JP6215686B2 - オレフィンの製造方法 - Google Patents

オレフィンの製造方法 Download PDF

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Publication number
JP6215686B2
JP6215686B2 JP2013263099A JP2013263099A JP6215686B2 JP 6215686 B2 JP6215686 B2 JP 6215686B2 JP 2013263099 A JP2013263099 A JP 2013263099A JP 2013263099 A JP2013263099 A JP 2013263099A JP 6215686 B2 JP6215686 B2 JP 6215686B2
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Prior art keywords
olefin
producing
less
oxide
reaction
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Japanese (ja)
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JP2014141466A (ja
JP2014141466A5 (enExample
Inventor
慎吾 高田
慎吾 高田
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Kao Corp
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Kao Corp
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    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/02Sulfur, selenium or tellurium; Compounds thereof
    • B01J27/053Sulfates
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/12Silica and alumina
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/002Mixed oxides other than spinels, e.g. perovskite
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/16Catalysts 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
    • B01J23/24Chromium, molybdenum or tungsten
    • B01J23/30Tungsten
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14Phosphorus; Compounds thereof
    • B01J27/16Phosphorus; 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/30Catalysts, in general, characterised by their form or physical properties characterised by their physical properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/61Surface area
    • B01J35/615100-500 m2/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63Pore volume
    • B01J35/633Pore volume less than 0.5 ml/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63Pore volume
    • B01J35/6350.5-1.0 ml/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/63Pore volume
    • B01J35/638Pore volume more than 1.0 ml/g
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J35/00Catalysts, in general, characterised by their form or physical properties
    • B01J35/60Catalysts, in general, characterised by their form or physical properties characterised by their surface properties or porosity
    • B01J35/64Pore diameter
    • B01J35/6472-50 nm
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J37/00Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/02Impregnation, coating or precipitation
    • B01J37/0236Drying, e.g. preparing a suspension, adding a soluble salt and drying
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C1/00Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon
    • C07C1/20Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon starting from organic compounds containing only oxygen atoms as heteroatoms
    • C07C1/24Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation 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
    • C07C303/20Preparation 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
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07FACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F9/00Compounds containing elements of Groups 5 or 15 of the Periodic Table
    • C07F9/02Phosphorus compounds
    • C07F9/547Heterocyclic compounds, e.g. containing phosphorus as a ring hetero atom
    • C07F9/6564Heterocyclic 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
    • C07F9/6568Heterocyclic 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
    • C07F9/65685Heterocyclic 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
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J21/00Catalysts comprising the elements, oxides, or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium, or hafnium
    • B01J21/02Boron or aluminium; Oxides or hydroxides thereof
    • B01J21/04Alumina
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2235/00Indexing scheme associated with group B01J35/00, related to the analysis techniques used to determine the catalysts form or properties
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01JCHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J23/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
    • B01J23/10Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of rare earths
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/02Boron or aluminium; Oxides or hydroxides thereof
    • C07C2521/04Alumina
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/06Silicon, titanium, zirconium or hafnium; Oxides or hydroxides thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2521/00Catalysts comprising the elements, oxides or hydroxides of magnesium, boron, aluminium, carbon, silicon, titanium, zirconium or hafnium
    • C07C2521/12Silica and alumina
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2523/00Catalysts comprising metals or metal oxides or hydroxides, not provided for in group C07C2521/00
    • C07C2523/16Catalysts 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
    • C07C2523/24Chromium, molybdenum or tungsten
    • C07C2523/30Tungsten
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02Sulfur, selenium or tellurium; Compounds thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/02Sulfur, selenium or tellurium; Compounds thereof
    • C07C2527/053Sulfates or other compounds comprising the anion (SnO3n+1)2-
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14Phosphorus; Compounds thereof
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14Phosphorus; Compounds thereof
    • C07C2527/16Phosphorus; Compounds thereof containing oxygen
    • C07C2527/167Phosphates 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)
JP2013263099A 2012-12-26 2013-12-19 オレフィンの製造方法 Active JP6215686B2 (ja)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2013263099A JP6215686B2 (ja) 2012-12-26 2013-12-19 オレフィンの製造方法

Applications Claiming Priority (3)

Application Number Priority Date Filing Date Title
JP2012282969 2012-12-26
JP2012282969 2012-12-26
JP2013263099A JP6215686B2 (ja) 2012-12-26 2013-12-19 オレフィンの製造方法

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JP2014141466A JP2014141466A (ja) 2014-08-07
JP2014141466A5 JP2014141466A5 (enExample) 2016-11-04
JP6215686B2 true JP6215686B2 (ja) 2017-10-18

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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
MY179954A (en) * 2013-04-23 2020-11-19 Kao Corp Method for producing olefin
EP3070074A1 (en) * 2015-03-20 2016-09-21 Rhodia Operations Dehydration of alcohols
CN111094218A (zh) * 2017-09-12 2020-05-01 花王株式会社 烯烃的制造方法
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
Publication number Priority date Publication date Assignee Title
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
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
DE3565977D1 (en) 1984-01-27 1988-12-08 Sumitomo Chemical Co A method for producing compounds having a double bond at the terminal
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
WO2001044145A1 (en) 1999-12-14 2001-06-21 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
DE102005012049A1 (de) 2005-03-16 2006-09-28 Cognis Ip Management Gmbh Verfahren zur Dehydratisierung von Fettalkoholen
FI121425B (fi) * 2006-06-14 2010-11-15 Neste Oil Oyj Prosessi perusöljyn valmistamiseksi
DE102006040433A1 (de) 2006-08-29 2008-03-13 Oxeno Olefinchemie Gmbh Verfahren zur Herstellung von Isoolefinen
US20110098519A1 (en) * 2007-08-13 2011-04-28 Kanaparthi Ramesh Modified catalyst composition for conversion of alcohol to alkene
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
CN102596858B (zh) * 2009-10-30 2015-08-19 花王株式会社 烯烃类的制造方法
WO2011161045A1 (en) 2010-06-23 2011-12-29 Total Petrochemicals Research Feluy Dehydration of alcohols on poisoned acidic catalysts
US8956876B2 (en) 2011-03-25 2015-02-17 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

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PH12015501453B1 (en) 2015-09-21
WO2014103898A1 (ja) 2014-07-03
US20150353442A1 (en) 2015-12-10
PH12015501453A1 (en) 2015-09-21
CN104884412A (zh) 2015-09-02
BR112015015083A2 (pt) 2017-07-11
MY170799A (en) 2019-08-28
DE112013006222T5 (de) 2015-09-24
JP2014141466A (ja) 2014-08-07
US9968914B2 (en) 2018-05-15
BR112015015083B1 (pt) 2022-01-25
DE112013006222B4 (de) 2024-10-31

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