US20110147272A1 - Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers - Google Patents

Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers Download PDF

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Publication number
US20110147272A1
US20110147272A1 US12/646,432 US64643209A US2011147272A1 US 20110147272 A1 US20110147272 A1 US 20110147272A1 US 64643209 A US64643209 A US 64643209A US 2011147272 A1 US2011147272 A1 US 2011147272A1
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United States
Prior art keywords
heavy oil
scavenger
aqueous
hydrogen sulfide
processing equipment
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
US12/646,432
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English (en)
Inventor
Larry John KARAS
Craig Anderson
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.)
General Electric Co
Original Assignee
General Electric Co
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 General Electric Co filed Critical General Electric Co
Priority to US12/646,432 priority Critical patent/US20110147272A1/en
Assigned to GENERAL ELECTRIC COMPANY reassignment GENERAL ELECTRIC COMPANY ASSIGNMENT OF ASSIGNORS INTEREST (SEE DOCUMENT FOR DETAILS). Assignors: ANDERSON, CRAIG, KARAS, LARRY JOHN
Priority to PCT/US2010/053457 priority patent/WO2011087540A2/en
Priority to MX2012007493A priority patent/MX2012007493A/es
Priority to EP10770692A priority patent/EP2516596A2/en
Priority to CA2785532A priority patent/CA2785532A1/en
Priority to CN2010800646589A priority patent/CN102762696A/zh
Priority to AU2010341783A priority patent/AU2010341783A1/en
Priority to SG2012047007A priority patent/SG181925A1/en
Priority to KR1020127019030A priority patent/KR20120123348A/ko
Priority to BR112012015563A priority patent/BR112012015563A2/pt
Priority to JP2012545940A priority patent/JP2013515818A/ja
Priority to RU2012127278/04A priority patent/RU2012127278A/ru
Priority to ARP100104815A priority patent/AR079659A1/es
Priority to TW099145621A priority patent/TW201137108A/zh
Publication of US20110147272A1 publication Critical patent/US20110147272A1/en
Priority to CL2012001711A priority patent/CL2012001711A1/es
Abandoned legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
    • C10G29/20—Organic compounds not containing metal atoms
    • C10G29/22—Organic compounds not containing metal atoms containing oxygen as the only hetero atom
    • C10G29/24—Aldehydes or ketones
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01F—MIXING, e.g. DISSOLVING, EMULSIFYING OR DISPERSING
    • B01F23/00—Mixing according to the phases to be mixed, e.g. dispersing or emulsifying
    • B01F23/40—Mixing liquids with liquids; Emulsifying
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/20—Characteristics of the feedstock or the products
    • C10G2300/201—Impurities
    • C10G2300/207—Acid gases, e.g. H2S, COS, SO2, HCN
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/40—Characteristics of the process deviating from typical ways of processing
    • C10G2300/4075—Limiting deterioration of equipment

