Carbon dioxide trapping agent as well as preparation method and application thereof

Abstract

The invention provides a carbon dioxide trapping agent as well as a preparation method and application thereof. The chemical name of the carbon dioxide trapping agent is alpha-diazophenylacetic acid ethyl ester, and the unique chemical structure and functional groups of the carbon dioxide trapping agent can efficiently and selectively generate chemical reaction with carbon dioxide molecules to realize effective trapping of carbon dioxide. The preparation method of the carbon dioxide trapping agent comprises the following steps: mixing ethyl phenylacetate and p-toluenesulfonyl azide, adding 1, 8-diazabicyclo [5.4. 0] undec-7-ene, dissolving the mixture in anhydrous acetonitrile to form a reaction system, and after the reaction is completed, performing post-treatment and purification to obtain a target product. The preparation method only needs one-step synthesis, and the synthesis method is simple, low in cost and suitable for large-scale production.

Description

Technical Field

[0001] The present invention relates to the technical field of carbon dioxide capture, and particularly relates to a carbon dioxide capture agent, a preparation method thereof, and an application thereof. Background Art

[0002] Under the background of global climate change, reducing carbon dioxide emissions has become an urgent international need. According to statistics, the annual greenhouse gas emissions of the global shipping industry are about 1 billion tons, accounting for 3% of the global total emissions. Its decarbonization process has an important impact on achieving climate goals.

[0003] Among the existing carbon dioxide capture technologies, the chemical absorption method is one of the mainstream processes. Although it has a high level of technological maturity, it has significant defects: the traditional amine liquid absorbent has a huge regeneration energy consumption, and desorption needs to be achieved by heating or reducing pressure, resulting in additional fossil energy consumption and forming an "emission reduction - energy consumption" paradox; the amine liquid is easily degraded in high-temperature and oxidation environments, and needs to be replenished frequently, resulting in hazardous waste treatment costs; components such as water vapor and nitrogen in the mixed gas easily interfere with the absorption process and reduce the capture efficiency. That is, most of the existing carbon dioxide capture technologies have problems such as high cost, low efficiency, and poor selectivity, and there is an urgent need to develop breakthrough solutions to meet the large-scale decarbonization needs of the shipping industry. Summary of the Invention

[0004] In view of the above-mentioned disadvantages of the existing technology, the purpose of the present application is to provide a carbon dioxide capture agent, a preparation method thereof, and an application thereof, which are used to solve the problems of high cost, low efficiency, and poor selectivity existing in most of the existing carbon dioxide capture technologies.

[0005] To achieve the above purpose and other related purposes, in the first aspect, the present application provides a carbon dioxide capture agent, and the structural formula of the carbon dioxide capture agent is shown in formula (I):

[0006]

[0007] The chemical name of formula (I) is ethyl α-diazophenylacetate.

[0008] In the second aspect, the present application also provides a preparation method of a carbon dioxide capture agent, and the preparation method includes:

[0009] After mixing ethyl phenylacetate and p-toluenesulfonyl azide, 1,8-diazabicyclo[5.4.0]undec-7-ene is added, and then the above mixture is dissolved in anhydrous acetonitrile to form a reaction system. After the reaction is complete, through post-treatment and purification, the target product is obtained.

[0010] Optionally, during the reaction process, at room temperature, a magnetic stirrer is used to continuously stir the reaction system to make the reaction proceed fully.

[0011] Optionally, by monitoring the consumption of ethyl phenylacetate, it is determined whether the reaction is complete.

[0012] Optionally, thin-layer chromatography (TLC) or high-performance liquid chromatography (HPLC) is used to monitor the consumption of ethyl phenylacetate.

[0013] Optionally, after the reaction is complete, an aqueous solution of saturated ammonium chloride is added to the reaction system to terminate the reaction and neutralize any excess reactants that may be present.

[0014] Optionally, the post-treatment and purification specifically include the following steps:

[0015] The reaction system is extracted with dichloromethane at least once, and the organic phase is retained;

[0016] After washing the organic phase with brine, a drying agent is added for drying;

[0017] After drying is completed, distillation under reduced pressure is carried out, and then purification is carried out by column chromatography.

[0018] Optionally, the drying agent is anhydrous magnesium sulfate.

[0019] Optionally, when purification is carried out by column chromatography, n-hexane / ethyl acetate is used as the eluent.

[0020] Optionally, the molar ratio of the ethyl phenylacetate, the p-toluenesulfonyl azide, and the 1,8-diazabicyclo[5.4.0]undec-7-ene is 1:(1.2 - 2):1.5.

[0021] In a third aspect, the present application also provides an application of a carbon dioxide capture agent, or a carbon dioxide capture agent prepared by the above preparation method provided by the present application, in capturing carbon dioxide, wherein the carbon dioxide capture agent captures carbon dioxide by chemically reacting with carbon dioxide.

