EP2300637A1 - Solution absorbante contenant un inhibiteur de dégradation à fonction thiocarbonyle et méthode pour limiter la dégradation d'une solution absorbante - Google Patents
Solution absorbante contenant un inhibiteur de dégradation à fonction thiocarbonyle et méthode pour limiter la dégradation d'une solution absorbanteInfo
- Publication number
- EP2300637A1 EP2300637A1 EP09769459A EP09769459A EP2300637A1 EP 2300637 A1 EP2300637 A1 EP 2300637A1 EP 09769459 A EP09769459 A EP 09769459A EP 09769459 A EP09769459 A EP 09769459A EP 2300637 A1 EP2300637 A1 EP 2300637A1
- Authority
- EP
- European Patent Office
- Prior art keywords
- acid
- degradation
- group
- salt
- absorbent solution
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Withdrawn
Links
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C07C209/90—Stabilisation; Use of additives
-
- 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
-
- 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
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B3/00—Hydrogen; Gaseous mixtures containing hydrogen; Separation of hydrogen from mixtures containing it; Purification of hydrogen
- C01B3/50—Separation of hydrogen or hydrogen containing gases from gaseous mixtures, e.g. purification
- C01B3/52—Separation of hydrogen or hydrogen containing gases from gaseous mixtures, e.g. purification by contacting with liquids; Regeneration of used liquids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C213/00—Preparation of compounds containing amino and hydroxy, amino and etherified hydroxy or amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C213/10—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C227/00—Preparation of compounds containing amino and carboxyl groups bound to the same carbon skeleton
- C07C227/38—Separation; Purification; Stabilisation; Use of additives
- C07C227/44—Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C303/00—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
- C07C303/42—Separation; Purification; Stabilisation; Use of additives
-
- C—CHEMISTRY; METALLURGY
- C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
- C10K—PURIFYING OR MODIFYING THE CHEMICAL COMPOSITION OF COMBUSTIBLE GASES CONTAINING CARBON MONOXIDE
- C10K1/00—Purifying combustible gases containing carbon monoxide
- C10K1/08—Purifying combustible gases containing carbon monoxide by washing with liquids; Reviving the used wash liquors
- C10K1/10—Purifying combustible gases containing carbon monoxide by washing with liquids; Reviving the used wash liquors with aqueous liquids
- C10K1/12—Purifying combustible gases containing carbon monoxide by washing with liquids; Reviving the used wash liquors with aqueous liquids alkaline-reacting including the revival of the used wash liquors
- C10K1/14—Purifying combustible gases containing carbon monoxide by washing with liquids; Reviving the used wash liquors with aqueous liquids alkaline-reacting including the revival of the used wash liquors organic
- C10K1/143—Purifying combustible gases containing carbon monoxide by washing with liquids; Reviving the used wash liquors with aqueous liquids alkaline-reacting including the revival of the used wash liquors organic containing amino groups
-
- 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
-
- 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
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2251/00—Reactants
- B01D2251/20—Reductants
- B01D2251/21—Organic compounds not provided for in groups B01D2251/206 or B01D2251/208
-
- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
- B01D—SEPARATION
- B01D2251/00—Reactants
- B01D2251/80—Organic bases or salts
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0415—Purification by absorption in liquids
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0465—Composition of the impurity
- C01B2203/0475—Composition of the impurity the impurity being carbon dioxide
-
- C—CHEMISTRY; METALLURGY
- C01—INORGANIC CHEMISTRY
- C01B—NON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
- C01B2203/00—Integrated processes for the production of hydrogen or synthesis gas
- C01B2203/04—Integrated processes for the production of hydrogen or synthesis gas containing a purification step for the hydrogen or the synthesis gas
- C01B2203/0465—Composition of the impurity
- C01B2203/0485—Composition of the impurity the impurity being a sulfur compound
-
- 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
- Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
- Y02E50/00—Technologies for the production of fuel of non-fossil origin
- Y02E50/30—Fuel from waste, e.g. synthetic alcohol or diesel
Definitions
- ABSORBENT SOLUTION CONTAINING THIOCARBONYL FUNCTION DEGRADATION INHIBITOR AND METHOD FOR LIMITING DEGRADATION OF ABSORBENT SOLUTION
- the present invention relates to the field of the deacidification of a gaseous effluent. More specifically, the present invention provides compounds for reducing the degradation of an absorbent solution used to absorb the acidic compounds contained in a gaseous effluent, the absorbent solution comprising amines in aqueous solution.
