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Phenanthrimidazole micromolecule Fe3+ fluorescent probe and synthesis method thereof

A fluorescent probe, phenanthroimidazole technology, applied in fluorescence/phosphorescence, chemical instruments and methods, luminescent materials, etc., can solve problems such as interference in iron ion recognition, achieve high yield, high selectivity, and easy post-processing Effect

Inactive Publication Date: 2018-01-26
QIQIHAR UNIVERSITY
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  • Abstract
  • Description
  • Claims
  • Application Information

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Problems solved by technology

[0006] The present invention is to solve the existing Fe 3+ Fluorescent probes are only suitable for acidic and neutral recognition environments, and other metals have technical problems in the recognition of iron ions, and a phenanthroimidazole small molecule Fe 3+ Fluorescent probes and methods for their synthesis and use

Method used

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  • Phenanthrimidazole micromolecule Fe3+ fluorescent probe and synthesis method thereof
  • Phenanthrimidazole micromolecule Fe3+ fluorescent probe and synthesis method thereof
  • Phenanthrimidazole micromolecule Fe3+ fluorescent probe and synthesis method thereof

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specific Embodiment approach 1

[0026] Specific embodiment one: the phenanthroimidazole small molecule Fe of the present embodiment 3+ The structural formula of the fluorescent probe is:

[0027]

specific Embodiment approach 2

[0028] Specific embodiment two: phenanthroimidazole small molecule Fe described in specific embodiment one 3+ The synthetic method of fluorescent probe is carried out according to the following steps:

[0029] One, the synthesis of intermediate compound I:

[0030] Add phenanthrenequinone, m-nitrobenzaldehyde and ammonium acetate into the reactor at a molar ratio of 1:(1.4~1.6):(1.8~2.1), then add glacial acetic acid as a solvent, heat up to 80~110°C and stir After 6 to 10 hours, the reaction stopped, cooled to room temperature, added water to the reactor, adjusted the pH value to 8 to 10 with sodium hydroxide solution, and filtered with suction to obtain a yellow solid, which was dried and reconstituted with ethyl acetate. Crystallization, suction filtration and drying to obtain intermediate compound I;

[0031] Two, the synthesis of intermediate compound II:

[0032] Take intermediate compound I, Raney nickel and mass percentage concentration and be the hydrazine hydrate ...

specific Embodiment approach 3

[0035]Embodiment 3: This embodiment is different from Embodiment 2 in that the reaction temperature in step 1 is 100° C., and the reaction time is 10 h. Others are the same as in the second embodiment.

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Abstract

The invention provides a phenanthrimidazole micromolecule Fe3+ fluorescent probe and a synthesis method thereof and aims at solving the technical problems that an existing Fe3+ fluorescent probe is only applicable to acid and neutral identification environments and other metals interfere iron ion identification. The structural formula of the phenanthrimidazole micromolecule Fe3+ fluorescent probeis described in the specification. The synthesis method comprises the following steps: firstly, synthesizing an intermediate compound I with phenanthrenequinone, m-nitrobenzaldehyde and ammonium acetate; secondly, then synthesizing an intermediate compound II by utilizing the intermediate compound I, raney nickel and hydrazine hydrate solution; and thirdly, synthesizing the phenanthrimidazole micromolecule Fe3+ fluorescent probe with the intermediate compound II and 5-nitryl salicylaldehyde. The phenanthrimidazole micromolecule Fe3+ fluorescent probe can identify Fe3<+> in an aqueous phase system with the pH value of 3-12, is not interfered by other ions and can be used for detecting pollution of Fe<3+> in water.

Description

technical field [0001] The present invention relates to a kind of Fe 3+ Fluorescent probes and methods for their synthesis. Background technique [0002] Iron is one of the most important trace elements in the human body, ranking first both in importance and in quantity. Iron deficiency in the human body can cause a variety of diseases, but excessive iron can also be potentially harmful, so the detection of iron ions is of great significance. In recent years, more and more scientific researchers have begun to study iron ion fluorescent probes. Li Bo et al. reported the recognition performance of rhodamine B derivatives for ferric ions in acidic environment [Organic Chemistry, 2015, 35, 2629-2635] and found that Fe 3+ It can selectively enhance the fluorescence of rhodamine B derivatives. In 2016, the article "Synthesis and Spectral Properties of Fluorescent Probes for Iron Ions" published in "Chemical Reagents" reported the recognition performance of rhodamine derivative...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): C07D235/02C09K11/06G01N21/64
Inventor 阚伟刘婷阚宏泽王丽艳赵冰
Owner QIQIHAR UNIVERSITY
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