Use of a bis-heterocyclic organic amine in carbon dioxide capture

Abstract

The application provides application of a double-heterocyclic organic amine in carbon dioxide capture and relates to the technical field of carbon dioxide capture. The double-heterocyclic organic amine is composed of two nitrogen-containing heterocycles connected by an alkyl chain, the molecule of the double-heterocyclic organic amine can form a heterocyclic ordered stacking structure through hydrogen bonding and dipole-dipole interaction, and meanwhile, with the synergistic effect of the polyamine group, the carbon dioxide absorption capacity is improved, and the volatility resistance stability is significantly enhanced. The double-heterocyclic organic amine has the advantages of high absorption capacity and good volatility resistance stability when applied to carbon dioxide capture.

Description

Technical Field

[0001] This invention relates to the field of carbon dioxide capture technology, and more particularly to the application of a biheterocyclic organic amine in carbon dioxide capture. Background Technology

[0002] Human industrial production activities using fossil fuels as energy sources emit massive amounts of carbon-containing waste gas annually, making carbon dioxide a greenhouse gas that urgently needs to be controlled. Carbon capture, utilization, and storage (CCUS) technology is widely recognized as the most effective way to achieve carbon emission reduction targets. Among these technologies, carbon capture accounts for the highest energy consumption and cost, and is the foundation and prerequisite for its implementation.

[0003] Chemical absorption using conventional organic amine solutions (taking ethanolamine as an example, reaction formula 1) is currently the most mature and industrially feasible carbon capture strategy, boasting advantages such as fast absorption rate, good selectivity, wide applicability, and low material cost. Multiple demonstration plants have been built and put into operation both domestically and internationally. However, due to their molecular structure limitations, traditional organic amine absorbents exhibit a certain degree of volatility, easily leading to amine escape under high-throughput flue gas treatment conditions within the absorption tower. This not only increases absorbent loss but also poses secondary environmental risks. Furthermore, the chemical absorption process of carbon dioxide by these absorbents involves high heat of absorption, easily causing localized overheating within the tower and further exacerbating volatilization losses. Since these volatility issues cannot be fundamentally resolved at the source of the absorbent, constructing a novel, highly efficient absorption system that combines high absorption activity with low volatilization loss has become one of the key challenges urgently needing to be overcome in the practical application of carbon dioxide capture technology. Summary of the Invention

[0004] The purpose of this invention is to provide an application of biheterocyclic organic amines in carbon dioxide capture. The biheterocyclic organic amines provided by this invention, when applied to carbon dioxide capture, have the advantages of high absorption capacity and good anti-volatilization stability, and exhibit excellent performance in the absorption-desorption cycle of carbon dioxide.

[0005] To achieve the above-mentioned objectives, the present invention provides the following technical solution: An application of a biheterocyclic organic amine in carbon dioxide capture, characterized in that the biheterocyclic organic amine is a compound having the structure shown in Formula I: Formula I; In Formula I, X is selected from -O-, -CH2-, or -NH-; R 1 R 2 R 3 R 4 and R 5 Each atom is independently selected from hydrogen atoms, -CH3, or -CH2CH3.

[0006] Preferably, the biheterocyclic organic amine is a compound represented by any one of formulas I-1 to I-24: Formula I-1, Formula I-2, Formula I-3, Formula I-4, Formula I-5, Formula I-6, Formula I-7, Formula I-8, Formula I-9, Formula I-10, Formula I-11, Formula I-12, Formula I-13, Formula I-14, Formula I-15, Formula I-16, Formula I-17, Formula I-18, Formula I-19, Formula I-20, Formula I-21, Formula I-22, Formula I-23, Formula I-24.

[0007] Preferably, the biheterocyclic organic amine is mixed with water and optional additives to form a combined absorbent; based on the total mass of the combined absorbent, the mass percentage of each component is: biheterocyclic organic amine 0.1%~50%, additives 0%~40%, and the balance is water.