- the deacidification of gaseous effluents is generally carried out by washing with an absorbent solution.
- the absorbent solution makes it possible to absorb the acid compounds present in the gaseous effluent (H 2 S, mercaptans, CO 2 , COS, SO 2 , CS 2 ).
- the amines have the disadvantage of degrading under the conditions of implementation.
- the amines can be degraded by oxygen forming acids such as, for example, formic acid, acetic acid or else oxalic acid in the amine solutions.
- HSS Heat Stable Sait
- HSAS Heat Stable Amine Sait
- the degraded solution is characterized by: a decrease in the absorption of the acidic compounds of the charge relative to a fresh solution of amine, an increase in the density of the absorbing solution, as well as its viscosity, which can lead to a loss of performance, the formation of more volatile amines polluting the treated gas and the acid gas from the regeneration step: ammonia, methylamine, dimethylamine and trimethylamine for example depending on the nature of the amine used, an accumulation of degradation products in the absorbent solution which may cause the need for treatment of the degraded solution, possible foaming problems due to degradation products.
- the degradation of the absorbing solution therefore penalizes the performance and the proper functioning of the gas deacidification units.
- degradation inhibiting agents To overcome the problem of degradation, failing to limit or eliminate the presence of oxygen in the absorbent solution is added in the absorbent solution, compounds whose role is to prevent or limit the degradation of amino compounds, in particular the degradation caused by the oxidation phenomena. These compounds are commonly referred to as degradation inhibiting agents.
- the main known modes of action of the degradation-inhibiting agents are, depending on their nature, a reduction-type reaction and / or a capture, trapping and / or stabilization of the radicals formed in the absorbent solution in order to limit or prevent or interrupting reactions, including chain reactions, degradation.
- the patents US 5686016 and US 7056482 cite additives used to limit the degradation of absorbent solutions used respectively for the deacidification of natural gas and for the capture of CO2.
- the present invention proposes a family of degradation inhibiting agents which makes it possible in particular to reduce the degradation of an absorbent solution used for the absorption of acidic compounds contained in a gaseous effluent, the absorbent solution comprising compounds amines in aqueous solution.
- the absorbent solution according to the invention for absorbing the acidic compounds of a gaseous effluent, comprises: a) at least one amine, b) water, c) at least one degradation inhibiting compound for limiting the degradation of said amine, the degradation inhibitor compound having the general formula:
- X is selected from: 1) a hydrogen atom,
- each of the radicals R and R ' being chosen indifferently from: 1) a hydrogen atom,
- each of the radicals R 1, R 2, R 3 and R 4 being chosen indifferently from the group containing: 1) a hydrogen atom,
- n 1 and 4.
- At least one of the radicals R 1 , R 2, R 3, R 4 and X can be a hydrocarbon group containing between 1 and 20 carbon atoms and can contain, in addition, at least one heteroatom.
- the radicals R 1 and R 2 are independent and that is to say they are not interconnected.
- R 1 and R 2 may be connected by a covalent bond to form a heterocycle consisting of 5 to 8 atoms.
- At least one of said radicals R 1, R 2, R 3 and R 4 may be a hydrocarbon group connected to X by a covalent bond to form a heterocycle consisting of 5 to 8 atoms.
- the absorbent solution may comprise between 10% and 80% by weight of amine, between 10% and 90% of water and between 5 ppm and 5% by weight of degradation inhibiting compound.
- the degradation inhibiting compound may be chosen from the group containing: O, O'-Diisopropyldithiobis (thioformate), diethyldithiocarbamic acid, a salt of diethyldithiocarbamic acid, dimethyldithiocarbamic acid, a salt of dimethyldithiocarbamic acid, pyrrolidinedithiocarbamic acid, a pyrrolidinedithiocarbamic acid salt, morpholinedithiocarbamic acid, a morpholinedithiocarbamic acid salt, piperidinedithiocarbamic acid, a piperidinedithiocarbamic acid salt, bis (dimethylthiocarbamyl) disulfide, di-n thiomolybdyl-butyldithiocarbamate, methylenebis (dibutyldithiocarbamate), tetramethylthiuram monosulfide, tetramethyl
- the amine may be selected from the group consisting of: N, N, N ', N I, N "-pentaméthyléthylènetriamine, piperazine, monoethanolamine, diethanolamine, methyldiethanolamine, diisopropanolamine, diglycolamine salt of glycine and a salt of taurine.
