CN102274674B - Method for capturing carbon dioxide (CO2) by high-stability substituted phenol ionic liquid - Google Patents
Method for capturing carbon dioxide (CO2) by high-stability substituted phenol ionic liquid Download PDFInfo
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- CN102274674B CN102274674B CN2011101653514A CN201110165351A CN102274674B CN 102274674 B CN102274674 B CN 102274674B CN 2011101653514 A CN2011101653514 A CN 2011101653514A CN 201110165351 A CN201110165351 A CN 201110165351A CN 102274674 B CN102274674 B CN 102274674B
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- carbon dioxide
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- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 title claims abstract description 131
- 229910002092 carbon dioxide Inorganic materials 0.000 title claims abstract description 65
- 239000001569 carbon dioxide Substances 0.000 title claims abstract description 65
- 239000002608 ionic liquid Substances 0.000 title claims abstract description 40
- 238000000034 method Methods 0.000 title claims abstract description 29
- 150000002989 phenols Chemical class 0.000 title abstract 2
- 238000010521 absorption reaction Methods 0.000 claims abstract description 27
- 238000003795 desorption Methods 0.000 claims abstract description 21
- 239000002250 absorbent Substances 0.000 claims abstract description 6
- 230000002745 absorbent Effects 0.000 claims abstract description 6
- 125000001421 myristyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 14
- ZDGSIQDOHOSTCA-UHFFFAOYSA-N CCCCCC[P] Chemical compound CCCCCC[P] ZDGSIQDOHOSTCA-UHFFFAOYSA-N 0.000 claims description 10
- -1 hexyl phosphorus m-Chlorophenols Chemical class 0.000 claims description 9
- 125000005496 phosphonium group Chemical group 0.000 claims description 9
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims description 8
- ISWSIDIOOBJBQZ-UHFFFAOYSA-N phenol group Chemical group C1(=CC=CC=C1)O ISWSIDIOOBJBQZ-UHFFFAOYSA-N 0.000 claims description 7
- UPPAJYINNYPKOL-UHFFFAOYSA-N ClC1=C(C=CC=C1)O.C(CCCCC)[P] Chemical class ClC1=C(C=CC=C1)O.C(CCCCC)[P] UPPAJYINNYPKOL-UHFFFAOYSA-N 0.000 claims description 6
- BANOZYMZQFFKRG-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=C1)O.C(CCCCC)[P] Chemical class [N+](=O)([O-])C1=CC=C(C=C1)O.C(CCCCC)[P] BANOZYMZQFFKRG-UHFFFAOYSA-N 0.000 claims description 6
- WXNZTHHGJRFXKQ-UHFFFAOYSA-N 4-chlorophenol Chemical compound OC1=CC=C(Cl)C=C1 WXNZTHHGJRFXKQ-UHFFFAOYSA-N 0.000 claims description 4
- FCEJCPKDDWSUIU-UHFFFAOYSA-N C(C)[P](CCCC)(CCCC)CCCC Chemical compound C(C)[P](CCCC)(CCCC)CCCC FCEJCPKDDWSUIU-UHFFFAOYSA-N 0.000 claims description 4
- 229940090668 parachlorophenol Drugs 0.000 claims description 4
- HORNXRXVQWOLPJ-UHFFFAOYSA-N 3-chlorophenol Chemical compound OC1=CC=CC(Cl)=C1 HORNXRXVQWOLPJ-UHFFFAOYSA-N 0.000 claims description 2
- HNZQKXSISORHLR-UHFFFAOYSA-N ClC1=C(C=CC=C1)O.C(C)[P](CCCC)(CCCC)CCCC Chemical compound ClC1=C(C=CC=C1)O.C(C)[P](CCCC)(CCCC)CCCC HNZQKXSISORHLR-UHFFFAOYSA-N 0.000 claims description 2
- ANRLTPOHEAEYIJ-UHFFFAOYSA-N [N+](=O)([O-])C1=CC=C(C=C1)O.C(C)[P](CCCC)(CCCC)CCCC Chemical compound [N+](=O)([O-])C1=CC=C(C=C1)O.C(C)[P](CCCC)(CCCC)CCCC ANRLTPOHEAEYIJ-UHFFFAOYSA-N 0.000 claims description 2
- XYFCBTPGUUZFHI-UHFFFAOYSA-O phosphonium Chemical compound [PH4+] XYFCBTPGUUZFHI-UHFFFAOYSA-O 0.000 abstract 1
- 229960004424 carbon dioxide Drugs 0.000 description 50
- RAXXELZNTBOGNW-UHFFFAOYSA-N imidazole Natural products C1=CNC=N1 RAXXELZNTBOGNW-UHFFFAOYSA-N 0.000 description 12
- 239000007788 liquid Substances 0.000 description 8
- 150000002500 ions Chemical class 0.000 description 6
- 239000007789 gas Substances 0.000 description 5
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 4
- 239000000126 substance Substances 0.000 description 4
- 238000005265 energy consumption Methods 0.000 description 3
