CA2878983C - Thioetherification of mercaptanes in c4 hydrocarbon mixtures - Google Patents

Thioetherification of mercaptanes in c4 hydrocarbon mixtures Download PDF

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Publication number
CA2878983C
CA2878983C CA2878983A CA2878983A CA2878983C CA 2878983 C CA2878983 C CA 2878983C CA 2878983 A CA2878983 A CA 2878983A CA 2878983 A CA2878983 A CA 2878983A CA 2878983 C CA2878983 C CA 2878983C
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CA
Canada
Prior art keywords
butene
hydrogen
reactor
process according
butadiene
Prior art date
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Application number
CA2878983A
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English (en)
French (fr)
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CA2878983A1 (en
Inventor
Stephan Peitz
Markus Winterberg
Dietrich Maschmeyer
Frank GEILEN
Reiner Bukohl
Jorg Schallenberg
Armin Rix
Andreas Wolff
Matthias LEIPOLD
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Evonik Operations GmbH
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Evonik Degussa GmbH
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Publication of CA2878983A1 publication Critical patent/CA2878983A1/en
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Publication of CA2878983C publication Critical patent/CA2878983C/en
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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C41/00—Preparation of ethers; Preparation of compounds having groups, groups or groups
    • C07C41/01—Preparation of ethers
    • C07C41/05—Preparation of ethers by addition of compounds to unsaturated compounds
    • C07C41/06—Preparation of ethers by addition of compounds to unsaturated compounds by addition of organic compounds only

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
CA2878983A 2012-07-13 2013-06-25 Thioetherification of mercaptanes in c4 hydrocarbon mixtures Active CA2878983C (en)

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
DE102012212317.2 2012-07-13
DE102012212317.2A DE102012212317A1 (de) 2012-07-13 2012-07-13 Thioveretherung von Mercaptanen in C4-Kohlenwasserstoffgemischen
PCT/EP2013/063300 WO2014009148A1 (de) 2012-07-13 2013-06-25 Thioveretherung von mercaptanen in c4-kohlenwasserstoffgemischen

Publications (2)

Publication Number Publication Date
CA2878983A1 CA2878983A1 (en) 2014-01-16
CA2878983C true CA2878983C (en) 2017-01-17

Family

ID=48748184

Family Applications (1)

Application Number Title Priority Date Filing Date
CA2878983A Active CA2878983C (en) 2012-07-13 2013-06-25 Thioetherification of mercaptanes in c4 hydrocarbon mixtures

Country Status (18)

Country Link
US (1) US9260386B2 (enExample)
EP (1) EP2872484B1 (enExample)
JP (1) JP6095776B2 (enExample)
KR (1) KR102009548B1 (enExample)
CN (1) CN104583180B (enExample)
AR (1) AR092028A1 (enExample)
BR (1) BR112015000737B1 (enExample)
CA (1) CA2878983C (enExample)
DE (1) DE102012212317A1 (enExample)
ES (1) ES2690058T3 (enExample)
IN (1) IN2015DN00745A (enExample)
MX (1) MX362867B (enExample)
MY (1) MY160118A (enExample)
PL (1) PL2872484T3 (enExample)
RU (1) RU2628085C2 (enExample)
TW (1) TWI588122B (enExample)
WO (1) WO2014009148A1 (enExample)
ZA (1) ZA201500965B (enExample)