Definitions

  • This invention relates generally to processing heavy oil, and more particularly, to methods for removing hydrogen sulfide in heavy oil with an aqueous-based scavenger/oil emulsion.
  • H 2 S hydrogen sulphide
  • Hydrogen sulfide scavengers can be used to remove hydrogen sulfide from heavy oil. It is known to be possible to reduce the hydrogen sulphide content present in aqueous mediums by using aqueous solutions of aldehydes such as formaldehyde, glyoxal, and glutaraldehyde (see for example the U.S. Pat. Nos. 4,680,127 and 5,284,635). However, simple addition of water-based hydrogen sulfide scavengers to heavy oil provides poor results.
  • aldehydes such as formaldehyde, glyoxal, and glutaraldehyde
  • water-based scavengers such as glyoxal will eventually settle out of the heavy oil into an acidic aqueous phase and settle to the bottom of processing equipment.
  • This aqueous phase may run along the bottom of the processing or refinery equipment as small tributaries in pipelines or stagnate at the bottom of holding tanks.
  • This acidic aqueous phase is highly corrosive and can cause troughing in the processing or refinery equipment.
  • the invention is directed to a method for reducing the amount of hydrogen sulfide present in heavy oil and reducing the amount of corrosion in processing equipment contacting the heavy oil.
  • the method includes the steps of adding an aqueous-based scavenger containing one or more aldehydes to the heavy oil using a static mixer injection system and creating an aqueous-based scavenger/heavy oil emulsion using a high shear/high velocity pump.
  • the method further includes diverting a portion of the heavy oil into a scavenger addition branch, adding the aqueous-based scavenger to the portion of the heavy oil and forming the emulsion in the addition branch, and adding the aqueous-based scavenger/oil emulsion to the heavy oil in the processing equipment.
  • the aqueous-based scavenger is glyoxal.
  • FIG. 1 is a schematic diagram of an aqueous-based scavenger addition system for use with hydrocarbon media processing equipment.
  • a hydrogen sulfide scavenger addition system 10 is fluidically connected to processing equipment 12 for hydrocarbon media.
  • the scavenger system 10 reduces the amount of hydrogen sulfide present in the hydrocarbon media, such as heavy oils, by adding an aqueous-based scavenger in a manner so as to desirably avoid causing significant corrosion to processing equipment 12 .
  • Aqueous-based scavengers are useful for the elimination of hydrogen sulphide present in various fluids and notably are particularly effective at eliminating the hydrogen sulphide present in heavy oils which can exist in the form of water in oil or oil in water emulsions.
  • the processing equipment 12 in contact with the heavy oil may be any type of equipment that can be used for processing the hydrocarbon media, such as pipelines and holding tanks. Processing equipment 12 subject to corrosion is generally processing equipment made of carbon steel, but any type of processing equipment may be protected.
  • the heavy oil may be any type of heavy oil containing hydrogen sulfide.
  • the heavy oil includes, but is not limited to, gas oil, naphtha, FCC slurry, diesel fuel, fuel oil, jet fuel, gasoline, kerosene or vacuum residua.
  • the heavy oil may be at an elevated temperature to aid in transport in the processing equipment 12 .
  • the heavy oil may be at a temperature of from about ambient to about 150 ° C. Typically, the temperatures required to move the heavy oil in the processing equipment 12 is about 80 ° C.
  • a portion of the heavy oil flowing through the processing equipment 12 is diverted from the processing equipment 12 into the scavenger addition system 10 via a scavenger addition branch 14 .
  • a static mixer 16 is used to initially mix the scavenger with the portion of heavy oil flowing through the system 10 .
  • the static mixer 16 comprises an injection quill dispersion system 18 .
  • the scavenger is added to the diverted heavy oil flow in a continuous manner with the injection quill 18 located generally at the center of the addition branch 14 in the direction of the heavy oil flow.
  • the injection quill 18 desirably has an open-ended tube (not shown) cut at about a 45° angle with a slot.
  • the scavenger injection rate is controlled with an injection pump 20 or shut-off valve 22 in addition line 24 .
  • a suitable injection quill 18 is available from Metal Samples Corrosion Monitoring Systems of Munford, Ala.
  • the scavenger may be injected into the heavy oil by any conventional in-line injection system and may be injected at any point in-line suitable to allow the scavenger to mix with the heavy oil.
  • an aqueous-based scavenger/oil micro-emulsion is formed using a high shear/high velocity mixer or pump 30 .
  • a high shear/high velocity mixer or pump 30 such as one available from Silverson Machines, Inc. of East Longmeadow, Mass.
  • the diverted portion of the heavy oil flow in the scavenger addition system 10 now containing the micro-emulsion, is then returned to the heavy oil flow in the processing equipment 12 .
  • the scavenger may be added to the heavy oil flowing through the processing equipment without diverting a portion of the flow such that the entire heavy oil flow flows through the scavenger addition system 10 .
  • the scavenger is a dispersed aqueous phase containing about 20 to 70% of one or more aldehydes chosen from the group constituted by formaldehyde, glyoxal, glutaraldehyde, glycolaldehyde or glyoxylic acid.
  • the water-based scavenger added to the heavy oil to reduce the hydrogen sulfide is Glyoxal.
  • Glyoxal is a water-soluble aldehyde and may include oligomers of glyoxal.
  • Glyoxal is commercially available as a 40 weight percent aqueous solution.
  • the scavenger may also contain an enhancing additive to catalyze the reaction of actives with the hydrogen sulfide.
  • the enhancing catalyst is a quaternary ammonium salt.
  • the quaternary ammonium salt desirably is added in an amount of about 2.5 wt %.
  • the glyoxal is added to the heavy oil in an amount sufficient to reduce the levels of hydrogen sulfide in the heavy oil.
  • glyoxal may be added in an amount of from about 1 ppm to about 2000 ppm, and desirably between about 1 ppm and about 500 ppm by volume, based on the velocity of the heavy oil through the processing equipment and the concentration of hydrogen sulfide.
  • glyoxal may be added in an amount of from about 10 ppm to about 200 ppm by volume. Any amount of hydrogen sulfide in the heavy oil may be reduced and the actual amount of residual hydrogen sulfide will vary depending on the starting amount.
  • the hydrogen sulfide levels are reduced to 150 ppm by volume or less, as measured in the vapor phase, based on the volume of the heavy oil. In another embodiment, the hydrogen sulfide levels are reduced to 100 ppm by volume or less, as measured in the vapor phase, based on the volume of the heavy oil. In another embodiment, the hydrogen sulfide levels are reduced to 50 ppm by volume or less, as measured in the vapor phase, based on the volume of the heavy oil. In another embodiment, the hydrogen sulfide levels are reduced to 20 ppm by volume or less, as measured in the vapor phase, based on the volume of the heavy oil.