[0022] Optionally, the specific steps for the above carbon dioxide capture agent to capture carbon dioxide include:

[0023] In a reaction vessel, the carbon dioxide capture agent is dissolved in dichloromethane;

[0024] Carbon monoxide gas is introduced into the reaction vessel for bubbling treatment;

[0025] The reaction vessel is sealed, and carbon dioxide gas is added to the reaction vessel;

[0026] The reaction vessel is irradiated under blue light, and the carbon dioxide capture agent reacts with the carbon dioxide gas.

[0027] Optionally, the wavelength of the blue light is 450 nm to 490 nm.

[0028] As described above, a carbon dioxide capture agent, its preparation method and application according to the present application have the following beneficial effects:

[0029] The carbon dioxide capture agent provided by the present application has a unique chemical structure and functional groups, has high carbon dioxide capture efficiency, strong selectivity, and maintains stable performance within a wide range of temperatures and pressures, breaking through the limitations of the environmental adaptability of traditional technologies. This carbon dioxide capture agent is suitable for carbon dioxide capture from industrial waste gases (such as shipping exhaust gas), and can also be used for direct capture and storage of carbon dioxide in the atmosphere, providing a key technical path for the carbon neutrality goal. Moreover, compared with traditional physical or chemical methods, this carbon dioxide capture agent combines with carbon dioxide through chemical action, without consuming a large amount of energy for separation and compression, which helps to achieve energy conservation, emission reduction and sustainable development.

[0030] The preparation method of the carbon dioxide capture agent provided by the present application only requires one-step synthesis, is simple to operate, has high yield and high purity, and can achieve large-scale production without complex equipment. Description of the Drawings

[0031] Figure 1 It is the nuclear magnetic resonance hydrogen spectrum of the reaction product of the carbon dioxide capture agent and carbon dioxide in Example 2 of the present application. Detailed Embodiments

[0032] The following further elaborates the present application in combination with specific embodiments. It should be understood that these embodiments are only used to illustrate the present application and not to limit the protection scope of the present application.

[0033] The following illustrates the implementation manners of the present application through specific specific examples. Those skilled in the art can easily understand other advantages and effects of the present application from the content disclosed in this specification. The present application can also be implemented or applied through other different specific implementation manners. Various details in this specification can also be modified or changed based on different viewpoints and applications without departing from the spirit of the present application.

[0034] Unless otherwise specified, the raw materials, solvents and reagents in the embodiments of the present application are all purchased through commercial channels.

[0035] Example 1

[0036] This example provides a carbon dioxide capture agent, whose chemical name is ethyl α-diazophenylacetate.

[0037] This example also provides a preparation method of the carbon dioxide capture agent, and the synthesis route is as follows:

[0038]

[0039] The preparation method of the carbon dioxide capturer provided in this embodiment specifically includes the following steps:

[0040] (1) Pre-mix ethyl phenylacetate (10 mmol) and p-toluenesulfonyl azide (15 mmol);

[0041] (2) After accurately measuring 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) (2.24 mL, 2.28 g, 15 mmol), slowly add it to the mixture in step (1);

[0042] (3) Dissolve the mixture in step (2) in anhydrous acetonitrile (15 mL) to ensure that all reactants are evenly mixed. Under room temperature conditions, continuously stir the reaction mixture using a magnetic stirrer to allow the reaction to proceed fully (usually, this reaction process requires overnight to ensure complete conversion of the starting materials);

[0043] (4) When it is determined by a monitoring method (such as TLC or HPLC) that the starting materials have completely reacted, carefully add saturated ammonium chloride aqueous solution (5 mL) to the reaction mixture in step (3) to terminate the reaction and neutralize any excess reactants that may be present;

[0044] (5) Use a separatory funnel to extract the reaction mixture in step (4) with dichloromethane (3 × 30 mL) multiple times, separate the organic phase, and wash the organic phase with brine (3 × 10 mL) to remove any possible inorganic impurities. Finally, add anhydrous magnesium sulfate to dry the organic phase to remove residual moisture;

[0045] (6) After drying, concentrate the organic phase obtained in step (5) by distillation under reduced pressure to remove the excess solvent; the resulting residue is purified by column chromatography using n-hexane / ethyl acetate as the eluent to obtain pure ethyl α-diazophenylacetate.

[0046] Example 2

[0047] This embodiment provides an application of a carbon dioxide capturer in capturing carbon dioxide. The carbon dioxide capturer captures carbon dioxide by means of a chemical reaction with carbon dioxide. The chemical equation for the reaction of the carbon dioxide capturer with carbon dioxide is as follows:

[0048]

[0049] To prove the effect of the carbon dioxide capturer in this embodiment in capturing carbon dioxide, the following experiment was conducted, which specifically includes the following steps:

[0050] (1) Weigh exactly 1.0 g (i.e., 5.3 mmol) of the carbon dioxide capturer and put it into a reaction flask. Then add 10 mL of dichloromethane (DCM) to dissolve the carbon dioxide capturer and form a homogeneous solution.