- 230000018109 developmental process Effects 0.000 description 2
- ZZVUWRFHKOJYTH-UHFFFAOYSA-N diphenhydramine Chemical compound C=1C=CC=CC=1C(OCCN(C)C)C1=CC=CC=C1 ZZVUWRFHKOJYTH-UHFFFAOYSA-N 0.000 description 2
- 230000000694 effects Effects 0.000 description 2
- 238000005516 engineering process Methods 0.000 description 2
- 238000007306 functionalization reaction Methods 0.000 description 2
- 239000011521 glass Substances 0.000 description 2
- 229910052757 nitrogen Inorganic materials 0.000 description 2
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
- 239000003513 alkali Substances 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 230000015572 biosynthetic process Effects 0.000 description 1
- 229910052799 carbon Inorganic materials 0.000 description 1
- 235000011089 carbon dioxide Nutrition 0.000 description 1
- 239000003054 catalyst Substances 0.000 description 1
- 238000006243 chemical reaction Methods 0.000 description 1
- 238000007796 conventional method Methods 0.000 description 1
- 238000002474 experimental method Methods 0.000 description 1
- 239000000446 fuel Substances 0.000 description 1
- 239000005431 greenhouse gas Substances 0.000 description 1
- 229910052739 hydrogen Inorganic materials 0.000 description 1
- 239000001257 hydrogen Substances 0.000 description 1
- 238000001764 infiltration Methods 0.000 description 1
- 230000008595 infiltration Effects 0.000 description 1
- 229920000831 ionic polymer Polymers 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 230000003647 oxidation Effects 0.000 description 1
- 238000007254 oxidation reaction Methods 0.000 description 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000008929 regeneration Effects 0.000 description 1
- 238000011069 regeneration method Methods 0.000 description 1
- 238000000926 separation method Methods 0.000 description 1
- 239000002904 solvent Substances 0.000 description 1
- 238000001179 sorption measurement Methods 0.000 description 1
- 238000005303 weighing Methods 0.000 description 1
Classifications
-
- 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
- Y02A—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE
- Y02A50/00—TECHNOLOGIES FOR ADAPTATION TO CLIMATE CHANGE in human health protection, e.g. against extreme weather
- Y02A50/20—Air quality improvement or preservation, e.g. vehicle emission control or emission reduction by using catalytic converters
-
- 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
-
- 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
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/151—Reduction of greenhouse gas [GHG] emissions, e.g. CO2
Landscapes
- Gas Separation By Absorption (AREA)
- Treating Waste Gases (AREA)
Abstract
The invention relates to a method for capturing carbon dioxide (CO2) by a high-stability substituted phenol ionic liquid. The method comprises the following step of: absorbing CO2 gas by using an alkalescent phosphonium ionic liquid as an absorbent, wherein the absorption pressure is 0.0001-0.2 MPa, the absorption temperature is less than 20-80 DEG C, the absorption time is 0.1-2 hours, the desorption temperature is between 60-150 DEG C, and the desorption time is between 0.1-3 hours. The method for capturing CO2 gas has the advantages of good ionic liquid stability, high absorptive capacity,easy desorption and the like, and is a method for capturing CO2 with good industrial application potentiality.
Description
Technical field
The present invention relates to a kind of replacement phenolic group ionic liquid that adopts high stable, during its chemistry that is applied to carbon dioxide captures, realize carbon dioxide high power capacity, low energy consumption, capture capable of circulation, for a kind of potential method that provides is provided for the industry of carbon dioxide.
