CA2927934A1 - Hybrid solvent formulations for selective h2s removal - Google Patents

Hybrid solvent formulations for selective h2s removal Download PDF

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Publication number
CA2927934A1
CA2927934A1 CA2927934A CA2927934A CA2927934A1 CA 2927934 A1 CA2927934 A1 CA 2927934A1 CA 2927934 A CA2927934 A CA 2927934A CA 2927934 A CA2927934 A CA 2927934A CA 2927934 A1 CA2927934 A1 CA 2927934A1
Authority
CA
Canada
Prior art keywords
amine
diol
acid
solution
gas
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.)
Abandoned
Application number
CA2927934A
Other languages
English (en)
French (fr)
Inventor
Christophe R. LAROCHE
Gerardo Padilla
John R. Dowdle
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Dow Global Technologies LLC
Original Assignee
Dow Global Technologies LLC
Priority date (The priority date 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 date listed.)
Filing date
Publication date
Application filed by Dow Global Technologies LLC filed Critical Dow Global Technologies LLC
Publication of CA2927934A1 publication Critical patent/CA2927934A1/en
Abandoned legal-status Critical Current

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Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation 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
    • B01D53/14Separation 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
    • B01D53/1493Selection of liquid materials for use as absorbents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation 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
    • B01D53/14Separation 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
    • B01D53/1456Removing acid components
    • B01D53/1468Removing hydrogen sulfide
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING HYDROCARBON OILS; PRODUCTION OF LIQUID HYDROCARBON MIXTURES, e.g. BY DESTRUCTIVE HYDROGENATION, OLIGOMERISATION, POLYMERISATION; RECOVERY OF HYDROCARBON OILS FROM OIL-SHALE, OIL-SAND, OR GASES; REFINING MIXTURES MAINLY CONSISTING OF HYDROCARBONS; REFORMING OF NAPHTHA; MINERAL WAXES
    • C10G21/00Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • C10G21/06Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L3/00Gaseous fuels; Natural gas; Synthetic natural gas obtained by processes not covered by subclass C10G, C10K; Liquefied petroleum gas
    • C10L3/06Natural gas; Synthetic natural gas obtained by processes not covered by C10G, C10K3/02 or C10K3/04
    • C10L3/10Working-up natural gas or synthetic natural gas
    • C10L3/101Removal of contaminants
    • C10L3/102Removal of contaminants of acid contaminants
    • C10L3/103Sulfur containing contaminants
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/10Inorganic absorbents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/202Alcohols or their derivatives
    • B01D2252/2023Glycols, diols or their derivatives
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/202Alcohols or their derivatives
    • B01D2252/2023Glycols, diols or their derivatives
    • B01D2252/2025Ethers or esters of alkylene glycols, e.g. ethylene or propylene carbonate
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/20426Secondary amines
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/20431Tertiary amines
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/204Amines
    • B01D2252/20478Alkanolamines
    • B01D2252/20489Alkanolamines with two or more hydroxyl groups
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/20Organic absorbents
    • B01D2252/205Other organic compounds not covered by B01D2252/00 - B01D2252/20494
    • B01D2252/2056Sulfur compounds, e.g. Sulfolane, thiols
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/50Combinations of absorbents
    • B01D2252/504Mixtures of two or more absorbents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/60Additives
    • B01D2252/606Anticorrosion agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2252/00Absorbents, i.e. solvents and liquid materials for gas absorption
    • B01D2252/60Additives
    • B01D2252/608Antifoaming agents
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2256/00Main component in the product gas stream after treatment
    • B01D2256/24Hydrocarbons
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2256/00Main component in the product gas stream after treatment
    • B01D2256/24Hydrocarbons
    • B01D2256/245Methane
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/30Sulfur compounds
    • B01D2257/302Sulfur oxides
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/30Sulfur compounds
    • B01D2257/304Hydrogen sulfide
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/30Sulfur compounds
    • B01D2257/306Organic sulfur compounds, e.g. mercaptans
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D2257/00Components to be removed
    • B01D2257/30Sulfur compounds
    • B01D2257/308Carbonoxysulfide COS
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10LFUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G OR C10K; LIQUIFIED PETROLEUM GAS; USE OF ADDITIVES TO FUELS OR FIRES; FIRE-LIGHTERS
    • C10L2290/00Fuel preparation or upgrading, processes or apparatus therefore, comprising specific process steps or apparatus units
    • C10L2290/54Specific separation steps for separating fractions, components or impurities during preparation or upgrading of a fuel
    • C10L2290/541Absorption of impurities during preparation or upgrading of a fuel

