir at low temperature for 10 min, then restore to room temperature and continue the reaction for 2 h. The reaction process was monitored by TLC. After the reaction was completed, the mixture was transferred to a 500 mL separatory funnel, washed with 200 mL of saturated saline, extracted three times with dichloromethane, the organic phases were combined, dried with anhydrous magnesium sulfate, and an appropriate amount of silica gel powder was added. The solvent was removed by rotary evaporation under reduced pressure. The residue was purified by column chromatography with petroleum ether / dichloromethane (volume ratio 3:1) as the eluent to obtain a yellow-green powder crude product. After recrystallization several times with dichloromethane / hexane, 1.41 g of pure product mBrPhCz was obtained, with a yield of 78%.
[0043] Example 4 Synthesis of the organic phosphorescent scintillator oBrPhCz:
[0044] 1) Take a 100 mL two-necked round-bottom flask equipped with a magnetic stirrer, add 1.00 g (5.0 mmol) of 2-bromobenzoic acid, evacuate and purge with nitrogen three times to remove all air from the system; add 100 mL of anhydrous toluene to the flask, stir at room temperature until completely dissolved, slowly add 0.75 mL (10.0 mmol) of thionyl chloride and 0.02 mL of dimethylformamide as a catalyst, stir at 70 °C for 12 h under argon protection, and concentrate under reduced pressure after the reaction to obtain 1.09 g of intermediate with a yield of 100%, which can be used directly for subsequent reactions without purification.
[0045] 2) Take another 100 mL two-necked round-bottom flask equipped with a magnetic stirrer, dissolve the above intermediate in anhydrous THF, and seal it for later use; then take a third two-necked round-bottom flask of the same specifications, add 0.84 g (5.0 mmol) of carbazole and 0.24 g (6.0 mmol) of 60% NaH, add 20 mL of anhydrous THF and stir to dissolve, stir at room temperature for 30 min to completely deprotonate the carbazole.
[0046] 3) Cool the carbazole-THF reaction system from step 2) to 0℃, slowly add the intermediate-THF solution, stir at low temperature for 10 min, then restore to room temperature and continue the reaction for 2 h. The reaction process was monitored by TLC. After the reaction was completed, the mixture was transferred to a 500 mL separatory funnel, washed with 200 mL of saturated saline, extracted three times with dichloromethane, the organic phases were combined and dried with anhydrous magnesium sulfate, and the solvent was removed by rotary evaporation under reduced pressure after adding an appropriate amount of silica gel powder. The residue was purified by column chromatography with petroleum ether / dichloromethane (volume ratio 3:1) as the eluent to obtain a yellow-green powder crude product. After recrystallization several times with dichloromethane / hexane, 1.50 g of pure product oBrPhCz was obtained, with a yield of 83%. Example 5
[0047] Synthesis of the organic phosphorescent scintillator DBrPhCz:
[0048] 1) Take a 100 mL two-necked round-bottom flask equipped with a magnetic stirrer, add 1.40 g (5.0 mmol) of 3,5-dibromobenzoic acid, evacuate and purge with nitrogen three times to remove all air from the system; add 100 mL of anhydrous toluene to the flask, stir at room temperature until completely dissolved, slowly add 0.75 mL (10.0 mmol) of thionyl chloride and 0.02 mL of dimethylformamide as a catalyst, stir at 70 °C for 12 h under argon protection, and concentrate under reduced pressure after the reaction to obtain 1.50 g of intermediate with a yield of 100%, which can be used directly for subsequent reactions without purification.
[0049] 2) Take another 100 mL two-necked round-bottom flask equipped with a magnetic stirrer, dissolve the above intermediate in anhydrous THF, and seal it for later use; then take a third two-necked round-bottom flask of the same specifications, add 0.84 g (5.0 mmol) of carbazole and 0.24 g (6.0 mmol) of 60% NaH, add 20 mL of anhydrous THF and stir to dissolve, stir at room temperature for 30 min to completely deprotonate the carbazole.
