JP-2026076101-A - Carbon dioxide absorbent containing an ionic substance containing cyclic ammonium cations and hydroxide anions, and method for separating carbon dioxide using the same.

Abstract

[Problem] To provide a carbon dioxide absorbent containing an ionic substance and a method for separating carbon dioxide using the same. [Solution] A carbon dioxide absorbent is provided that contains an ionic substance containing a cyclic ammonium cation and a hydroxide anion. The carbon dioxide absorbent according to one embodiment contains a hydroxide anion with a small molecular weight and high basicity, which effectively improves the absorption performance per unit volume of the absorbent. Furthermore, since the carbon dioxide absorbent according to one embodiment is soluble in water, it does not cause the problem of layer separation. [Selection Diagram] None

Inventors

• キム ジ ス
• ジュン イル グ
• パク ウン ジュン
• ジョン ジ ス
• ソ サン ヒュプ
• ピュン リム オク

Assignees

• エスケー イノベーション カンパニー リミテッド

Dates

Publication Date

20260511

Application Date

20250523

Priority Date

20241023

Claims (16)

1. A carbon dioxide absorbent comprising an ionic substance containing a cyclic ammonium cation and a hydroxide anion represented by the following chemical formula 1. In the aforementioned chemical formula 1, R1 to R4 are each independently -H, C1-20 alkyl group, C1-20 alkoxy group, C1-10 alkoxyC1-10 alkyl group, C5-20 cycloalkyl group, or 5-membered to 20-membered heterocycloalkyl group. R5 and R6 are each independently -H, C1-20 alkyl group, C1-10 alkoxyC1-10 alkyl group, C5-20 cycloalkyl group, or 5-membered to 20-membered heterocycloalkyl group. L1 is a single bond, -O-, -NR7- , or a C1-8 alkylene group, R7 is -H, or a C1-10 alkyl group, or R7 may be bonded to R5 to form a ring, and the C1-20 alkyl groups, C1-20 alkoxy groups, C1-10 alkoxyC1-10 alkyl groups, C5-20 cycloalkyl groups, and 5- to 20-membered heterocycloalkyl groups of R1 to R7 may each be independently substituted with a halogen group, -OH, -NH2 , or -NO2 .
2. In the aforementioned chemical formula 1, Each of the R1 to R4 is independently -H, C1-10 alkyl group, C1-10 alkoxy group, C1-5 alkoxy C1-5 alkyl group, C5-10 cycloalkyl group, or 5-membered to 10-membered heterocycloalkyl group. R5 and R6 are each independently -H, C1-10 alkyl group, C1-5 alkoxyC1-5 alkyl group, C5-10 cycloalkyl group, or 5-membered to 10-membered heterocycloalkyl group. The carbon dioxide absorbent according to claim 1 , wherein L1 is a single bond, -O-, -NR7- , or a C1-5 alkylene group, R7 is -H, or a C1-5 alkyl group, or R7 may bond with R5 to form a ring, and the C1-10 alkyl groups, C1-10 alkoxy groups, C1-5 alkoxyC1-5 alkyl groups, C5-10 cycloalkyl groups, and 5-membered to 10-membered heterocycloalkyl groups of R1 to R7 may each be independently substituted with a halogen group, -OH, -NH2 , or -NO2 .
3. The carbon dioxide absorbent according to claim 1, wherein the cyclic ammonium cation is represented by the following chemical formula 2. In the aforementioned chemical formula 2, R5 and R6 are each independently -H, C1-20 alkyl group, C1-10 alkoxyC1-10 alkyl group, C5-20 cycloalkyl group, or 5-membered to 20-membered heterocycloalkyl group. L1 is a single bond, -O-, -NR7- , or a C1-8 alkylene group, R7 is -H, or a C1-10 alkyl group, or R7 may be bonded to R5 to form a ring, and the C1-10 alkyl groups, C1-20 alkyl groups, C1-10 alkoxy C1-10 alkyl groups, C5-20 cycloalkyl groups, and 5- to 20-membered heterocycloalkyl groups of R5 to R7 may each be independently substituted with a halogen group, -OH, -NH2 , or -NO2 .
4. In the aforementioned chemical formula 2, R5 and R6 are each independently a C1-10 alkyl group, a C1-5 alkoxyC1-5 alkyl group, a C5-10 cycloalkyl group, and a 5- to 10-membered heterocycloalkyl group. The carbon dioxide absorbent according to claim 3, wherein L1 is a single bond, -O-, -NR7- , or a C1-8 alkylene group, R7 is -H, or a C1-5 alkyl group, and the C1-10 alkyl groups, C1-5 alkoxyC1-5 alkyl groups, C5-10 cycloalkyl groups, and 5-membered to 10-membered heterocycloalkyl groups of R5 to R7 may each be independently substituted with -OH, -NH2 , or -NO2 .
5. In the aforementioned chemical formula 2, R5 and R6 are each independently a C1-5 alkyl group or a C1-3 alkoxy C1-3 alkyl group. The L1 is -O- or a methylene group, The carbon dioxide absorbent according to claim 3, wherein the C1-5 alkyl and C1-3 alkoxy C1-3 alkyl groups of R5 and R6 may each be independently substituted with -OH.
6. The carbon dioxide absorbent according to claim 1, wherein the cyclic ammonium cation is one selected from the following group of compounds.
7. The carbon dioxide absorbent according to claim 1, further comprising water.
8. The carbon dioxide absorbent according to claim 7, wherein the carbon dioxide absorbent further comprises one or more solvents in addition to water.
9. The carbon dioxide absorbent according to claim 8, wherein the solvent comprises an amine compound.
10. The carbon dioxide absorbent according to claim 9, wherein the amine compound comprises one or more selected from the group consisting of monoethanolamine (MEA), N-methyldiethanolamine (MDEA), diethanolamine (DEA), triethanolamine (TEA), 2-amino-2-methyl-1-propanol (AMP), and piperazine (PZ).
11. The carbon dioxide absorbent according to claim 1, wherein the ionic substance is contained in an amount of 5% to 50% by weight relative to the total weight of the carbon dioxide absorbent.
12. The carbon dioxide absorbent according to claim 7, wherein the water is present in an amount of 30% to 90% by weight relative to the total weight of the carbon dioxide absorbent.
13. The carbon dioxide absorbent according to claim 9, wherein the amine compound is contained in an amount of 10% to 50% by weight relative to the total weight of the carbon dioxide absorbent.
14. A method for separating carbon dioxide, comprising the step of contacting a carbon dioxide absorbent according to any one of claims 1 to 13 with a mixture containing carbon dioxide under temperature conditions of 20°C to 80°C.
15. The method for separating carbon dioxide according to claim 14, further comprising the step of heat-treating the carbon dioxide absorbent at a temperature of 70°C to 150°C for 30 to 250 minutes to desorb carbon dioxide attached to the carbon dioxide absorbent.
16. The method for separating carbon dioxide according to claim 15, wherein the steps of contacting and detaching are sequentially repeated to continuously separate carbon dioxide.

