Near-infrared two-region aggregation-induced emission material as well as preparation method and application thereof

Abstract

The invention discloses a near-infrared two-region aggregation-induced emission material as well as a preparation method and application thereof, and belongs to the technical field of organic synthesis.The near-infrared two-region aggregation-induced emission material is prepared by accurately modifying a benzene ring, biphenyl or multiple tetraphenylethylene (TPE) rotor groups on an NDA unit; a series of near-infrared two-region luminescent molecules with excellent photo-thermal performance and aggregation-induced emission (AIE) characteristics are successfully constructed. The unique structural design not only enriches the optical properties of molecules, but also greatly improves the application potential of the molecules. Wherein the molecule containing a plurality of tetraphenylethylene rotor groups, designed by the invention, shows extremely excellent photothermal conversion efficiency. Due to the characteristic, the material has a huge application prospect in the fields of photo-thermal therapy and the like.

Description

Technical Field

[0001] This invention belongs to the field of organic synthesis technology, and particularly relates to a near-infrared II region aggregation-induced emission material, its preparation method and application. Background Technology

[0002] Cancer has long been considered one of the deadliest and most life-threatening diseases. While traditional therapies such as surgical resection, radiation therapy, and chemotherapy have brought significant benefits to patients, these treatments are often highly invasive or can damage healthy tissue due to off-target effects from high-dose regimens. To address these challenges, phototherapy has emerged as a promising non-invasive alternative that can effectively eradicate tumors. By integrating advanced diagnostic imaging modalities (such as fluorescence imaging, photoacoustic imaging, and photothermal imaging) with precise targeted phototherapy methods (such as photodynamic therapy and photothermal therapy), phototherapy demonstrates numerous significant advantages, including minimal invasiveness, superior spatiotemporal precision, and better therapeutic outcomes.

[0003] Photothermal therapy converts absorbed light energy into heat energy through photothermal agents, thereby creating a high-temperature microenvironment. Among existing photothermal agents, small organic molecules with strong absorption characteristics in the near-infrared region (700-900 nm) have attracted much attention due to their unique advantages: including ease of structural modification, excellent biocompatibility and degradability, minimal invasiveness, and stronger tissue penetration. To optimize the photothermal conversion efficiency of organic photothermal agents, the current main strategy is to increase the molar absorptivity of the photothermal agent. Against this backdrop, planar π-conjugated molecules (such as indocyanine green, methylene blue, and cyanine dyes) have been extensively studied.

[0004] However, such planar π-conjugated molecular structures often have limitations, including decreased diagnostic efficiency due to photobleaching. To overcome these bottlenecks, recent advances in excited-state intramolecular motion research have provided innovative design ideas for developing highly efficient photothermal agents. By introducing abundant molecular rotors to enhance intramolecular motion, the thermal effect can be significantly amplified. Furthermore, the embedding of multiple rotors can disrupt the molecular framework and reduce harmful π-π stacking interactions in the aggregated state. This strategy can induce aggregation-induced emission—not only enhancing fluorescence performance but also enabling the bifunctional application of photothermal agents. Photothermal agents with aggregation-induced emission properties have multiple advantages: such as large Stokes shift, near-infrared II (1000-1700 nm) emission, and excellent photostability. These properties make aggregation-induced emission-based photothermal agents an ideal choice for phototherapy. However, despite the growing market demand and promising prospects of such photothermal agents, designing and constructing near-infrared II aggregation-induced emission systems with high photothermal conversion efficiency remains a significant challenge. Summary of the Invention

[0005] To address the aforementioned technical problems, this invention proposes a near-infrared II aggregation-induced emission material, its preparation method, and its applications. This invention utilizes the strong intramolecular motion of benzene rings, biphenyls, or multiple tetraphenylethylene rotors to design a series of near-infrared II luminescent molecules with excellent photothermal properties and aggregation-induced emission properties.

