ZA200602714B - Preparation of branched aliphatic alcohols using a process stream from a dehydrogenation-isomerization unit - Google Patents

Preparation of branched aliphatic alcohols using a process stream from a dehydrogenation-isomerization unit Download PDF

Info

Publication number: ZA200602714B
Authority: ZA; South Africa
Prior art keywords: stream; olefins; unit; paraffins; dehydrogenation
Prior art date: 2003-10-15

Application number

ZA200602714A

Other languages

English (en)

Inventor

Ayoub Paul Marie

Dirkzwager Hendrik

Murray Brendan Dermot

Sumrow Steven Clois

Original Assignee

Shell Int Research

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.)

2003-10-15

Filing date

2006-04-03

Publication date

2007-10-31

2006-04-03 Application filed by Shell Int Research filed Critical Shell Int Research

2007-10-31 Publication of ZA200602714B publication Critical patent/ZA200602714B/en

Links

238000000034 method Methods 0.000 title claims abstract description 160
238000006317 isomerization reaction Methods 0.000 title claims abstract description 125
-1 aliphatic alcohols Chemical class 0.000 title claims abstract description 98
230000008569 process Effects 0.000 title claims abstract description 97
238000002360 preparation method Methods 0.000 title description 12
150000001336 alkenes Chemical class 0.000 claims abstract description 315
238000006243 chemical reaction Methods 0.000 claims abstract description 105
238000007037 hydroformylation reaction Methods 0.000 claims abstract description 70
229930195733 hydrocarbon Natural products 0.000 claims description 196
150000002430 hydrocarbons Chemical class 0.000 claims description 195
239000003054 catalyst Substances 0.000 claims description 171
239000004215 Carbon black (E152) Substances 0.000 claims description 165
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 claims description 74
239000010457 zeolite Substances 0.000 claims description 56
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 45
229910052799 carbon Inorganic materials 0.000 claims description 43
238000006356 dehydrogenation reaction Methods 0.000 claims description 40
DNIAPMSPPWPWGF-GSVOUGTGSA-N (R)-(-)-Propylene glycol Chemical compound C[C@@H](O)CO DNIAPMSPPWPWGF-GSVOUGTGSA-N 0.000 claims description 33
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 25
150000001298 alcohols Chemical class 0.000 claims description 25
238000000926 separation method Methods 0.000 claims description 24
239000012188 paraffin wax Substances 0.000 claims description 23
239000001257 hydrogen Substances 0.000 claims description 21
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238000004519 manufacturing process Methods 0.000 claims description 18
150000001875 compounds Chemical class 0.000 claims description 15
125000000217 alkyl group Chemical group 0.000 claims description 8
239000012298 atmosphere Substances 0.000 claims description 8
239000011230 binding agent Substances 0.000 claims description 8
238000011144 upstream manufacturing Methods 0.000 claims description 8
238000006384 oligomerization reaction Methods 0.000 claims description 6
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238000005670 sulfation reaction Methods 0.000 claims description 6
230000009471 action Effects 0.000 claims description 5
125000004435 hydrogen atom Chemical group [H]* 0.000 claims description 5
SCBJXEBIMVRTJE-UHFFFAOYSA-N 6-chloro-n-ethyl-4-methyl-4-phenyl-3,1-benzoxazin-2-amine;hydrochloride Chemical compound Cl.O1C(NCC)=NC2=CC=C(Cl)C=C2C1(C)C1=CC=CC=C1 SCBJXEBIMVRTJE-UHFFFAOYSA-N 0.000 claims description 2