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Engineering & Computer Science (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Analytical Chemistry (AREA)
  • Gas Separation By Absorption (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Treating Waste Gases (AREA)
  • Industrial Gases (AREA)
CA2927934A 2013-10-30 2014-10-24 Hybrid solvent formulations for selective h2s removal Abandoned CA2927934A1 (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
US201361897678P 2013-10-30 2013-10-30
US61/897,678 2013-10-30
PCT/US2014/062153 WO2015065839A1 (en) 2013-10-30 2014-10-24 Hybrid solvent formulations for selective h2s removal

Publications (1)

Publication Number Publication Date
CA2927934A1 true CA2927934A1 (en) 2015-05-07

Family

ID=51869047

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2927934A Abandoned CA2927934A1 (en) 2013-10-30 2014-10-24 Hybrid solvent formulations for selective h2s removal

Country Status (8)

Country Link
US (1) US10226734B2 (enExample)
EP (1) EP3074488A1 (enExample)
JP (1) JP2016536389A (enExample)
CN (1) CN105637070A (enExample)
CA (1) CA2927934A1 (enExample)
EA (1) EA201690896A1 (enExample)
MX (1) MX2016004836A (enExample)
WO (1) WO2015065839A1 (enExample)

Families Citing this family (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
MX2016004836A (es) 2013-10-30 2016-07-26 Dow Global Technologies Llc Formulaciones solventes hibridas para la remocion selectiva de sulfuro de hidrogeno (h2s).
EA201690897A1 (ru) 2013-10-30 2016-12-30 ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи Композиции гибридных растворителей для полного удаления органической серы и полного удаления кислого газа
MX389571B (es) * 2014-10-10 2025-03-20 Dow Global Technologies Llc Proceso para la remocion de gases acidos de mezclas gaseosas usando una solucion acuosa de 2-dimetilamino-2-hidroximetil-1,3-propanodiol.
EP3204142A1 (en) * 2014-10-10 2017-08-16 Dow Global Technologies LLC Aqueous solution of 2-dimethylamino-2-hydroxymethyl-1, 3-propanediol useful for acid gas removal from gaseous mixtures
CA2986035C (en) * 2015-05-20 2023-08-22 Dow Global Technologies Llc An aqueous alkanolamine composition and process for the selective removal of hydrogen sulfide from gaseous mixtures
KR20180059782A (ko) * 2015-09-29 2018-06-05 바스프 에스이 황화수소를 선택적으로 제거하기 위한 흡수제 및 방법
US9962644B2 (en) 2015-12-28 2018-05-08 Exxonmobil Research And Engineering Company Process for increased selectivity and capacity for hydrogen sulfide capture from acid gases
CN107099340B (zh) * 2017-06-22 2020-07-28 山东京博石油化工有限公司 一种去除干气中丙烯的装置以及去除干气中丙烯的方法
US10633601B2 (en) * 2017-11-16 2020-04-28 Baker Hughes, A Ge Company, Llc Nitrogen-free hydrogen sulfide scavengers
CN110596318A (zh) * 2019-09-20 2019-12-20 中国石油化工股份有限公司 一种油井硫化氢总产量的确定方法
WO2022010874A1 (en) 2020-07-07 2022-01-13 Exxonmobil Research And Engineering Company Acid gas scrubbing methods featuring amine phase separation for hydrogen sulfide capture
WO2023073389A1 (en) * 2021-10-26 2023-05-04 Totalenergies Onetech Method for the purification of a gas mixture comprising carbon dioxide and optionally hydrogen sulfide
US12172125B1 (en) * 2023-07-28 2024-12-24 Susteon Inc. High performance CO2 capture solvent compositions, and CO2 capture systems and processes utilizing same