[0006] To achieve the above objectives, the present invention provides the following technical solution:

[0007] A method for preparing a near-infrared II region aggregation-induced emission material includes the following steps:

[0008] Under nitrogen protection, sodium hydride, aryl acetonitrile compounds, and carbon disulfide were added sequentially to DMF in an ice bath, stirred until homogeneous, and then heated. Matrix units were added to the resulting reaction system, and the mixture was stirred and reacted. Then, the reaction was sequentially quenched with brine, extracted, concentrated, and purified by column chromatography to obtain the target product, namely the near-infrared II region aggregation-induced emission material.

[0009] Optionally, the molar ratio of sodium hydride, aryl acetonitrile compound, carbon disulfide and matrix unit is 5.24:2.62:3.93:0.262.

[0010] Furthermore, the aryl acetonitrile compound is selected from phenylacetonitrile, 4-biphenylacetonitrile, or 4-nitrophenylacetonitrile.

[0011] Furthermore, the matrix unit is 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone.

[0012] Optionally, after the stirring reaction, the method further includes a step of reducing the obtained compound 1 in the presence of iron powder and ammonium chloride in a mixed solvent of ethanol / tetrahydrofuran (EtOH / THF) to obtain compound 2; and then dissolving compound 2, 1-(4-bromophenyl)triphenylethylene, sodium tert-butoxide, 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene and tris(dibenzylideneacetone)dipalladium(O) in toluene and refluxing the mixture.

[0013] Optionally, the molar ratio of compound 1, iron powder, and ammonium chloride is 0.5:10:1.

[0014] Optionally, the reduction reaction is carried out at 80°C for 2 hours.

[0015] Optionally, the molar ratio of compound 2, 1-(4-bromophenyl)triphenylethylene, sodium tert-butoxide, 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene and tris(dibenzylideneacetone)dipalladium is 0.08:0.40:0.56:0.02:0.01.

[0016] Optionally, the reflux reaction conditions are: reflux at 120°C for 12 hours.

[0017] Optionally, the eluent used in the column chromatography purification is a mixture of dichloromethane and petroleum ether, with a volume ratio of 2:1.

[0018] A near-infrared II region aggregation-induced emission material is prepared by the above-described preparation method.

[0019] Optionally, the matrix unit of the near-infrared II aggregation-induced emission material is modified with at least one of benzene rings, biphenyl, or multiple tetraphenylethylene (TPE) rotor groups.

[0020] This invention modifies NDA units with benzene rings, biphenyl, or multiple tetraphenylethylene rotor groups to obtain a series of near-infrared II luminescent molecules with excellent photothermal properties and aggregation-induced emission. Among them, the molecule with multiple tetraphenylethylene rotor groups designed in this invention exhibits excellent photothermal conversion efficiency.

[0021] Optionally, the structural formula of the near-infrared II region aggregation-induced emission material is as follows:

[0022] , or .

[0023] The application of the above-mentioned near-infrared II region aggregation-induced emission materials in the preparation of photothermal agents for photothermal therapy.

[0024] Compared with the prior art, the present invention has the following advantages and technical effects:

[0025] This invention successfully constructed a series of near-infrared II luminescent molecules with excellent photothermal properties and aggregation-induced emission (AIE) characteristics by precisely modifying benzene rings, biphenyls, or multiple tetraphenylethylene (TPE) rotor groups on NDA units. This unique structural design not only enriches the optical properties of the molecules but also significantly enhances their application potential.

[0026] The molecule designed in this invention, containing multiple tetraphenylethylene rotor groups, exhibits extremely high photothermal conversion efficiency. This characteristic makes it show great application potential in fields such as photothermal therapy.

[0027] This invention provides a novel approach and method for the synthesis and design of near-infrared photothermal molecules, achieving efficient transformation from simple precursors to complex functional molecules. This lays a solid foundation for the future development of more high-performance near-infrared luminescent materials.