OPFJDXRVMFKJJO-ZHHKINOHSA-N N-{[3-(2-benzamido-4-methyl-1,3-thiazol-5-yl)-pyrazol-5-yl]carbonyl}-G-dR-G-dD-dD-dD-NH2 Chemical compound S1C(C=2NN=C(C=2)C(=O)NCC(=O)N[C@H](CCCN=C(N)N)C(=O)NCC(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(=O)N[C@H](CC(O)=O)C(N)=O)=C(C)N=C1NC(=O)C1=CC=CC=C1 OPFJDXRVMFKJJO-ZHHKINOHSA-N 0.000 claims 1
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229940126086 compound 21 Drugs 0.000 claims 1
MYWUZJCMWCOHBA-VIFPVBQESA-N methamphetamine Chemical compound CN[C@@H](C)CC1=CC=CC=C1 MYWUZJCMWCOHBA-VIFPVBQESA-N 0.000 claims 1
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125000001931 aliphatic group Chemical group 0.000 description 43
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 43
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239000011491 glass wool Substances 0.000 description 8
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239000004033 plastic Substances 0.000 description 1
229920003023 plastic Polymers 0.000 description 1
231100000572 poisoning Toxicity 0.000 description 1
230000000607 poisoning effect Effects 0.000 description 1
229910052573 porcelain Inorganic materials 0.000 description 1
239000002243 precursor Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
238000011084 recovery Methods 0.000 description 1
229910052702 rhenium Inorganic materials 0.000 description 1
WUAPFZMCVAUBPE-UHFFFAOYSA-N rhenium atom Chemical compound [Re] WUAPFZMCVAUBPE-UHFFFAOYSA-N 0.000 description 1
WWYDYZMNFQIYPT-UHFFFAOYSA-N ru78191 Chemical compound OC(=O)C(C(O)=O)C1=CC=CC=C1 WWYDYZMNFQIYPT-UHFFFAOYSA-N 0.000 description 1
229910052701 rubidium Inorganic materials 0.000 description 1
IGLNJRXAVVLDKE-UHFFFAOYSA-N rubidium atom Chemical compound [Rb] IGLNJRXAVVLDKE-UHFFFAOYSA-N 0.000 description 1
229960004889 salicylic acid Drugs 0.000 description 1
239000004576 sand Substances 0.000 description 1
229910052706 scandium Inorganic materials 0.000 description 1
SIXSYDAISGFNSX-UHFFFAOYSA-N scandium atom Chemical compound [Sc] SIXSYDAISGFNSX-UHFFFAOYSA-N 0.000 description 1
238000009991 scouring Methods 0.000 description 1
239000002453 shampoo Substances 0.000 description 1
238000010008 shearing Methods 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
239000004332 silver Substances 0.000 description 1
159000000000 sodium salts Chemical class 0.000 description 1
CMXPERZAMAQXSF-UHFFFAOYSA-M sodium;1,4-bis(2-ethylhexoxy)-1,4-dioxobutane-2-sulfonate;1,8-dihydroxyanthracene-9,10-dione Chemical compound [Na+].O=C1C2=CC=CC(O)=C2C(=O)C2=C1C=CC=C2O.CCCCC(CC)COC(=O)CC(S([O-])(=O)=O)C(=O)OCC(CC)CCCC CMXPERZAMAQXSF-UHFFFAOYSA-M 0.000 description 1
239000011949 solid catalyst Substances 0.000 description 1
241000894007 species Species 0.000 description 1
239000003381 stabilizer Substances 0.000 description 1
238000010025 steaming Methods 0.000 description 1
OUULRIDHGPHMNQ-UHFFFAOYSA-N stibane Chemical compound [SbH3] OUULRIDHGPHMNQ-UHFFFAOYSA-N 0.000 description 1
229910052712 strontium Inorganic materials 0.000 description 1
CIOAGBVUUVVLOB-UHFFFAOYSA-N strontium atom Chemical compound [Sr] CIOAGBVUUVVLOB-UHFFFAOYSA-N 0.000 description 1
HXJUTPCZVOIRIF-UHFFFAOYSA-N sulfolane Chemical compound O=S1(=O)CCCC1 HXJUTPCZVOIRIF-UHFFFAOYSA-N 0.000 description 1
150000003871 sulfonates Chemical class 0.000 description 1
125000004434 sulfur atom Chemical group 0.000 description 1
238000005987 sulfurization reaction Methods 0.000 description 1
229910052715 tantalum Inorganic materials 0.000 description 1
GUVRBAGPIYLISA-UHFFFAOYSA-N tantalum atom Chemical compound [Ta] GUVRBAGPIYLISA-UHFFFAOYSA-N 0.000 description 1
IEXRMSFAVATTJX-UHFFFAOYSA-N tetrachlorogermane Chemical compound Cl[Ge](Cl)(Cl)Cl IEXRMSFAVATTJX-UHFFFAOYSA-N 0.000 description 1