[0008] Further preferred options, based on mass percentage, are: 1%, 5%, 10%, 15%, 20%, 25%, 30%, 40%, or 50%, and these will not be listed exhaustively here.

[0009] Further preferred options are additives with a content of 1%, 5%, 10%, 20%, 30%, or 40% by mass percentage, and these will not be listed exhaustively here.

[0010] More preferably, the additive is selected from at least one of N-(2-aminoethyl)piperazine, N-(2-hydroxyethyl)piperazine, N,N'-bis(2-aminoethyl)piperazine or N,N'-bis(2-hydroxyethyl)piperazine.

[0011] Preferably, a method for preparing a biheterocyclic organic amine includes the following steps: Compound 1, thionyl chloride, solvent, and selectively added pyridine were mixed and subjected to a chlorination reaction; the resulting chlorination product was mixed with compound 2 and water and subjected to an alkylation reaction to obtain the diheterocyclic organic amine. ; In compound 1: Y is selected from -O-, -CH2-, or -NH-; R 1 R 2 R 3 and R 4 Each atom is independently selected from hydrogen atoms, -CH3, or -CH2CH3.

[0012] In compound 2: Z is selected from -O-, -CH2-, or -NH-; R 5 Selected from hydrogen atom, -CH3 or -CH2CH3.

[0013] The temperature of the chlorination reaction is 0. o C~120 o C, heating rate is 0.1 o The temperature is C / min, and the holding time is 24h.

[0014] In the chlorination reaction, the molar ratio of compound 1 to thionyl chloride is 1:1 to 3.

[0015] In the chlorination reaction, the solvent is selected from at least one of chloroform or chlorobenzene.

[0016] In the chlorination reaction, the molar ratio of compound 1 to selectively added pyridine is 1:0~0.3.

[0017] The alkylation reaction was carried out at a temperature of 60°C. o C~150 o C, the heat preservation time is 24 hours.

[0018] In the alkylation reaction, the molar ratio of compound 2 to compound 1 in the chlorination reaction is 2~5:1.

[0019] Preferably, the source gas for carbon dioxide capture in the application is selected from at least one of the following: atmosphere, flue gas, exhaust gas, tail gas, product gas, raw material gas, fermentation gas, refinery gas, decomposition gas, water gas, syngas, shift gas, biogas, natural gas, associated gas from oil fields, coke oven gas, blast furnace gas, converter gas, kiln exhaust gas, landfill gas, or gas from a closed / semi-closed space.

[0020] The beneficial effects of this invention are: This invention provides an application of a biheterocyclic organic amine in carbon dioxide capture. The biheterocyclic organic amine consists of two nitrogen-containing heterocycles linked by alkyl chains. Its molecules can form an ordered stacked structure of heterocycles through hydrogen bonding and dipole-dipole interactions. Simultaneously, through the synergistic effect of polyamine groups, it significantly enhances both carbon dioxide absorption capacity and anti-volatilization stability.

[0021] This invention provides an application of biheterocyclic organic amines in carbon dioxide capture. The biheterocyclic organic amine has undergone targeted optimization in its molecular structure, exhibiting the following superior properties compared to traditional organic amine absorbents: the dual nitrogen-containing heterocycles linked by alkyl chains significantly enhance intermolecular forces through the synergistic effect of hydrogen bonding and dipole-dipole interactions, thereby effectively improving its anti-volatilization stability. As shown in the application example test results, the biheterocyclic organic amine combined absorbent provided by this invention has an absorption capacity of 5.9~9.8 wt% and a desorption efficiency of 84%~94%; at 60... o Under prolonged continuous purging with nitrogen, the content of the biheterocyclic organic amine provided by this invention in the circulating nitrogen is no higher than 8 ppm. This indicates that the biheterocyclic organic amine provided by this invention has the advantages of high absorption capacity and good anti-volatilization stability. Detailed Implementation

[0022] The present invention will now be described in detail with reference to examples, but these examples should not be construed as limiting the scope of protection of the present invention.