Description

This disclosure relates to a carbon dioxide absorbent containing an ionic substance containing cyclic ammonium cations and hydroxide anions, and a method for separating carbon dioxide using the same. As energy use increases due to rapid global economic development and industrialization, the use of fossil fuels, the main source of energy, is also increasing. Global warming, which is closely related to energy use, is a matter of global concern. Carbon dioxide ( CO2 ), which accounts for the largest proportion of the major greenhouse gases, is almost entirely produced in the process of burning fossil fuels to convert them into energy. Because the carbon dioxide generated in this way is controllable, technologies for removing carbon dioxide are attracting considerable attention. Methods applied to combustion exhaust gases during the carbon dioxide capture process can be broadly categorized into absorption, adsorption, and membrane separation methods, depending on their separation characteristics. Among these, absorption is the most actively used method, and it is further divided into physical absorption and chemical absorption. In chemical absorption, aqueous solutions of amines such as monoethanolamine (MEA), N-methyldiethanolamine (MDEA), and diethanolamine (DEA) are most widely used, and much research is also being conducted on the synthesis of ionic substances combining cations and anions and their use as absorbents. The embodiments described herein may be modified into various different forms, and the technology of one embodiment is not limited to the embodiments described later. Furthermore, throughout this specification, the phrases "composing, including, containing," "providing," "containing," or "having" a component mean, unless otherwise stated, that it may include other components rather than excluding them, and do not exclude elements, materials, or processes not additionally listed. The numerical ranges used herein include lower and upper limits, all values within those limits, increments logically derived from the form and width of the defined range, all limited values among them, and all possible combinations of upper and lower limits of numerical ranges limited in different forms. For example, if the composition content is limited to 10% to 80% or 20% to 50%, the numerical ranges of 10% to 50% or 50% to 80% must also be interpreted as being included herein. Unless otherwise defined herein, values outside the defined numerical range that may arise due to experimental error or rounding of values are also included within the defined numerical range. Hereafter, unless otherwise defined, "approximately" in this specification may be considered to be a value within 30%, 25%, 20%, 15%, 10%, 5%, 3%, 2%, 1%, or 0.5% of the explicitly stated value. As used herein, the term "alkylene group" refers to a diradical with a straight or branched chain of saturated carbon bonds, which may be substituted with any substituent. As used herein, the term "alkyl group" means a linear or branched radical of a saturated carbon bond, which may be substituted with any substituent. As used herein, the term "cycloalkyl group" means a carbon ring radical with a saturated carbon bond, which may be substituted with any substituent. As used herein, the term "heterocycloalkyl group" means a ring radical containing one or more heteroatoms selected from the group consisting of oxygen (O), nitrogen (N), and sulfur (S), which may be substituted with any substituent. For example, "5-membered to 20-membered heterocycloalkyl group" means that the ring contains 5 to 20 carbon, oxygen, nitrogen, and/or sulfur atoms, and does not include the number of substituent atoms such as hydrogen substituted on carbon. The present disclosure will be described in detail below with reference to the attached drawings. However, this is illustrative only, and the present disclosure is not limited to the specific embodiments described illustratively. One embodiment provides a carbon dioxide absorbent comprising an ionic substance containing a cyclic ammonium cation and a hydroxide anion represented by the following chemical formula 1. In the aforementioned chemical formula 1, R1 to R4 are each independently -H, C1-20 alkyl group, C1-20 alkoxy group, C1-10 alkoxy C1-10 alkyl group, C5-20 cycloalkyl group, or 5-membered to 20-membered heterocycloalkyl group, R5 and R6 are each independently -H, C1-20 alkyl group, C1-10 alkoxy C1-10 alkyl group, C5-20 cycloalkyl group, or 5-membered to 20-membered heterocycloalkyl group, L1 is a single bond, -O-, -NR7- , or C1-8 alkylene group, R7 is -H or C1-10 alkyl group, or R7 may be bonded to R5 to form a ring, and R1 to R7 are C1-20 alkyl group, C1-20 alkoxy group, C1-10 alkoxy C1-10 alkyl group, C The 5-20 cycloalkyl groups and the 5- to 20-membered heterocycloalkyl groups may each be independently substituted with a halogen group, -OH, -NH₂ , or -NO₂ . One embodiment of the carbon dioxide absorbent contains an ionic su