- the degradation inhibiting compound may be chosen from zinc diethyldithiocarbamate, sodium diethyldithiocarbamate, bis (dimethylthiocarbamyl) disulfide and
- the invention also proposes a process for absorbing acidic compounds contained in a gaseous effluent, in which the gaseous effluent is brought into contact with an aqueous solution containing at least one amine, and in which the degradation of said amine is controlled by introducing at least one degradation inhibiting compound in said solution, the degradation inhibiting compound having the general formula:
- X is selected from:
- each of the radicals R and R 1 being chosen indifferently from:
- each of the radicals R 1 , R 2, R 3 and R 4 being chosen indifferently from the group containing: 1) a hydrogen atom,
- n 1 and 4.
- the aqueous solution can be used to absorb acidic compounds contained in one of the effluents of the group containing the natural gas, the combustion fumes, the synthesis gases, the refinery gases, tail gas from the Claus process, biomass fermentation gas, cement gas and incinerator fumes.
- a degradation inhibiting compound selected from the group containing: O, O'-Diisopropyldithiobis (thioformate), diethyldithiocarbamic acid, a salt of diethyldithiocarbamic acid, dimethyldithiocarbamic acid, a salt thereof, may be added to the aqueous solution.
- dimethyldithiocarbamic acid pyrrolidinedithiocarbamic acid, pyrrolidinedithiocarbamic acid salt, morpholinedithiocarbamic acid, morpholinedithiocarbamic acid salt, piperidinedithiocarbamic acid, piperidinedithiocarbamic acid salt, bis (dimethylthiocarbamyl) disulfide thiomolybdyl di-n-butyldithiocarbamate, methylenebis (dibutyldithiocarbamate), tetramethylthiuram monosulfide, tetramethylthiuram disulfide, ethylene trithiocarbonate, dimethyl trithiocarbonate, Bis (carboxymethyl) trithiocarbonate, and a bis (carboxymethyl) salt.
- a degradation inhibitor chosen from the group containing zinc diethyldithiocarbamate, sodium diethyldithiocarbamate and bis (dimethylthiocarbamyi) can be added.
- an absorbent solution comprising organic compounds provided with an amine function in aqueous solution is substantially reduced in the presence of a small amount of inhibiting agents. degradation described below.
- the degradation inhibiting agents according to the invention are compounds with thiocarbonyl function defined by the general formula:
- X is selected from:
- hydrocarbon group containing 1 to 20 carbon atoms and preferably 1 to 6 carbon atoms, the hydrocarbon group may contain one or more heteroatoms,
- y is between 0 and 3, preferably between 0 and 1, 4) an alkaline element, an alkaline earth element, a monovalent metal, a multivalent metal, a broadly defined ammonium as the product of the protonation or quaternization of a molecule containing at least one nitrogen atom,
- M is chosen from: Zn, Pb, Sb, Sn, Mo, Mn, Ti, Fe and Bi.
- radicals R and R 1 being chosen indifferently from: 1) a hydrogen atom,
- An SV group with V selected from a hydrogen atom, an alkaline element, an alkaline earth element, a monovalent metal, a multivalent metal and a broadly defined ammonium such as the product of the protonation or quaternization of a molecule containing at least one nitrogen atom.
- Each of the radicals R 1, R 2, R 3 and R 4 are chosen indifferently from the group containing: 1) a hydrogen atom,
- hydrocarbon group containing 1 to 20 carbon atoms and preferably 1 to 6 carbon atoms, the hydrocarbon group may contain one or more heteroatoms, 3) a group 5
- n is between 1 and 4, preferably between 1 and 2.
- the pattern * - s is repeated n times, the radical R may be identical or different from one pattern to another.
- n is in agreement with the definition of X in accordance with the rules of chemistry.
- the radicals R 1 and R 2 are independent, that is to say that they are not interconnected.
- R 1 and R 2 when R 1 and R 2 represent a hydrocarbon group, they can be connected to each other by a covalent bond to form a heterocycle comprising between 5 and 8 atoms.
- R 1, R 2, R 3, R 4 and X represent a hydrocarbon group, one of the radicals R 1, R 2, R 3 and R 4 may be connected to X by a covalent bond to form a heterocycle comprising between 5 and 8 atoms.
