Phenanthroimidazole Schiff base iron ion fluorescent probe compound as well as synthesis and application thereof

Abstract

The invention provides a phenanthroimidazole Schiff base iron ion fluorescent probe compound as well as synthesis and application thereof, and belongs to the field of chemical synthesis and the technical field of cation detection. 4, 4 ', 4'-methylene triphenol, ethyl chloroacetate, hydrazine hydrate, phenanthrenequinone and 4, 4 '-biphenyldicarboxaldehyde are used as raw materials, the target product is synthesized in three steps, the process is simple, the reaction condition is mild, the reaction time is short, and the reaction is rapid and efficient; mercury salt and other toxic substances are not used in synthesis, so that toxic and side effects in reaction are reduced, and the method is safe, reliable, green and environment-friendly; raw materials in synthesis are low in price, the catalyst is extremely easy to remove, the synthesis process is simplified, and the comprehensive cost of synthesis is effectively reduced; and the final product is high in yield and high in purity. The compound can recognize Fe < 3 + > with high sensitivity and high selectivity, and has a good industrial analysis application prospect.

Description

Technical Field

[0001] The invention relates to a Schiff base fluorescent probe compound, in particular to a phenanthroimidazole Schiff base iron ion fluorescent probe compound and its synthesis. The invention also relates to the application of the phenanthroimidazole Schiff base iron ion compound in fluorescent identification of iron ions, belonging to the field of chemical synthesis and the field of cation detection technology. Background Art

[0002] Fe is a component of many key enzymes in organisms and is involved in a variety of biochemical reactions. It is one of the most abundant trace elements in the human body and plays a vital role in many life activities of organisms, including nerve conduction, oxygen transport, cell metabolism, and the synthesis of DNA and RNA. Fe is one of the most important metals in industry and is widely used by humans in various industrial productions, such as automobile manufacturing, casting alloys, electronic devices, reinforced concrete, etc. 3+ Excessive intake of Fe will not only pollute the environment, but also cause excessive intake of Fe in the human body. 3+ , which can lead to a series of diseases, such as cirrhosis, liver fibrosis, diabetes, heart disease and other diseases. 3+ Insufficient intake will lead to anemia. 3+ The detection method is of great significance in the biomedical field and environmental quality monitoring. In comparison, fluorescence analysis has been widely used for the analysis and detection of metal ions due to its high sensitivity and simplicity. Therefore, it is necessary to develop a rapid detection method for Fe 3+ The Schiff base has a -C=N- structure, and the N atom in its structure has a pair of lone electrons, which creates an electron-rich chemical environment, making the Schiff base a good metal ion ligand. The Schiff base structure has a strong coordination ability with metal ions, and Schiff bases with large π bonds generally have good fluorescence properties. Based on the above reasons, the synthesis of Schiff base structure compounds for Fe 3+ The identification has great research significance and application value.

[0003] Currently, Fe 3+ Commonly used methods include reagent method, flame staining method, UV-visible spectroscopy, electrochemical method, pH titration method and colorimetry, etc. However, these methods all have disadvantages, such as requiring certain chemical knowledge and experimental operation skills, being easily interfered by other ions, and expensive instrument maintenance. Although several Fe3+ fluorescent probes have been developed, the raw materials are expensive, the reaction conditions are harsh, and they are easily interfered by other ions. The cost is high, which greatly limits their practical application. Summary of the invention

[0004] The purpose of the present invention is to provide a Schiff base Fe with low raw material cost, simple synthesis process, high reaction efficiency, high yield and easy reaction control. 3+ Fluorescent probe compounds and synthesis methods thereof.

[0005] Another object of the present invention is to provide a Schiff base Fe 3+ Fluorescent probe compounds can be used to identify Fe 3+ application.

[0006] 1. Schiff base iron ion fluorescent probe compounds and their synthesis .