[0023] Example 1: Preparation of biheterocyclic organic amine I-1: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-O-, R) was added sequentially. 1 =H,R 2 =H,R 3 =H,R 4 =H, 100mmol, 13.1g) and chloroform (240mL) and mix well. At 0 o At temperature C, thionyl chloride (120 mmol, 14.3 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 60 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chloroform (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 300 mmol, 25.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 80 °C. oThe reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The resulting product was purified by distillation to obtain the biheterocyclic organic amine I-1. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=2.34-2.82(m,16H), 3.56-3.63(m,4H).

[0024] Example 2: Preparation of biheterocyclic organic amine I-5: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =H,R 2 =H,R 3 =CH3,R 4 =CH3 (100mmol, 15.8g) and chlorobenzene (240mL) and mix well. At 0 o At temperature C, thionyl chloride (150 mmol, 17.8 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 80 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chlorobenzene (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -O-, R...) were then... 5 =H, 400 mmol, 34.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 100 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The resulting product was purified by distillation to obtain the biheterocyclic organic amine I-5. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=1.05(s,3H), 1.06(s,3H), 2.31-2.86(m,14H), 3.51-3.64(m,4H).

[0025] Example 3: Preparation of biheterocyclic organic amine I-7: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =H,R 2 =H,R 3 =CH2CH3,R 4 =H, 100mmol, 15.8g) and chloroform (240mL) and mix well. At 0 o At temperature C, thionyl chloride (150 mmol, 17.8 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 60 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chloroform (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -O-, R...) were then... 5 =H, 400 mmol, 34.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 100 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The combined organic phases were dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The final product was purified by distillation to obtain the bicyclic organic amine I-7. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=0.89(t,3H), 1.08-1.74(m,2H), 2.33-2.88(m,15H), 3.53-3.68(m,4H).

[0026] Example 4: Preparation of biheterocyclic organic amine I-12: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =CH3,R 2 =H,R 3 =CH3,R 4 =H, 100mmol, 15.8g) and chlorobenzene (240mL) and mix well. At 0 oAt temperature C, thionyl chloride (180 mmol, 21.4 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 90 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chlorobenzene (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -CH2-, R) were then reacted. 5 =H, 400 mmol, 34.1 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated at 110 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The resulting product was purified by distillation to obtain the bicyclic organic amine I-12. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=0.98-1.11(m,6H), 1.31-1.58(m,6H), 2.35-2.82(m,14H).

[0027] Example 5: Preparation of biheterocyclic organic amine I-15: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =H,R 2 =H,R 3 =H,R 4 =H, 100mmol, 13.0g) and chloroform (240mL) and mix well. At 0 o At temperature C, thionyl chloride (120 mmol, 14.3 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 60 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chloroform (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 300 mmol, 25.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 80 °C. oThe reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The combined organic phases were dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The final product was purified by distillation to obtain the biheterocyclic organic amine I-15. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=2.32-2.62(m,12H), 2.80-2.93(m,8H).

[0028] Example 6: Preparation of biheterocyclic organic amine I-16: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =H,R 2 =H,R 3 =CH3,R 4 =H, 100mmol, 14.4g) and chloroform (240mL) and mix well. At 0 o At temperature C, thionyl chloride (120 mmol, 14.3 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 60 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chloroform (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 300 mmol, 25.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 80 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The combined organic phases were dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The final product was purified by distillation to obtain the biheterocyclic organic amine I-16. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=1.05(d,3H), 2.33-2.86(m,19H).

[0029] Example 7: Preparation of biheterocyclic organic amine I-17: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =CH3,R 2 =H,R 3 =CH3,R 4 =H, 100mmol, 15.8g) and chlorobenzene (240mL) and mix well. At 0 o At temperature C, thionyl chloride (180 mmol, 21.4 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 90 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chlorobenzene (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 300 mmol, 25.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated at 110 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The resulting product was purified by distillation to obtain the biheterocyclic organic amine I-17. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=1.00-1.13(m,6H), 2.34-2.88(m,18H).

