PH12015501453A1 - Method for producing olefin - Google Patents

Method for producing olefin

Info

Publication number
PH12015501453A1
PH12015501453A1 PH12015501453A PH12015501453A PH12015501453A1 PH 12015501453 A1 PH12015501453 A1 PH 12015501453A1 PH 12015501453 A PH12015501453 A PH 12015501453A PH 12015501453 A PH12015501453 A PH 12015501453A PH 12015501453 A1 PH12015501453 A1 PH 12015501453A1
Authority
PH
Philippines
Prior art keywords
producing olefin
acid catalyst
solid acid
olefin
producing
Prior art date
Application number
PH12015501453A
Other languages
English (en)
Other versions
PH12015501453B1 (en
Inventor
Takada Shingo
Original Assignee
Kao Corp
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 Kao Corp filed Critical Kao Corp
Publication of PH12015501453B1 publication Critical patent/PH12015501453B1/en
Publication of PH12015501453A1 publication Critical patent/PH12015501453A1/en

Links

Classifications

    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/02—Sulfur, selenium or tellurium; Compounds thereof
    • B01J27/053—Sulfates
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/12—Silica and alumina
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/002—Mixed oxides other than spinels, e.g. perovskite
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • B01J23/24—Chromium, molybdenum or tungsten
    • B01J23/30—Tungsten
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/30—Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61—Surface area
    • B01J35/615—100-500 m2/g
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63—Pore volume
    • B01J35/633—Pore volume less than 0.5 ml/g
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63—Pore volume
    • B01J35/635—0.5-1.0 ml/g
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63—Pore volume
    • B01J35/638—Pore volume more than 1.0 ml/g
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00—Catalysts, in general, characterised by their form or physical properties
    • B01J35/60—Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/64—Pore diameter
    • B01J35/647—2-50 nm
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02—Impregnation, coating or precipitation
    • B01J37/0236—Drying, e.g. preparing a suspension, adding a soluble salt and drying
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms by elimination of water
    • 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
    • C07C303/02—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/20—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by addition of sulfurous acid or salts thereof to compounds having carbon-to-carbon multiple bonds
    • 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
    • C07C303/32—Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00—Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02—Phosphorus compounds
    • C07F9/547—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms
    • C07F9/6568—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms
    • C07F9/65685—Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom having phosphorus atoms, with or without nitrogen, oxygen, sulfur, selenium or tellurium atoms, as ring hetero atoms having phosphorus atoms as the only ring hetero atoms the ring phosphorus atom being part of a phosphine oxide or thioxide
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00—Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/02—Boron or aluminium; Oxides or hydroxides thereof
    • B01J21/04—Alumina
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00—Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/10—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02—Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04—Alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/06—Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00—Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/12—Silica and alumina
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00 of arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
    • C07C2523/24—Chromium, molybdenum or tungsten
    • C07C2523/30—Tungsten
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02—Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/053—Sulfates or other compounds comprising the anion (SnO3n+1)2-
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14—Phosphorus; Compounds thereof
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14—Phosphorus; Compounds thereof
    • C07C2527/16—Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167—Phosphates or other compounds comprising the anion (PnO3n+1)(n+2)-

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Health & Medical Sciences (AREA)
  • Biochemistry (AREA)
  • General Health & Medical Sciences (AREA)
  • Molecular Biology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Nanotechnology (AREA)
PH12015501453A 2012-12-26 2015-06-23 Method for producing olefin PH12015501453A1 (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
JP2012282969 2012-12-26
PCT/JP2013/084164 WO2014103898A1 (ja) 2012-12-26 2013-12-19 オレフィンの製造方法

Publications (2)

Publication Number Publication Date
PH12015501453B1 PH12015501453B1 (en) 2015-09-21
PH12015501453A1 true PH12015501453A1 (en) 2015-09-21

Family

ID=51020985

Family Applications (1)

Application Number Title Priority Date Filing Date
PH12015501453A PH12015501453A1 (en) 2012-12-26 2015-06-23 Method for producing olefin

Country Status (8)

Country Link
US (1) US9968914B2 (enExample)
JP (1) JP6215686B2 (enExample)
CN (1) CN104884412A (enExample)
BR (1) BR112015015083B1 (enExample)
DE (1) DE112013006222B4 (enExample)
MY (1) MY170799A (enExample)
PH (1) PH12015501453A1 (enExample)
WO (1) WO2014103898A1 (enExample)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN105143151B (zh) * 2013-04-23 2018-04-03 花王株式会社 烯烃的制造方法
EP3070074A1 (en) * 2015-03-20 2016-09-21 Rhodia Operations Dehydration of alcohols
WO2019053956A1 (ja) * 2017-09-12 2019-03-21 花王株式会社 オレフィンの製造方法
KR102555066B1 (ko) * 2020-10-20 2023-07-17 한국에너지기술연구원 지질 함유 유기체로부터 선형 알파-올레핀을 제조하는 방법

Family Cites Families (38)

