JP4993315B2 - 熱除去が改善された、線状アルファオレフィンの調製方法 - Google Patents
熱除去が改善された、線状アルファオレフィンの調製方法 Download PDFInfo
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- JP4993315B2 JP4993315B2 JP2008523148A JP2008523148A JP4993315B2 JP 4993315 B2 JP4993315 B2 JP 4993315B2 JP 2008523148 A JP2008523148 A JP 2008523148A JP 2008523148 A JP2008523148 A JP 2008523148A JP 4993315 B2 JP4993315 B2 JP 4993315B2
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- Prior art keywords
- reactor
- cooling medium
- ethylene
- linear alpha
- organic solvent
- 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.)
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- 238000000034 method Methods 0.000 title claims abstract description 20
- 239000004711 α-olefin Substances 0.000 title claims abstract description 12
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 21
- 239000005977 Ethylene Substances 0.000 claims abstract description 21
- 239000003054 catalyst Substances 0.000 claims abstract description 7
- 239000003960 organic solvent Substances 0.000 claims abstract description 7
- 239000002826 coolant Substances 0.000 claims description 19
- YXFVVABEGXRONW-UHFFFAOYSA-N Toluene Natural products CC1=CC=CC=C1 YXFVVABEGXRONW-UHFFFAOYSA-N 0.000 claims description 14
- 238000006384 oligomerization reaction Methods 0.000 claims description 11
- 239000000203 mixture Substances 0.000 claims description 5
- 238000004519 manufacturing process Methods 0.000 claims description 4
- 150000003754 zirconium Chemical class 0.000 claims description 4
- 150000001336 alkenes Chemical class 0.000 claims description 3
- 238000009835 boiling Methods 0.000 claims description 3
- 229910007926 ZrCl Inorganic materials 0.000 claims description 2
- 125000000217 alkyl group Chemical group 0.000 claims description 2
- -1 compound organic acid Chemical class 0.000 claims description 2
- 150000001875 compounds Chemical class 0.000 claims description 2
- 239000002815 homogeneous catalyst Substances 0.000 claims description 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims description 2
- QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 claims description 2
- 125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 claims description 2
- 239000000126 substance Substances 0.000 claims description 2
- 125000003944 tolyl group Chemical group 0.000 claims 1
- 230000003606 oligomerizing effect Effects 0.000 abstract description 2
- 239000003507 refrigerant Substances 0.000 abstract 1
- 238000001816 cooling Methods 0.000 description 11
- 239000002904 solvent Substances 0.000 description 6
- 238000006243 chemical reaction Methods 0.000 description 2
- 239000007788 liquid Substances 0.000 description 2
- 229910052782 aluminium Inorganic materials 0.000 description 1
- 239000000498 cooling water Substances 0.000 description 1
- 239000012535 impurity Substances 0.000 description 1
- 239000000463 material Substances 0.000 description 1
- 239000000178 monomer Substances 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 125000002524 organometallic group Chemical group 0.000 description 1
- 229920000642 polymer Polymers 0.000 description 1
- 238000010992 reflux Methods 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/26—Catalytic processes with hydrides or organic compounds
- C07C2/30—Catalytic processes with hydrides or organic compounds containing metal-to-carbon bond; Metal hydrides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2/00—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
