Carbon dioxide absorbent including phenolate-based ionic liquid and aliphatic alcohol and method of separating carbon dioxide using the same

Patent metadata

Field	Value
Publication number	US-12257566-B2
Application number	US-202318257524-A
Country	US
Kind code	B2
Filing date	Jan 10, 2023
Priority date	Jan 24, 2022
Publication date	Mar 25, 2025
Grant date	Mar 25, 2025

Abstract

Provided are a carbon dioxide absorbent including an ionic liquid including a choline-based cation and a phenolate-based anion, and an aliphatic alcohol, and a method of separating carbon dioxide using the same. Since the carbon dioxide absorbent of the present disclosure is thermally and chemically stable, it may decrease by-products released into the atmosphere and thus, is environmentally friendly. The method of separating carbon dioxide using the absorbent is an economical method which allows energy saving with low renewable energy.

First claim

The invention claimed is:

1. A carbon dioxide absorbent comprising:
an ionic liquid comprising a choline-based cation and a phenolate-based anion; and
an aliphatic alcohol.

2. The carbon dioxide absorbent of claim 1 , wherein the carbon dioxide absorbent comprises 5 to 70 wt % of the ionic liquid and 30 to 95 wt % of the aliphatic alcohol.

3. The carbon dioxide absorbent of claim 1 , wherein the phenolate-based anion is a compound represented by the following Chemical Formula 1 or 2:

wherein
R 1 to R 9 are independently of one another hydrogen, amino, carboxamido, C1-C10 alkyl, C1-C10 alkylcarbonyl, C1-C10 alkoxy, or C3-C8 cycloalkyl; and
the amino, carboxamido, alkyl, alkylcarbonyl, alkoxy, and cycloalkyl may be substituted by one or two or more substituents selected from halogen, cyano, amino, nitro, C1-C10 alkyl, C1-C10 alkylcarbonyl, C1-C10 alkoxy, and C3-C8 cycloalkyl.

4. The carbon dioxide absorbent of claim 3 ,
wherein R 1 to R 9 are independently of one another hydrogen, amino, carboxamido, C1-C5 alkyl, C1-C5 alkylcarbonyl, or C1-C5 alkoxy; and
the amino, carboxamido, alkyl, alkylcarbonyl, and alkoxy may be substituted by one or two or more substituents selected from halogen, cyano, amino, nitro, C1-C10 alkyl, C1-C10 alkylcarbonyl, C1-C10 alkoxy, and C3-C8 cycloalkyl.

5. The carbon dioxide absorbent of claim 3 ,
wherein R 1 to R 9 are independently of one another hydrogen, amino, or carboxamido, but at least one of them is amino or carboxamido; and
the amino or carboxamido may be substituted by C1-C3 alkylcarbonyl.

6. The carbon dioxide absorbent of claim 1 , wherein the aliphatic alcohol is an aliphatic monohydric alcohol or an aliphatic polyhydric alcohol.

7. The carbon dioxide absorbent of claim 1 , wherein the aliphatic alcohol is C2-C10 aliphatic alcohol.

8. The carbon dioxide absorbent of claim 1 , wherein the aliphatic alcohol has a boiling point of 120° C. or higher at 1 atm.

9. The carbon dioxide absorbent of claim 1 , wherein the aliphatic alcohol has a heat capacity of 4.0 KJ/kg·K or less.

10. The carbon dioxide absorbent of claim 1 , wherein a carbon dioxide absorption equivalent represented by the following Equation 1 is 0.7 or more:
Carbon dioxide absorption equivalent=(number of moles of absorbed carbon dioxide)/(number of moles of absorbent).  [Equation 1]

11. A method of separating carbon dioxide, the method comprising:
a first step of bringing the carbon dioxide absorbent of claim 1 into contact with a mixture comprising carbon dioxide; and
a second step of heat treating the carbon dioxide absorbent to desorb the carbon dioxide attached to the absorbent.

12. The method of separating carbon dioxide of claim 11 , wherein the first step is performed under a condition of 20° C. to 80° C.

13. The method of separating carbon dioxide of claim 11 , wherein the second step is performed for 30 to 250 minutes under a condition of 70° C. to 150° C.

14. The method of separating carbon dioxide of claim 11 , wherein the first step and the second step are a unit process, and the unit process is repeated twice or more to continuously separate carbon dioxide.

15. The carbon dioxide absorbent of claim 1 , wherein the choline-based cation is represented by the following Chemical Formula 5:

wherein
L is C2-C10 alkylene;
R 21 is hydrogen, C1-C20 alkyl, or C1-C20 alkylcarbonyl; and
R 22 to R 24 are independently of one another C1-C4 alkyl.

16. The carbon dioxide absorbent of claim 15 , wherein L is C2-C6 alkylene, R 21 is hydrogen, C1-C10 alkyl, or C1-C10 alkylcarbonyl, and R 22 to R 24 are independently of one another C1-C3 alkyl.

17. The carbon dioxide absorbent of claim 15 , wherein L is C2-C4 alkylene, R 21 is hydrogen, C1-C5 alkyl, or C1-C5 alkylcarbonyl, and R 22 to R 24 are independently of one another C1-C2 alkyl.

18. The carbon dioxide absorbent of claim 1 , wherein the choline-based cation is choline, acetylcholine, propionylcholine, or butyrylcholine.

19. A method of capturing carbon dioxide, comprising contacting carbon dioxide with a carbon dioxide absorbent comprising:
an ionic liquid comprising a choline-based cation; and
an aliphatic alcohol.

20. A method of reducing greenhouse gas emissions comprising carbon dioxide, comprising:
contacting the greenhouse gas emissions with a carbon dioxide absorbent comprising:
an ionic liquid comprising a choline-based cation; and
an aliphatic alcohol
whereby the carbon dioxide absorbent captures carbon dioxide from the greenhouse gas emissions.

Assignees

• Sk Innovation Co Ltd

Inventors

• Pyun Lim Ok
• Jung Ilgu
• Min Byul Ha Na
• Lee Junga
• Jeong Jisu

Classifications

• B01D53/1425

  Regeneration of liquid absorbents · CPC title

• B01D2258/0283

  Flue gases · CPC title

• B01D53/1475

  Removing carbon dioxide · CPC title

• B01J20/3483

  by thermal treatment not covered by groups B01J20/3441 - B01J20/3475, e.g. by heating or cooling · CPC title

• B01D2257/504

  Carbon dioxide · CPC title