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Fluorescein hydrazide derivatives, preparation method of fluorescein hydrazide derivatives, modified TiO2 functional material, preparation method of modified TiO2 functional material, and sensor

A technology of fluorescein hydrazide and functional material is applied to modified TiO2 functional material, preparation method and sensor prepared by using the functional material, fluorescein hydrazide derivative and the field of preparation thereof, which can solve the problem of inconvenience of carrying and slow detection speed. , detection accuracy and low sensitivity, etc., to ensure the effect of combining performance and easy connection

Active Publication Date: 2015-01-28
ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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  • Claims
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Problems solved by technology

The above methods are all based on the determination of fluorescence intensity to quantitatively detect copper ions, which has the following problems: due to the quenching of fluorescence, the detection accuracy and sensitivity of this method are not high; large-scale detection equipment such as a fluorescence photometer is needed, and the detection speed Slow, high cost of detection equipment, and inconvenient to carry; the highest detection limit is only at the μmol / L level, and it is impossible to detect extremely trace copper ions

Method used

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  • Fluorescein hydrazide derivatives, preparation method of fluorescein hydrazide derivatives, modified TiO2 functional material, preparation method of modified TiO2 functional material, and sensor
  • Fluorescein hydrazide derivatives, preparation method of fluorescein hydrazide derivatives, modified TiO2 functional material, preparation method of modified TiO2 functional material, and sensor
  • Fluorescein hydrazide derivatives, preparation method of fluorescein hydrazide derivatives, modified TiO2 functional material, preparation method of modified TiO2 functional material, and sensor

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Embodiment 1

[0081] The fluorescein hydrazide derivative of this embodiment has a structural formula as shown in formula 5:

[0082]

[0083] The preparation method of the fluorescein hydrazide derivative of the present embodiment comprises the following steps (the synthetic route is as follows: figure 1 shown):

[0084] 1) Measure 20ml of absolute ethanol and place it in a three-necked flask, weigh 2g of fluorescein (the structural formula is shown in formula 3) into the three-necked flask, adjust the temperature to 110°C and reflux to dissolve the fluorescein. After the pigment dissolves, slowly add hydrazine hydrate, the molar ratio of fluorescein to hydrazine hydrate is 1:30, then magnetically stir and reflux for 3 hours, use thin-layer chromatography to detect whether the reaction is complete, and when the reaction is complete, recrystallize and purify to obtain fluorescein Hydrazide (structural formula shown in formula 4);

[0085]2) Take 0.6g of fluorescein hydrazide and potass...

Embodiment 2

[0088] The modified TiO of this embodiment 2 Functional materials, including TiO 2 nanoparticles, the TiO 2 A group A-1 with the structural formula shown in Formula 7 is attached to the surface of the nanoparticle:

[0089]

[0090] The compound A-1 is prepared by reacting 3-aminopropyltrimethoxysilane with the fluorescein hydrazide derivative obtained in Example 1. The terminal amino group of 3-aminopropyltrimethoxysilane condenses with the carboxyl group of the fluorescein hydrazide derivative obtained in Example 1 to form an amide bond.

[0091] The modified TiO of this embodiment 2 The preparation method of functional material comprises the following steps (synthetic route such as figure 2 shown):

[0092] a) 1g of TiO 2 Disperse the nanoparticles in 5ml of dichloromethane, then add 0.3ml of 3-aminopropyltrimethoxysilane, stir, and at the same time heat from room temperature to 50°C within 90min, keep stirring for 30min, and then distill off the dichloride under ...

Embodiment 3

[0104] The sensor of the present embodiment is that the fluorescein hydrazide derivative obtained in embodiment 2 is modified TiO 2 Functional materials (nanoparticles) were spin-coated onto gold electrodes.

[0105] The sensor of this embodiment detects Cu 2+ The application of aspect, specifically: adopt described sensor, detect Cu with AC impedance method 2+ .

[0106] Fluorescein hydrazide derivative modified TiO obtained in embodiment 2 2 Functional materials combined with Cu 2+ The schematic diagram of the reaction principle is as Figure 6 shown.

[0107] The sensor obtained in this embodiment detects Cu 2+ effect is tested. The test content includes electrochemical signal test, minimum detection limit test and selectivity test.

[0108] The instrument used for the electrochemical test is an electrochemical workstation 660D (Shanghai Chenhua), the test method is AC impedance method (EIS), and the electrolyte is 5mM K 3 [Fe(CN) 6 ] / K 4 [Fe(CN) 6 ] (1:1) in PB...

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Abstract

The invention discloses fluorescein hydrazide derivatives, a preparation method of the fluorescein hydrazide derivatives, a modified TiO2 functional material, a preparation method of the modified TiO2 functional material, and a sensor. The structural formula of the fluorescein hydrazide derivatives is represented by the formula 1, wherein in the formula the R represents CnH2n and n is an integer in a range of 1 to 5. The provided fluorescein derivatives are a novel fluorescent molecular probe. Compared to the conventional fluorescein hydrazide, whose phenyl ring is provided with a hydroxyl group, the hydrogen atoms in the hydroxyl group of the provided fluorescein hydrazide derivatives are replaced by carbon chains with a carboxyl end group, and thus the phenyl ring of the derivatives is connected to groups with a carboxyl end group. The carboxyl end groups can be connected to a semiconductor material through amino siloxane groups so as to obtain a functional material, and the functional material can be used to carry out quantitative detections on bivalent copper ions through an electrochemical method. At the same time, during the preparation process of the functional material and the process of connection between the carboxyl end groups and the semiconductor material, the structures in the derivatives for combining copper ions are not influenced, and thus the combining performance between the derivatives and the copper ions is guaranteed.

Description

technical field [0001] The technical field of fluorescence sensor of the present invention, specifically relates to a kind of fluorescein hydrazide derivative and its preparation method, also relates to a kind of modified TiO 2 Functional material, preparation method and sensor prepared by using the functional material. Background technique [0002] Copper is an essential trace heavy metal element and essential nutrient in living organisms. Its content in cells is second only to zinc and iron, and it plays an important role in the basic physiological processes of various organisms. The content of copper ions in the organism is very small, but the lack of copper can lead to the disorder of the growth and metabolism of the organism, and the excessive content of copper ions will also have a huge toxic effect on the organism, so a fast, sensitive and simple copper ion is sought Detection methods are of great significance in biological research and medical diagnosis. Currently,...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D491/107G01N27/30G01N27/26
CPCC07D491/107G01N27/26G01N27/30
Inventor 张治红康萌萌王明花王培远张园厂彭东来闫福丰
Owner ZHENGZHOU UNIVERSITY OF LIGHT INDUSTRY
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