Families Citing this family (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE102013225724A1 (de) 2013-12-12 2015-06-18 Evonik Industries Ag Reinigung flüssiger Kohlenwasserstoffströme mittels kupferhaltiger Sorptionsmittel
EP3023131A1 (de) 2014-11-18 2016-05-25 Evonik Degussa GmbH Zweistufige Feinentschwefelung von Olefingemischen
SG10201604013RA (en) 2015-05-28 2016-12-29 Evonik Degussa Gmbh Hydrogen-assisted adsorption of sulphur compounds from olefin mixtures
WO2019233961A1 (en) * 2018-06-07 2019-12-12 Bp P.L.C. Selective hydrogenation of polyunsaturates
US11186782B2 (en) 2019-01-08 2021-11-30 Evonik Operations Gmbh Catalyst and process for removing mercaptans from hydrocarbon streams
ES2953108T3 (es) * 2019-01-08 2023-11-08 Evonik Operations Gmbh Procedimiento para eliminar hidrocarburos poliinsaturados de corrientes de hidrocarburos C4 en presencia de mercaptano, disulfuros e hidrocarburos C5
EP4660179A1 (de) 2024-06-03 2025-12-10 Evonik Oxeno GmbH & Co. KG Verfahren zur herstellung von hochreinem 1-buten und von hochreinem isobutan

Family Cites Families (34)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE740247C (de) 1939-06-29 1943-10-19 Bataafsche Petroleum Verfahren zur Herstellung von Thioathern und bzw. oder Mercaptanen
DE864866C (de) 1949-06-08 1953-01-29 Karl Dr Ziegler Verfahren zur Darstellung von Anlagerungsverbindungen
FR2482953A1 (fr) 1980-05-22 1981-11-27 Inst Francais Du Petrole Procede d'hydrogenation selective d'une di-olefine dans un melange d'hydrocarbures renfermant au moins 4 atomes de carbone et contenant une olefine -a
DE3143647A1 (de) 1981-11-04 1983-05-11 Chemische Werke Hüls AG, 4370 Marl Verfahren zur selektiven hydrierung von mehrfach ungesaettigten kohlenwasserstoffen in kohlenwasserstoff-gemischen
US4695560A (en) * 1985-10-01 1987-09-22 Uop Inc. Catalyst for the selective hydrogenation of diolefinic hydrocarbons
CN1016165B (zh) * 1987-09-21 1992-04-08 环球油品公司 用于烯烃选择性加氢的富含大孔的催化剂
DE3825169A1 (de) 1988-07-23 1990-02-01 Huels Chemische Werke Ag Verfahren zur feinentschwefelung von kohlenwasserstoffen
DE3914817C2 (de) 1989-05-05 1995-09-07 Huels Chemische Werke Ag Verfahren zur Oligomerisierung von Olefinen
DE4123246A1 (de) 1991-07-13 1993-01-14 Basf Ag Verfahren zur selektiven hydrierung von butadienreichen roh-c(pfeil abwaerts)4(pfeil abwaerts)-schnitten
US5338889A (en) * 1992-12-29 1994-08-16 Uop Alkane rejection in C4 etherification and isomerization process
DE4339713A1 (de) 1993-11-22 1995-05-24 Basf Ag Verfahren zur Oligomerisierung von Olefinen zu hochlinearen Oligomeren und Katalysatoren dafür
US5463134A (en) 1994-05-04 1995-10-31 Uop Paraffin treating process for mercaptan and olefin removal
FR2742679B1 (fr) 1995-12-22 1998-01-16 Inst Francais Du Petrole Catalyseur d'hydrogenation selective et procede utilisant ce catalyseur
US5759386A (en) * 1997-01-09 1998-06-02 Uop Process for thioetherification and selective hydrogenation of light hydrocarbons
US5851383A (en) 1997-01-09 1998-12-22 Uop Llc Process for thioetherification and selective hydrogenation of light olefins
DE19839459A1 (de) 1998-08-29 2000-03-02 Basf Ag Katalysator und Verfahren zur Selektivhydrierung ungesättigter Verbindungen in Kohlenwasserstoffströmen
DE19845857A1 (de) 1998-10-05 2000-04-06 Basf Ag Verfahren zur katalytischen Oligomerisierung von Monoolefinen
DE19906518A1 (de) 1999-02-17 2000-08-31 Oxeno Olefinchemie Gmbh Verfahren zur Fraktionierung von Dibuten
US6231752B1 (en) * 1999-09-17 2001-05-15 Catalytic Distillation Technologies Process for the removal of mercaptans
DE19957173A1 (de) 1999-11-27 2001-05-31 Basf Ag Oligomerisierungskatalysator, Verfahren zu seiner Herstellung und seine Verwendung
DE10102082A1 (de) 2000-10-19 2002-05-02 Oxeno Olefinchemie Gmbh Verfahren zur Herstellung von hochreinem Raffinat II und Methyl-tert.-butylether
US6930206B1 (en) 2001-07-05 2005-08-16 Catalytic Distillation Technologies Process and apparatus for catalytic distillations
DE10152842A1 (de) 2001-10-25 2003-05-08 Oxeno Olefinchemie Gmbh Hydroisomerisierung von Olefinen mit 4-6 Kohlenstoffatomen
US6849773B2 (en) 2002-01-23 2005-02-01 Catalytic Distillation Technologies Process for the utilization of refinery C4 streams
US7153415B2 (en) * 2002-02-13 2006-12-26 Catalytic Distillation Technologies Process for the treatment of light naphtha hydrocarbon streams
ATE512946T1 (de) 2002-06-11 2011-07-15 Catalytic Distillation Tech Verfahren und vorrichtung für katalytische destillierungen
CN1294238C (zh) * 2002-12-31 2007-01-10 中国石油化工股份有限公司齐鲁分公司 一种脱除汽油中硫醇的方法
DE102004018753A1 (de) 2004-04-17 2005-11-03 Oxeno Olefinchemie Gmbh Kohlenwasserstoffgemisch aliphatischer gesättigter Kohlenwasserstoffe mit 16 C-Atomen
DE102005062700A1 (de) 2005-12-28 2007-07-05 Oxeno Olefinchemie Gmbh Verfahren zur Herstellung von 1-Buten aus technischen Mischungen von C4-Kohlenwasserstoffen
DE102005062699A1 (de) 2005-12-28 2007-09-06 Oxeno Olefinchemie Gmbh Verfahren zur Feinreinigung von 1-Buten-haltigen Strömen
US8197674B2 (en) * 2008-09-09 2012-06-12 Lummus Technology Inc. Thioetherification processes for the removal of mercaptans from gas streams
CN101885660B (zh) 2009-05-13 2013-07-31 中国石油化工股份有限公司 碳四烃催化分离异丁烯和丁烯-2的方法
DE102010030990A1 (de) 2010-07-06 2012-01-12 Evonik Oxeno Gmbh Verfahren zur selektiven Hydrierung von mehrfach ungesättigten Kohlenwasserstoffen in olefinhaltigen Kohlenwasserstoffgemischen
DE102012212316A1 (de) 2012-07-13 2014-01-16 Evonik Industries Ag Schwefeladsoption vor Oligomerisierungsanlagen

