WO2014040473A1 - Use of tris(2-aminoethyl)amine as carbon dioxide absorbent - Google Patents
Use of tris(2-aminoethyl)amine as carbon dioxide absorbent Download PDFInfo
- Publication number
- WO2014040473A1 WO2014040473A1 PCT/CN2013/081616 CN2013081616W WO2014040473A1 WO 2014040473 A1 WO2014040473 A1 WO 2014040473A1 CN 2013081616 W CN2013081616 W CN 2013081616W WO 2014040473 A1 WO2014040473 A1 WO 2014040473A1
- Authority
- WO
- WIPO (PCT)
- Prior art keywords
- amine
- carbon dioxide
- aminoethyl
- tris
- absorption
- Prior art date
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Classifications
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L3/00—Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
- C10L3/06—Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
- C10L3/10—Working-up natural gas or synthetic natural gas
- C10L3/101—Removal of contaminants
- C10L3/102—Removal of contaminants of acid contaminants
- C10L3/103—Sulfur containing contaminants
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1456—Removing acid components
- B01D53/1475—Removing carbon dioxide
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D53/00—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
- B01D53/14—Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by absorption
- B01D53/1493—Selection of liquid materials for use as absorbents
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2252/00—Absorbents, i.e. solvents and liquid materials for gas absorption
- B01D2252/20—Organic absorbents
- B01D2252/204—Amines
- B01D2252/20415—Tri- or polyamines
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- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
- C10L2290/00—Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
- C10L2290/54—Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
- C10L2290/541—Absorption of impurities during preparation or upgrading of a fuel
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02C—CAPTURE, STORAGE, SEQUESTRATION OR DISPOSAL OF GREENHOUSE GASES [GHG]
- Y02C20/00—Capture or disposal of greenhouse gases
- Y02C20/40—Capture or disposal of greenhouse gases of CO2
Definitions
- the present invention is in the field of carbon dioxide capture and separation, and specifically provides the use of tris(2-aminoethyl:)amine as a carbon dioxide absorber.
- the organic amine compound absorption method appeared in the 1930s, and has become one of the main methods for industrial gas purification because of its advantages of faster absorption rate, larger absorption capacity, and lower economic cost.
- the existing organic amine absorbent has a fast absorption rate, but a small absorption capacity and a high desorption energy consumption; or a slow absorption rate, a large absorption capacity, and a low desorption energy consumption.
- primary amine MEA has a fast absorption rate, but its aqueous solution is easy to foam and degrade.
- the product formed by the reaction of MEA and CO 2 is stable, the solution regeneration temperature is high, and the steam consumption is large; the carbamate corrosion Stronger, especially when C0 2 load is high.
- the tertiary amine N-methyldiethanolamine (MDEA) is a tertiary alcohol amine. It has no active hydrogen atoms in the molecule, so it has good chemical stability and is not easy to degrade.
- the MDEA aqueous solution has lower foaming tendency and corrosivity than primary amines.
- MEA and secondary amine (DEA); form a metastable hydrogen carbamate with C0 2 , so regeneration is easy and energy consumption is low.
- the MDEA solution reacts slowly with C0 2 and requires the addition of certain additives to increase its rate of absorption of C0 2 .
- the disadvantage of sterically hindered amines compared to the amines commonly used in production is that the vapor pressure is high and the price is relatively high. Therefore, the existing organic amine solution cannot meet the high rate, high capacity, and low cost requirements of industrialization for absorbing solvents. Therefore, a new research trend in the field of co 2 capture has been developed for new solvents with high absorption rates, high capacity, and low desorption energy consumption.
- the molecular formula of tris(2-aminoethyl:)amine is C 6 H 18 N 4 , which is currently mainly used in pharmaceutical intermediates, and other uses are unknown.
- the present invention aims to provide a new use of tris(2-aminoethyl)amine, that is, the use of tris(2-aminoethyl)amine as a carbon dioxide absorber.
- the tris(2-aminoethyl)amine proposed by the invention has better CO 2 absorption performance than the existing absorption solvent such as monoethanolamine (MEA); has a larger absorption capacity and is faster. Absorption rate.
- Tris(2-aminoethyl:)amine (TAEAM® is a carbon dioxide absorber application.
- Tris(2-aminoethyl:)amine (TAEAM® is a carbon dioxide absorber application, and tris(2-aminoethyl:)amine is formulated into an aqueous solution having a concentration of 0.5 mol/L to 4 mol/L as a carbon dioxide absorption liquid. And control the temperature of the carbon dioxide absorbing solution to be 20 ° C - 90 ° C.
- the concentration of the carbon dioxide absorber is preferably from 1 mol/L to 3 mol/L, more preferably 2 mol/L.
- the temperature of the carbon dioxide absorber is from 20 ° C to 60 ° C.
