Triphenylene eutectic and application thereof

Abstract

The invention discloses a triphenylene eutectic material and an application thereof. The triphenylene eutectic material is a triphenylene F4TCNQ eutectic. The triphenylene eutectic material can generate a photo-thermal phenomenon under the excitation of infrared light, is obvious in response to laser with different powers, is high in heating rate, can visualize an area with a high temperature through a photo-thermal effect, and can be excited in an infrared band. The method can be applied to the fields of photo-thermal imaging, radioactive imaging, biological tissue depth imaging, photo-thermal treatment and the like, and a new thought and method are provided for research in the fields of photo-thermal diagnosis and treatment.

Description

Technical Field

[0001] The invention relates to a triphenylene eutectic and application thereof, belonging to the technical field of organic eutectic. Background Art

[0002] The photothermal effect refers to the phenomenon that materials generate heat energy when excited by light. It is an interaction between photons and matter. When photons are incident on the surface of a material, they collide and interact with the electrons inside the material. During these interactions, the energy of the photons will be absorbed by the material and converted into thermal kinetic energy of the molecules or atoms of the material, thereby causing the temperature of the material to rise. In photothermal imaging technology, the sample is excited by pulsed pump light to produce a photothermal effect, causing the sample temperature to change. Photothermal imaging and the thermal imaging technology therein are an important non-contact detection technology with broad application prospects and important value in the biomedical field.

[0003] At present, the use of photothermal and photothermal imaging technology to achieve diagnosis and treatment has been applied in the medical field, and photothermal therapy has become a hot topic of research. However, many photothermal agents have low temperature rise and slow heating rate, which results in low resolution of photothermal imaging. In addition, some photothermal agents have short excitation wavelengths, resulting in shallow penetration depth of excitation light in biological tissues, which is not conducive to the diagnosis and treatment of photothermal agents. Therefore, there is a need for a photothermal response material with high temperature rise, fast heating rate, and visual photothermal under infrared light excitation. Summary of the invention

[0004] Purpose of the invention: The purpose of the present invention is to provide a triphenylene eutectic material and its application.

[0005] Technical solution: The present invention provides a triphenylene eutectic material, wherein the triphenylene eutectic material is a triphenylene-F4TCNQ eutectic.

[0006] The present invention also provides a method for preparing the above-mentioned triphenylene eutectic material. The eutectic material is prepared by dissolving F4TCNQ and triphenylene in organic solvents respectively, mixing the two solvents and then volatilizing the solvents.

[0007] Furthermore, the organic solvent is acetonitrile.

[0008] Furthermore, the mixing ratio of the two solvents is 1:1.

[0009] The present invention also provides the use of the triphenylene eutectic material in the preparation of a photothermal imaging agent.

[0010] The present invention also provides application of the triphenylene eutectic material in preparing radioactive imaging agents.

[0011] The present invention also provides the use of the triphenylene eutectic material in preparing a biological tissue depth imaging agent.

[0012] The present invention also provides the use of the above-mentioned triphenylene eutectic material in the preparation of photothermal therapy agents.

[0013] Beneficial effects: Compared with the prior art, the present invention has the following outstanding advantages: the triphenylene eutectic material disclosed in the present invention can produce photothermal phenomenon under infrared light excitation, and has obvious response to lasers of different powers, fast heating rate, and high heating rate. In addition, it can visualize the area with higher temperature through photothermal effect, and can also be excited in the infrared band. It can be applied to photothermal imaging, radioactive imaging, biological tissue depth imaging and photothermal therapy, and provide new ideas and methods for research in the field of photothermal diagnosis and treatment. BRIEF DESCRIPTION OF THE DRAWINGS

[0014] Figure 1 Absorption spectra of monomer and triphenylene-F4TCNQ eutectic solid.

[0015] Figure 2 The photothermal spectra of triphenylene-F4TCNQ eutectic at different laser powers of 808nm laser.

[0016] Figure 3 Photothermal spectra of triphenylene-F4TCNQ eutectic at different powers of 1064nm laser.

[0017] Figure 4 The triphenylene-F4TCNQ eutectic was at 1064nm (0.42W / cm 2 ) and 808nm laser (1.4W / cm 2 )Photothermal imaging image under laser. DETAILED DESCRIPTION

[0018] The technical solution of the present invention is further described below in conjunction with the accompanying drawings.

[0019] Example 1. Synthesis of triphenylene eutectic material

[0020] Triphenylene and F4TCNQ were prepared with acetonitrile at a concentration of 2 mM, respectively, and the two solvents were mixed in equal proportions to prepare organic cocrystals by a slow volatilization method.

[0021] The synthetic route is as follows:

[0022]

[0023] Example 2 Eutectic Absorption Spectrum Test Experiment

[0024] Weigh 40 mg of triphenylene, F4TCNQ, and triphenylene-F4TCNQ cocrystal, and place them on the sample holder of the UV-visible absorption spectrum, and set the absorption spectrum collection band to 200-2500 nm. Figure 1 .

[0025] from Figure 1 It can be seen that the absorbance of triphenylene and F4TCNQ at 200-2500nm is weak, the absorbance of triphenylene-F4TCNQ eutectic before 1500nm is strong, and the absorbance of triphenylene-F4TCNQ eutectic at 808nm and 1064nm is about 5 times that of triphenylene and F4TCNQ, which indicates that the absorption efficiency of triphenylene-F4TCNQ eutectic to 808nm and 1064nm laser is stronger than that of triphenylene and F4TCNQ. This shows that triphenylene-F4TCNQ eutectic can produce photothermal effect under illumination conditions.

