IP Library › Granted Patent US 12,558,648
Granted Patent B2
US 12,558,648 · App. 17/693,895 · Granted Feb 24, 2026

Amine compound, acid gas absorbent, method for removing acid gas, and acid gas removal apparatus

Inventors: Yoshihiko Nakano (Yokohama, JP); Akiko Suzuki (Ota, JP); Reiko Yoshimura (Kawasaki, JP); Asato Kondo (Yokohama, JP); Shinji Murai (Sagamihara, JP); Yusuke Handa (Kita, JP)
Assignees: KABUSHIKI KAISHA TOSHIBA; TOSHIBA ENERGY SYSTEMS & SOLUTIONS CORPORATION
B01D53/1475B01D53/1425B01D53/1493C01B32/50B01D2252/10B01D2252/20436B01D2257/504
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Quick Facts
Patent No.
US 12,558,648
App. No.
17/693,895
Granted
Feb 24, 2026
Kind
B2
Abstract

Embodiments provide an amine compound having a large amount of an acid gas to be absorbed and strong oxidation resistance, an absorbent containing the amine compound, a method for removing an acid gas, and an acid gas removal apparatus.

Claims (78)

1 . An acid gas absorbent comprising:

a solvent; and

at least one or more amine compounds selected from the group consisting of amine compounds represented by Formula (1a) and Formula (1b); and

an additional amine compound:

wherein:

R 1 's are each independently hydrogen or an unsubstituted or substituted alkyl group having 3 or less carbon atoms, R 2 's are each independently hydrogen or an unsubstituted or substituted alkyl group having 3 or less carbon atoms, and at least two of R 2 's contained in one-CR 2 3 are not hydrogen,

R 3 is hydrogen,

a's are each 1,

m is a number of 1 to 3; and

n's are each independently a number of 1 to 4,

a content rate of the amine compound represented by Formula (1a) or (1b) is 10 to 60 mass % and a content rate of the additional amine compound is 1 to 50 mass %, based on the total amount of the acid gas absorbent, and

the additional amine compound is selected from the group consisting of

1-(2-hydroxyethyl) piperazine,

N-isopropyldiethanolamine,

N-isopropyldipropanolamine,

N-isopropyldibutanolamine,

N-isopropyldipentanolamine,

N-isopropyldihexanolamine,

3-[(2-hydroxyethyl)(propan-2-yl)amino]propan˜1-ol,

4-[(2-hydroxyethyl)(propan-2-yl)amino]butan-1-ol,

5-[(2-hydroxyethyl)(propan-2-yl)amino]pentan-1-ol,

6-[(2-hydroxyethyl)(propan-2-yl)amino]hexan-1-ol,

N-sec-butyldiethanolamine,

N-sec-butyldipropanolamine,

N-sec-butyldibutanolamine,

N-sec-butyldipentanolamine,

N-sec-butyldihexanolamine,

3-[(2-hydroxyethyl)(butan-2-yl)amino]propan-1-ol,

4-[(2-hydroxyethyl)(butan-2-yl)amino]butan-1-ol,

5-[(2-hydroxyethyl)(butan-2-yl)amino]pentan-1-ol,

6-[(2-hydroxyethyl)(butan-2-yl)amino]hexan-1-ol,

N-cyclopentyldiethanolamine,

N-cyclopentyldipropanolamine,

N-cyclopentyldibutanolamine,

N-cyclopentyldipentanolamine,

N-cyclopentyldihexanolamine,

3-[(2-hydroxyethyl)(cyclopentyl)amino]propan-1-ol,

4-[(2-hydroxyethyl)(cyclopentyl)amino]butan-1-ol,

5-[(2-hydroxyethyl)(cyclopentyl)amino]pentan-1-ol,

6-[(2-hydroxyethyl)(cyclopentyl)amino]hexan-1-ol,

2-azetidine methanol,

2-pyrrolidinemethanol,

2-piperidinemethanol,

3-piperidineethanol,

1-(2-hydroxyethyl) piperazine,

2-(hydroxymethyl) piperazine,

3-hydroxypyrrolidine,

3-pyrrolidinemethanol,

2-(2-hydroxyethyl) pyrrolidine,

4-piperidineethanol,

3-hydroxypiperidine,

4-hydroxypiperidine, and

4-(hydroxymethyl) piperidine.

2 . The acid gas absorbent according to claim 1 , wherein the n's are 2 or 3.

3 . The acid gas absorbent according to claim 1 , wherein the mis 2 .

4 . The acid gas absorbent according to claim 1 , wherein the additional amine compound is selected form the group consisting of:

1-(2-hydroxyethyl) piperazine,

N-isopropyldiethanolamine,

N-isopropyldipropanolamine,

3-[(2-hydroxyethyl)(propan-2-yl)amino]propan-1-ol,

N-sec-butyldiethanolamine,

N-sec-butyldipropanolamine,

N-sec-butyldibutanolamine,

3-[(2-hydroxyethyl)(butane-2-yl)amino]propan-1-ol,

N-cyclopentyldiethanolamine,

N-cyclopentyldipropanolamine, and

3-[(2-hydroxyethyl)(cyclopentyl)amino]propan-1-ol.

5 . The acid gas absorbent according to claim 1 , wherein the additional amine compound is 1-(2-hydroxyethyl) piperazine.

6 . The acid gas absorbent according to claim 1 , comprising:

the solvent;

at least one or more amine compounds selected from the group consisting of amine compounds represented by Formula (1a); and

the additional amine compound.

7 . The acid gas absorbent according to claim 1 , further comprising an additive selected from the group consisting of an antioxidant, a pH adjusting agent, an antifoaming agent, and an anticorrosive.

8 . A method for removing an acid gas, comprising: bringing a gas containing an acid gas into contact with the acid gas absorbent according to claim 1 to remove the acid gas from the gas containing the acid gas.

9 . An acid gas removal apparatus, comprising:

an absorber comprising the acid gas absorbent according to claim 1 , that removes an acid gas from a gas containing the acid gas by causing the acid gas absorbent to absorb the acid gas by contact between the gas containing the acid gas and the acid gas absorbent; and

a regenerator that desorbs the acid gas from the acid gas absorbent that has absorbed the acid gas to regenerate the acid gas absorbent,

wherein the acid gas absorbent that has been regenerated by the regenerator is reused by the absorber.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Apr 14, 2022
From: NAKANO, YOSHIHIKO; SUZUKI, AKIKO; YOSHIMURA, REIKO; KONDO, ASATO; MURAI, SHINJI; HANDA, YUSUKE
To: KABUSHIKI KAISHA TOSHIBA; TOSHIBA ENERGY SYSTEMS & SOLUTIONS CORPORATION
Reel/Frame 059603/0611 →
Priority Claims (1)
JP 2021-150538 · Sep 15, 2021 · national
Continuity (1)
Related Publication 20230104687A1 · Apr 6, 2023
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