[0050] 3) Cool the carbazole-THF reaction system from step 2) to 0℃, slowly add the intermediate-THF solution, stir at low temperature for 10 min, then restore to room temperature and continue the reaction for 2 h. The reaction process was monitored by TLC. After the reaction was completed, the mixture was transferred to a 500 mL separatory funnel, washed with 200 mL of saturated saline, extracted three times with dichloromethane, the organic phases were combined and dried over anhydrous magnesium sulfate, and the solvent was removed by rotary evaporation under reduced pressure after adding an appropriate amount of silica gel powder. The residue was purified by column chromatography with petroleum ether / dichloromethane (volume ratio 3:1) as the eluent to obtain a yellow-green powder crude product. After recrystallization several times with dichloromethane / hexane, 1.45 g of pure product DBrPhCz was obtained, with a yield of 70%.
[0051] Depend on Figure 1 The relevant test results show that the series of organic materials modified with bromine heavy atoms all exhibit significantly better phosphorescence emission performance than the unsubstituted precursors, with a substantial increase in phosphorescence quantum yield: the unsubstituted sample has a phosphorescence quantum yield of only 2.3%, while the monobromine-substituted samples pBrPhCz, mBrPhCz, and oBrPhCz have phosphorescence quantum yields of 5.6%, 6.3%, and 9.0%, respectively, and the dibromine-substituted sample DBrPhCz even reaches 20.4%, demonstrating a remarkable performance improvement. Meanwhile, the phosphorescence properties of these materials can be further verified by their long luminescence lifetime on the order of seconds, further confirming their typical room-temperature phosphorescence properties.
[0052] Depend on Figure 2 The relevant test results show that the series of organic materials modified with brominated heavy atoms exhibit almost identical phosphorescence emission patterns and peak positions under excitation at wavelengths of 320 nm and 395 nm, respectively. Further analysis reveals that the excitation energy at 395 nm is lower than the fluorescence emission peak energy at approximately 340 nm and is adjacent to the phosphorescence emission peak at 408 nm. This spectral characteristic directly confirms that the series of materials possesses direct triplet excitation characteristics. Combined with the fundamental principle of optical reversibility, this further corroborates the room-temperature phosphorescence emission behavior of the materials.
[0053] Depend on Figure 3 The relevant test results show that, compared with the unsubstituted reference material PhCz, the brominated heavy atom modified mBrPhCz can effectively catalyze the degradation of ADMA under 400 nm excitation light. This result verifies that the brominated heavy atom modified series of materials have excellent triplet direct transition ability, and also provides direct experimental evidence for their high phosphorescence quantum yield.
[0054] Depend on Figure 4 The simulation results show that, compared with the unsubstituted reference material PhCz, the series of organic materials modified with brominated heavy atoms exhibit better X-ray absorption capabilities.
[0055] Depend on Figure 5 According to relevant test results, compared with the unsubstituted reference material PhCz (dashed line), the series of organic materials modified with bromine heavy atoms exhibit better X-ray luminescence ability.
[0056] Depend on Figure 6 According to relevant test results, the DBrPhCz organic phosphorescent scintillator material modified with bromine heavy atoms has a light yield of 43649 photons / MeV, which shows superior X-ray radiation emission capability compared to some commonly used commercial inorganic scintillators.