[0028] In summary, this invention not only represents a significant breakthrough at the molecular design level, but also demonstrates extremely high value and broad application prospects in practical applications. These advancements will strongly promote the development of related fields and provide scientists with new research directions and tools. Attached Figure Description

[0029] The accompanying drawings, which form part of this invention, are used to provide a further understanding of the invention. The illustrative embodiments of the invention and their descriptions are used to explain the invention and do not constitute an undue limitation of the invention. In the drawings:

[0030] Figure 1 This is a schematic diagram of the reaction process for preparing near-infrared II aggregation-induced emission materials in Examples 1-3 of the present invention;

[0031] Figure 2 The graphs show the optical properties of compounds NDA-Ph, NDA-2Ph, and NDA-TPE, where a is the UV-Vis absorption spectrum, b is the fluorescence emission spectrum, and c is the aggregation-induced emission curve.

[0032] Figure 3 The photothermal heating curves of three molecules, NDA-Ph, NDA-2Ph, and NDA-TPE, in the aggregated state are shown. Detailed Implementation

[0033] Various exemplary embodiments of the present invention will now be described in detail. This detailed description should not be considered as a limitation of the present invention, but rather as a more detailed description of certain aspects, features, and embodiments of the present invention.

[0034] It should be understood that the terminology used in this invention is merely for describing particular embodiments and is not intended to limit the invention. Furthermore, with respect to numerical ranges in this invention, it should be understood that each intermediate value between the upper and lower limits of the range is also specifically disclosed. Every smaller range between any stated value or intermediate value within a stated range, and any other stated value or intermediate value within said range, is also included in this invention. The upper and lower limits of these smaller ranges may be independently included or excluded from the range.

[0035] Unless otherwise stated, all technical and scientific terms used herein have the same meaning as commonly understood by one of ordinary skill in the art. While only preferred methods and materials have been described herein, any methods and materials similar or equivalent to those described herein may be used in the implementation or testing of this invention. All references to this specification are incorporated by way of citation to disclose and describe methods and / or materials associated with those references. In the event of any conflict with any incorporated reference, the content of this specification shall prevail.

[0036] Various modifications and variations can be made to the specific embodiments described in this specification without departing from the scope or spirit of the invention, as will be apparent to those skilled in the art. Other embodiments derived from this specification will also be obvious to those skilled in the art. This specification and embodiments are merely exemplary.

[0037] The terms “include,” “including,” “have,” “contain,” etc., used in this article are all open-ended terms, meaning that they include but are not limited to.

[0038] Unless otherwise specified, "room temperature" in this invention refers to 20-30℃.

[0039] All raw materials used in this invention were purchased from the market.

[0040] The technical solution of the present invention will be further illustrated by the following embodiments.

[0041] Example 1

[0042] A compound NDA-Ph has the following structural formula: The synthesis method includes the following steps:

[0043] Under nitrogen protection and in an ice bath, sodium hydride (210 mg, 5.24 mmol) was added to 10 mL of anhydrous DMF, followed by phenylacetonitrile (307 mg, 2.62 mmol). After stirring for 30 minutes, carbon disulfide (300 mg, 3.93 mmol) was added. The reaction system was brought to room temperature and the reaction was continued for 2 hours. The solution changed from colorless to blue and then gradually to brown. Then, 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (300 mg, 0.262 mmol) was added in one go. The mixture was stirred at room temperature for 1 hour, and the reaction solution turned blackish-purple. The reaction was quenched with 20 mL of brine, and the product was extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated by rotary evaporation. The residue was purified by silica gel column chromatography (dichloromethane / petroleum ether = 1:1) to give a blue solid in 68% yield.

[0044] ¹H NMR (500 MHz, CDCl3) δ (ppm) = 7.66 (d, J=10 Hz, 4H), 7.53 (t, J=15 Hz, 4H), 7.46 (m, 2H), 4.15 (m, 4H), 2.17 (s, 2H), 1.23 (m, 64H), 0.85 (m,12H). ¹³C NMR (125 MHz, CDCl3) δ (ppm) = 162.08, 162.06, 162.02, 161.99,157.61, 157.48, 147.17, 147.12, 145.77, 145.65, 132.84, 129.50, 129.42,127.35, 124.95, 124.92, 124.90, 116.99, 116.98, 115.68, 115.64, 115.37,115.27, 101.65, 46.09, 46.09, 45.93, 36.47, 36.32, 36.19, 31.95, 31.92, 31.90, 31.56, 31.46, 31.37, 30.16, 30.13, 30.09, 29.75, 29.72, 29.69, 29.67, 29.61, 29.40, 29.37, 29.34, 26.38, 26.31, 26.11, 22.72, 22.71, 14.16. HRMS, m / z: ([M]+H), calculated value (C 72 H 93 N4O4S4): 1205.6035, measured value: 1205.6075.

