Preparation method and application of volatile ketone compound colorimetric detection card
By preparing composite materials of MOFs and indicators, a portable colorimetric detection card for volatile ketone compounds was developed, solving the problem of rapid detection in existing technologies and achieving sensitive, stable, and low-cost detection results.
Patent Information
- Application Number
- CN202411089311.X
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2024-08-08
- Publication Date
- 2026-02-10
AI Technical Summary
Existing technologies are insufficient for the rapid and accurate monitoring of volatile ketone compounds in various application scenarios and on-site testing. Traditional methods require complex equipment and highly skilled operation, which limits their application.
A composite material of metal-organic frameworks (MOFs) and an indicator was prepared, forming a suspension which was then coated onto a support substrate. A portable colorimetric detection card for volatile ketone compounds was developed, utilizing the porosity of MOFs and the reactivity of the indicator for rapid detection.
It enables the detection of volatile ketone compounds in a portable, low-cost, highly sensitive, and stable manner, suitable for various application scenarios, and provides rapid detection results.
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Figure CN121499472A_ABST
Abstract
Description
TECHNICAL FIELD
[0001] The application relates to a preparation method of a volatile ketone compound colorimetric detection card and application thereof, and belongs to the technical field of rapid detection of volatile gases. BACKGROUND
[0002] Ketone volatile organic compounds are a class of organic compounds containing ketone groups, which have volatility at room temperature. These compounds usually contain a carbon-oxygen double bond, and the general formula is R(C=O)R', wherein R and R' can be carbon chains, cycloalkyl or aromatic groups. Ketone volatile organic compounds are widely used in the chemical industry, such as as solvents, fragrances, intermediates for drug synthesis, etc. Some common ketone volatile organic compounds include acetone, methyl isobutyl ketone, cyclohexanone, etc. These compounds usually have a specific odor and have various uses in laboratories and industrial production. However, some ketone volatile organic compounds are toxic, and especially high concentration exposure or long-term contact can cause central nervous system damage, respiratory tract irritation and other health problems. Therefore, it is necessary to accurately monitor the emission process of such compounds to reduce the risk of exposure.
[0003] At present, the detection methods of volatile ketone compounds usually include gas chromatography-mass spectrometry, high performance liquid chromatography, spectrophotometry, etc. Although these traditional methods have high accuracy and sensitivity, they need to rely on complex laboratory equipment and highly skilled operators, which greatly limits their application in different application scenarios and on-site detection. Colorimetric method is a simple detection method, which mainly based on the reaction of compounds with color developing agent, and the concentration is determined by comparing the color depth. The advantages of using colorimetric method to detect volatile ketone compounds are: simple operation, no need for high-end precision detection instruments; low cost, relatively cheap reagents; colorimetric reaction can be completed in a short time, and the detection result can be obtained quickly; portability, suitable for on-site detection. Therefore, it is essential to develop a portable and high-sensitivity detection device based on colorimetric method for rapid detection of volatile ketone compounds in the environment. SUMMARY
[0004] The purpose of the present application is to provide a rapid and sensitive colorimetric detection card for testing volatile ketone compounds. The developed detection card has the characteristics of portability, low cost, high specificity, sensitivity and good stability, and can be applied to various application scenarios.
[0005] To achieve this purpose, the present application first prepares a metal-organic framework material, adds various indicators to the MOFs to construct a composite material after encapsulation. Then the composite material is formed into a uniform suspension with ethanol, and dropped onto a support substrate to develop a colorimetric detection card for volatile ketone compounds.
[0006] According to one aspect of the present application, a preparation method of a volatile ketone compound colorimetric detection card is provided, the preparation method comprising the following steps:
[0007] Step I: Zn(NO3)2, 1,4-benzenedicarboxylic acid, N,N'-dimethylformamide are mixed, reacted to obtain a MOFs material;
[0008] Step II: the MOFs material obtained in step I is mixed with ethanol to form a suspension I, after adding an indicator, a composite solution is obtained, stirring is performed to obtain an encapsulated composite material;
[0009] Step III: the composite material obtained in step II is mixed with ethanol to form a suspension II, which is coated on a substrate to obtain a volatile ketone compound colorimetric detection card.
[0010] Optionally, in step I, the molar ratio of Zn(NO3)2 to 1,4-benzenedicarboxylic acid is 1:1-3:1;
[0011] The concentration of Zn(NO3)2 in N,N'-dimethylformamide is 0.12-0.24 mol / L.