[0030] Example 8: Preparation of biheterocyclic organic amine I-18: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =H,R 2 =H,R 3 =CH3,R 4 =CH3 (100mmol, 15.8g) and chlorobenzene (240mL) and mix well. At 0 o At temperature C, thionyl chloride (150 mmol, 17.8 g) was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. oC / min) to 80 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chlorobenzene (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 300 mmol, 25.8 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated to 100 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. o Sodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The combined organic phases were dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The final product was purified by distillation to obtain the bicyclic organic amine I-18. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=1.06(s,3H), 1.07(s,3H), 2.34-2.82(m,18H).

[0031] Example 9: Preparation of biheterocyclic organic amine I-20: In a 500 mL reaction flask equipped with a condenser and a tail gas absorption device, compound 1 (Y=-NH-, R) was added sequentially. 1 =CH3,R 2 =CH3,R 3 =CH3,R 4 =CH3 (100 mmol, 18.6 g), pyridine (15 mmol, 1.2 g), and chlorobenzene (240 mL) and mix thoroughly. At 0 o At temperature C, 200 mmol (23.8 g) of thionyl chloride was slowly and uniformly added dropwise to the solution over a period of 60 minutes, with the stirring speed at 600 rpm. After the addition was complete, the temperature was slowly increased by 0.1°C. o C / min) to 120 o C, the reaction was maintained at this temperature for 24 hours. After the reaction was complete, the temperature was lowered, the reaction mixture was filtered, the filter cake was washed with chlorobenzene (50 mL × 2), and dried to obtain the chlorinated product. The above chlorinated product and compound 2 (Z = -NH-, R) were then reacted. 5 =H, 400 mmol, 34.5 g) and water (240 mL) were added sequentially to a 500 mL high-pressure reactor, and the mixture was heated at 140 °C. o The reaction was carried out at C for 24 hours with a stirring speed of 600 r / min. After the reaction was completed, the mixture was cooled and transferred to a 1 L beaker. oSodium hydroxide (60 g) was slowly added at temperature C, and the mixture was stirred at 800 rpm for 40 min. The mixture was then transferred to a 1 L separatory funnel and extracted with dichloromethane (200 mL × 3). The organic phases were combined, dried over anhydrous sodium sulfate, and the solvent was removed by rotary evaporation. The resulting product was purified by distillation to obtain the biheterocyclic organic amine I-20. NMR characterization data: 1 H NMR (400MHz, CDCl3): δ=1.08(s,12H), 2.33-2.82(m,16H).

[0032] Examples 1-9 above illustrate the specific preparation process and representative reaction conditions of the biheterocyclic organic amine compounds described in this invention. Those skilled in the art should understand that the chlorination and alkylation reaction mechanisms described in this invention are well-defined. Without requiring creative effort, other similar compounds within the scope of this invention can be successfully prepared by making conventional parameter adjustments within the reasonable raw material ratios and reaction conditions defined above. These will not be elaborated upon here. The following will further illustrate the practical application effects and technical advantages of biheterocyclic organic amines in carbon dioxide capture with application examples.

[0033] Application Example 1-26: Add 100g of the combined absorbent (including biheterocyclic organic amine, deionized water, and optional N-(2-aminoethyl)piperazine) as shown in Table 1 to a 250mL round-bottom flask. After stirring thoroughly, slowly introduce carbon dioxide at a flow rate of 300mL / min, a pressure of 0.1MPa, and an oil bath temperature of 40°C. o C. Record the inlet and outlet gas flow rates in real time using a gas flow meter. After absorption is complete, stop the gas supply and raise the oil bath temperature to 120°C. o C. The outflow rate was recorded in real time using a gas flow meter. The absorption-desorption performance of the combined absorbent with a bicyclic organic amine as the main agent for carbon dioxide is shown in Table 1. Table 1: Carbon dioxide absorption-desorption performance of biheterocyclic organic amine combination absorbents