- the absorbent solutions according to the invention can be used to deacidify the following gaseous effluents: natural gas, synthesis gases, combustion fumes, refinery gases, gases obtained at the bottom of the Claus process, the gases of fermentation of biomass, cement gas, incinerator fumes.
- gaseous effluents contain one or several of the following acidic compounds: CO 2 , I 1 H 2 S, mercaptans, COS, SO 2 , NO 2 , CS 2 .
- the combustion fumes are produced in particular by the combustion of hydrocarbons, biogas, coal in a boiler or for a combustion gas turbine, for example for the purpose of producing electricity.
- These fumes can comprise between 50% and 80% of nitrogen, between 5% and 20% of carbon dioxide, between 1% and 10% of oxygen.
- the implementation of an absorbent solution for deacidifying a gaseous effluent is generally carried out by performing an absorption step followed by a regeneration step.
- the absorption step consists of contacting the gaseous effluent with the absorbing solution.
- the organic compounds having an amine function of the absorbent solution react with the acidic compounds contained in the effluent so as to obtain a gaseous effluent depleted of acidic compounds and an absorbent solution enriched in acidic compounds.
- the regeneration step includes heating and, optionally, relaxing, at least a portion of the absorbent solution enriched in acidic compounds to release the acidic compounds in gaseous form.
- the regenerated absorbent solution that is to say depleted in acidic compounds is recycled to the absorption step.
- the absorbent solution according to the invention comprises organic compounds in aqueous solution.
- the organic compounds are amines, that is to say that they comprise at least one amine function.
- the organic compounds may be in variable concentration, for example between 10% and 80% by weight, preferably between 20% and 60% by weight, in the aqueous solution.
- the absorbent solution may contain between 10% and 90% water.
- the organic compounds are amines such as
- piperazine is used for the treatment of natural gas and for the decarbonation of combustion fumes.
- the organic compounds may also be alkanolamines such as monoethanolamine (MEA), diethanolamine (DEA), methyldiethanolamine (MDEA) 1 diisopropanolamine (DIPA) or diglycolamine.
- MDEA and DEA are commonly used for deacidification of natural gas.
- MEA is more particularly used for the decarbonation of combustion fumes.
- the organic compounds may also be amino acid salts such as glycine or taurine salts which are used in particular for the capture of CO 2 in the combustion fumes.
- the absorbent solution according to the invention may contain compounds which physically absorb at least partially one or more acidic compounds of the gaseous effluent.
- the absorbent solution may comprise between 5% and 50% by weight of absorbent compounds of a physical nature such as methanol, sulfolane or N-formyl morpholine.
- the following degradation inhibiting agents are preferably used: O, O'-diisopropyldithiobis (thioformate), diethyldithiocarbamic acid, a salt of diethyldithiocarbamic acid (in particular the sodium, potassium, lithium, copper, zinc or ammonium salt of diethyldithiocarbamic acid), dimethyldithiocarbamic acid, a salt of dimethyldithiocarbamic acid (in particular the sodium salt, of potassium, lithium, copper, zinc or ammonium of dimethyldithiocarbamic acid), pyrrolidinedithiocarbamic acid, a salt of pyrrolidinedithiocarbamic acid (in particular the sodium, potassium, lithium, copper salt , zinc or ammonium pyrrolidinedithiocarbamic acid), morpholinedithiocarbamic acid, a salt of morpholinedithiocarbamic acid (especially
- degradative inhibiting agents zinc diethyldithiocarbamate, sodium diethyldithiocarbamate, bis (dimethylthiocarbamyl) disulfide and O, O'-Diisopropyldithiobis (thioformate).
- the degradation inhibiting agents listed in the preceding paragraph are particularly well suited to the prevention of amine degradation in aqueous solution implemented in a process for capturing CO 2 contained in combustion fumes.
- one of the following compounds can preferably be used: zinc diethyldithiocarbamate sodium diethyldithiocarbamate, bis (dimethylthiocarbamyl) disulfide and O, O'-Diisopropyldithiobis (thioformate).
- the absorbent solution according to the invention comprises an amount of degradation inhibiting agents defined by the general formula described above.
- the absorbent solution may comprise one or more different degradation inhibiting agents corresponding to said general formula.
- the degradation inhibiting agents according to the invention can be combined with other degradation inhibitor compounds of different chemical families.
- the absorbent solution comprises between 5 ppm and 5% by weight of degradation inhibiting agents according to the invention, preferably from 50 ppm to 2% by weight, and an excellent content of degradation inhibiting agents in the solution being between 100 ppm and 1% by weight.
