KR100904297B1 - 연속적인 2단계 촉매 반응을 이용한 합성가스로부터 경질올레핀의 제조방법 - Google Patents
연속적인 2단계 촉매 반응을 이용한 합성가스로부터 경질올레핀의 제조방법 Download PDFInfo
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- KR100904297B1 KR100904297B1 KR1020070108494A KR20070108494A KR100904297B1 KR 100904297 B1 KR100904297 B1 KR 100904297B1 KR 1020070108494 A KR1020070108494 A KR 1020070108494A KR 20070108494 A KR20070108494 A KR 20070108494A KR 100904297 B1 KR100904297 B1 KR 100904297B1
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- catalyst
- reaction
- range
- selectivity
- olefin
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- 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
- C07C1/02—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon
- C07C1/04—Preparation of hydrocarbons from one or more compounds, none of them being a hydrocarbon from oxides of a carbon from carbon monoxide with hydrogen
- C07C1/0425—Catalysts; their physical properties
- C07C1/043—Catalysts; their physical properties characterised by the composition
- C07C1/0435—Catalysts; their physical properties characterised by the composition containing a metal of group 8 or a compound thereof
- C07C1/044—Catalysts; their physical properties characterised by the composition containing a metal of group 8 or a compound thereof containing iron
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C9/00—Aliphatic saturated hydrocarbons
- C07C9/02—Aliphatic saturated hydrocarbons with one to four carbon atoms
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- 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
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/74—Iron group metals
- B01J23/745—Iron
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/78—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with alkali- or alkaline earth metals
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/80—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with zinc, cadmium or mercury
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- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
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- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
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- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
- B01J23/85—Chromium, molybdenum or tungsten
- B01J23/86—Chromium
- B01J23/862—Iron and chromium
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- B01J23/00—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00
- B01J23/70—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper
- B01J23/76—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36
- B01J23/84—Catalysts comprising metals or metal oxides or hydroxides, not provided for in group B01J21/00 of the iron group metals or copper combined with metals, oxides or hydroxides provided for in groups B01J23/02 - B01J23/36 with arsenic, antimony, bismuth, vanadium, niobium, tantalum, polonium, chromium, molybdenum, tungsten, manganese, technetium or rhenium
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- B01J23/8892—Manganese
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- B01J29/00—Catalysts comprising molecular sieves
- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J29/04—Catalysts comprising molecular sieves having base-exchange properties, e.g. crystalline zeolites
- B01J29/06—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof
- B01J29/40—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively
- B01J29/405—Crystalline aluminosilicate zeolites; Isomorphous compounds thereof of the pentasil type, e.g. types ZSM-5, ZSM-8 or ZSM-11, as exemplified by patent documents US3702886, GB1334243 and US3709979, respectively containing rare earth elements, titanium, zirconium, hafnium, zinc, cadmium, mercury, gallium, indium, thallium, tin or lead
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- B—PERFORMING OPERATIONS; TRANSPORTING
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- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/02—Impregnation, coating or precipitation
- B01J37/03—Precipitation; Co-precipitation
- B01J37/031—Precipitation
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- B01J37/16—Reducing
- B01J37/18—Reducing with gases containing free hydrogen
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C4/00—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms
- C07C4/02—Preparation of hydrocarbons from hydrocarbons containing a larger number of carbon atoms by cracking a single hydrocarbon or a mixture of individually defined hydrocarbons or a normally gaseous hydrocarbon fraction
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C7/00—Purification; Separation; Use of additives
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- 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
- C10G2/00—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon
- C10G2/30—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen
- C10G2/32—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen with the use of catalysts
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- 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
- C10G2/00—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon
- C10G2/30—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen
- C10G2/32—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen with the use of catalysts
- C10G2/33—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen with the use of catalysts characterised by the catalyst used
- C10G2/331—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen with the use of catalysts characterised by the catalyst used containing group VIII-metals
- C10G2/332—Production of liquid hydrocarbon mixtures of undefined composition from oxides of carbon from carbon monoxide with hydrogen with the use of catalysts characterised by the catalyst used containing group VIII-metals of the iron-group
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- 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
- B01J2229/00—Aspects of molecular sieve catalysts not covered by B01J29/00
- B01J2229/10—After treatment, characterised by the effect to be obtained
- B01J2229/18—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself
- B01J2229/186—After treatment, characterised by the effect to be obtained to introduce other elements into or onto the molecular sieve itself not in framework positions
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- 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
- B01J2523/00—Constitutive chemical elements of heterogeneous catalysts
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- B—PERFORMING OPERATIONS; TRANSPORTING
- B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
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- B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
- B01J37/28—Phosphorising
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- 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
- C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
- C10G2400/20—C2-C4 olefins
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- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/50—Improvements relating to the production of bulk chemicals
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- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Materials Engineering (AREA)
- Oil, Petroleum & Natural Gas (AREA)
- General Chemical & Material Sciences (AREA)
- Crystallography & Structural Chemistry (AREA)
- Water Supply & Treatment (AREA)
- Analytical Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Catalysts (AREA)
- Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020070108494A KR100904297B1 (ko) | 2007-10-26 | 2007-10-26 | 연속적인 2단계 촉매 반응을 이용한 합성가스로부터 경질올레핀의 제조방법 |
| PCT/KR2008/005606 WO2009054616A2 (en) | 2007-10-26 | 2008-09-22 | Process for producing light olefins from synthesis gas using dual sequential bed reactor |
| CN200880113431.1A CN101868434B (zh) | 2007-10-26 | 2008-09-22 | 使用双顺序床反应器由合成气生产轻烯烃的方法 |
| JP2010530920A JP5518727B2 (ja) | 2007-10-26 | 2008-09-22 | 連続的な2段階反応を利用した合成ガスからの軽質オレフィンの製造方法 |
| EP08842028.6A EP2215038B1 (en) | 2007-10-26 | 2008-09-22 | Process for producing light olefins from synthesis gas using dual sequential bed reactor |
| US12/739,217 US8395004B2 (en) | 2007-10-26 | 2008-09-22 | Process for producing light olefins from synthesis gas using dual sequential bed reactor |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| KR1020070108494A KR100904297B1 (ko) | 2007-10-26 | 2007-10-26 | 연속적인 2단계 촉매 반응을 이용한 합성가스로부터 경질올레핀의 제조방법 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR20090042630A KR20090042630A (ko) | 2009-04-30 |
| KR100904297B1 true KR100904297B1 (ko) | 2009-06-25 |
Family
ID=40580208
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1020070108494A Expired - Fee Related KR100904297B1 (ko) | 2007-10-26 | 2007-10-26 | 연속적인 2단계 촉매 반응을 이용한 합성가스로부터 경질올레핀의 제조방법 |
Country Status (6)
| Country | Link |
|---|---|
| US (1) | US8395004B2 (https=) |
| EP (1) | EP2215038B1 (https=) |
| JP (1) | JP5518727B2 (https=) |
| KR (1) | KR100904297B1 (https=) |
| CN (1) | CN101868434B (https=) |
| WO (1) | WO2009054616A2 (https=) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20230020118A (ko) * | 2021-08-03 | 2023-02-10 | 포항공과대학교 산학협력단 | Pst-32 및 pst-2 제올라이트 촉매를 이용한 탄화수소 전환방법 |
Families Citing this family (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20110026709A (ko) * | 2009-09-08 | 2011-03-16 | 한국화학연구원 | 올레핀 크레킹 반응용 제올라이트계 성형촉매 및 합성가스로부터 경질 올레핀의 제조방법 |
| CA2795553C (en) * | 2010-05-10 | 2019-09-24 | Casale Sa | Process for the production of light olefins from synthesis gas |
| CN103270005B (zh) * | 2010-12-21 | 2016-01-06 | 陶氏环球技术有限责任公司 | 增强的合成气向丙烯的转化 |