Background technology
Along with the fast development of economic society, the climate change that greenhouse effects bring has more and more become the human significant problem that faces, and has had a strong impact on human living environment.In the last few years, carbon dioxide was as a kind of main greenhouse gases, and its discharge capacity raises year by year, has aggravated greenhouse effects, its capture, sealed up for safekeeping and utilization has caused extensive concern both domestic and external.In addition, carbon dioxide is important carbon one raw material, can be converted into various Organic Chemicals or chemical fuel.Therefore, exploitation carbon dioxide absorption separation technology efficient, low energy is the common hot issue of paying close attention in the whole world.
At present, the method of traditional industrial capturing carbon dioxide mainly is pure amine absorption process, have the advantages such as production cost is low, infiltration rate is fast, absorptive capacity is large, but also have some limitation: volatile such as solvent, equipment is perishable, the easy oxidation of absorbent, the regeneration energy consumption is high, according to statistics, if the method capturing carbon dioxide is adopted in the thermal power plant, its energy output will descend 30%.In the last few years, ionic liquid because have good stability, the advantages such as volatility is low, the liquid journey is wide, the carbon dioxide solubility ability is strong, designability, provide very potential alternative for the industry of carbon dioxide captures.Many researchers adopt experiment and theoretical method to study the dissolubility of carbon dioxide in different ionic liquid.As Blanchard etc. (
J. Phys. Chem. 2001,
105, 2437) and measured carbon dioxide solubility under the different pressures in 6 kinds of different imidazole type ion liquids, show that the solubility of carbon dioxide in ionic liquid is under high pressure larger, but less under normal pressure.Compare with the hydramine method, the absorption enthalpy that the physics of carbon dioxide in ionic liquid captures is less, is about 20kJ mol
-1, only be about 1/4th of hydramine method.Another kind method is to adopt the ionic liquid of functionalization to carry out the chemistry capture of carbon dioxide.As, Davis etc. (
J. Am. Chem. Soc.
2002,
124, 926) and adopt first the imidazole type ion liquid of amino-contained to come absorbing carbon dioxide, show that this ionic liquid can absorb every mole of ionic liquid of about 0.5 mole of carbon dioxide under normal pressure.Afterwards, many researchers had been developed other quaternary phosphonium type ionic liquid that contains amino quaternary phosphonium type, imidazole type ion liquid and contain the amino acid anion.At present, the subject matter that the functionalized ion liquid chemistry captures is that it is large to absorb enthalpy, generally greater than 80kJ mol
-1, be difficult for desorption.In addition, studies show that the solubility of pressurization carbon dioxide in poly ion liquid is about 6-8 times of common imidazole type ion liquid, but absorptive capacity is still less under the normal pressure, is generally less than every mole of ionic liquid of 0.1 mole of carbon dioxide.Therefore, in the various methods of utilizing the ionic liquid capturing carbon dioxide, although absorb can be less for Physical Absorption, absorptive capacity is too little; Although and the chemical absorbing absorptive capacity is large, it is larger to absorb enthalpy.Need low (＜40 kJ mol of a kind of new carbon dioxide absorption enthalpy of development
-1) but the method for the novel ion liquid capture that absorptive capacity is large, the rate of adsorption is fast.
Summary of the invention
The purpose of this invention is to provide a kind of new method that absorbs the replacement phenolic group ionic liquid capturing carbon dioxide that enthalpy is low, capacity is high.
The method that the absorption enthalpy is low, capacity is high of a kind of ionic liquid capturing carbon dioxide provided by the invention, to replace the phenolic group ionic liquid as absorbent take a kind of novel quaternary phosphonium type, come absorbing carbon dioxide gas, can realize carbon dioxide high power capacity, low energy consumption, absorb fast.
Concrete technical scheme of the present invention is as follows:
The present invention is a kind of method that adopts high stable to replace phenolic group ionic liquid capturing carbon dioxide, as absorbent take a kind of weakly alkaline quaternary phosphonium type ionic liquid, come absorbing carbon dioxide gas, absorption pressure is 0.0001～0.2 MPa, absorbing temperature is under 20 ℃～80 ℃, and soak time is 0.1～2 hour; The carbon dioxide that absorbs is very easy desorption, and desorption temperature is between 60～150 ℃, and desorption time is between 0.1～3 hour.