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  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
US12/646,432 2009-12-23 2009-12-23 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers Abandoned US20110147272A1 (en)

Priority Applications (15)

Application Number Priority Date Filing Date Title
US12/646,432 US20110147272A1 (en) 2009-12-23 2009-12-23 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
RU2012127278/04A RU2012127278A (ru) 2009-12-23 2010-10-21 Эмульгирование углеводородных газойлей для повышения эффективности поглотителя сероводорода на водной основе
AU2010341783A AU2010341783A1 (en) 2009-12-23 2010-10-21 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
KR1020127019030A KR20120123348A (ko) 2009-12-23 2010-10-21 수성 황화수소 소거제의 효능을 증가시키기 위한 탄화수소 가스 오일의 유화
EP10770692A EP2516596A2 (en) 2009-12-23 2010-10-21 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
CA2785532A CA2785532A1 (en) 2009-12-23 2010-10-21 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
CN2010800646589A CN102762696A (zh) 2009-12-23 2010-10-21 用于增加水基硫化氢清除剂效率的烃气油的乳化
PCT/US2010/053457 WO2011087540A2 (en) 2009-12-23 2010-10-21 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
SG2012047007A SG181925A1 (en) 2009-12-23 2010-10-21 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
MX2012007493A MX2012007493A (es) 2009-12-23 2010-10-21 Emulsificacion de gasoleos de hidrocarburo para aumentar la eficacia de depuradores de sulfuro de hidrogeno con base acuosa.
BR112012015563A BR112012015563A2 (pt) 2009-12-23 2010-10-21 "emulsificação de gasóleos de hidrocarboneto para aumentar a eficácia de sequestrantes de sulfeto de hidrogênio á base de água"
JP2012545940A JP2013515818A (ja) 2009-12-23 2010-10-21 水性硫化水素スカベンジャーの効果を高めるための炭化水素ガスオイルの乳化
ARP100104815A AR079659A1 (es) 2009-12-23 2010-12-21 Emulsificacion de gasoils de hidrocarburos para mejorar la eficiencia de eliminadores de sulfuro de hidrogeno de base acuosa
TW099145621A TW201137108A (en) 2009-12-23 2010-12-23 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers
CL2012001711A CL2012001711A1 (es) 2009-12-23 2012-06-22 Metodo para extraer el sulfuro de hidrogeno presente en el aceite pesado en equipos de procesamiento de medios de hidrocarburo, que comprende agregar un depurador de base acuosa que contiene uno o mas aldehidos al aceite pesado, usando un sistema de inyeccion de mezclados estatico y crear una emulsion usando una bomba de alto cizallamiento.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US12/646,432 US20110147272A1 (en) 2009-12-23 2009-12-23 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers

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US20110147272A1 true US20110147272A1 (en) 2011-06-23

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US12/646,432 Abandoned US20110147272A1 (en) 2009-12-23 2009-12-23 Emulsification of hydrocarbon gas oils to increase efficacy of water based hydrogen sulfide scavengers

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US (1) US20110147272A1 (pt)
EP (1) EP2516596A2 (pt)
JP (1) JP2013515818A (pt)
KR (1) KR20120123348A (pt)
CN (1) CN102762696A (pt)
AR (1) AR079659A1 (pt)
AU (1) AU2010341783A1 (pt)
BR (1) BR112012015563A2 (pt)
CA (1) CA2785532A1 (pt)
CL (1) CL2012001711A1 (pt)
MX (1) MX2012007493A (pt)
RU (1) RU2012127278A (pt)
SG (1) SG181925A1 (pt)
TW (1) TW201137108A (pt)
WO (1) WO2011087540A2 (pt)

