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Preparation method for tetrakis(hydroxyphenyl)zirconium porphyrin-AIE fluorescent molecular composite photosensitive sensing material

A technology of fluorescent molecules and sensing materials, which is applied in the field of preparation of tetrazirconium porphyrin-AIE fluorescent molecular composite photosensitive sensing materials, to achieve the effect of increasing active sites, increasing sensitivity, and improving sensitivity

Pending Publication Date: 2020-02-07
ZHEJIANG SCI-TECH UNIV
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

However, there are related reports in the prior art, so it is necessary to conduct in-depth research in this direction

Method used

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Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0027] 1) Preparation of four (p-hydroxyphenyl) porphyrins

[0028] Dissolve 0.5mol of p-hydroxybenzaldehyde in 200ml of n-propionic acid, heat to boiling, and add dropwise 0.5mol of newly steamed pyrrole. Heating to reflux was continued for 10 minutes. Stop heating, add about equal volume of ethanol, shake well, let it cool at room temperature, and then put it in the refrigerator for 2-3 hours to precipitate blue crystals, wash it three times with 1:1 propionic acid / ethanol, and then wash it several times with chloroform , drained. The obtained product was dried in an oven at 120° C. for 1 hour.

[0029] 2) Preparation of tetrakis(p-hydroxyphenyl)zirconium porphyrin

[0030] Under vigorous stirring, 120 mg of tetrakis(p-hydroxyphenyl)porphyrin and 40 mg of zirconium chloride powder were dissolved in 50 ml of N,N-diethylformamide, and the mixture was further stirred at room temperature for 30 min. After stirring, the mixed solution was subjected to ultrasonic treatment for...

Embodiment 2

[0034] 1) Preparation of four (p-hydroxyphenyl) porphyrins

[0035] Dissolve 1.0 mol of p-hydroxybenzaldehyde in 300 ml of n-propionic acid, heat to boiling, and add dropwise 1.0 mol of newly steamed pyrrole. Heating to reflux was continued for 20 minutes. Stop heating, add about equal volume of ethanol, shake well, let it cool at room temperature, and then put it in the refrigerator for 2-3 hours to precipitate blue crystals, wash it three times with 1:1 propionic acid / ethanol, and then wash it several times with chloroform , drained. The obtained product was dried in an oven at 150° C. for 1.5 hours.

[0036] 2) Preparation of tetrakis(p-hydroxyphenyl)zirconium porphyrin

[0037] Under vigorous stirring, 150 mg of tetrakis(p-hydroxyphenyl)porphyrin and 50 mg of zirconium chloride powder were dissolved in 60 ml of N,N-diethylformamide, and the mixture was further stirred at room temperature for 40 min. After stirring, the mixed solution was ultrasonically treated for 20 m...

Embodiment 3

[0040] 1) Preparation of four (p-hydroxyphenyl) porphyrins

[0041] Dissolve 1.5mol of p-hydroxybenzaldehyde in 400ml of n-propionic acid, heat to boiling, and add dropwise 1.5mol of newly steamed pyrrole. Heating to reflux was continued for 30 minutes. Stop heating, add about equal volume of ethanol, shake well, let it cool at room temperature, and then put it in the refrigerator for 2-3 hours to precipitate blue crystals, wash it three times with 1:1 propionic acid / ethanol, and then wash it several times with chloroform , drained. The obtained product was dried in an oven at 180° C. for 1.5 hours.

[0042] 2) Preparation of tetrakis(p-hydroxyphenyl)zirconium porphyrin

[0043] Under vigorous stirring, 160 mg of tetrakis(p-hydroxyphenyl)porphyrin and 60 mg of zirconium chloride powder were dissolved in 70 ml of N,N-diethylformamide, and the mixture was further stirred at room temperature for 50 min. After stirring, the mixed solution was subjected to ultrasonic treatment ...

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Abstract

The invention relates to the field of photosensitive sensing materials, and discloses a preparation method for a tetrakis(hydroxyphenyl)zirconium porphyrin-AIE fluorescent molecular composite photosensitive sensing material. The method comprises the following steps: firstly preparing tetrakis(hydroxyphenyl)porphyrin: preparing the tetrakis(hydroxyphenyl)porphyrin by using p-hydroxybenzaldehyde andn-propionic acid as raw materials, and finally precipitating crystals by using an equal volume of ethanol, wherein the improved method can realize easy separation and purification; performing a hydrothermal reaction on the tetrakis(hydroxyphenyl)porphyrin and zirconium chloride to prepare tetrakis(hydroxyphenyl)zirconium porphyrin, wherein the method is simple and efficient; and finally, compounding the tetrakis(hydroxyphenyl)zirconium porphyrin with 4,4'-(1,2-diphenylethene-1,2-diyl)dibenzoic acid to prepare the tetrakis(hydroxyphenyl)zirconium porphyrin-AIE fluorescent molecular composite material.

Description

technical field [0001] The invention relates to the field of photosensitive sensing materials, in particular to a preparation method of a tetrakis(hydroxyphenyl) zirconium porphyrin-AIE fluorescent molecule composite photosensitive sensing material. Background technique [0002] Zirconium is a silvery-white refractory metal with a light gray color. Zirconium easily absorbs hydrogen, nitrogen and oxygen; zirconium has a strong affinity for oxygen, and oxygen dissolved in zirconium at 1000°C can significantly increase its volume. Zirconium is generally regarded as a rare metal, but its content in the earth's crust is quite large, which is larger than that of commonly used metals such as zinc, copper, and tin. [0003] Porphyrin and its derivatives have unique photophysical properties and self-assembly ability. Both porphyrins and metalloporphyrins have high-intensity characteristic absorption peaks (Soret bands) in the ultraviolet-visible region at 400-500 nm, and the molar ...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C09K11/06C07D487/22C07C63/66G01N21/64
CPCC09K11/06C07D487/22C07C63/66G01N21/6428C09K2211/183C09K2211/1007
Inventor 万军民柯伟泉彭志勤胡智文王秉
Owner ZHEJIANG SCI-TECH UNIV
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