The used alkalescent quaternary phosphonium type ionic liquid of the present invention is myristyl three hexyl phosphorus parachlorophenols, myristyl three hexyl phosphorus o-chlorphenols, myristyl three hexyl phosphorus m-Chlorophenols, myristyl three hexyl phosphorus p-trifluoromethyl-phenols, myristyl three hexyl phosphorus p-nitrophenols, propyl group three hexyl phosphorus parachlorophenols, propyl group three hexyl phosphorus o-chlorphenols, propyl group three hexyl phosphorus m-Chlorophenols, propyl group three hexyl phosphorus p-nitrophenols, butyl three hexyl phosphorus parachlorophenols, butyl three hexyl phosphorus o-chlorphenols, butyl three hexyl phosphorus m-Chlorophenols, butyl three hexyl phosphorus p-nitrophenols, ethyl tributyl phosphorus parachlorophenol, ethyl tributyl phosphorus o-chlorphenol, a kind of in ethyl tributyl phosphorus m-Chlorophenol and the ethyl tributyl phosphorus p-nitrophenol.
Pressure carbon dioxide of the present invention can change in a wider scope, usually between 0.0001 to 0.2 MPa atmospheric pressure, and preferably between 0.01 to 0.1MPa.
Carbon dioxide absorption temperature of the present invention can be between 20 ℃～80 ℃, and preferably between 20 ℃～50 ℃.
The carbon dioxide absorption time of the present invention is between 0.1～2 hour, and preferably between 0.5～1 hour.
Carbon dioxide absorption of the present invention can be at-10 kJ mol
-1To-40 kJ mol
-1Between, and be preferably absorption can be at-40 kJ mol
-1To-30 kJ mol
-1Between.
The carbon dioxide of absorption of the present invention is very easy desorption, and desorption temperature can be between 60～150 ℃, and between preferred 70 ℃～90 ℃.
The carbon dioxide desorption time that the present invention absorbs is between 0.1～3 hour, and preferably between 0.4～1 hour.
Compare with conventional method, the method applied in the present invention is very novel, have following characteristic and beneficial effect: 1) adopting the quaternary phosphonium type alkali ionic liquid of high stable is catalyst, avoided the formation of hydrogen bond network behind the system absorbing carbon dioxide, reduce the viscosity behind the system absorbing carbon dioxide, obviously accelerated the speed of reaction; 2) owing to adopted the replacement phenolic group ionic liquid of functionalization to come capturing carbon dioxide, absorptive capacity is obviously improved, generally near 1 moles/mole ionic liquid; 3) owing to adopted weakly alkaline ionic liquid, reduced the absorption energy of carbon dioxide, made the chemical absorbing of carbon dioxide can be lower than 40kJ mol
-1
The specific embodiment
By the following examples technical scheme of the present invention is described further.
Embodiment 1
Be in the 5ml glass container of 1cm at an internal diameter, add ionic liquid myristyl three hexyl phosphorus parachlorophenol ([P
66614] [4-Cl-PhO]) 1.2g (0.02mol), then slowly pass into carbon dioxide, flow 60ml/min, pressure 0.1MPa, it is 30 ℃ that control absorbs temperature, the control soak time is 0.5 hour, and the absorptive capacity that shows carbon dioxide in this ionic liquid of weighing is 0.82 moles/mole ionic liquid.The absorption of this ionic liquid can be-38kJ mol
-1
Embodiment 2-7
Be similar to embodiment 1, the control carbon dioxide gas pressure is 0.1 MPa, and absorbing temperature is 30 ℃, changes the kind of ionic liquid, the result of carbon dioxide absorption such as following table (table 1):
Table 1 different ionic liquid kind is on the impact of collecting carbonic anhydride
Embodiment 8-16
Be similar to embodiment 1, adopting myristyl three hexyl phosphorus parachlorophenols is absorbent, and absorbing carbon dioxide gas changes conditions such as absorbing temperature, gas pressure and soak time, absorbs result such as following table (table 2):
The different acceptance conditions of table 2 are on the impact of carbon dioxide absorption
Embodiment 17
Be in the 5ml glass container of 1cm at an internal diameter, add the ionic liquid myristyl three hexyl phosphorus parachlorophenol 1.3g (0.02mol) of absorbing carbon dioxide, then slowly pass into nitrogen, flow 60ml/min, pressure 0.1MPa, the control desorption temperature is 80 ℃, and the control desorption time is 0.5 hour, weighs to show fully desorption of the carbon dioxide that absorbs in this ionic liquid.