[0057] Depend on Figure 7 , Figure 8 and Figure 9 The relevant test results show that the DBrPhCz organophosphorus scintillator material modified with brominated heavy atoms exhibits a low detection limit of 294 nGy / s, while also demonstrating excellent radiation stability. Example 6
[0058] Preparation of organic phosphorescent scintillator thin films: Take 20 mg of purified DBrPHCz organic material and weigh 200 mg of polysulfone (PSF) at a mass ratio of 1:10. Dissolve both in 5 mL of chloroform and stir at 45 °C for 3 h until completely dissolved and mixed evenly. Then transfer the solution to a quartz mold and allow it to evaporate naturally at room temperature to remove all solvents. After the film is completely set, the target organic phosphorescent scintillation screen is obtained. Example 7
[0059] Applications of the organophosphorescent scintillation screens obtained in the above embodiments in X-ray imaging: Depend on Figure 10 and Figure 11 The relevant test results show that the spatial resolution of the prepared organic phosphorescent scintillator screen is 20.7 lp / mm when the modulation transfer function (MTF) value is 0.2, as determined by edge diffusion function analysis; while the actual resolution limit measured by the standard line pair test pattern is 20 lp / mm. The two results corroborate each other, demonstrating the excellent imaging resolution performance of the thin film.
[0060] Depend on Figure 12 The relevant test results show that the prepared organic phosphorescent scintillator thin film has excellent imaging performance and can achieve clear imaging of the internal circuits of IC chips and micro-USB adapters, further confirming that the material has good application potential in the field of practical radiation detection and imaging.
[0061] The above description is merely a preferred embodiment of the present invention and is not intended to limit the present invention in any other way. Any person skilled in the art may make changes or modifications to the above-disclosed technical content to create equivalent embodiments for application in other fields. However, any simple modifications, equivalent changes, and modifications made to the above embodiments based on the technical essence of the present invention without departing from the scope of the present invention shall still fall within the protection scope of the present invention.
Claims
1. An X-ray excited organophosphorus scintillator material based on the heavy atom effect, characterized in that: The structure is shown in the figure below: 。 2. A method for preparing X-ray excited organic phosphorus scintillator materials based on the heavy atom effect, characterized in that: Includes the following steps: Step 1: Under argon protection, bromobenzoic acid is dissolved in anhydrous toluene, stirred at room temperature for 10-15 min, then thionyl chloride and a catalytic amount of N,N-dimethylformamide are added, and the mixture is heated to 70℃ and reacted for 12 h to obtain the intermediate. Step 2: In an argon atmosphere, carbazole and sodium hydride were dissolved in anhydrous tetrahydrofuran and stirred at room temperature for 30 min. The system was then cooled to 0°C, and the tetrahydrofuran solution of the above intermediate was slowly added dropwise. After the addition was complete, the reaction continued for 10 min, and then the temperature was raised to room temperature for 2 h. After the reaction was completed, the organic scintillator material was obtained by extraction separation and column chromatography purification. Step 3: The obtained organic scintillator material is co-dissolved with polysulfone in chloroform and stirred at 45°C for 3 h. Then it is transferred to a quartz mold and allowed to evaporate naturally at room temperature to form a film, thus obtaining the organic phosphorescent scintillator material.
3. The preparation method of X-ray excited organophosphorus scintillator material based on heavy atom effect as described in claim 2, characterized in that: The mass ratio of bromobenzoic acid, thionyl chloride, carbazole and sodium hydride is 1:5:1:1.
2.
4. The method for preparing X-ray excited organophosphorus scintillator materials based on heavy atom effect as described in claim 2 or 3, characterized in that: The mass ratio of organic scintillator material to polysulfone is 1:
10.
5. The method for preparing X-ray excited organophosphorus scintillator material based on heavy atom effect as described in claim 2, characterized in that: Bromobenzoic acids include one or more of 2-bromobenzoic acid, 3-bromobenzoic acid, 4-bromobenzoic acid, and 3,5-dibromobenzoic acid.
6. The method for preparing X-ray excited organophosphorus scintillator material based on heavy atom effect as described in claim 2, characterized in that: Step 1 also includes: removing the solvent by rotary evaporation of the reaction solution; re-dissolving the residue in anhydrous tetrahydrofuran, and then purging it with argon gas to remove oxygen before use.
7. The application of the X-ray excited organophosphorus scintillator material based on the heavy atom effect as described in claim 1 in the field of radiation detection and imaging.