[0012] Optionally, in step I, the reaction conditions are as follows:
[0013] The reaction time is 8-12 h;
[0014] The reaction temperature is 130-160°C.
[0015] Optionally, in step II, the concentration of the suspension I is 5-20 mg / mL.
[0016] Optionally, in step II, the indicator is at least one selected from thien-2,5-dicarboxaldehyde, 8-hydroxyquinoline-2-carboxaldehyde, 4-nitrobenzaldehyde, and imidazole-2-carboxaldehyde.
[0017] Optionally, the concentration of the composite solution is 10-20 mg / mL.
[0018] Optionally, the stirring time is 6-24 h.
[0019] Optionally, in step III, the concentration of the suspension II is 5-20 mg / mL.
[0020] Optionally, the substrate is at least one selected from polyvinylidene fluoride, filter paper, and wax-printed paper.
[0021] According to another aspect of the present application, an application of a volatile ketone compound colorimetric detection card is provided, the colorimetric detection card is contacted with a volatile ketone compound for reaction.
[0022] Optionally, the reaction time is 10-20 min.
[0023] Optionally, the volatile ketone compound is at least one of hexanone, acetone, and pentanone.
[0024] The concentration of the volatile ketone compound is 1.0-50 ppm.
[0025] The beneficial effects that can be produced by the present application include:
[0026] 1) The colorimetric detection card described in the present application uses MOFs material to encapsulate the indicator, which can effectively improve the stability of the sensing material, and the porosity of MOFs is used to realize the enrichment of volatile ketone compounds, thereby effectively enhancing the detection sensitivity of the target analyte.
[0027] 2) The powder MOFs have poor processability, and when they are dropped onto a polyvinylidene fluoride film substrate, a portable colorimetric detection device can be prepared. The colorimetric detection card is simple to prepare and easy to operate, and is suitable for on-site detection. After a short time of contact with the target analyte, an obvious detection result can be obtained.
[0028] In summary, the simple and effective preparation of the material has important scientific significance and application value. BRIEF DESCRIPTION OF DRAWINGS
[0029] Figure 1 Color contrast of the colorimetric detection card prepared in the present application before and after exposure to hexanone gas; a) before exposure to hexanone gas; b) after exposure to hexanone gas; (1st position: MOFs@thiophene-2, 5-diformaldehyde, 2nd position: MOFs@8-hydroxyquinoline-2-formaldehyde, 3rd position: MOFs@4-nitrobenzaldehyde, 4th position: MOFs@imidazole-2-formaldehyde);
[0030] Figure 2 XRD patterns of MOFs before and after encapsulating the indicator prepared in the present application; DETAILED DESCRIPTION
[0031] The present application will be described in detail below with reference to examples, but the present application is not limited to these examples.
[0032] Unless otherwise specified, the raw materials in the examples of the present application are purchased through commercial channels.
[0033] The analysis methods in the preparation examples and examples of the present application are as follows:
[0034] The MOFs material before and after encapsulating the indicator is tested by using an X-ray diffractometer.
[0035] Take 3.0 mmol Zn(NO3)2·6H2O and 1.5 mmol 1,4-benzenedicarboxylic acid in a beaker, add 25 mL of DMF solution to it, and ultrasonic for 30 min to obtain a uniform mixed solution. The mixed solution is transferred to a 100 mL polytetrafluoroethylene reactor, and reacted at 130°C for 8 hours. Then, the reaction system is slowly cooled to room temperature. The black product obtained is filtered and washed with DMF for 3-5 times. Finally, it is dried in a vacuum oven at 60°C for 12 hours to obtain a powder MOFs material.
[0036] Preparation of metal-organic framework (MOFs) material
[0037] Take 3.0 mmol Zn(NO3)2·6H2O and 1.5 mmol 1,4-benzenedicarboxylic acid in a beaker, add 25 mL of DMF solution to it, and ultrasonic for 30 min to obtain a uniform mixed solution. The mixed solution is transferred to a 100 mL polytetrafluoroethylene reactor, and reacted at 130°C for 8 hours. Then, the reaction system is slowly cooled to room temperature. The black product obtained is filtered and washed with DMF for 3-5 times. Finally, it is dried in a vacuum oven at 60°C for 12 hours to obtain a powder MOFs material.