[0045] Example 2

[0046] A compound NDA-2Ph has the following structural formula: The synthesis method includes the following steps:

[0047] Under nitrogen protection and in an ice bath, sodium hydride (210 mg, 5.24 mmol) was added to 10 mL of anhydrous DMF, followed by 4-biphenylacetonitrile (507 mg, 2.62 mmol). After stirring for 30 minutes, carbon disulfide (300 mg, 3.93 mmol) was added. The reaction system was brought to room temperature and the reaction continued for 2 hours. The solution changed from colorless to blue and then gradually turned brown. Subsequently, 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (300 mg, 0.262 mmol) was added in one go. The mixture was stirred at room temperature for 1 hour, and the reaction solution turned blackish-purple. The reaction was quenched with 20 mL of brine, and the product was extracted with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and concentrated by rotary evaporation. The residue was purified by silica gel column chromatography (dichloromethane / petroleum ether = 1:1) to give a dark blue solid in 53% yield.

[0048] ¹H NMR (500 MHz, CDCl3) δ (ppm) = 7.75 (m, 8H), 7.67 (d, J=10 Hz,4H), 7.51 (t, J=15 Hz 4H), 7.42 (t, J=10 Hz 2H), 4.20 (m, 4H), 2.03 (s, 2H), 1.36 (m, 64H), 0.85 (m, 12H). ¹³C NMR (125 MHz, CDCl3) δ (ppm) = 162.36,162.14, 157.65, 157.34, 147.22, 147.10, 145.81, 145.70, 141.91, 141.88,139.63, 131.74, 129.05, 128.08, 127.89, 127.70, 127.07, 125.15, 117.03,115.85, 115.58, 101.23, 46.06, 36.48, 36.35, 36.22, 31.95, 31.92, 31.57, 31.48, 31.39, 30.14, 29.72, 29.68, 29.66. HRMS, m / z: ([M]+H), calculated values ​​(C 84 H 101 N4O4S4): 1357.6661, measured value: 1357.6702.

[0049] Example 3

[0050] A compound called NDA-TPE has the following structural formula: The synthesis method of includes the following steps:

[0051] Under nitrogen protection and in an ice bath, sodium hydride (210 mg, 5.24 mmol) was added to 10 mL of anhydrous DMF, followed by 4-nitrobenzeneacetonitrile (425 mg, 2.62 mmol). After stirring for 30 minutes, carbon disulfide (300 mg, 3.93 mmol) was added. The reaction system was then brought to room temperature and the reaction was continued for 2 hours. Subsequently, 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone (300 mg, 0.262 mmol) was added in a single batch, and the mixture was stirred at room temperature for 1 hour to obtain compound 1.

[0052] Compound 1 (100 mg, 0.077 mmol) was reduced in the presence of iron powder (66.7 mg, 1.54 mmol) and ammonium chloride (6.4 mg, 0.154 mmol) in a mixed solvent of ethanol / tetrahydrofuran (EtOH / THF) at 80 °C for 2 h to obtain compound 2.

[0053] Under nitrogen protection, compound 2 (100 mg, 0.08 mmol), 1-(4-bromophenyl)triphenylethylene (170 mg, 0.40 mmol), sodium tert-butoxide (53.6 mg, 0.56 mmol), 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene (11.5 mg, 0.02 mmol), and tris(dibenzylacetone)dipalladium(0) (9.2 mg, 0.01 mmol) were dissolved in toluene and refluxed at 120 °C for 12 hours. After cooling, the mixture was extracted with dichloromethane and washed three times with brine. After drying with anhydrous sodium sulfate, the solvent was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (dichloromethane / petroleum ether = 2:1) to give a green powder product in 65% yield.

