Application of a Class of Fluorescent Compounds with Aggregation-Induced Luminescent Properties in the Detection of Organic Amines

A technology for aggregation-induced luminescence and fluorescent compounds, which is applied in the field of analysis and detection, can solve the problems of long processing time of detection technology, lack of chromogenic groups, inconvenient portability, etc., and achieve excellent anti-photobleaching properties of fluorescent signals and obvious changes in fluorescence emission spectra , Good anti-photobleaching effect

Active Publication Date: 2020-08-18
SOUTH CHINA UNIV OF TECH
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0004] Among the currently commonly used detection techniques for biogenic amines, due to the lack of chromogenic groups in many food biogenic amine molecules, biogenic amines need to be derivatized. Most of the detection technologies have long processing time, cumbersome methods, expensive instruments that are not convenient to carry, and high detection costs. shortcoming

Method used

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  • Application of a Class of Fluorescent Compounds with Aggregation-Induced Luminescent Properties in the Detection of Organic Amines
  • Application of a Class of Fluorescent Compounds with Aggregation-Induced Luminescent Properties in the Detection of Organic Amines
  • Application of a Class of Fluorescent Compounds with Aggregation-Induced Luminescent Properties in the Detection of Organic Amines

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Embodiment 1

[0035] In Example 1, except compound 3 and the applied dye TPA-T-BTZ, other materials can be obtained from commercial sources.

[0036]

[0037] The preparation of embodiment 1 fluorescent compound

[0038] The reaction equation for the preparation of fluorescent compounds (TPA-T-BTZ) with aggregation-induced luminescent properties is:

[0039]

[0040] Preparation of fluorescent compound TPA-T-BTZ: Weigh 1.7g of compound 1, 0.95g of compound 2, 2g of potassium carbonate, 0.2g of bis(triphenylphosphine)palladium dichloride, add 40mL of toluene, 10mL by volume ratio 1: 1 Mix the deoxygenated ethanol aqueous solution, and prepare compound 3 by Suzuky reaction under the condition of anaerobic and reflux at 110°C; weigh 0.71g compound 3, 0.39g compound 4, add 12mL dichloromethane, 6mL absolute ethanol , 0.5mL piperidine, reacted at room temperature (25°C) for 24 hours, a black crystal precipitate was obtained, the precipitate was collected by filtration, washed with ethanol...

Embodiment 2～5

[0044] Embodiment 2~5 is that fluorescent compound is used for the detection of organic amine

Embodiment 2

[0046] The fluorescent compound TPA-T-BTZ (TPA-T-BTZ fluorescent dye) was dissolved in THF to obtain a probe solution (1×10 - 4mol / L), then add different proportions of water and THF mixed solvents to obtain different polar solvent dispersions of TPA-T-BTZ; then add n-hexylamine, the concentration of n-hexylamine in the solution is 100mmol / L, TPA-T -The concentration of BTZ in the solution is 10 μmol / L, and the volume percentage content of THF in the solvent is 20%, 40%, 50%, 60%, 80%, and 100%; react for 60 minutes, and test the fluorescence emission intensity of these solutions. The short wavelength of fluorescence emission (λ Em =485nm) and long wavelength (λ Em =645nm) intensity ratio as a variable, THF content as an independent variable, draw histogram see figure 1 . figure 1 For fluorescent compound TPA-T-BTZ and n-hexylamine reaction in embodiment 2, the fluorescent intensity ratio of solution changes with the histogram of THF content; Described fluorescent intensit...

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Abstract

The invention belongs to the technical field of analysis and detection and discloses an application of fluorescent compounds with aggregation-induced emission property in organic amine detection. Thefluorescent compounds with the aggregation-induced emission property have the structure in formula (I), and R1 is an aromatic group. The fluorescent compounds with the aggregation-induced emission property are used for detecting organic amine. The fluorescent compounds with the aggregation-induced emission property have the characteristics of operation convenience, rapidness, good selectivity, excellent photobleaching resistance of fluorescence signals and obvious fluorescence emission spectrum change when used for detection of organic amine, have actual application value and can be used for food safety detection and the like.

Description

technical field [0001] The invention belongs to the technical field of analysis and detection, and particularly relates to a class of fluorescent compounds with aggregation-induced luminescent properties for detecting organic amines. Background technique [0002] Fluorescence analysis is characterized by rapid reporting of signals in real time. Fluorescent signal acquisition is convenient and intuitive for rapid qualitative analysis. However, the traditional fluorophore will undergo self-quenching phenomenon in the aggregation state, so that there is a nonlinear relationship between the fluorescence intensity and the concentration at high concentrations. This quenching phenomenon restricts detection methods that use fluorescent signals as output signals. At the same time, common fluorescent dyes require detection under solution conditions, and in this state, fluorophores are easily affected by photobleaching effects. [0003] The discovery of aggregation-induced luminesce...

Claims

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Application Information

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Patent Type & Authority Patents(China)
IPC IPC(8): C07D417/06C09K11/06C07D417/14G01N21/64
CPCC07D417/06C07D417/14C09K11/06C09K2211/1007C09K2211/1014C09K2211/1029C09K2211/1033C09K2211/1037C09K2211/1092G01N21/6402G01N21/643
Inventor 唐本忠余佳毅张榆钲胡蓉蓉秦安军赵祖金
Owner SOUTH CHINA UNIV OF TECH
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