[0007] The Schiff base iron ion fluorescent probe of the present invention is a new compound with a molecular formula of C 109 H 76 N 12 O 6 , marked as T, its structure is as follows: The synthesis method of the Schiff base iron ion fluorescent probe compound of the present invention comprises the following process steps: (1) Using DMF as solvent, 4,4',4''-methylenetriphenol and ethyl chloroacetate as substrates, potassium carbonate and potassium iodide as catalysts, stirring the reaction at 100-120°C for 9-12 hours, then adding hydrazine hydrate, stirring the reaction at 80-100°C for 8-10 hours, filtering, washing, and drying to obtain a white or white-grey powder product 4,4',4''-methylenetriphenyloxyacetylhydrazine.

[0008] Among them, the molar ratio of 4,4',4''-methylenetriphenol, ethyl chloroacetate and hydrazine hydrate is 1:4.2:5~1:4.6:6. The molar ratio of 4,4',4''-methylenetriphenol to potassium carbonate is 1:3~1:5; the molar ratio of 4,4',4''-methylenetriphenol to potassium iodide is 1:0.1~1:1.

[0009] (2) Using acetic acid as solvent, phenanthrenequinone and 4,4'-biphenyldicarboxaldehyde as substrates, and ammonium acetate as catalyst, reflux reaction was carried out at 120℃~140℃ for 4~8h, and then filtered, washed, and dried to obtain a yellow powder product 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde. The molar ratio of phenanthrenequinone to 4,4'-biphenyldicarboxaldehyde was 1:1; the molar ratio of phenanthrenequinone to ammonium acetate was 1:4~1:10.

[0010] (3) Using DMF or DMSO as solvent, 4,4',4''-methylenetriphenyloxyacetylhydrazine and 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde as substrates and p-toluenesulfonic acid as catalyst, the reaction was carried out at 80°C~100°C for 2~10 h, and the mixture was filtered, washed and dried to obtain a light yellow powdery phenanthroimidazole Schiff base iron ion fluorescent probe compound.

[0011] The molar ratio of 4,4',4''-methylenetriphenyloxyacetylhydrazine to 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde is 1:3; the molar ratio of 4,4',4''-methylenetriphenyloxyacetylhydrazine to p-toluenesulfonic acid is 1:0.1-1:1; and the drying is carried out at 30-60°C.

[0012] The synthetic route is as follows: The Schiff base iron ion fluorescent probe compound obtained by the present invention is characterized by nuclear magnetic hydrogen spectrum, nuclear magnetic carbon spectrum and mass spectrum, which proves that the synthesis is successful.

[0013] 2. Schiff base iron ion fluorescent probe compound for Fe 3+ Identification experiment The DMSO solution of Schiff base iron ion fluorescent probe compound emits strong cyan fluorescence under ultraviolet light. 3 mL of DMSO solution of Schiff base iron ion fluorescent probe compound (1×10 -3 mol L -1 ) were added to a series of 5 mL colorimetric tubes, and 0.5 mL Zn 2+ 、Cd 2+ Cr 3+ , Cu 2+ , Hg 2+ , K + 、Co 3+ 、Ag + Mg 2+ , Mn 2+ 、Na + 、Ni 2+ , Pb 2+ , Fe 3+ 、Al 3+ Aqueous solution ((1×10 -4 mol L -1 ) to observe its fluorescence response. It was found that only Fe 3+ The addition of quenches the bright cyan fluorescence (488 nm, λ ex =430nm), and the fluorescence intensity was significantly reduced, while the addition of other cations could not quench the fluorescence produced under UV light, nor could its fluorescence spectrum change significantly ( Figure 1). This indicates that the Schiff base iron ion fluorescent probe compound can specifically and selectively recognize Fe 3+ The ion competition experiment verified the probe's ability to inhibit Fe in the presence of other interfering ions. 3+ The probe was found to be selectively 3+ After quenching, the fluorescence intensity of the probe cannot be restored to its original level when other ions are added ( Figure 2 ). Finally, by measuring the probe at different concentrations of Fe 3+ The change of fluorescence intensity under the influence of the fluorescence intensity was obtained by fitting the data to obtain the nonlinear regression equation to obtain the probe Fe 3+ The detection limit is 0.035 mol / L ( Figure 3 ).