Embodiment 18-23
Be similar to embodiment 17, the control nitrogen pressure is 0.1 MPa, and flow 60ml/min changes the kind of ionic liquid and the temperature of desorption, the result of desorption such as following table (table 3):
Table 3 different ionic liquid kind is on the impact of carbon dioxide desorption
Claims (9)
1. method that adopts high stable to replace phenolic group ionic liquid capturing carbon dioxide, it is characterized in that take a kind of weakly alkaline quaternary phosphonium type ionic liquid as absorbent, come absorbing carbon dioxide gas, absorption pressure is 0.0001～0.2 MPa, absorbing temperature is under 20 ℃～80 ℃, and soak time is 0.1～2 hour; The carbon dioxide that absorbs is very easy desorption, desorption temperature is between 60～150 ℃, desorption time is between 0.1～3 hour, and used alkalescent quaternary phosphonium type ionic liquid is myristyl three hexyl phosphorus parachlorophenols, myristyl three hexyl phosphorus o-chlorphenols, myristyl three hexyl phosphorus m-Chlorophenols, myristyl three hexyl phosphorus p-trifluoromethyl-phenols, myristyl three hexyl phosphorus p-nitrophenols, propyl group three hexyl phosphorus parachlorophenols, propyl group three hexyl phosphorus o-chlorphenols, propyl group three hexyl phosphorus m-Chlorophenols, propyl group three hexyl phosphorus p-nitrophenols, butyl three hexyl phosphorus parachlorophenols, butyl three hexyl phosphorus o-chlorphenols, butyl three hexyl phosphorus m-Chlorophenols, butyl three hexyl phosphorus p-nitrophenols, ethyl tributyl phosphorus parachlorophenol, ethyl tributyl phosphorus o-chlorphenol, a kind of in ethyl tributyl phosphorus m-Chlorophenol and the ethyl tributyl phosphorus p-nitrophenol.
2. method according to claim 1 is characterized in that used alkalescent quaternary phosphonium type ionic liquid is myristyl three hexyl phosphorus parachlorophenols.
3. method according to claim 1 and 2 is characterized in that described carbon dioxide absorption pressure arrives between the 0.1MPa atmospheric pressure 0.01.
4. method according to claim 1 and 2 is characterized in that described carbon dioxide absorption temperature is between 20 ℃～50 ℃.
5. method according to claim 1 and 2 is characterized in that the described carbon dioxide absorption time is between 0.5～1 hour.
6. method according to claim 1 and 2 is characterized in that the desorption temperature of carbon dioxide of described absorption is between 70 ℃～90 ℃.
7. method according to claim 1 and 2 is characterized in that the described carbon dioxide desorption time is between 0.4～1 hour.
8. method according to claim 1 and 2 is characterized in that described carbon dioxide has the absorption energy, and its absorption can be at-10 kJ mol
-1To-40 kJ mol
-1Between.
9. method according to claim 8 is characterized in that described absorption can be at-30 kJ mol
-1To-40 kJ mol
-1Between.
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| CN2011101653514A CN102274674B (en) | 2011-06-20 | 2011-06-20 | Method for capturing carbon dioxide (CO2) by high-stability substituted phenol ionic liquid |
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Families Citing this family (6)
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| CN103059062B (en) * | 2012-12-11 | 2015-06-03 | 宁波豪城合成革有限公司 | Functionalized ion liquid and application thereof |
| CN103127815B (en) * | 2013-02-19 | 2015-10-28 | 浙江大学 | A kind of method utilizing the effect of halogen sulphur to improve sulfur dioxide trapping performance |
| CN103752134B (en) * | 2014-01-08 | 2015-10-28 | 浙江大学 | The method of the energy-efficient carbon trapping of a kind of ionic liquid |
| CN104399364B (en) * | 2014-11-19 | 2016-08-31 | 河南师范大学 | A kind of ionic liquid containing nitro is for the method for sulfur dioxide absorption gas |
| CN105920992B (en) * | 2016-06-21 | 2018-08-21 | 浙江大学 | It is a kind of to trap nitric oxide production method using basic functionalized ionic liquid |
| CN106563334A (en) * | 2016-11-22 | 2017-04-19 | 浙江大学 | Method for trapping nitric oxide by utilizing phenol anion functionalized ionic liquid |
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| FR2863910B1 (en) * | 2003-12-23 | 2006-01-27 | Inst Francais Du Petrole | METHOD OF CAPTURING CARBON DIOXIDE CONTAINED IN FUMES |
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