* Cited by examiner, † Cited by third party
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DE705179C (de) 1930-05-02 1941-04-21 I G Farbenindustrie Akt Ges Verfahren zur Herstellung von Sulfonierungserzeugnissen
DE583564C (de) 1931-02-07 1933-09-06 I G Farbenindustrie Akt Ges Verfahren zur Herstellung von hoehermolekularen Olefinen
US3246045A (en) * 1962-06-25 1966-04-12 Sinclair Research Inc Method for producing terminal olefins
DE1468026A1 (de) 1964-03-12 1969-07-10 Henkel & Cie Gmbh Verfahren zur Herstellung von oberflaechenaktiven Olefinsulfonaten
DE1468013A1 (de) * 1964-01-09 1969-01-23 Henkel & Cie Gmbh Verfahren zur kontinuierlichen Sulfonierung von Olefinen
US3888918A (en) * 1972-12-07 1975-06-10 Ethyl Corp Process for reacting a sultone with a non-basic alkali metal, alkaline earth metal or ammonium halide salt in an anhydrous system
US4207424A (en) * 1978-08-09 1980-06-10 Halcon Research & Development Corporation Catalytic process for dehydration of alcohols
JPS5940057B2 (ja) 1979-05-31 1984-09-27 日揮化学株式会社 エタノ−ルからのエチレン製造用触媒
US4234752A (en) 1979-09-28 1980-11-18 Phillips Petroleum Company Dehydration of alcohols
EP0150832B1 (en) 1984-01-27 1988-11-02 Sumitomo Chemical Company, Limited A method for producing compounds having a double bond at the terminal
JPS6153230A (ja) 1984-08-24 1986-03-17 Sumitomo Chem Co Ltd 末端に二重結合を有する化合物の製造方法
US4677095A (en) * 1985-01-31 1987-06-30 Engelhard Corporation Stabilized alumina catalyst support coatings
DD247895A1 (de) 1986-04-10 1987-07-22 Adw Ddr Verfahren zur herstellung von olefinen durch dehydratisierung von alkoholen
JPH02306956A (ja) * 1989-05-19 1990-12-20 Kao Corp 連続スルホン化方法
SK280789B6 (sk) 1992-07-27 2000-07-11 Vúp Spôsob skeletovej izomerizácie olefinicky nenasýte
US5650544A (en) 1994-09-19 1997-07-22 Nippon Shokubai Co., Ltd. Process for production of unsaturated ether and catalyst used for production of unsaturated ether
JP2740479B2 (ja) * 1994-09-19 1998-04-15 株式会社日本触媒 不飽和エーテル類の製造法および不飽和エーテル類製造用触媒
ZA966107B (en) 1995-07-21 1997-02-03 Shell Int Research Dehydration of primary alcohols.
JPH09157200A (ja) 1995-12-08 1997-06-17 Cosmo Sogo Kenkyusho:Kk ジイソプロピルエーテルの製造方法
US5907066A (en) * 1996-11-27 1999-05-25 Lehigh University Treating methanol-containing waste gas streams
JPH10167993A (ja) * 1996-12-06 1998-06-23 Nippon Shokubai Co Ltd 長鎖オレフィンおよび（ポリ）アルキレングリコールモノ高級アルキルエーテルの製造方法ならびにそれらに用いる触媒
JP2001114749A (ja) * 1999-10-14 2001-04-24 Lion Corp インナーオレフィンスルホネートの製造方法
AU2376001A (en) 1999-12-14 2001-06-25 Fortum Oil And Gas Oy Method for the manufacture of olefins
DE10152267A1 (de) 2001-10-20 2003-04-30 Cognis Deutschland Gmbh Verfahren zur Herstellung von Poly-alpha-Olefinen
US7026267B2 (en) * 2002-12-20 2006-04-11 Exxonmobil Chemical Patents Inc. Molecular sieve catalyst composition, its production and use in conversion processes
DE102004029811A1 (de) 2004-06-19 2006-01-12 Clariant Gmbh Verfahren zur Herstellung von Alkenen durch Eliminierung von Wasser aus Alkoholen mit Alkylphosphonsäureanhydriden
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EP2188051A4 (en) * 2007-08-13 2011-11-02 Agency Science Tech & Res MODIFIED CATALYST COMPOSITION FOR THE CONVERSION OF ALCOHOL IN ALKEN
DE102008005721C5 (de) 2008-01-23 2012-04-19 Sasol Germany Gmbh Verfahren zur Herstellung eines Latentwärmespeichermaterials
CN101940938B (zh) 2009-07-06 2012-10-10 中国石油化工股份有限公司 杂多酸改性氧化铝乙醇脱水催化剂及其制备方法
US9000248B2 (en) 2009-10-30 2015-04-07 Kao Corporation Method for manufacturing olefins
AU2011269098B2 (en) * 2010-06-23 2014-08-21 Total Research & Technology Feluy Dehydration of alcohols on poisoned acidic catalysts
CA2831278C (en) 2011-03-25 2020-01-21 TAS Project Co. Ltd. Method for quantitatively detecting 8-oxo 2'-deoxyguanosine in aqueous sample solution with high sensitivity
JP5763406B2 (ja) 2011-05-02 2015-08-12 花王株式会社 α−オレフィンの製造方法
JP5883328B2 (ja) * 2012-03-28 2016-03-15 花王株式会社 オレフィンの製造方法
JP5916506B2 (ja) * 2012-05-08 2016-05-11 三井化学株式会社 オレフィンの製造方法

Also Published As

Publication number Publication date
DE112013006222T5 (de) 2015-09-24
US9968914B2 (en) 2018-05-15
PH12015501453B1 (en) 2015-09-21
CN104884412A (zh) 2015-09-02
US20150353442A1 (en) 2015-12-10
DE112013006222B4 (de) 2024-10-31
JP2014141466A (ja) 2014-08-07
MY170799A (en) 2019-08-28
BR112015015083B1 (pt) 2022-01-25
WO2014103898A1 (ja) 2014-07-03
BR112015015083A2 (pt) 2017-07-11
JP6215686B2 (ja) 2017-10-18

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