| CN102442872A (zh) * | 2011-11-10 | 2012-05-09 | 北京化工大学 | 一种合成气直接合成低碳烯烃的方法 |
| CN105143157B (zh) * | 2013-04-24 | 2018-11-13 | 沙特基础工业公司 | 从天然资源产生产物 |
| WO2014174107A1 (en) * | 2013-04-26 | 2014-10-30 | Bp P.L.C. | Production of hydrocarbons from synthesis gas |
| US10329209B2 (en) * | 2015-10-30 | 2019-06-25 | Dow Global Technologies, Llc | Process to convert synthesis gas to olefins over a bifunctional chromium oxide/zinc oxide-SAPO-34 catalyst |
| JP7492232B2 (ja) * | 2020-08-07 | 2024-05-29 | 三菱ケミカル株式会社 | 低級オレフィン製造用の触媒、及び低級オレフィンの製造方法 |
| KR102828271B1 (ko) * | 2022-09-16 | 2025-07-04 | 한국화학연구원 | 메탄의 비산화 직접전환 반응기 및 이를 이용한 c2 탄화수소 화합물 및 방향족 화합물의 제조방법 |
| KR20250055823A (ko) * | 2023-10-18 | 2025-04-25 | 한국화학연구원 | 폐플라스틱으로부터 경질올레핀을 제조하는 방법 |
Citations (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5371308A (en) | 1992-08-25 | 1994-12-06 | Shell Oil Company | Process for the preparation of lower olefins |
| WO2006070006A2 (en) | 2004-12-30 | 2006-07-06 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of lower olefins from heavy wax |
| KR100632571B1 (ko) | 2005-10-07 | 2006-10-09 | 에스케이 주식회사 | 탄화수소 원료 혼합물로부터 접촉분해공정을 통해서 경질올레핀계 탄화수소 화합물을 증산하는 방법 |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE2536488C2 (de) * | 1975-08-16 | 1977-08-25 | Ruhrchemie Ag | Verfahren zur herstellung ungesaettigter kohlenwasserstoffe |
| DE3372474D1 (en) * | 1982-11-10 | 1987-08-20 | Montedipe Spa | Process for converting olefins having 4 to 12 carbon atoms into propylene |
| US4544674A (en) * | 1983-12-14 | 1985-10-01 | Exxon Research And Engineering Co. | Cobalt-promoted fischer-tropsch catalysts |
| US5026936A (en) * | 1989-10-02 | 1991-06-25 | Arco Chemical Technology, Inc. | Enhanced production of propylene from higher hydrocarbons |
| GB9026775D0 (en) * | 1990-12-10 | 1991-01-30 | Shell Int Research | Process for the preparation of an olefins-containing mixture of hydrocarbons |
| JP2952409B2 (ja) * | 1998-03-09 | 1999-09-27 | 工業技術院長 | 低級オレフィン製造用触媒 |
| US6106697A (en) * | 1998-05-05 | 2000-08-22 | Exxon Research And Engineering Company | Two stage fluid catalytic cracking process for selectively producing b. C.su2 to C4 olefins |
| EP1116775A1 (en) | 2000-01-12 | 2001-07-18 | Akzo Nobel N.V. | Catalyst composition with high efficiency for the production of light olefins |
| JP4112943B2 (ja) * | 2002-10-28 | 2008-07-02 | 出光興産株式会社 | 炭化水素の接触分解によるオレフィンの製造方法 |
| US20040149629A1 (en) * | 2003-01-31 | 2004-08-05 | Dancuart Kohler Luis Pablo | Process for the preparation of and composition of a feedstock usable for the preparation of lower olefins |
| US20060231461A1 (en) * | 2004-08-10 | 2006-10-19 | Weijian Mo | Method and apparatus for making a middle distillate product and lower olefins from a hydrocarbon feedstock |
| KR100632563B1 (ko) * | 2004-09-10 | 2006-10-09 | 에스케이 주식회사 | 접촉 분해용 고체산 촉매 및 이를 이용하여 전범위납사로부터 경질 올레핀을 선택적으로 제조하는 공정 |
| CN102553633B (zh) * | 2005-06-29 | 2016-03-02 | 格雷斯公司 | 在流化催化装置中用于轻质烯烃的五元环高硅沸石催化剂 |
-
2007
- 2007-10-26 KR KR1020070108494A patent/KR100904297B1/ko not_active Expired - Fee Related
-
2008
- 2008-09-22 US US12/739,217 patent/US8395004B2/en not_active Expired - Fee Related
- 2008-09-22 CN CN200880113431.1A patent/CN101868434B/zh not_active Expired - Fee Related
- 2008-09-22 JP JP2010530920A patent/JP5518727B2/ja active Active
- 2008-09-22 WO PCT/KR2008/005606 patent/WO2009054616A2/en not_active Ceased
- 2008-09-22 EP EP08842028.6A patent/EP2215038B1/en not_active Not-in-force
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| US5371308A (en) | 1992-08-25 | 1994-12-06 | Shell Oil Company | Process for the preparation of lower olefins |
| WO2006070006A2 (en) | 2004-12-30 | 2006-07-06 | Shell Internationale Research Maatschappij B.V. | Process for the preparation of lower olefins from heavy wax |
| KR100632571B1 (ko) | 2005-10-07 | 2006-10-09 | 에스케이 주식회사 | 탄화수소 원료 혼합물로부터 접촉분해공정을 통해서 경질올레핀계 탄화수소 화합물을 증산하는 방법 |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20230020118A (ko) * | 2021-08-03 | 2023-02-10 | 포항공과대학교 산학협력단 | Pst-32 및 pst-2 제올라이트 촉매를 이용한 탄화수소 전환방법 |
| KR102602154B1 (ko) * | 2021-08-03 | 2023-11-15 | 포항공과대학교 산학협력단 | Pst-32 및 pst-2 제올라이트 촉매를 이용한 탄화수소 전환방법 |
| US12152201B2 (en) | 2021-08-03 | 2024-11-26 | POSTECH Research and Business Development Foundation | Method of converting hydrocarbon using PST-32 and PST-2 zeolite catalysts |
Also Published As
| Publication number | Publication date |
|---|---|
| CN101868434A (zh) | 2010-10-20 |
| EP2215038A2 (en) | 2010-08-11 |
| EP2215038A4 (en) | 2011-11-30 |
| US20100261940A1 (en) | 2010-10-14 |
| WO2009054616A2 (en) | 2009-04-30 |
| JP5518727B2 (ja) | 2014-06-11 |
| KR20090042630A (ko) | 2009-04-30 |
| JP2011513198A (ja) | 2011-04-28 |
| EP2215038B1 (en) | 2014-09-03 |
| WO2009054616A3 (en) | 2009-06-11 |
| CN101868434B (zh) | 2014-05-14 |
| US8395004B2 (en) | 2013-03-12 |
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