- the pressure of the absorbed gas is 0.1-3 MPa.
- the volume fraction of C0 2 in the absorbed gas is preferably 0.5% to 99%. More preferably, the volume fraction of C0 2 in the gas is 5% to 60%.
- the principle of the present invention is:
- the present invention utilizes tris(2-aminoethyl) (TAEA) having three primary amine nitrogen atoms and one tertiary amine nitrogen atom, and one nitrogen atom is bonded to three relatively large groups, having a certain The steric hindrance effect. Not only make up for the deficiency of a single organic amine solution, but also improve the absorption efficiency of C0 2
- Tris(2-aminoethyl:) as a carbon dioxide absorber has a faster absorption rate, a larger absorption capacity, a higher cycle utilization rate, and a lower desorption energy consumption.
- Figure 1 is a schematic diagram of the experimental apparatus for measuring the absorption capacity of 0 2 ; wherein 1 0 2 gas cylinder gas, 2 - N 2 gas cylinder, 3 - mass flow meter, 4 a valve, 5 - electric heater, 6 - saturation device, 7—reaction device, 8—temperature controller, 9-condenser, 10—constant water tank;
- FIG 2 shows the CO 2 absorption capacity of an aqueous solution of tris(2-aminoethyl) (TAEA) at different C0 2 partial pressures.
- Figure 3 C0 2 absorption capacity of aqueous solution of tris(2-aminoethyl) (TAEA) at different temperatures and monoethanolamine (MEA)
- the device used is shown in Figure 1.
- the saturation device and the reaction device are all placed in a constant temperature water tank.
- Tris(2-aminoethyl)amine is formulated into a certain concentration of aqueous solution (0.5 mol/L to 4 mol/L) as a carbon dioxide absorption liquid.
- N 2 , C0 2 gas from the cylinder through the pressure reducing valve, mass flow meter mixed into the saturation device for saturation is a certain degree of wetting of the gas to a certain saturated vapor pressure.
- the saturated gas enters the reaction apparatus containing the absorption liquid, and is then condensed by the condenser and vented.
- a temperature controller controlling the temperature (20 ° C-90 ° C ) of the absorption process, while using a mass flow meter and control ⁇ C0 2 ratio (i.e. the concentration of 0.023 gas is absorbed in the simulation).
- the CO 2 capacity of TAEA was measured once every 1-2 hours with a 0 2 content analyzer in the liquid phase until the measured adjacent 0 2 capacities were the same or differed by ⁇ 0.05, at which time the reaction reached equilibrium and the absorption process was completed.
- the tris(2-aminoethyl:)amine was formulated into an aqueous solution having a concentration of 2 mol/L as a carbon dioxide absorbing solution, and the volume fraction of C0 2 was controlled under a normal pressure of 0.1 MPa. 15% (ie, the partial pressure of C0 2 is 15 kPa), the relationship between the absorption capacity of TAEA and temperature is measured, and the absorption equilibrium is reached in 8-10 hours, compared with the absorption capacity of MEA under the same conditions, as shown in Fig. 3. .
- FIG 3 is a C0 2 absorption capacity of the aqueous solution at different temperatures and TAEA C0 2 MEA solution absorption capacity compared to * MEA, so as TAEA. It can be seen from Fig. 3 that when TAEA is used as the CO 2 absorbent, it is feasible at 20 ° C to 90 ° C, and has a larger absorption capacity than MEA at different temperatures. And under the condition that the two reach the equilibrium of absorption, the absorption capacity of TAEA is large, and the absorption rate is fast.
- Example 3 Investigation of absorbent concentration
- the volume fraction of C0 2 is controlled to be 15% (that is, the partial pressure of 0 2 is 15 kPa), the temperature of the absorbent is 40 ° C, and different molar concentrations are prepared.
- the aqueous solution of tris(2-aminoethyl)amine was used as a carbon dioxide absorbing solution: 0.5 mol/L, 1 mol/L, 2 mol/L, 3 mol/L, and 4 mol/L to measure the absorption capacity of TAEA.
- the final result shows that the greater the concentration of TAEA in the carbon dioxide absorbing solution, the greater the 0 2 absorption capacity per unit volume of absorbing liquid.
- the comprehensive economic factor is preferably 1 mol/L -3 mol/L, and more suitable at 2 mol/L under the other conditions mentioned above.
- the tris(2-aminoethyl:)amine was formulated into an aqueous solution having a concentration of 2 mol/L as a carbon dioxide absorbing solution, and the temperature of the absorbent was controlled to be 40 ° C at a normal pressure of 0.1 MPa.
- the relationship between the CO 2 absorption capacity of TAEA and the C0 2 partial pressure is measured, and compared with the CO 2 absorption capacity of the MEA under the same conditions, as shown in FIG. 2 .