Also Published As

Publication number Publication date
CA2878983A1 (en) 2014-01-16
MY160118A (en) 2017-02-28
AR092028A1 (es) 2015-03-18
TW201420557A (zh) 2014-06-01
BR112015000737B1 (pt) 2020-11-10
RU2015104808A (ru) 2016-09-10
KR20150032580A (ko) 2015-03-26
JP2015525750A (ja) 2015-09-07
EP2872484A1 (de) 2015-05-20
PL2872484T3 (pl) 2019-01-31
IN2015DN00745A (enExample) 2015-07-10
DE102012212317A1 (de) 2014-01-16
ES2690058T3 (es) 2018-11-19
CN104583180B (zh) 2017-05-17
EP2872484B1 (de) 2018-08-08
MX362867B (es) 2019-02-20
US9260386B2 (en) 2016-02-16
ZA201500965B (en) 2016-01-27
MX2015000363A (es) 2015-04-14
US20150166475A1 (en) 2015-06-18
JP6095776B2 (ja) 2017-03-15
RU2628085C2 (ru) 2017-08-14
CN104583180A (zh) 2015-04-29
TWI588122B (zh) 2017-06-21
KR102009548B1 (ko) 2019-08-09
BR112015000737A2 (pt) 2017-06-27
WO2014009148A1 (de) 2014-01-16

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