- C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
- C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
- C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
- C07C2/08—Catalytic processes
- C07C2/14—Catalytic processes with inorganic acids; with salts or anhydrides of acids
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2531/00—Catalysts comprising hydrides, coordination complexes or organic compounds
- C07C2531/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
- C07C2531/12—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides
- C07C2531/14—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing organo-metallic compounds or metal hydrides of aluminium or boron
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Inorganic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)
- Manufacture Of Macromolecular Shaped Articles (AREA)
- Catalysts (AREA)
- Polymerisation Methods In General (AREA)
- Transition And Organic Metals Composition Catalysts For Addition Polymerization (AREA)
Description
Claims (10)
- 反応器内において第1の有機溶媒および均一触媒の存在下でエチレンのオリゴマー化により線状アルファオレフィンを調製する方法であって、
前記反応器の塔頂が、凝縮器を用いて冷却剤により冷却されて、15から20℃の温度に保持されることを特徴とする方法。 - 前記冷却剤がプロピレンであることを特徴とする請求項1記載の方法。
- 前記反応器に加えられ、該反応器の塔頂で凝縮し、該反応器の底部で再蒸発する少なくとも1種類の冷却媒質の存在下で行われることを特徴とする請求項1または2記載の方法。
- 前記冷却媒質が、前記方法を実施しながら、前記反応器内に実質的に留まっているように選択されることを特徴とする請求項3記載の方法。
- 前記冷却媒質が、常圧で少なくとも120℃の沸点を有する不活性の第2の有機溶媒から選択されることを特徴とする請求項3または4記載の方法。
- 前記第1の有機溶媒がトルエンであることを特徴とする請求項1から5いずれか1項記載の方法。
- 前記触媒が有機酸のジルコニウム塩および少なくとも1種類の有機アルミニウム化合物を含むことを特徴とする請求項1から6いずれか1項記載の方法。
- 前記ジルコニウム塩が化学式ZrCl4-mXmを有し、ここで、X=OCORまたはOSO3R’であり、RおよびR’が独立してアルキル、アルケンまたはフェニルであり、0<m<4であることを特徴とする請求項7記載の方法。
- 前記少なくとも1種類の有機アルミニウム化合物が、Al(C2H5)3、Al2Cl3(C2H5)3、AlCl(C2H5)2またはそれらの混合物であることを特徴とする請求項8記載の方法。
- 前記反応器の底部温度が60から100℃の間であることを特徴とする請求項1から9いずれか1項記載の方法
Applications Claiming Priority (3)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
EP05016527.3 | 2005-07-29 | ||
EP05016527A EP1749806B1 (en) | 2005-07-29 | 2005-07-29 | Method for preparing linear alpha-olefins with improved heat removal |
PCT/EP2006/005646 WO2007016996A1 (en) | 2005-07-29 | 2006-06-13 | Method for preparing linear alpha-olefins with improved heat removal |
Publications (2)
Publication Number | Publication Date |
---|---|
JP2009503155A JP2009503155A (ja) | 2009-01-29 |
JP4993315B2 true JP4993315B2 (ja) | 2012-08-08 |
Family
ID=35511143
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
JP2008523148A Active JP4993315B2 (ja) | 2005-07-29 | 2006-06-13 | 熱除去が改善された、線状アルファオレフィンの調製方法 |
Country Status (17)
Country | Link |
---|---|
US (1) | US9012577B2 (ja) |
EP (1) | EP1749806B1 (ja) |
JP (1) | JP4993315B2 (ja) |
KR (1) | KR101124028B1 (ja) |
CN (1) | CN101253135B (ja) |
AT (1) | ATE411267T1 (ja) |
BR (1) | BRPI0614190B1 (ja) |
CA (1) | CA2614477C (ja) |
DE (1) | DE602005010420D1 (ja) |
EG (1) | EG24213A (ja) |
ES (1) | ES2318390T3 (ja) |
MX (1) | MX2008001280A (ja) |
MY (1) | MY140583A (ja) |
RU (1) | RU2419598C2 (ja) |
TW (1) | TWI308909B (ja) |
WO (1) | WO2007016996A1 (ja) |
ZA (1) | ZA200800847B (ja) |
Families Citing this family (25)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
DE102010006589A1 (de) | 2010-02-02 | 2011-08-04 | Linde Aktiengesellschaft, 80331 | Verfahren zur Herstellung linearer a-Olefine |
CA2723515C (en) | 2010-12-01 | 2018-05-15 | Nova Chemicals Corporation | Heat management in ethylene oligomerization |
AU2013207783B2 (en) | 2012-01-13 | 2017-07-13 | Lummus Technology Llc | Process for providing C2 hydrocarbons via oxidative coupling of methane and for separating hydrocarbon compounds |
