A kind of gold (ⅲ) complex-perylene diimide derivative and its prepared fluorescence sensor tube and tube type fluorescence sensor

A perylene diimide and fluorescent sensor technology, which is applied in the field of small molecule fluorescent sensing materials, can solve the problem of unreasonable distribution of the gas flow field of the substance to be detected, the large volume of the gas chamber of the laminated fluorescent sensor, and the reduction of the luminous efficiency of the material and other issues, to achieve excellent photothermal stability, sensing selectivity and sensitivity improvement, and high sensitivity

Active Publication Date: 2022-07-12
SHAANXI NORMAL UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

However, due to the strong intermolecular stacking effect of perylene diimide, its derivatives are prone to H-aggregation, resulting in a decrease in the luminous efficiency of the material and a decrease in solubility, which in turn affects its practical application.
[0005] Although the laminated fluorescent sensor has the advantages of small size, high signal-to-noise ratio, easy arraying, and can be used for rapid detection of some important chemical substances, the laminated fluorescent sensor also has a large gas chamber volume, and the gas flow of the substance to be detected cannot be detected. Therefore, it is necessary to develop a new type of thin-film fluorescence sensor that has the advantages of high signal-to-noise ratio, small size, high sensitivity, and more reasonable gas flow field.

Method used

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  • A kind of gold (ⅲ) complex-perylene diimide derivative and its prepared fluorescence sensor tube and tube type fluorescence sensor
  • A kind of gold (ⅲ) complex-perylene diimide derivative and its prepared fluorescence sensor tube and tube type fluorescence sensor
  • A kind of gold (ⅲ) complex-perylene diimide derivative and its prepared fluorescence sensor tube and tube type fluorescence sensor

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0100] Synthesis of Gold(III) Complex-Perylene Diimide Derivatives (In this Example, n=4)

[0101] The raw materials are selected from p-bromoaniline and 2,6-di(tert-butyl)phenylpyridine.

[0102] 1) Synthesis of compound 1-1

[0103]Weigh 1.43g of 2,6-di(tert-butyl)phenylpyridine and 2.65g of mercuric acetate into a 100mL two-necked flask, add 40mL of ethanol, reflux at 85°C for 24 hours, and then add lithium chloride-methanol solution (0.60g Lithium chloride was dissolved in 10 mL of methanol), reacted at 60 ° C for half an hour, and then added 40 mL of deionized water to precipitate the precipitate, filtered and washed with deionized water, and the obtained white solid a was dried under vacuum at 50 ° C for later use; Weigh 308 mg of the white solid a and 246mg potassium chloroaurate in a 100mL two-necked bottle. Under nitrogen protection, 45 mL of acetonitrile was added to the reaction system, heated to 80° C., stirred for 24 hours, cooled to room temperature, and spin-d...

Embodiment 2

[0122] Synthesis of Gold(III) Complex-Perylene Diimide Derivatives (In this Example, n=0)

[0123] The raw materials are selected from p-bromoaniline and 2,6-diphenylpyridine.

[0124] 1) Synthesis of compound 1-2

[0125] Weigh 1.60g of 2,6-diphenylpyridine and 4.4g of mercuric acetate into a 100mL two-necked flask, add 40mL of ethanol and reflux at 85°C for 24 hours, then add lithium chloride-methanol solution (1.0g of lithium chloride is dissolved in 20mL of methanol), react at 60°C for half an hour, add 60mL of deionized water to separate out the precipitate, filter and wash with deionized water, the obtained white solid a is dried at 50°C under vacuum for later use; 308mg of white solid a and 246mg of gold chloride are weighed Potassium acid in a 100mL two-necked bottle. Under nitrogen protection, 45 mL of acetonitrile was added to the reaction system, heated to 80° C., stirred for 24 hours, cooled to room temperature, and spin-dried. Using dichloromethane: petroleum e...

Embodiment 3

[0143] Synthesis of Gold(III) Complex-Perylene Diimide Derivatives (In this Example, n=4)

[0144] The raw materials are m-bromoaniline and 2,6-di(tert-butyl)phenylpyridine.

[0145] 1) Synthesis of compound 1-1

[0146] Weigh 1.43g of 2,6-di(tert-butyl)phenylpyridine and 2.65g of mercuric acetate into a 100mL two-necked flask, add 40mL of ethanol, reflux at 85°C for 24 hours, and then add lithium chloride-methanol solution (0.60g Lithium chloride was dissolved in 10 mL of methanol), reacted at 60 ° C for half an hour, and then added 40 mL of deionized water to precipitate the precipitate, filtered and washed with deionized water, and the obtained white solid a was dried under vacuum at 50 ° C for later use; Weigh 308 mg of the white solid a and 246mg potassium chloroaurate in a 100mL two-necked bottle. Under nitrogen protection, 45 mL of acetonitrile was added to the reaction system, heated to 80° C., stirred for 24 hours, cooled to room temperature, and spin-dried. A yell...

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Abstract

The invention provides a gold(III) complex-perylene diimide derivative and a fluorescence sensing tube and tube-type fluorescence sensor prepared therefrom. The alkyne-based (III) structure is introduced into the perylene diimide anhydride site modified by the curved position, and the non-planarity of the formed structure effectively suppresses the strong intermolecular stacking effect of the perylene diimide and avoids aggregation-induced fluorescence quenching. The cyclometalated Au(III) complex and the perylene diimide can also form an ideal energy donor-acceptor pair, thereby effectively broadening the surface of the system. The Stokes displacement is observed, which lays the foundation for the structural optimization of the sensor to be built. The gold(III) complex-perylene diimide derivative has good fluorescence properties, and the tubular fluorescence sensor has high sensitivity.

Description

technical field [0001] The invention belongs to the technical field of small molecule fluorescent sensing materials, in particular to a gold (III) complex-perylene diimide derivative and a fluorescent sensing tube and a tube-type fluorescent sensor prepared therefrom. Background technique [0002] The diverse needs of residents for interior decoration have led to more and more furniture that only pays attention to aesthetics and does not pay attention to environmental protection and health. The increasingly serious indoor air pollution will not only cause environmental pollution, but also threaten human health. As the source of disease, formaldehyde is the number one invisible killer indoors that endangers public health, and it is also one of the indicators of public health standards in my country. Formaldehyde, also known as formaldehyde, is a colorless gas, but it has a certain pungent odor and can enter the human body through the respiratory tract. Because formaldehyde h...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07F1/12C09K11/06G01N21/64
CPCC07F1/12C09K11/06G01N21/643C09K2211/188
Inventor 房喻张晶刘太宏刘科文瑞娟
Owner SHAANXI NORMAL UNIV
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