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Preparation method and application of Zn<2+> probe cyclically usable in pure water medium

A pure water and medium technology, applied in the field of fluorescent probes, can solve problems such as environmental hazards, high cost, and probes that cannot be recycled, and achieve the effects of efficient structure, simple structure, and good selection and recognition capabilities

Active Publication Date: 2013-12-11
中科检测技术服务(湛江)有限公司
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] Although a large number of zinc ion fluorescent probes have been reported, most of the probes work in organic solvents as the medium, and these probes can hardly be recycled. Such probes are not only expensive , and extremely harmful to the environment

Method used

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  • Preparation method and application of Zn&lt;2+&gt; probe cyclically usable in pure water medium
  • Preparation method and application of Zn&lt;2+&gt; probe cyclically usable in pure water medium
  • Preparation method and application of Zn&lt;2+&gt; probe cyclically usable in pure water medium

Examples

Experimental program
Comparison scheme
Effect test

Embodiment 1

[0054] The preparation method of the polymerizable terpyridine (vinyl-TPY) monomer containing an aromatic ring is as follows:

[0055] (1) Add 10 mmol of p-hydroxybenzaldehyde derivative shown in formula II and 10 mmol of 4-vinylbenzyl chloride into a 100 mL single-necked flask, dissolve completely with 50 mL of organic solvent, then add 15 mmol of strong base, and stir at room temperature for 8 hours, After the reaction, the resulting solution was added to 200 mL of distilled water to obtain a large amount of precipitate, filtered, washed with an appropriate amount of distilled water for 3 times, and vacuum-dried; in order to remove excess 4-vinylbenzyl Wash three times with alkane or cyclohexane, and dry the obtained solid to obtain the product 4-(4-vinylbenzyloxy)benzaldehyde derivative;

[0056] (2) Add 10mmol of 4-(4-vinylbenzyloxy)benzaldehyde derivative prepared in step (1) and 20mmol of 2-acetylpyridine into a 250mL three-neck flask with magnetic stirring, and then add...

Embodiment 2 3

[0057] Example 2. Preparation of terpyridine polymer PAA-TPY (P1) (n:m=1:100)

[0058] Add 2.5 grams of N-isopropylacrylamide (NIPAAm) and 0.11 grams of vinyl-TPY prepared in Example 1 into the polymerization tube, then add 24.5 mg of initiator AIBN (about 1% of the total mass of monomers), and use Dissolve 10mL of DMF, if it is difficult to dissolve, sonicate until it is completely dissolved, then flush with argon 5 times, about 2 minutes each time, finally seal the tube, stir and react at 65°C for 24 hours, dilute the obtained solution with 5mL of DMF, and then drop by drop Add it to 50 mL of petroleum ether for reprecipitation, repeat the reprecipitation operation three times, filter to obtain solid powder, and dry to obtain the target product P1. 1 H NMR (400MHz, CDCl 3 ):δ9.18,8.69,8.32,6.67,4.95,3.96,3.06,2.21,1.78,1.62,1.12. 13 C NMR (100MHz, CDCl 3 ): δ174.5, 170.69, 162.55, 128.553, 115.16, 88.79, 42.28, 41.23, 36.42, 35.13, 22.46. The chemical structure of P1 is s...

Embodiment 3 3

[0061] Example 3. Preparation of terpyridine polymer PAA-TPY (P2) (n:m=5:100)

[0062] Add 2.51 g of NIPAAm and 0.50 g of vinyl-TPY into the polymerization tube, then add 29.7 mg of initiator AIBN (about 1% of the total mass of the monomer), dissolve with 10 mL of DMF, and if it is difficult to dissolve, sonicate until completely dissolved, then Purge argon 5 times, about 2 minutes each time, seal the tube finally, stir and react at 65°C for 24 hours, dilute the obtained solution with 5mL DMF, then add dropwise to 60mL petroleum ether for reprecipitation, repeat the reprecipitation operation three times , filtered to obtain solid powder, and dried to obtain the target product P2. 1 HNMR (400MHz, CDCl 3 ):δ8.70,7.87,7.34,6.92,6.57,5.01,3.95,3.07,2.05,1.76,1.61,1.09. 13 C NMR (100MHz, CDCl 3 ): δ174.43, 170.61, 162.46, 159.55, 156.04, 148.85, 136.76, 128.34, 123.84, 121.21, 118.05, 114.96, 69.67, 42.14, 22.34. The chemical structure of P2 is shown in formula VI:

[0063] ...

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Abstract

The invention discloses a preparation method and application of a Zn<2+> probe cyclically usable in a pure water medium, belonging to the field of fluorescent probes. The invention provides the fluorescent probe which uses a terpyridine polymer as an acceptor molecule and is used for detection of Zn<2+> in the pure water medium, and the probe can be cyclically used 40 times at most. The probe has good capability in selecting and identifying Zn<2+> and is hardly influenced by other metal ions. The detection limit of the Zn<2+> probe to zinc ions in the pure water medium is 1*10<-6> mol / L. The Zn<2+> probe cyclically usable in the pure water medium can be used for detection of zinc ions in a biological system, analysis, detection and fluorescence imaging of zinc ions in living cells and living tissue of organisms, detection of zinc ions in lesion tissue in clinical medicine and detection of zinc ions in environmental waste water.

Description

technical field [0001] The invention belongs to the field of fluorescent probes, in particular to a Zn that can be recycled in pure water medium 2+ Probe preparation methods and applications. Background technique [0002] Zinc is one of the essential trace elements for the human body. It plays an important role in many fields of human life activities. For example, zinc can improve the immune function of the human body and achieve anti-aging effects; zinc can be used as a cofactor to regulate Protein and enzyme activity; trace amounts of zinc can strengthen memory and delay brain aging; in addition, zinc also has a neuroregulatory function. Zinc deficiency can cause nerve growth and development to be hindered, and it will cause sexual organ development retardation, manifested as prostate and seminal vesicle development Insufficiency, decreased spermatozoa, resulting in reduced sexual physiology. The analysis and determination of zinc ions is generally carried out by atomic ...

Claims

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Application Information

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IPC IPC(8): C08F220/54C08F216/14C08J5/18G01N21/64
Inventor 吕满庚杨朝龙许静
Owner 中科检测技术服务(湛江)有限公司
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