- the degradation tests of an amine in aqueous solution are carried out according to the following procedure.
- amine solution 30% by weight in deionized water 100 ml of amine solution 30% by weight in deionized water are placed in a glass reactor surmounted by a condenser to prevent the evaporation of water.
- the degradation inhibiting agent incorporated in the aqueous amine solution is varied.
- the reactor is heated to 80 ° C. in an electric heating block.
- the solution is stirred at 1200 rpm by a magnetic bar.
- the presence of counter-blades prevents the formation of a vortex.
- 7 Nl / h of atmospheric air that is to say of unpurified ambient air, are brought into contact with the solution by means of a dip tube for 7 days at atmospheric pressure. An ion chromatographic analysis of the thus degraded solution is then carried out.
- the analytical method uses an anion exchange column, potash eluent and conductimetric detection. This analysis makes it possible to quantify the acetate, oxalate and formate ions, which are the species generally followed by those skilled in the art, since they bear witness to the degree of degradation of the amine.
- ND Value not determined because below the detection limit of the analytical method.
Abstract
Description
Claims
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
FR0803680A FR2933001B1 (fr) | 2008-06-27 | 2008-06-27 | Solution absorbante contenant un inhibiteur de degradation a fonction thiocarbonyle et methode pour limiter la degradation d'une solution absorbante |
PCT/FR2009/000774 WO2009156618A1 (fr) | 2008-06-27 | 2009-06-23 | Solution absorbante contenant un inhibiteur de dégradation à fonction thiocarbonyle et méthode pour limiter la dégradation d'une solution absorbante |
Publications (1)
Publication Number | Publication Date |
---|---|
EP2300637A1 true EP2300637A1 (fr) | 2011-03-30 |
Family
ID=40297795
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
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EP09769459A Withdrawn EP2300637A1 (fr) | 2008-06-27 | 2009-06-23 | Solution absorbante contenant un inhibiteur de dégradation à fonction thiocarbonyle et méthode pour limiter la dégradation d'une solution absorbante |
Country Status (3)
Country | Link |
---|---|
EP (1) | EP2300637A1 (fr) |
FR (1) | FR2933001B1 (fr) |
WO (1) | WO2009156618A1 (fr) |
Families Citing this family (4)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
FR2994861B1 (fr) | 2012-08-30 | 2014-08-22 | IFP Energies Nouvelles | Procede d'absorption de composes acides contenus dans un effluent gazeux au moyen d'une solution aqueuse a base d'amine |
EP2792732B1 (fr) * | 2013-04-15 | 2016-11-02 | Baker Hughes Incorporated | Sels de carboxylate métallique comme piégeurs h2s mélangés dans la production mixte ou des systèmes de gaz sec |
US9480946B2 (en) | 2013-04-15 | 2016-11-01 | Baker Hughes Incorporated | Metal carboxylate salts as H2S scavengers in mixed production or dry gas or wet gas systems |
JP5984776B2 (ja) * | 2013-10-15 | 2016-09-06 | 三菱重工業株式会社 | 複合アミン吸収液、co2又はh2s又はその双方の除去装置及び方法 |
Family Cites Families (2)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US6059992A (en) * | 1995-10-10 | 2000-05-09 | Veldman; Ray R. | Gas treating solution corrosion inhibitor |
US8123982B2 (en) * | 2004-03-26 | 2012-02-28 | Akzo Nobel N.V. | Sulfur based corrosion inhibitors |
-
2008
- 2008-06-27 FR FR0803680A patent/FR2933001B1/fr not_active Expired - Fee Related
-
2009
- 2009-06-23 WO PCT/FR2009/000774 patent/WO2009156618A1/fr active Application Filing
- 2009-06-23 EP EP09769459A patent/EP2300637A1/fr not_active Withdrawn
Non-Patent Citations (2)
Title |
---|
C. GOUEDARD ET AL.: "Amine dégradation in CO2 capture. I. A review", INTERNATIONAL JOURNAL OF GREENHOUSE GAS CONTROL, vol. 10, 1 January 2012 (2012-01-01), pages 244 - 270 * |
See also references of WO2009156618A1 * |
Also Published As
Publication number | Publication date |
---|---|
FR2933001A1 (fr) | 2010-01-01 |
FR2933001B1 (fr) | 2010-08-20 |
WO2009156618A1 (fr) | 2009-12-30 |
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