[0014] Compared with the prior art, the present invention has the following advantages: The invention uses 4,4',4''-methylenetriphenol, ethyl chloroacetate, hydrazine hydrate, phenanthrenequinone and 4,4'-biphenyldicarboxaldehyde as raw materials, synthesizes the target product in three steps, and has simple process, mild reaction conditions, short reaction time, rapidity and high efficiency; mercury salt and other toxic substances are not used in the synthesis, the toxic side effects in the reaction are reduced, and the method is safe, reliable and environmentally friendly; the raw materials in the synthesis are low in price and the catalyst is extremely easy to remove, the synthesis process is simplified, and the comprehensive cost of the synthesis is effectively reduced; and the yield of the final product is high.

[0015] This ion probe can identify Fe with high sensitivity and selectivity. 3+ , in Fe 3+ It has a good application prospect in the detection of BRIEF DESCRIPTION OF THE DRAWINGS

[0016] Figure 1 Different cations Zn were added to the DMSO solution of T 2+ 、Cd 2+ Cr 3+ , Cu 2+ , Hg 2+ , K + 、Co 3+ 、Ag + Mg 2+ , Mn 2+ 、Na + 、Ni 2+ , Pb 2+ , Fe 3+ 、Al 3+ Fluorescence spectra of ex =431nm).

[0017] Figure 2 is the fluorescence intensity of the Schiff base iron ion fluorescent probe in the presence of various metal ions; Figure 3It is the nonlinear fitting curve diagram of Schiff base iron ion fluorescence probe; Figure 4 This is the hydrogen spectrum of the Schiff base iron ion fluorescent probe compound; Figure 5 This is the carbon spectrum of the Schiff base iron ion fluorescent probe compound; Figure 6 This is the mass spectrum of the Schiff base iron ion fluorescent probe compound. DETAILED DESCRIPTION

[0018] The synthesis method and application of the Schiff base iron ion fluorescent probe compound of the present invention are described in detail below through specific examples.

[0019] Example 1 (1) 4,4',4''-methylenetriphenol (3.0 g, 0.01 mol), ethyl chloroacetate (4 g, 0.033 mol), potassium carbonate (2.13 g, 0.015 mol) and potassium iodide (0.1 g, 0.616 mmol) were added to a 250 mL flask containing 50 mL DMF. The mixture was stirred at 110 °C for 12 h and then cooled to 70 °C. Hydrazine hydrate (80%, 2.57 g, 0.051 mol) was added and stirred at 90 °C for 9 h. The mixture was allowed to stand and cooled to room temperature. The mixture was diluted with water and filtered. The mixture was then washed with water three times and dried to obtain a white product, 4,4',4''-methylenetriphenyloxyacetylhydrazine.

[0020] (2) Phenanthrenequinone (6.24 g, 0.03 mol), 4,4'-biphenyl dicarboxaldehyde (6.3 g, 0.03 mol) and ammonium acetate (11.56 g, 0.15 mol) were added to a 500 mL flask containing 200 mL acetic acid. The mixture was stirred under magnetic stirring at 130 °C for 7 h. The mixture was allowed to cool to room temperature, diluted with water and filtered. The mixture was then stirred and washed with water for three times. After drying, a yellow powder product, 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde, was obtained.

[0021] (3) The above-mentioned 4,4',4''-methylenetriphenyloxyacetylhydrazine (5.08 g, 0.01 mol), 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde (11.94 g, 0.03 mol) and p-toluenesulfonic acid (0.08 g, 0.46 mmol) were added to a 500 mL flask containing 100 mL DMF, and reacted with magnetic stirring at 90 ° C for 9 h. The mixture was allowed to stand and cool to room temperature, diluted with water and filtered, and then washed with water for 3 times. After drying, a pale yellow powder of phenanthroimidazole Schiff base iron ion fluorescent probe compound was obtained. The yield calculated by weighing was 98.6%. Figure 2 , Figure 3 and Figure 4These are the hydrogen spectrum, carbon spectrum and mass spectrum of the molecule respectively.