[0026] Example 3 Photothermal test experiment of eutectic under 808nm infrared light excitation with different powers

[0027] Weigh 40 mg of triphenylene-F4TCNQ eutectic and place it on a glass slide. Irradiate the triphenylene-F4TCNQ eutectic with 808 nm laser and adjust the laser power to 0.5 mW / cm 2 、0.8mW / cm 2 , 1.4mW / cm 2 、1.8mW / cm 2 Then the eutectic is measured at a power of 0.5mW / cm 2 、0.8mW / cm 2 , 1.4mW / cm 2 , 1.8mW / cm 2 The temperature when cycled on and off. The results are shown in Figure 2 .

[0028] in, Figure 2 (a) Organic eutectic at 1.8 mW / cm 2 The temperature change of periodic opening and closing. It can be seen from the figure that at this power, the temperature of the eutectic can rise to 156℃. (b) is the organic eutectic at 1.4mW / cm 2 The temperature change of periodic opening and closing. It can be seen from the figure that at this power, the temperature of the eutectic can rise to 115℃. (c) is the organic eutectic at 0.8mW / cm 2 The temperature change of periodic opening and closing. It can be seen from the figure that at this power, the temperature of the eutectic can rise to about 78°C. (d) is the organic eutectic at 0.5mW / cm 2The temperature changes of periodic opening and closing. It can be seen from the figure that at this power, the temperature of the eutectic can rise to 60℃.

[0029] From the above results, it can be seen that the eutectic has the ability of fast heating rate and high heat generation temperature, which helps to quickly eliminate tumor tissue. In addition, we can find that the degree of temperature rise does not change much in the periodic test of the eutectic under different power irradiation, indicating that the eutectic can still maintain stable existence at the above temperature.

[0030] Example 4 Photothermal test experiment of eutectic under 1064nm infrared light excitation with different powers

[0031] Weigh 40 mg of triphenylene-F4TCNQ eutectic and place it on a glass slide. Irradiate the triphenylene-F4TCNQ eutectic with a 1064 nm laser and adjust the laser power to 0.16 mW / cm 2 , 0.25mW / cm 2 , 0.32mW / cm 2 , 0.42mW / cm 2 , 0.6mW / cm 2 Then the eutectic is measured at a power of 0.16mW / cm 2 , 0.25mW / cm 2 , 0.32mW / cm 2 , 0.42mW / cm 2 , 0.6mW / cm 2 The temperature when the cycle is turned on and off. Figure 3 .

[0032] in, Figure 3 The different colored curves in the figure represent the eutectic temperature at different laser powers. 2 Under high power, the temperature of the eutectic can be raised to 154°C.

[0033] The above results show that the eutectic has the characteristics of fast heating rate and high temperature rise, which is helpful for the rapid elimination of tumor tissue, and the excitation of infrared band (1064nm) laser is helpful for the deep imaging of biological tissue. In addition, we can find that the degree of temperature rise does not change much in the periodic test of the eutectic under different power irradiation, indicating that the organic eutectic can still maintain stable existence at this temperature.

[0034] Example 5 Photothermal imaging experiment of eutectic under different excitation light

[0035] Weigh 40 mg of triphenylene-F4TCNQ eutectic and place it on a glass slide. Irradiate the triphenylene-F4TCNQ eutectic with 808 nm or 1064 nm laser and adjust the laser power to 1.4 W / cm2 and 0.42mW / cm 2 Then the photothermal image of the eutectic during the heating process was observed. Figure 4 .

[0036] in, Figure 4 (a) Under 1064nm laser (0.42mW / cm 2 ) at different time points. It can be seen from the figure that at this power, the temperature of the eutectic can quickly rise to 106°C. (b) is the thermal image of the organic eutectic under 808nm laser (1.4mW / cm 2 ) at different time points under irradiation. It can be seen from the figure that at this power, the temperature of the eutectic can quickly rise to 111°C.

[0037] The above results show that the eutectic can be used for photothermal imaging, and the heat generation efficiency of the organic eutectic is higher under 1064nm laser irradiation. Compared with 808nm laser, 1064nm laser can heat up to the highest temperature in a short time at a lower power, which is helpful for photothermal imaging of biological tissues and rapid ablation of tumor tissues.

[0038] As described above, although the present invention has been shown and described with reference to specific preferred embodiments, it should not be construed as limiting the present invention itself. Various changes in form and details may be made without departing from the spirit and scope of the present invention as defined in the appended claims.

Claims

1. A triphenylene eutectic material, characterized in that: The triphenylene eutectic material is triphenylene-F4TCNQ eutectic.

2. The method for preparing the triphenylene eutectic material according to claim 1, characterized in that: The eutectic material is prepared by dissolving F4TCNQ and triphenylene in organic solvents respectively, mixing the two solvents and then volatilizing the solvents.

3. The preparation method according to claim 2, characterized in that: The organic solvent is acetonitrile.

4. The preparation method according to claim 2, characterized in that: The mixing ratio of the two solvents is 1:

1.

5. Use of the triphenylene eutectic material described in claim 1 in the preparation of photothermal imaging agents.

6. Use of the triphenylene eutectic material described in claim 1 in the preparation of radioactive imaging agents.

7. Use of the triphenylene eutectic material described in claim 1 in the preparation of biological tissue depth imaging agents.

8. Use of the triphenylene eutectic material described in claim 1 in the preparation of photothermal therapy agents.

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