[0034] Application Example 27-40: Add 25g of a biheterocyclic organic amine and 75g of deionized water to a 250mL reactor equipped with a gas inlet, gas outlet, recirculation path, bubbling device, and water replenishment device. After stirring evenly, introduce preheated nitrogen gas (60g) into the gas inlet. o C) The nitrogen circulation flow rate is 850 mL / min, the pressure is 0.1 MPa, and the oil bath jacket temperature is set to 45°C. oC. The content of organic amines in the circulating nitrogen gas was recorded in real time at the outlet using a high-precision analyzer for 260 hours. The test results of the anti-volatilization stability of the biheterocyclic organic amines are shown in Table 2. Table 2: Volatilization resistance of biheterocyclic organic amines

[0035] Comparative application example 1: Add 25g of the comparative organic amine and 75g of deionized water (as shown in Table 3) to a 250mL reactor equipped with a gas inlet, gas outlet, circulating gas path, bubbling device, and water replenishment device. After stirring evenly, introduce preheated nitrogen gas (60g) into the gas inlet. o C) The nitrogen circulation flow rate is 850 mL / min, the pressure is 0.1 MPa, and the oil bath jacket temperature is set to 45°C. o C. The content of organic amines in the circulating nitrogen gas was recorded in real time at the outlet using a high-precision analyzer for 260 hours. The results of the anti-volatilization stability test of organic amines are shown in Table 3. Table 3: Comparison of the anti-volatile stability of organic amines

[0036] As shown in Tables 1, 2 and 3, the biheterocyclic organic amine provided by the present invention has a high absorption capacity and a significant advantage in terms of anti-volatilization stability compared with Comparative Application Example 1.

[0037] The above description is only a preferred embodiment of the present invention. It should be noted that for those skilled in the art, several improvements and modifications can be made without departing from the principle of the present invention, and these improvements and modifications should also be considered within the scope of protection of the present invention.

Claims

1. An application of a biheterocyclic organic amine in carbon dioxide capture, characterized in that, The biheterocyclic organic amine is a compound having the structure shown in Formula I: Equation I; In Formula I, X is selected from -O-, -CH2-, or -NH-; R 1 R 2 R 3 R 4 and R 5 Each atom is independently selected from hydrogen atoms, -CH3, or -CH2CH3.

2. The application of the biheterocyclic organic amine according to claim 1 in carbon dioxide capture, characterized in that, The biheterocyclic organic amine is a compound represented by any one of formulas I-1 to I-24: Equation I-1, Equation I-2, Formula I-3, Formula I-4, Formula I-5, Formula I-6, Formula I-7, Formula I-8, Equation I-9, Formula I-10, Formula I-11, Formula I-12, Formula I-13, Formula I-14, Formula I-15, Formula I-16, Formula I-17, Formula I-18, Formula I-19, Formula I-20, Formula I-21, Formula I-22, Formula I-23, Formula I-24.

3. The application of the biheterocyclic organic amine according to claim 1 or 2 in carbon dioxide capture, characterized in that, The biheterocyclic organic amine is mixed with water and optional additives to form a combined absorbent; based on the total mass of the combined absorbent, the mass percentage of each component is: biheterocyclic organic amine 0.1%~50%, additives 0%~40%, and the balance is water.

4. The application of the biheterocyclic organic amine according to claim 3 in carbon dioxide capture, characterized in that, The additive is selected from at least one of N-(2-aminoethyl)piperazine, N-(2-hydroxyethyl)piperazine, N,N'-bis(2-aminoethyl)piperazine or N,N'-bis(2-hydroxyethyl)piperazine.

5. The application of the biheterocyclic organic amine according to claim 1 or 2 in carbon dioxide capture, characterized in that, The source gas for carbon dioxide capture is selected from at least one of the following: atmosphere, flue gas, exhaust gas, tail gas, product gas, raw material gas, fermentation gas, refinery gas, decomposition gas, water gas, syngas, shift gas, biogas, natural gas, associated gas from oil fields, coke oven gas, blast furnace gas, converter gas, kiln exhaust gas, landfill gas, or gas from a closed / semi-closed space.

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