[0022] Product characterization data: Anal. calculation forC 109 H 76 N 12 O 6 .C 79.35, H 4.64, N 10.19, O5.82. Found C 78.78, H 4.61, N 10.12, O 5.78. 1 H NMR (400 MHz, DMSO- d 6 ): δ(ppm)13.56 (d, J = 16.0 Hz, 3H, -NH-), 11.66 (d, J = 8.8 Hz, 3H, -NH-), 8.88 (dt, J =14.1, 7.6 Hz, 6H, Ar-H), 8.59 (dd, J = 17.4, 8.2 Hz, 6H, Ar-H), 8.49 – 8.43 (m,3H,-CH=), 8.41 (s, 3H, Ar-H), 8.09 (d, J = 16.3 Hz, 4H, Ar-H), 7.99 (s, 6H, Ar-H), 7.87 (dd, J = 21.3, 7.6 Hz, 9H, Ar-H), 7.76 (d, J = 6.1 Hz, 8H, Ar-H), 7.67(d, J = 7.8 Hz, 6H, Ar-H), 7.09 – 6.86 (m, 12H, Ar-H), 5.47 (s, 1H,-CH-), 5.16(s, 3H,-CH 2- ), 4.67 (s, 3H,-CH 2 -). 13 C NMR (101 MHz, DMSO- d 6): δ(ppm) 169.61,164.85, 156.98, 156.52,149.14, 147.91, 143.82, 140.98, 140.14, 137.62,133.84, 130.69, 130.25, 128.28, 128.13, 128.06, 127.59, 127.41, 127.18,125.81, 124.59, 124.26, 122.84, 122.47,114.96, 114.78, 65.22.ESI-MS: m / z (T +Na) + :1672.16.

[0023] Example 2 (1) 4,4',4''-methylenetriphenol (3.0 g, 0.01 mol), ethyl chloroacetate (4 g, 0.033 mol), potassium carbonate (2.13 g, 0.015 mol) and potassium iodide (0.1 g, 0.616 mmol) were added to a 250 mL flask containing 50 mL DMF. The mixture was stirred at 100 °C for 12 h and then cooled to 70 °C. Hydrazine hydrate (80%, 2.57 g, 0.051 mol) was added and stirred at 80 °C for 8 h. The mixture was allowed to stand and cooled to room temperature. The mixture was diluted with water and filtered. The mixture was then washed with water three times and dried to obtain a white product, 4,4',4''-methylenetriphenyloxyacetylhydrazine.

[0024] (2) Phenanthrenequinone (6.24 g, 0.03 mol), 4,4'-biphenyl dicarboxaldehyde (6.3 g, 0.03 mol) and ammonium acetate (11.56 g, 0.15 mol) were added to a 500 mL flask containing 200 mL acetic acid. The mixture was stirred under magnetic stirring at 120 °C for 8 h. The mixture was allowed to cool to room temperature, diluted with water and filtered. The mixture was then stirred and washed with water for 3 times. After drying, a yellow powder product, 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde, was obtained.

[0025] (3) The above-mentioned 4,4',4''-methylenetriphenyloxyacetylhydrazine (5.08 g, 0.01 mol), 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde (11.94 g, 0.03 mol) and p-toluenesulfonic acid (0.04 g, 0.23 mmol) were added to a 500 mL flask containing 100 mL DMF, and reacted with magnetic stirring at 80°C for 10 h, and then cooled to room temperature, diluted with water and filtered, and then washed with water for 3 times, and dried to obtain a pale yellow powder of phenanthroimidazole Schiff base iron ion fluorescent probe compound. The yield calculated by weighing was 97.7%. The characterization and detection application of the product were the same as in Example 1.

[0026] Example 3 (1) 4,4',4''-methylenetriphenol (3.0 g, 0.01 mol), ethyl chloroacetate (4 g, 0.033 mol), potassium carbonate (2.13 g, 0.015 mol) and potassium iodide (0.1 g, 0.616 mmol) were added to a 250 mL flask containing 50 mL DMF, and the mixture was stirred at 120 °C for 9 h. The temperature was then lowered to 70 °C, and hydrazine hydrate (80%, 2.57 g, 0.051 mol) was added. The mixture was stirred at 80 °C for 8 h. The mixture was allowed to stand and cooled to room temperature. The mixture was diluted with water and filtered. The mixture was then stirred and washed with water for 3 times. The white product 4,4',4''-methylenetriphenyloxyacetylhydrazine was obtained after drying.