Family Cites Families (29)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4044100A (en) 1969-12-08 1977-08-23 Allied Chemical Corporation Separation of acidic gas constituents from gaseous mixtures containing the same
US4085192A (en) 1973-05-11 1978-04-18 Shell Oil Company Selective removal of hydrogen sulfide from gaseous mixtures
DE2551717C3 (de) 1975-11-18 1980-11-13 Basf Ag, 6700 Ludwigshafen und ggf. COS aus Gasen
SU927282A1 (ru) 1979-04-25 1982-05-15 Всесоюзный Научно-Исследовательский И Проектный Институт По Подготовке @К Транспортировке И Переработке Природного Газа Абсорбент дл очистки газов от кислых компонентов
IT1132170B (it) 1980-07-04 1986-06-25 Snam Progetti Processo di separazione selettiva di idrogeno solforato da miscele gassose contenenti anche anidride carbonica
DE3362220D1 (en) * 1982-01-18 1986-04-03 Exxon Research Engineering Co A process for removal of hydrogen sulfide from gaseous mixtures with severely sterically hindered secondary amino compounds
US4405585A (en) * 1982-01-18 1983-09-20 Exxon Research And Engineering Co. Process for the selective removal of hydrogen sulfide from gaseous mixtures with severely sterically hindered secondary aminoether alcohols
EP0134948A3 (en) * 1983-06-30 1987-10-14 Union Carbide Corporation Absorbent formulation for enhanced removal of acid gases from gas mixtures and processes using same
JPS6048116A (ja) * 1983-06-30 1985-03-15 ユニオン、カ−バイド、コ−ポレ−シヨン ガス混合物から酸性ガスを増大除去するための吸収剤組成物及びそれを使用する方法
US4484934A (en) 1984-01-27 1984-11-27 Combustion Engineering, Inc. Physical solvent for gas sweetening
DE3408851A1 (de) 1984-03-10 1985-09-12 Basf Ag, 6700 Ludwigshafen Verfahren zum entfernen von co(pfeil abwaerts)2(pfeil abwaerts) und/oder h(pfeil abwaerts)2(pfeil abwaerts)s aus gasen
WO1986005474A1 (en) 1985-03-14 1986-09-25 The Ralph M. Parsons Company Selective absorption of hydrogene sulfide from gases which also contain carbon dioxide
US4892674A (en) 1987-10-13 1990-01-09 Exxon Research And Engineering Company Addition of severely-hindered amine salts and/or aminoacids to non-hindered amine solutions for the absorption of H2 S
EP0728033B1 (en) 1993-11-09 1999-04-21 Union Carbide Chemicals & Plastics Technology Corporation Absorption of mercaptans
JP3392609B2 (ja) 1995-12-01 2003-03-31 三菱重工業株式会社 ガス中の炭酸ガスを除去する方法
DE19828977A1 (de) * 1998-06-29 1999-12-30 Basf Ag Verfahren zur Entfernung saurer Gasbestandteile aus Gasen
US6337059B1 (en) 1999-05-03 2002-01-08 Union Carbide Chemicals & Plastics Technology Corporation Absorbent compositions for the removal of acid gases from gas streams
US7144555B1 (en) * 2001-06-20 2006-12-05 Well To Wire Emissions Control Inc. Method and apparatus for hydrogen sulphide removal
EP1718597B1 (en) 2004-02-17 2016-09-07 ExxonMobil Research and Engineering Company Improved synthesis of severely sterically hindered amino-ether alcohols and diaminopolyalkenyl ethers using a high activity powder catalyst
WO2010046134A1 (en) 2008-10-24 2010-04-29 Lonza Inc Alkanolamine-based carbon dioxide absorption solutions with reduced corrosivity
US8221712B2 (en) 2009-05-12 2012-07-17 Basf Se Absorption medium for the selective removal of hydrogen sulfide from fluid streams
EP2283911A1 (en) * 2009-08-11 2011-02-16 Shell Internationale Research Maatschappij B.V. Process for removing CO2 and/or H2S from a gas comprising CO2 and/or H2S
CA2769617A1 (en) * 2009-08-11 2011-02-17 Shell Internationale Research Maatschappij B.V. Absorbent composition and process for removing co2 and/or h2s from a gas comprising co2 and/or h2s
US8816029B2 (en) * 2009-08-28 2014-08-26 3M Innovative Properties Company Compositions and articles comprising polymerizable ionic liquid mixture, and methods of curing
FR2982170B1 (fr) 2011-11-09 2013-11-22 IFP Energies Nouvelles Procede d'elimination de composes acides d'un effluent gazeux avec une solution absorbante a base de dihydroxyalkylamines possedant un encombrement sterique severe de l'atome d'azote
RU2642071C2 (ru) 2012-06-29 2018-01-24 ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи Водная алканоламиновая абсорбирующая композиция, содержащая пиперазин для улучшенного удаления сероводорода из газовых смесей, и способ ее использования
JP6290878B2 (ja) * 2012-06-29 2018-03-07 ダウ グローバル テクノロジーズ エルエルシー ガス混合物からh2sを除去する、水性アルカノールアミン溶液及び工程
EA201690897A1 (ru) 2013-10-30 2016-12-30 ДАУ ГЛОБАЛ ТЕКНОЛОДЖИЗ ЭлЭлСи Композиции гибридных растворителей для полного удаления органической серы и полного удаления кислого газа
MX2016004836A (es) 2013-10-30 2016-07-26 Dow Global Technologies Llc Formulaciones solventes hibridas para la remocion selectiva de sulfuro de hidrogeno (h2s).

Also Published As

Publication number Publication date
MX2016004836A (es) 2016-07-26
WO2015065839A8 (en) 2016-05-06
JP2016536389A (ja) 2016-11-24
CN105637070A (zh) 2016-06-01
US20160271558A1 (en) 2016-09-22
EA201690896A1 (ru) 2016-12-30
US10226734B2 (en) 2019-03-12
EP3074488A1 (en) 2016-10-05
WO2015065839A1 (en) 2015-05-07

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Effective date: 20201026