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Dendritic fluorescent chemical sensor, and its preparation method and application

A chemical sensor, dendritic technology, applied in the field of fluorescent chemical sensor and preparation, to achieve the effects of fast sensing, easy control of reaction conditions, and simple synthesis method

Inactive Publication Date: 2011-10-26
UNIV OF JINAN
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

At present, no patents and papers have been reported on the use of synthetic fluorescent chemical sensors to identify palladium ions

Method used

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  • Dendritic fluorescent chemical sensor, and its preparation method and application
  • Dendritic fluorescent chemical sensor, and its preparation method and application
  • Dendritic fluorescent chemical sensor, and its preparation method and application

Examples

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Effect test

Embodiment 1

[0020] ①Synthesis of rhodamine B hydrazide [RBH]: Add 2.4g rhodamine B to a 100mL round bottom flask, dissolve it completely with 50mL absolute ethanol, pipette 6.0mL of 85% hydrazine hydrate, and add it dropwise to the round bottom In the flask, shake vigorously at room temperature. The mixture was heated and stirred under reflux for 2 h, the solvent ethanol was evaporated, cooled to room temperature, and allowed to stand for 30 min, and then dissolved in 50 mL of 1 mol·L -1 HCl was dissolved in the mixture to obtain a dark red clear solution, and about 70mL of 1mol·L -1 NaOH, until the pH of the solution is about 7, shake, stand still, a brick red precipitate precipitates, filter under reduced pressure, wash with distilled water 10 times, and dry to obtain rhodamine B hydrazide. Stored in a desiccator for later use, the yield is 75%.

[0021] ② Synthesis of tetragonal aldehyde-based compounds: Dissolve hydrazine hydrate [2.9mL, 85%, 0.05mol] in 10mL ethanol, stir well in a...

Embodiment 2

[0024] ①Synthesis of rhodamine B hydrazide [RBH]: Add 2.4g of rhodamine B into a 100mL round bottom flask and completely dissolve it in 40mL of absolute ethanol. Pipette 6.0 mL of 85% hydrazine hydrate, add it dropwise into a round bottom flask, and vibrate vigorously at room temperature. The mixture was heated and stirred at reflux for 2h. The solvent ethanol was evaporated, cooled to room temperature, and allowed to stand for 30 min. Use 50mL 1mol·L -1 HCl was dissolved in the mixture to give a dark red clear solution. Then slowly add about 70mL 1mol·L -1NaOH, until the pH of the solution is about 7, shake, stand still, a brick red precipitate precipitates, filter under reduced pressure, wash with distilled water 10 times, and dry to obtain rhodamine B hydrazide. Stored in a desiccator for later use, the yield is 75%.

[0025] ②Synthesis of tetragonal aldehyde-based compounds: Dissolve hydrazine hydrate [2.9mL, 85%, 0.05mol] in 10mL ethanol, stir well in a three-necked ...

Embodiment 3

[0028] ①Synthesis of tetragonal aldehyde-based compounds: Dissolve hydrazine hydrate [2.9mL, 85%, 0.05mol] in 10mL ethanol, stir well in a three-necked flask, add 28g [0.23mol) p-hydroxybenzaldehyde and dissolve it in 100mL ethanol After the addition, the two were mixed evenly, refluxed at 100°C for 1.2h, cooled and filtered, and the crude product was recrystallized with absolute ethanol to obtain a light yellow product of tetragonal aldehyde compound with a yield of 75%.

[0029] ②Synthesis of dendritic fluorescent chemical sensor: Under the protection of argon, take 0.4g [0.08mol] tetragonal aldehyde compound and dissolve it in 30mL ethanol in a three-necked flask, and add 1.72g [0.36mol] rhodamine dropwise at constant pressure under stirring. B hydrazide [synthesized in Example 1] was dissolved in 100 mL of ethanol solution, after the dropwise addition was completed, 1.3 mL of glacial acetic acid was added, stirred evenly, refluxed at 90°C for 22 hours, evaporated to dryness...

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Abstract

The invention discloses a dendritic fluorescent chemical sensor, and its preparation method and application, and also discloses a method for identifying and detecting Pd <2+> through the dendritic fluorescent chemical sensor. The invention belongs to the field of organic synthesis and analytical chemistry. The dendritic fluorescent chemical sensor is characterized in that rhodamine B hydrazide as a fluorescent active site is introduced into a dendritic compound to form a novel compound, wherein a structural formula of the novel compound is shown in the patent specification. The preparation method of the dendritic fluorescent chemical sensor comprises the following steps of in an argon atmosphere, putting an aldehyde compound with a quadrilateral molecular configuration into a reactor, adding ethanol into the aldehyde compound to make the compound dissolve, adding dropwisely rhodamine B hydrazide-ethanol solution into the aldehyde compound-ethanol solution with stirring under a constant pressure, wherein a mol ratio of the added aldehyde compound to the added rhodamine B hydrazide is 1: (4.2 to 4.5), when a adding process of the rhodamine B hydrazide-ethanol solution is finished, adding 1.0 to 2.0% by volume of glacial acetic acid into the mixed solution in the reactor, stirring well, carrying out a reflux reaction at a temperature of 100 DEG C for 18 to 22 hours, evaporating the resulting products to remove a solvent and collect residue, washing the residue 3 to 5 times by ethanol, and drying in a vacuum to obtain a dendritic fluorescent chemical sensor product which is a pale pink solid. The dendritic fluorescent chemical sensor prepared by the preparation method has four fluorescent active groups thus a sensing speed and a sensing sensitivity of the dendritic fluorescent chemical sensor is 4 times as high as a sensing speed and a sensing sensitivity of a small molecule. The dendritic fluorescent chemical sensor does not contain toxic solvents.

Description

technical field [0001] The invention belongs to the field of organic synthesis and analytical chemistry, in particular to a fluorescent chemical sensor, a preparation method and an application. Background technique [0002] Chemical sensors, which use optical or electronically conductive elements as recognition units, have been widely used in analytical techniques to detect specific substances. Among many sensors, fluorescent chemical sensors have attracted people's attention due to their high sensitivity and convenient use, and have been developed rapidly in recent years. Fluorescent chemical sensor technology plays a very important role in the detection of agricultural, industrial and biological environmental parameters. It is an important field in modern information science and technology, and it is the main means of capturing information. Palladium has irreplaceable catalytic activity and selectivity, and has been widely used in modern industry, and its impact on the en...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D519/00G01N21/76
Inventor 李慧芝庄海燕解文秀罗川南
Owner UNIV OF JINAN
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