[0038] Preparation of metal-organic framework (MOFs) material
[0039] Take 3.0 mmol Zn(NO3)2·6H2O and 1.5 mmol 1,4-benzenedicarboxylic acid in a beaker, add 25 mL of DMF solution to it, and ultrasonic for 30 min to obtain a uniform mixed solution. The mixed solution is transferred to a 100 mL polytetrafluoroethylene reactor, and reacted at 130°C for 8 hours. Then, the reaction system is slowly cooled to room temperature. The black product obtained is filtered and washed with DMF for 3-5 times. Finally, it is dried in a vacuum oven at 60°C for 12 hours to obtain a powder MOFs material.
[0040] Preparation of MOFs@indicator composite material
[0041] The MOFs material prepared in Preparation Example 3 is mixed with an ethanol solution to form a uniform suspension with a concentration of 5 mg / mL, and then a thiophene-2,5-dicarboxaldehyde indicator is added to form a composite solution with a concentration of 10 mg / mL. After stirring at room temperature for 6 hours, the encapsulated composite material is obtained by repeated washing with ethanol, centrifugation, filtration, and drying in a vacuum oven.
[0042] Preparation of MOFs@indicator composite material
[0043] The MOF material prepared in Preparation Example 3 was mixed with an ethanol solution to form a homogeneous suspension with a concentration of 5 mg / mL. 8-hydroxyquinoline-2-carboxaldehyde indicator was added to form a composite solution with a concentration of 10 mg / mL. After stirring at room temperature for 12 hours, the solution was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material. Figure 2 The XRD patterns of the materials before and after encapsulation show that the indicator has no effect on the framework structure of MOFs before and after encapsulation.
[0044] Example 3: Preparation of MOFs@Indicator Composite Material
[0045] The MOFs material prepared in Preparation Example 3 was mixed with an ethanol solution to form a uniform suspension with a concentration of 5 mg / mL. MOFs@4-nitrobenzaldehyde indicator was added to form a composite solution with a concentration of 10 mg / mL. After stirring at room temperature for 24 hours, the solution was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material.
[0046] Example 4: Preparation of MOFs@Indicator Composite Material
[0047] The MOFs material prepared in Preparation Example 3 was mixed with an ethanol solution to form a uniform suspension with a concentration of 5 mg / mL. Imidazole-2-formaldehyde indicator was added to form a composite solution with a concentration of 20 mg / mL. After stirring at room temperature for 24 hours, the mixture was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material.
[0048] Example 5: Preparation of MOFs@Indicator Composite Material
[0049] The MOFs material prepared in Preparation Example 3 was mixed with an ethanol solution to form a uniform suspension with a concentration of 10 mg / mL. 4-Nitrobenzaldehyde indicator was added to form a composite solution with a concentration of 10 mg / mL. After stirring at room temperature for 12 hours, the mixture was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material.
[0050] Example 6: Preparation of MOFs@Indicator Composite Material
[0051] The MOFs material prepared in Preparation Example 3 was mixed with an ethanol solution to form a uniform suspension with a concentration of 10 mg / mL. Imidazole-2-formaldehyde indicator was added to form a composite solution with a concentration of 10 mg / mL. After stirring at room temperature for 24 hours, the mixture was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material.
[0052] Example 7: Preparation of MOFs@Indicator Composite Material
[0053] The MOF material prepared in Preparation Example 3 was mixed with an ethanol solution to form a homogeneous suspension with a concentration of 10 mg / mL. Thiophene-2,5-dicarboxaldehyde indicator was added to form a composite solution with a concentration of 20 mg / mL. After stirring at room temperature for 24 hours, the solution was repeatedly washed with ethanol, centrifuged, filtered, and dried in a vacuum oven to obtain the encapsulated composite material. Figure 2 The XRD patterns of the materials before and after encapsulation show that the indicator has no effect on the framework structure of MOFs before and after encapsulation.
[0054] Example 8: Preparation of a colorimetric detection card for volatile ketone compounds
[0055] The MOFs@indicator material prepared in Example 7 was mixed with an ethanol solution to form a uniform suspension with a concentration of 5 mg / mL. Using a polyvinylidene fluoride membrane as a supporting substrate, 1.0 mL of the suspension was drop-coated onto the substrate, and after drying, a colorimetric detection card for volatile ketone compounds was obtained.