[0051] (2) Continuously introduce carbon monoxide (CO) gas into the solution formed in step (1) and perform bubbling treatment for 10 minutes to ensure the full mixing of the gases in the solution.

[0052] (3) Seal the reaction flask and add 1 MPa of carbon dioxide (CO₂) gas to ensure the uniform distribution of carbon dioxide gas in the reaction system and its full participation in the reaction.

[0053] (4) Place the sealed reaction flask under blue light with a wavelength of 470 nm for irradiation for 12 hours.

[0054] (5) After the reaction is completed, remove the remaining dichloromethane (DCM) by vacuum distillation. The crude reaction product obtained is purified through a chromatographic silica gel column, where the solvent ratio is DCM:Hexane = 1:10. Finally, a light yellow oil is obtained with a mass of 1.6 g and a corresponding yield of 81%.

[0055] Step (4) above utilizes light energy to stimulate the chemical reaction between the carbon dioxide capturer and CO₂.

[0056] From the above experimental results, it can be seen that the carbon dioxide capturer in this example has significant active sites, which enables it to effectively carry out chemical reactions with carbon dioxide molecules and form stable compounds. The above experiment not only verifies that the specific structure of the carbon dioxide capturer molecule can efficiently bind to carbon dioxide but also provides strong experimental evidence for the efficient capture of carbon dioxide.

[0057] The reaction product after the chemical reaction between the carbon dioxide capturer and carbon dioxide is subjected to precise structural identification and quantitative analysis through nuclear magnetic resonance (NMR) technology, as Figure 1 shown. The results show that the yield of the yellow oil formed in the reaction is as high as 81%, which indicates that the reaction between the carbon dioxide capturer molecule and carbon dioxide has a high conversion rate. Further, the actual consumption of carbon dioxide was calculated, and it was found that the consumption ratio of carbon dioxide was over 95%, which further confirms the high efficiency of the carbon dioxide capturer molecule in the process of carbon dioxide capture.

[0058] This embodiment not only provides a new strategy for the efficient capture of carbon dioxide, but also provides valuable reference for the design and development of new organic small molecule catalysts. The unique active sites and efficient capture performance of the carbon dioxide capture agent molecules in this embodiment. In addition, this carbon dioxide capture agent is also expected to be widely used in many fields such as energy, chemical industry, and environmental protection.

[0059] The above embodiments are only illustrative of the principles and effects of the present invention, and are not intended to limit the present invention. Any person familiar with this technology can modify or change the above embodiments without departing from the spirit and scope of the present invention. Therefore, all equivalent modifications or changes made by those with ordinary knowledge in the technical field without departing from the spirit and technical ideas disclosed by the present invention should still be covered by the claims of the present invention.

Claims

1. A carbon dioxide capture agent, characterized in that, The structural formula of the carbon dioxide capturer is shown in Formula (Ⅰ):

2. A method for preparing the carbon dioxide capture agent according to claim 1, characterized in that, The method includes: After mixing ethyl phenylacetate and p-toluenesulfonyl azide, add 1,8-diazabicyclo[5.4.0]undec-7-ene, Then dissolve the above mixture in anhydrous acetonitrile to form a reaction system. After the reaction is complete, through post-treatment and purification, the target product is obtained.

3. The preparation method according to claim 2, wherein By monitoring the consumption of the ethyl phenylacetate, determine whether the reaction is complete.

4. The preparation method according to claim 3, characterized in that, Use thin-layer chromatography or high-performance liquid chromatography to monitor the consumption of the ethyl phenylacetate.

5. The preparation method according to any one of claims 2 to 4, characterized in that, After the reaction is complete, add saturated ammonium chloride aqueous solution to the reaction system.

6. The preparation method according to claim 5, characterized in that, The post-treatment and purification specifically include the following steps: Extract the reaction system with dichloromethane at least once, and retain the organic phase; After washing the organic phase with brine, add a desiccant for drying; After drying is completed, perform vacuum distillation, and then purify by column chromatography.

7. The preparation method according to claim 2, characterized in that, The molar ratio of the ethyl phenylacetate, the p-toluenesulfonyl azide, and the 1,8-diazabicyclo[5.4.0]undec-7-ene is 1:(1.2 - 2):1.

5.

8. Use of the carbon dioxide capture agent according to claim 1, or the carbon dioxide capture agent prepared by the preparation method according to any one of claims 2 to 7, in capturing carbon dioxide, characterized in that, The carbon dioxide capturer captures carbon dioxide by undergoing a chemical reaction with carbon dioxide.

9. The application according to claim 8, characterized in that The specific steps for capturing carbon dioxide include: In a reaction vessel, dissolve the carbon dioxide capturer in dichloromethane; Introduce carbon monoxide gas into the reaction vessel for bubbling treatment; Seal the reaction vessel and add carbon dioxide gas to the reaction vessel; Irradiate the reaction vessel under blue light, and the carbon dioxide capturer reacts with the carbon dioxide gas.

10. The application according to claim 9, characterized in that, The wavelength of the blue light is 450nm - 490nm.

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