[0027] (2) Phenanthrenequinone (6.24 g, 0.03 mol), 4,4'-biphenyl dicarboxaldehyde (6.3 g, 0.03 mol) and ammonium acetate (11.56 g, 0.15 mol) were added to a 500 mL flask containing 200 mL acetic acid. The mixture was stirred under magnetic stirring at 130 °C for 7 h. The mixture was allowed to cool to room temperature, diluted with water and filtered. The mixture was then stirred and washed with water for three times. After drying, a yellow powder product, 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde, was obtained.

[0028] (3) The above-mentioned 4,4',4''-methylenetriphenyloxyacetylhydrazine (5.08 g, 0.01 mol), 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde (11.94 g, 0.03 mol) and p-toluenesulfonic acid (0.08 g, 0.46 mmol) were added to a 500 mL flask containing 100 mL DMF, stirred under magnetic stirring at 100 ° C for 2 h, cooled to room temperature, diluted with water and filtered, and then stirred and washed with water for 3 times, and dried to obtain a pale yellow powder of phenanthroimidazole Schiff base iron ion fluorescent probe compound. The yield calculated by weighing was 95.5%. ] The characterization and detection application of the product are the same as in Example 1.

[0029] Example 4 (1) 4,4',4''-methylenetriphenol (3.0 g, 0.01 mol), ethyl chloroacetate (4 g, 0.033 mol), potassium carbonate (2.13 g, 0.015 mol) and potassium iodide (0.1 g, 0.616 mmol) were added to a 250 mL flask containing 50 mL DMF, and the mixture was stirred under magnetic stirring at 110 °C for 9 h. The temperature was then lowered to 70 °C, and hydrazine hydrate (80%, 2.57 g, 0.051 mol) was added. The mixture was stirred under magnetic stirring at 90 °C for 7 h. The mixture was allowed to stand and cooled to room temperature. The mixture was diluted with water and filtered. The mixture was then stirred and washed with water for 3 times. The white product 4,4',4''-methylenetriphenyloxyacetylhydrazine was obtained after drying.

[0030] (2) Phenanthrenequinone (6.24 g, 0.03 mol), 4,4'-biphenyl dicarboxaldehyde (6.3 g, 0.03 mol) and ammonium acetate (11.56 g, 0.15 mol) were added to a 500 mL flask containing 200 mL acetic acid. The mixture was stirred under magnetic stirring at 130 °C for 7 h. The mixture was allowed to cool to room temperature, diluted with water and filtered. The mixture was then stirred and washed with water for three times. After drying, a yellow powder product, 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde, was obtained.

[0031] (3) The above-mentioned 4,4',4''-methylenetriphenyloxyacetylhydrazine (5.08 g, 0.01 mol), 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde (11.94 g, 0.03 mol) and p-toluenesulfonic acid (0.08 g, 0.46 mmol) were added to a 500 mL flask containing 100 mL DMF, and reacted with magnetic stirring at 80 ° C for 9 h, and then cooled to room temperature, diluted with water and filtered, and then washed with water for 3 times, and dried to obtain a light yellow powder of phenanthroimidazole Schiff base iron ion fluorescent probe compound. The yield calculated by weighing was 95.1%. The characterization and detection application of the product were the same as in Example 1.

[0032] Example 5: Schiff base iron ion fluorescent probe compound recognizes Fe 3+ 3 mL of the DMSO solution of the Schiff base iron ion fluorescent probe compound prepared in Example 1 (1×10 - 3 mol L -1 ) were added to a series of 5 mL colorimetric tubes, and 0.5 mL Zn 2+ 、Cd 2+ Cr 3+ , Cu 2+ , Hg 2+ , K + 、Co 3+ 、Ag + Mg 2 + , Mn 2+ 、Na + 、Ni 2+ , Pb 2+ , Fe 3+ 、Al 3+ aqueous solution (concentrations were 1×10 -4 mol L -1 ), if the bright cyan fluorescence of the DMSO solution of the Schiff base iron ion fluorescent probe compound is quenched, it means that the added 3+ If the fluorescence of the DMSO solution of the Schiff base iron ion fluorescent probe compound does not change, it means that the added3+ 。