Cited By (9)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2013049027A1 (en) * 2011-09-27 2013-04-04 General Electric Company Hydrogen sulfide scavenger compositions, methods for making and processes for removing hydrogen sulfide from liquid hydrocarbon media
WO2014031537A3 (en) * 2012-08-21 2014-04-24 Lonza, Inc. Method of scavenging hydrogen sulfide and/or sulfhydryl compounds
US9334182B2 (en) 2011-09-23 2016-05-10 Lonza Inc. Process and composition for the removal of hydrogen sulfide from industrial process fluids
CN108732940A (zh) * 2017-04-24 2018-11-02 西门子（中国）有限公司 优化汽油柴油切割过程的催化裂化分馏塔的顶循环油流量的方法和系统
US10119079B2 (en) 2014-03-17 2018-11-06 Kuraray Co., Ltd. Composition for removal of sulfur-containing compounds
US10294428B2 (en) 2015-01-29 2019-05-21 Kuraray Co., Ltd. Composition for removing sulfur-containing compounds
US10875789B2 (en) 2015-10-14 2020-12-29 Haldor Topsøe A/S Process for removing sulphur compounds from process streams
US11926797B2 (en) 2019-07-17 2024-03-12 Bl Technologies, Inc. Method of removal and conversion of amines in a refinery desalter
WO2024081958A3 (en) * 2022-10-14 2024-05-23 Solugen, Inc. Compositions to control level of undesirable materials

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CA3038037A1 (en) 2016-09-27 2018-04-05 Kuraray Co., Ltd. Metal corrosion suppressing method
EP3546052B1 (en) 2016-11-22 2023-08-16 Kuraray Co., Ltd. Composition for removal of sulfur-containing compound
US10513662B2 (en) * 2017-02-02 2019-12-24 Baker Hughes, A Ge Company, Llc Functionalized aldehydes as H2S and mercaptan scavengers
CN112710812B (zh) * 2020-11-17 2023-02-24 中国石油天然气股份有限公司 检测与处理油田产出原油中有毒气体的一体化工艺

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US4344842A (en) * 1979-05-31 1982-08-17 Irwin Fox Reactive iron oxide agents for scavenging hydrogen sulfide from hydrocarbon liquids
US4680127A (en) * 1985-12-13 1987-07-14 Betz Laboratories, Inc. Method of scavenging hydrogen sulfide
US5284635A (en) * 1989-09-05 1994-02-08 Societe Francaise Hoechst Process for the elimination of hydrogen sulfide by using water-in-oil emulsions
US5397708A (en) * 1993-05-13 1995-03-14 Nalco Chemical Company Method for detection of sulfides
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US8162048B2 (en) * 2008-09-09 2012-04-24 Tetra Technologies, Inc. Method of delivering frac fluid and additives

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US9334182B2 (en) 2011-09-23 2016-05-10 Lonza Inc. Process and composition for the removal of hydrogen sulfide from industrial process fluids
WO2013049027A1 (en) * 2011-09-27 2013-04-04 General Electric Company Hydrogen sulfide scavenger compositions, methods for making and processes for removing hydrogen sulfide from liquid hydrocarbon media
WO2014031537A3 (en) * 2012-08-21 2014-04-24 Lonza, Inc. Method of scavenging hydrogen sulfide and/or sulfhydryl compounds
CN104685034A (zh) * 2012-08-21 2015-06-03 龙沙股份有限公司 清除硫化氢和/或巯基化合物的方法
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US9752083B2 (en) 2012-08-21 2017-09-05 Lonza, Inc. Method of scavenging hydrogen sulfide and/or sulfhydryl compounds
US10119079B2 (en) 2014-03-17 2018-11-06 Kuraray Co., Ltd. Composition for removal of sulfur-containing compounds
RU2693494C2 (ru) * 2015-01-29 2019-07-03 Курарей Ко., Лтд. Композиция для удаления серосодержащих соединений
US10294428B2 (en) 2015-01-29 2019-05-21 Kuraray Co., Ltd. Composition for removing sulfur-containing compounds
US10875789B2 (en) 2015-10-14 2020-12-29 Haldor Topsøe A/S Process for removing sulphur compounds from process streams
CN108732940A (zh) * 2017-04-24 2018-11-02 西门子（中国）有限公司 优化汽油柴油切割过程的催化裂化分馏塔的顶循环油流量的方法和系统
US11926797B2 (en) 2019-07-17 2024-03-12 Bl Technologies, Inc. Method of removal and conversion of amines in a refinery desalter
WO2024081958A3 (en) * 2022-10-14 2024-05-23 Solugen, Inc. Compositions to control level of undesirable materials

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Publication number Publication date
CL2012001711A1 (es) 2013-04-12
AR079659A1 (es) 2012-02-08
WO2011087540A2 (en) 2011-07-21
MX2012007493A (es) 2012-08-03
CA2785532A1 (en) 2011-07-21
RU2012127278A (ru) 2014-01-27
SG181925A1 (en) 2012-07-30
AU2010341783A1 (en) 2012-07-19
CN102762696A (zh) 2012-10-31
EP2516596A2 (en) 2012-10-31
WO2011087540A3 (en) 2011-11-17
KR20120123348A (ko) 2012-11-08
TW201137108A (en) 2011-11-01
JP2013515818A (ja) 2013-05-09
BR112012015563A2 (pt) 2017-09-05

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