Organic compound, scintillator material and preparation method and application thereof

A technology of organic compounds and scintillator materials, applied in the direction of organic chemistry, chemical instruments and methods, luminescent materials, etc., can solve the problems of restricting wide application, and achieve the effect of improving utilization rate, improving luminous performance and luminescent stability

Active Publication Date: 2021-01-05
NANJING TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, the materials provided by the above methods do not make full use of triplet excitons, and there are still many deficiencies in luminescence performance and luminescence stability, which limit their wide application in the fields of biology, medicine, imaging, etc.

Method used

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  • Organic compound, scintillator material and preparation method and application thereof
  • Organic compound, scintillator material and preparation method and application thereof
  • Organic compound, scintillator material and preparation method and application thereof

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0090] An organic compound M001, the structural formula is as follows:

[0091]

[0092] The preparation method of this organic compound M001 comprises the steps:

[0093] (1)

[0094] Weigh 5 g of carbazole, add it to 40 mL of dry tetrahydrofuran, add 20.5 mL of n-hexane solution with a concentration of 1.6 mol / L n-butyllithium dropwise in an ice bath, and react at room temperature for 2 hours to obtain a mixed solution; Add 10 mL of a tetrahydrofuran solution of trichlorotriazine with a concentration of 0.44 mol / L dropwise into the solution, and react at 35° C. for 12 hours. After the reaction, filter with suction to obtain a solid crude product, wash the solid crude product with ice acetone, and obtain White solid CzDClT.

[0095] (2)

[0096] Slowly add 15 mL of a tetrahydrofuran solution of o-iodophenol with a concentration of 0.67 mol / L to 4.66 mL of an aqueous sodium hydroxide solution with a concentration of 3 mol / L, stir and react at room temperature for 1 h...

Embodiment 2

[0102] A kind of organic compound M002, structural formula is as follows:

[0103]

[0104] The difference between the preparation method of the organic compound M002 and Example 1 is that the o-iodophenol in step (2) is replaced with an equimolar amount of m-iodophenol, and the amounts of other components and experimental conditions are the same as in Example 1.

[0105] The organic compound M002 is characterized as follows:

[0106] 1 H NMR (400MHz, CDCl 3 ): δ8.72 (dd, 4H), 8.09-8.00 (m, 5H), 7.58 (td, 1H), 7.47–7.35 (m, 9H), 7.22 (td, 1H).

[0107] 13 C NMR (101MHz, CDCl 3 ): δ171.35, 165.63, 153.10, 140.07, 138.86, 130.14, 128.03, 127.08, 126.76, 123.74, 119.74, 118.02, 91.51.

[0108] The organic compound obtained in this embodiment is detected by the same detection method as in Example 1, and the obtained organic compound M002 has an ultraviolet excitation emission spectrum, an X-ray excitation emission spectrum, and an emission spectrum under different doses of...

Embodiment 3

[0110] A kind of organic compound M003, structural formula is as follows:

[0111]

[0112] The difference between the preparation method of the organic compound M003 and Example 1 is that the o-iodophenol in step (2) is replaced by an equimolar amount of p-iodophenol, and the amounts of other components and experimental conditions are the same as in Example 1.

[0113] The organic compound M003 is characterized as follows:

[0114] 1 H NMR (400MHz, CDCl 3 ):δ8.70(dd,J=6.4,2.9Hz,4H),8.06–7.99(m,4H),7.93–7.88(m,2H),7.44–7.37(m,8H),7.20–7.14(m ,2H).

[0115] 13 C NMR (101MHz, CDCl 3 ): δ171.89, 165.54, 152.52, 139.20, 138.79, 127.13, 126.76, 124.87, 123.82, 119.78, 117.98, 90.36.

[0116] The organic compound M003 obtained in this example was detected by the detection method described in Example 1, and the ultraviolet excitation emission spectrum, X-ray excitation emission spectrum, and emission spectrum under different doses of X-ray excitation of the organic compound ...

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PUM

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Abstract

The present invention provides an organic compound, a scintillator material, a preparation method and an application thereof, the organic compound has a structure represented by a formula I, halogen heavy atoms and chromophores with different conjugate lengths are introduced to a mother nucleus structure, the absorption rate of high-energy rays and the utilization rate of triplet excitons are improved, and the material has the advantages of low raw material cost, few synthesis steps, low biotoxicity, high quantum yield, high luminous efficiency and the like; when the organic compound is applied to the field of high-energy ray imaging as a scintillator material, the organic compound has the advantages of long light-emitting life, high light-emitting efficiency and the like; when applied tothe field of photodynamic therapy, the material can generate singlet oxygen, realizes nondestructive testing, and has a huge commercial application prospect.

Description

technical field [0001] The invention belongs to the technical field of organic materials, and in particular relates to an organic compound, a scintillator material and a preparation method and application thereof. Background technique [0002] In recent years, organic optoelectronic functional materials with long-lived excited states have been favored in the fields of bioimaging, solar cells, photocatalysis, etc. Among them, scintillator materials are a class of advanced functional materials with long-lived excited states. After the material is excited by light, the scintillator material can continue to emit light for several seconds or even several days, so it is widely used in medical diagnosis, national defense industry, radiation safety detection and other fields. [0003] At present, scintillator light-emitting materials are mainly inorganic materials, such as inorganic compounds doped with lanthanide rare earth elements. These materials capture charges through impuriti...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D403/14C09K11/06A61K41/00A61P35/00G01N23/04
CPCC07D403/14C09K11/06A61K41/0057A61P35/00G01N23/04C09K2211/1029C09K2211/1059C09K2211/1007
Inventor 安众福王晓史慧芳黄维
Owner NANJING TECH UNIV
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