Claims

1. A phenanthroimidazole Schiff base iron ion fluorescent probe compound, the molecular formula is C 109 H 76 N 12 O6, whose structure is as follows: 。 2. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound according to claim 1, comprising the following process steps: (1) Using DMF as solvent, 4,4',4''-methylenetriphenol and ethyl chloroacetate as substrates, potassium carbonate and potassium iodide as catalysts, stirring and reacting at 100-120°C for 9-12 hours, then adding hydrazine hydrate, stirring and reacting at 80-100°C for 8-10 hours, filtering, washing, and drying to obtain 4,4',4''-methylenetriphenyloxyacetylhydrazine; (2) Using acetic acid as solvent, phenanthrenequinone and 4,4'-biphenyl dicarboxaldehyde as substrates, and ammonium acetate as catalyst, reflux reaction at 120°C~140°C for 4~8h, filter, wash, and dry to obtain 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde; (3) Using DMF or DMSO as solvent, 4,4',4''-methylenetriphenyloxyacetylhydrazine and 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde as substrates, and p-toluenesulfonic acid as catalyst, the reaction was carried out at 80°C~100°C for 2~10h, and the mixture was filtered, washed, and dried to obtain a phenanthroimidazole Schiff base iron ion fluorescent probe compound.

3. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound as claimed in claim 2, characterized in that: In step (1), the molar ratio of 4,4',4''-methylenetriphenol, ethyl chloroacetate and hydrazine hydrate is 1:4.2:5 to 1:4.6:

6.

4. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound as claimed in claim 2, characterized in that: In step (1), the molar ratio of 4,4',4''-methylenetriphenol to potassium carbonate is 1:3-1:5; the molar ratio of 4,4',4''-methylenetriphenol to potassium iodide is 1:0.1-1:

1.

5. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound according to claim 2, characterized in that: In step (2), the molar ratio of phenanthrenequinone to 4,4'-biphenyldicarboxaldehyde is 1:

1.

6. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound according to claim 2, characterized in that: In step (2), the molar ratio of phenanthrenequinone to ammonium acetate is 1:4 to 1:

10.

7. The method for synthesizing the phenanthroimidazole Schiff base iron ion fluorescent probe compound according to claim 2, characterized in that: In step (3), the molar ratio of 4,4',4''-methylenetriphenyloxyacetylhydrazine to 4'-(phenanthroimidazole-2-yl)biphenyl-4-carboxaldehyde is 1:3; the molar ratio of 4,4',4''-methylenetriphenyloxyacetylhydrazine to p-toluenesulfonic acid is 1:0.1-1:

1.

8. Use of the phenanthroimidazole Schiff base iron ion fluorescent probe compound as claimed in claim 1 for fluorescent identification of iron ions.

9. The use of the phenanthroimidazole Schiff base iron ion fluorescent probe compound for fluorescent identification of iron ions as claimed in claim 8, characterized in that: In the DMSO solution of phenanthroimidazole Schiff base iron ion fluorescent probe compound, Zn 2+ 、Cd 2 + Cr 3+ , Cu 2+ , Hg 2+ , K + 、Co 3+ 、Ag + Mg 2+ , Mn 2+ 、Na + 、Ni 2+ , Pb 2+ , Fe 3+ 、Al 3+ In aqueous solution, only Fe 3+ The addition of can quench the bright cyan fluorescence emitted by the probe compound solution under ultraviolet light.

10. The use of the phenanthroimidazole Schiff base iron ion fluorescent probe compound for fluorescent identification of iron ions as claimed in claim 8, characterized in that: In the DMSO solution of Schiff base iron ion fluorescent probe compound, Zn 2+ 、Cd 2+ Cr 3 + , Cu 2+ , Hg 2+ , K + 、Co 3+ 、Ag + Mg 2+ , Mn 2+ 、Na + 、Ni 2+ , Pb 2+ , Fe 3+ 、Al 3+ In aqueous solution, only Fe 3+ The addition of can significantly reduce the fluorescence emission peak of the fluorescence spectrum of the probe compound solution at 488nm.

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