- Fig. 2 is a comparison of the CO 2 absorption capacity of the aqueous solution of TAEA under different partial pressures with the 0 2 absorption capacity of the MEA aqueous solution, which is the input of the country.
- the TAEA absorbent can be applied to a wide C0 2 volume fraction (0.5%-99%, preferably 5%-60%), and at different C0 2 partial pressures, compared with MEA. Have a large suction
Abstract
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Applications Claiming Priority (2)
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CN201210334870.3 | 2012-09-12 | ||
CN201210334870.3A CN102794095B (en) | 2012-09-12 | 2012-09-12 | Application of tri-(2-aminoethyl) amine as carbon dioxide absorbent |
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WO2014040473A1 true WO2014040473A1 (en) | 2014-03-20 |
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PCT/CN2013/081616 WO2014040473A1 (en) | 2012-09-12 | 2013-08-16 | Use of tris(2-aminoethyl)amine as carbon dioxide absorbent |
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CN (1) | CN102794095B (en) |
WO (1) | WO2014040473A1 (en) |
Families Citing this family (6)
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CN102794095B (en) * | 2012-09-12 | 2014-11-05 | 湖南大学 | Application of tri-(2-aminoethyl) amine as carbon dioxide absorbent |
CN102898313B (en) * | 2012-10-19 | 2014-06-11 | 南京信息工程大学 | Azimino compound used for trapping acid gas, and application thereof |
CN105510530B (en) * | 2015-12-08 | 2018-05-18 | 湖南大学 | The assay method of the overall mass transfer coefficient of carbon dioxide in a kind of alkanolamine solution |
CN106281263B (en) * | 2016-08-08 | 2018-11-09 | 西南石油大学 | A kind of Ultra-low molecular weight intercalation inhibitor and preparation method thereof |
JP7185421B2 (en) * | 2018-05-25 | 2022-12-07 | 株式会社東芝 | Acid gas absorbent, method for removing acid gas, and apparatus for removing acid gas |
CN113491935A (en) * | 2020-04-08 | 2021-10-12 | 中石化南京化工研究院有限公司 | Absorption liquid for deep decarburization in mixed gas |
Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
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US3201472A (en) * | 1958-12-02 | 1965-08-17 | Geigy Chem Corp | Tertiary-amino-alkylated primary amines |
CN101657247A (en) * | 2006-12-28 | 2010-02-24 | 康世富技术公司 | Process for the recovery of carbon dioxide from a gas stream |
CN102596362A (en) * | 2009-07-23 | 2012-07-18 | 康世富技术公司 | Carbon dioxide and hydrogen sulfide absorbents and process for their use |
CN102652033A (en) * | 2010-01-05 | 2012-08-29 | 蒂森克虏伯伍德公司 | CO2 removal from gases by means of aqueous amine solutions with the addition of a sterically hindered amine |
CN102794095A (en) * | 2012-09-12 | 2012-11-28 | 湖南大学 | Application of tri-(2-aminoethyl) amine as carbon dioxide absorbent |
Family Cites Families (3)
Publication number | Priority date | Publication date | Assignee | Title |
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EP0216486B1 (en) * | 1985-09-12 | 1990-11-22 | British Gas Corporation | Acid gas removal process |
DE19854353A1 (en) * | 1998-11-25 | 2000-06-21 | Clariant Gmbh | Processes for cleaning gases |
CN102300620A (en) * | 2009-02-02 | 2011-12-28 | 巴斯夫欧洲公司 | Absorbent containing cyclic amines for removing acid gases |
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2012
- 2012-09-12 CN CN201210334870.3A patent/CN102794095B/en active Active
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- 2013-08-16 WO PCT/CN2013/081616 patent/WO2014040473A1/en active Application Filing
Patent Citations (5)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3201472A (en) * | 1958-12-02 | 1965-08-17 | Geigy Chem Corp | Tertiary-amino-alkylated primary amines |
CN101657247A (en) * | 2006-12-28 | 2010-02-24 | 康世富技术公司 | Process for the recovery of carbon dioxide from a gas stream |
CN102596362A (en) * | 2009-07-23 | 2012-07-18 | 康世富技术公司 | Carbon dioxide and hydrogen sulfide absorbents and process for their use |
CN102652033A (en) * | 2010-01-05 | 2012-08-29 | 蒂森克虏伯伍德公司 | CO2 removal from gases by means of aqueous amine solutions with the addition of a sterically hindered amine |
CN102794095A (en) * | 2012-09-12 | 2012-11-28 | 湖南大学 | Application of tri-(2-aminoethyl) amine as carbon dioxide absorbent |
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CN102794095B (en) | 2014-11-05 |
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