CA2874526C (en) | 2012-05-24 | 2022-01-18 | Siluria Technologies, Inc. | Oxidative coupling of methane systems and methods |
US9670113B2 (en) | 2012-07-09 | 2017-06-06 | Siluria Technologies, Inc. | Natural gas processing and systems |
DE102012014393A1 (de) | 2012-07-19 | 2014-01-23 | Linde Aktiengesellschaft | Blasensäulenreaktor |
WO2014089479A1 (en) | 2012-12-07 | 2014-06-12 | Siluria Technologies, Inc. | Integrated processes and systems for conversion of methane to multiple higher hydrocarbon products |
WO2015081122A2 (en) | 2013-11-27 | 2015-06-04 | Siluria Technologies, Inc. | Reactors and systems for oxidative coupling of methane |
CN106068323B (zh) | 2014-01-08 | 2019-09-06 | 希路瑞亚技术公司 | 乙烯成液体的***和方法 |
US9701597B2 (en) | 2014-01-09 | 2017-07-11 | Siluria Technologies, Inc. | Oxidative coupling of methane implementations for olefin production |
US10377682B2 (en) | 2014-01-09 | 2019-08-13 | Siluria Technologies, Inc. | Reactors and systems for oxidative coupling of methane |
WO2016047558A1 (ja) * | 2014-09-22 | 2016-03-31 | 三菱化学株式会社 | α-オレフィン低重合体の製造方法及び製造装置 |
US10793490B2 (en) | 2015-03-17 | 2020-10-06 | Lummus Technology Llc | Oxidative coupling of methane methods and systems |
US9334204B1 (en) | 2015-03-17 | 2016-05-10 | Siluria Technologies, Inc. | Efficient oxidative coupling of methane processes and systems |
US20160289143A1 (en) | 2015-04-01 | 2016-10-06 | Siluria Technologies, Inc. | Advanced oxidative coupling of methane |
US9328297B1 (en) | 2015-06-16 | 2016-05-03 | Siluria Technologies, Inc. | Ethylene-to-liquids systems and methods |
WO2016205411A2 (en) | 2015-06-16 | 2016-12-22 | Siluria Technologies, Inc. | Ethylene-to-liquids systems and methods |
US10519077B2 (en) | 2015-09-18 | 2019-12-31 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization/trimerization/tetramerization reactor |
US10513473B2 (en) | 2015-09-18 | 2019-12-24 | Chevron Phillips Chemical Company Lp | Ethylene oligomerization/trimerization/tetramerization reactor |
US20170107162A1 (en) | 2015-10-16 | 2017-04-20 | Siluria Technologies, Inc. | Separation methods and systems for oxidative coupling of methane |
WO2017180910A1 (en) | 2016-04-13 | 2017-10-19 | Siluria Technologies, Inc. | Oxidative coupling of methane for olefin production |
EP3554672A4 (en) | 2016-12-19 | 2020-08-12 | Siluria Technologies, Inc. | PROCEDURES AND SYSTEMS FOR CHEMICAL DEPOSITION |
PL3630707T3 (pl) | 2017-05-23 | 2024-02-19 | Lummus Technology Llc | Zintegrowanie sposobów utleniającego sprzęgania metanu |
RU2020102298A (ru) | 2017-07-07 | 2021-08-10 | Люммус Текнолоджи Ллс | Системы и способы окислительного сочетания метана |
US11667590B2 (en) | 2021-05-26 | 2023-06-06 | Chevron Phillips Chemical Company, Lp | Ethylene oligomerization processes |
Family Cites Families (13)
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US2351123A (en) * | 1940-05-20 | 1944-06-13 | Phillips Petroleum Co | Process for preparing hydrocarbons for polymerization |
DE3844180A1 (de) | 1988-12-29 | 1990-07-05 | Hoechst Ag | Verfahren zur abtrennung fluechtiger bestandteile aus durch hochdruckpolymerisation erhaltenen reaktionsgemischen |
FR2693455B1 (fr) | 1992-07-09 | 1994-09-30 | Inst Francais Du Petrole | Procédé de fabrication d'oléfines alpha légères par oligomérisation de l'éthylène. |
DE4338414C1 (de) * | 1993-11-10 | 1995-03-16 | Linde Ag | Verfahren zur Herstellung linearer Olefine |