[0054] ¹H NMR (500 MHz, CDCl3) δ (ppm) = 7.52 (d, J=5 Hz, 4H), 7.14 (m,62H), 6.94 (d, J=5 Hz 10H), 6.84 (d, J=10 Hz, 8H), 4.23 (m, 4H), 2.03 (s,2H), 1.34 (m, 64H), 0.85 (m, 12H). ¹³C NMR (125 MHz, CDCl3) δ (ppm) = 162.40,162.25, 154.33, 148.13, 147.62, 147.46, 146.03, 145.92, 144.63, 143.90,143.61, 143.38, 141.04, 140.49, 139.61, 132.45, 131.39, 128.08, 127.75,127.67, 126.56, 126.46, 125.73, 125.27, 124.29, 121.88, 117.31, 115.56, 115.28, 101.64, 46.05, 36.46, 36.30, 36.17, 31.98, 31.94, 31.90, 31.85, 31.57, 31.49, 31.40, 30.11, 29.74, 29.70, 29.67, 29.62, 29.56, 29.52, 29.39, 29.35, 29.31, 26.41, 22.72, 22.70, 22.68, 14.18. HRMS, m / z: ([M]+H), calculated value (C 176 H 167 N6O4S4): 2557.1921, measured value: 2557.1382.

[0055] Effect verification:

[0056] Example 1

[0057] NDA-TPE exhibited absorption in the near-infrared I region and emission in the near-infrared II region, as determined by ultraviolet absorption spectroscopy, fluorescence emission spectroscopy, and aggregation-induced emission curve analysis. It also demonstrated good aggregation-induced enhancement properties, such as… Figure 2 As shown.

[0058] Figure 2The graphs show the optical properties of compounds NDA-Ph, NDA-2Ph, and NDA-TPE, where a is the UV-Vis absorption spectrum, b is the fluorescence emission spectrum, and c is the aggregation-induced emission curve. From graph a, we can see the UV-Vis absorption behavior of NDA-TPE in dilute solution; there are two significant absorption peaks at approximately 350 nm and 450 nm, indicating strong electronic transition characteristics. Furthermore, a broad absorption band exists in the 700-800 nm region, corresponding to absorption in the near-infrared I region (NIR-I, 700-900 nm), indicating that NDA-TPE possesses good near-infrared light response capabilities, making it suitable for applications such as bioimaging or photothermal therapy. As shown in b, the fluorescence emission behavior of NDA-TPE after excitation is evident. A significant emission peak appears around 1050 nm, falling within the near-infrared II (NIR-II, 1000-1700 nm) wavelength range, indicating that the molecule can emit light in the near-infrared region and possesses excellent tissue penetration ability. The emission peak position matches the absorption peak well, reflecting an efficient radiative transition process, which is an important basis for its status as a high-efficiency near-infrared luminescent material. As shown in c, the fluorescence intensity variation trend of the NDA-TPE mixed solution (THF / water) under different water contents is observed. With increasing water content (i.e., transition from dilute solution to aggregated state), the fluorescence intensity first decreases and then significantly increases, exhibiting typical aggregation-induced emission behavior. This phenomenon is attributed to the restriction of non-radiative transition paths (such as intramolecular rotation) in the aggregated state, thereby enhancing the fluorescence quantum yield. The AIE characteristic allows NDA-TPE to maintain a strong fluorescence signal in solid-state or biological environments, greatly improving its stability and sensitivity in practical applications.

[0059] In summary, from Figure 2 As can be seen, NDA-TPE not only possesses excellent optical properties of absorption in the near-infrared I region and emission in the near-infrared II region, but also exhibits a strong aggregation-induced emission effect. These characteristics make it an ideal near-infrared fluorescent probe, particularly suitable for deep tissue imaging, photothermal therapy, and multifunctional biosensing.

[0060] Example 2

[0061] Comparing the photothermal properties of NDA-Ph, NDA-2Ph, and NDA-TPE in the aggregated state demonstrates that modification of the TPE unit can improve the photothermal properties of NDA-TPE aggregates, such as... Figure 3 As shown.