[0056] Example 9: Preparation of a colorimetric detection card for volatile ketone compounds
[0057] The MOFs@indicator material prepared in Example 7 was mixed with an ethanol solution to form a uniform suspension with a concentration of 10 mg / mL. Using a polyvinylidene fluoride membrane as a supporting substrate, 1.0 mL of the suspension was drop-coated onto the substrate, and after drying, a colorimetric detection card for volatile ketone compounds was obtained.
[0058] Example 10: Preparation of a colorimetric detection card for volatile ketone compounds
[0059] The MOFs@indicator material prepared in Example 7 was mixed with an ethanol solution to form a uniform suspension with a concentration of 15 mg / mL. Using a polyvinylidene fluoride membrane as a supporting substrate, 1.0 mL of the suspension was drop-coated onto the substrate, and after drying, a colorimetric detection card for volatile ketone compounds was obtained.
[0060] Example 11: Preparation of a colorimetric detection card for volatile ketone compounds
[0061] The MOFs@indicator material prepared in Example 7 was mixed with an ethanol solution to form a uniform suspension with a concentration of 20 mg / mL. Using a polyvinylidene fluoride membrane as a supporting substrate, 1.0 mL of the suspension was drop-coated onto the substrate, and after drying, a colorimetric detection card for volatile ketone compounds was obtained.
[0062] Example 12
[0063] The colorimetric detection card prepared in Example 9 was placed in the designed detection device for detection. With the inflow of hexanone gas (concentration 1.0 ppm), after a reaction period, the gas was detected from... Figure 1As can be seen, the colorimetric test card shows obvious color changes.
[0064] The above description is merely a few embodiments of this application and is not intended to limit this application in any way. Although this application discloses preferred embodiments as described above, it is not intended to limit this application. Any changes or modifications made by those skilled in the art without departing from the scope of the technical solution of this application using the disclosed technical content are equivalent to equivalent implementation cases and fall within the scope of the technical solution.
Claims
1. A method for preparing a colorimetric detection card for volatile ketone compounds, characterized in that, The preparation method includes the following steps: Step I: Zn(NO3)2, 1,4-phthalic acid, and N,N'-dimethylformamide are mixed and reacted to obtain MOF materials; Step II: Mix the MOFs material obtained in Step I with ethanol to form Suspension I. After adding an indicator, a composite solution is obtained. Stir the solution to obtain the encapsulated composite material. Step III: Mix the composite material obtained in Step II with ethanol to form Suspension II, and apply it to the substrate to obtain a colorimetric detection card for volatile ketone compounds.
2. The preparation method according to claim 1, characterized in that, In step I, the molar ratio of Zn(NO3)2·6H2O to 1,4-phthalic acid is 1:1 to 3:1; The concentration of Zn(NO3)2·6H2O in N,N'-dimethylformamide is 0.12–0.24 mol / L.
3. The preparation method according to claim 1, characterized in that, In step I, the reaction conditions are as follows: The reaction time is 8–12 hours; The reaction temperature is 130–160°C.
4. The preparation method according to claim 1, characterized in that, In step II, the concentration of suspension I is 5–20 mg / mL.
5. The preparation method according to claim 1, characterized in that, In step II, the indicator is selected from at least one of thiophene-2,5-dicarboxaldehyde, 8-hydroxyquinoline-2-carboxaldehyde, 4-nitrobenzaldehyde, and imidazole-2-carboxaldehyde.
6. The preparation method according to claim 1, characterized in that, The concentration of the composite solution is 10–20 mg / mL; Preferably, the stirring time is 6 to 24 hours.
7. The preparation method according to claim 1, characterized in that, In step III, the concentration of suspension II is 5–20 mg / mL; Preferably, the substrate is selected from at least one of polyvinylidene fluoride, filter paper, and wax printing paper.
8. An application of a colorimetric detection card for volatile ketone compounds, characterized in that, The colorimetric test card is reacted with volatile ketone compounds. The colorimetric test card is prepared by any one of the preparation methods in claims 1 to 7.
9. The application according to claim 8, characterized in that, The reaction time is 10 to 20 minutes.
10. The application according to claim 8, characterized in that, The volatile ketone compound is selected from at least one of acetone, ketone, and pentanone; The concentration of the volatile ketone compounds is 1.0 to 50 ppm.