FR2715154B1 (fr) | 1994-01-14 | 1996-04-05 | Inst Francais Du Petrole | Procédé de production d'oléfines alpha légères de pureté améliorée par oligomérisation, de l'éthylène. |
US5811608A (en) | 1995-12-15 | 1998-09-22 | Uop Llc | Process for oligomer production and saturation |
FR2748018B1 (fr) | 1996-04-26 | 1998-06-26 | Inst Francais Du Petrole | Procede ameliore de conversion de l'ethylene en olefines alpha legeres avec utilisation d'additifs a base de sels d'ammonium quaternaire |
FR2759922B1 (fr) | 1997-02-25 | 1999-05-07 | Inst Francais Du Petrole | Composition catalytique amelioree pour la conversion de l'ethylene en olefines alpha legeres |
DE19910103A1 (de) | 1999-03-08 | 2000-09-14 | Basf Ag | Verfahren zur Oligomerisierung von C¶6¶-Olefinen |
JP2002256007A (ja) | 2000-12-26 | 2002-09-11 | Idemitsu Petrochem Co Ltd | α−オレフィン低重合体の製造方法 |
EP1546069B1 (en) * | 2002-09-25 | 2009-05-27 | Shell Internationale Researchmaatschappij B.V. | Process for making a linear alpha-olefin oligomer using a heat exchanger |
RU2339604C2 (ru) | 2002-09-25 | 2008-11-27 | Шелл Интернэшнл Рисерч Маатсхаппий Б.В. | Способ получения линейного альфа-олефинового олигомера с использованием теплообменника |
EP2275454B1 (en) * | 2004-08-27 | 2018-10-03 | Chevron Phillips Chemical Company Lp | Energy efficient polyolefin process |
-
2005
- 2005-07-29 AT AT05016527T patent/ATE411267T1/de not_active IP Right Cessation
- 2005-07-29 DE DE602005010420T patent/DE602005010420D1/de active Active
- 2005-07-29 EP EP05016527A patent/EP1749806B1/en active Active
- 2005-07-29 ES ES05016527T patent/ES2318390T3/es active Active
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2006
- 2006-06-13 CN CN2006800277982A patent/CN101253135B/zh active Active
- 2006-06-13 MX MX2008001280A patent/MX2008001280A/es active IP Right Grant
- 2006-06-13 ZA ZA200800847A patent/ZA200800847B/xx unknown
- 2006-06-13 RU RU2008107710/04A patent/RU2419598C2/ru active
- 2006-06-13 JP JP2008523148A patent/JP4993315B2/ja active Active
- 2006-06-13 KR KR1020087004835A patent/KR101124028B1/ko active IP Right Grant
- 2006-06-13 CA CA2614477A patent/CA2614477C/en not_active Expired - Fee Related
- 2006-06-13 BR BRPI0614190A patent/BRPI0614190B1/pt not_active IP Right Cessation
- 2006-06-13 WO PCT/EP2006/005646 patent/WO2007016996A1/en active Application Filing
- 2006-06-13 US US11/989,733 patent/US9012577B2/en active Active
- 2006-06-14 MY MYPI20062811A patent/MY140583A/en unknown
- 2006-06-16 TW TW095121735A patent/TWI308909B/zh not_active IP Right Cessation
- 2006-07-09 EG EG2006070299A patent/EG24213A/xx active
Also Published As
Publication number | Publication date |
---|---|
MX2008001280A (es) | 2008-12-18 |
BRPI0614190B1 (pt) | 2015-10-27 |
EG24213A (en) | 2008-10-29 |
US9012577B2 (en) | 2015-04-21 |
CN101253135B (zh) | 2012-05-23 |
KR20080037058A (ko) | 2008-04-29 |
RU2419598C2 (ru) | 2011-05-27 |
TW200800848A (en) | 2008-01-01 |
ES2318390T3 (es) | 2009-05-01 |
BRPI0614190A2 (pt) | 2009-08-04 |
US20090306312A1 (en) | 2009-12-10 |
EP1749806A1 (en) | 2007-02-07 |
TWI308909B (en) | 2009-04-21 |
EP1749806B1 (en) | 2008-10-15 |
KR101124028B1 (ko) | 2012-03-23 |
MY140583A (en) | 2009-12-31 |
ZA200800847B (en) | 2009-09-30 |
ATE411267T1 (de) | 2008-10-15 |
DE602005010420D1 (de) | 2008-11-27 |
WO2007016996A1 (en) | 2007-02-15 |
CN101253135A (zh) | 2008-08-27 |
CA2614477A1 (en) | 2007-02-15 |
RU2008107710A (ru) | 2009-09-10 |
JP2009503155A (ja) | 2009-01-29 |
CA2614477C (en) | 2013-03-26 |
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