[0062] Figure 3 The figures show the photothermal heating curves of three molecules, NDA-Ph, NDA-2Ph, and NDA-TPE, in their aggregated state. It can be seen from the figures that under the same 808nm laser irradiation, a power of 1 W cm⁻¹...-2 With an irradiation time of 5 min, NDA-TPE exhibited a faster temperature rise rate and reached a significantly higher steady-state temperature than NDA-Ph and NDA-2Ph. This indicates that it possesses higher photothermal conversion efficiency, meaning it can more effectively convert light energy into heat energy. This is attributed to the unique intramolecular rotational freedom of the multiple tetraphenylethylene (TPE) unit, which effectively suppresses nonradiative transitions under illumination, promoting the conversion of energy into heat energy. Furthermore, the introduction of the TPE group enhances the conjugation degree and electronic delocalization of the molecule, improving its absorption capacity for near-infrared light, thereby further enhancing its photothermal performance.

[0063] In summary, compared to NDA-Ph and NDA-2Ph, which contain only benzene rings or biphenyls, NDA-TPE exhibits superior photothermal response behavior in the aggregated state due to the introduction of TPE units with strong photothermal effects. This result directly demonstrates that modifying NDA units with multiple tetraphenylethylene rotor groups can significantly enhance the photothermal properties of materials.

[0064] The above are merely preferred embodiments of the present invention, but the scope of protection of the present invention is not limited thereto. Any variations or substitutions that can be easily conceived by those skilled in the art within the scope of the technology disclosed in the present invention should be included within the scope of protection of the present invention.

Claims

1. A method for preparing a near-infrared II region aggregation-induced emission material, characterized in that, Includes the following steps: In a nitrogen protective atmosphere, sodium hydride, aryl acetonitrile compounds and carbon disulfide were added sequentially to DMF under ice bath conditions, stirred until homogeneous, and then heated. The matrix unit was added to the obtained reaction system, and the reaction was stirred. Then, the reaction was quenched, extracted, concentrated and purified by column chromatography to obtain the near-infrared II region aggregation-induced emission material.

2. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 1, characterized in that, The molar ratio of sodium hydride, aryl acetonitrile compound, carbon disulfide and matrix unit is 5.24:2.62:3.93:0.

262.

3. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 1, characterized in that, The aryl acetonitrile compounds are selected from phenylacetonitrile, 4-biphenylacetonitrile, or 4-nitrophenylacetonitrile.

4. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 1, characterized in that, The matrix unit is 4,5,9,10-tetrabromo-2,7-bis(2-octyldodecyl)benzo[lmn][3,8]phenanthroline-1,3,6,8(2H,7H)-tetraone.

5. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 1, characterized in that, After the stirring reaction, the process further includes reducing compound 1 in the presence of iron powder and ammonium chloride in a mixed solvent of ethanol / tetrahydrofuran to obtain compound 2; then dissolving compound 2, 1-(4-bromophenyl)triphenylethylene, sodium tert-butoxide, 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene and tris(dibenzylideneacetone)dipalladium in toluene and refluxing the mixture.

6. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 5, characterized in that, The molar ratio of compound 1, iron powder, and ammonium chloride is 0.5:10:

1.

7. The method for preparing a near-infrared II region aggregation-induced emission material according to claim 5, characterized in that, The conditions for the reduction reaction are: reaction at 80°C for 2 hours; and / or, The molar ratio of compound 2, 1-(4-bromophenyl)triphenylethylene, sodium tert-butoxide, 4,5-bis(diphenylphosphine)-9,9-dimethyloxanthracene, and tris(dibenzylideneacetone)dipalladium is 0.08:0.40:0.56:0.02:0.01; and / or, The reflux reaction conditions are: reflux at 120°C for 12 hours.

8. A near-infrared II region aggregation-induced emission material, characterized in that, It is prepared by the preparation method according to any one of claims 1-7.

9. A near-infrared II region aggregation-induced emission material according to claim 8, characterized in that, The structural formula of the near-infrared II region aggregation-induced emission material is as follows: , or .

10. The application of the near-infrared II aggregation-induced emission material as described in claim 8 or 9 in the preparation of photothermal agents for photothermal therapy.

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