229910052716 thallium Inorganic materials 0.000 description 1
BKVIYDNLLOSFOA-UHFFFAOYSA-N thallium Chemical compound [Tl] BKVIYDNLLOSFOA-UHFFFAOYSA-N 0.000 description 1
ZCUFMDLYAMJYST-UHFFFAOYSA-N thorium dioxide Chemical compound O=[Th]=O ZCUFMDLYAMJYST-UHFFFAOYSA-N 0.000 description 1
ODBLHEXUDAPZAU-UHFFFAOYSA-N threo-D-isocitric acid Natural products OC(=O)C(O)C(C(O)=O)CC(O)=O ODBLHEXUDAPZAU-UHFFFAOYSA-N 0.000 description 1
XOLBLPGZBRYERU-UHFFFAOYSA-N tin dioxide Chemical compound O=[Sn]=O XOLBLPGZBRYERU-UHFFFAOYSA-N 0.000 description 1
229910001887 tin oxide Inorganic materials 0.000 description 1
229910052719 titanium Inorganic materials 0.000 description 1
239000010936 titanium Substances 0.000 description 1
239000004408 titanium dioxide Substances 0.000 description 1
210000003371 toe Anatomy 0.000 description 1
229910052723 transition metal Inorganic materials 0.000 description 1
150000003624 transition metals Chemical class 0.000 description 1
229960004418 trolamine Drugs 0.000 description 1
229910052721 tungsten Inorganic materials 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
229910001935 vanadium oxide Inorganic materials 0.000 description 1
125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
229920002554 vinyl polymer Polymers 0.000 description 1
239000001993 wax Substances 0.000 description 1
210000002268 wool Anatomy 0.000 description 1
238000002424 x-ray crystallography Methods 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 1
239000011701 zinc Substances 0.000 description 1
239000011787 zinc oxide Substances 0.000 description 1
229910052726 zirconium Inorganic materials 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C29/00—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
- C07C29/16—Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring by oxo-reaction combined with reduction
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/22—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by isomerisation
- C07C5/27—Rearrangement of carbon atoms in the hydrocarbon skeleton
- C07C5/2767—Changing the number of side-chains
- C07C5/277—Catalytic processes
- C07C5/2775—Catalytic processes with crystalline alumino-silicates, e.g. molecular sieves
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C5/00—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
- C07C5/32—Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
- C07C5/327—Formation of non-aromatic carbon-to-carbon double bonds only
- C07C5/333—Catalytic processes

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Crystallography & Structural Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

ZA200602714A 2003-10-15 2006-04-03 Preparation of branched aliphatic alcohols using a process stream from a dehydrogenation-isomerization unit ZA200602714B (en)

Applications Claiming Priority (1)

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US51152403P	2003-10-15	2003-10-15

Publications (1)

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ZA200602714B true ZA200602714B (en)	2007-10-31

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ZA200602714A ZA200602714B (en)	2003-10-15	2006-04-03	Preparation of branched aliphatic alcohols using a process stream from a dehydrogenation-isomerization unit

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EP (1)	EP1680387B1 (de)
JP (1)	JP4532498B2 (de)
CN (1)	CN100447119C (de)
AT (1)	ATE372969T1 (de)
AU (1)	AU2004282204B2 (de)
DE (1)	DE602004008956T2 (de)
DK (1)	DK1680387T3 (de)
MX (1)	MXPA06003876A (de)
MY (1)	MY139122A (de)
RU (1)	RU2349574C2 (de)
WO (1)	WO2005037752A1 (de)
ZA (1)	ZA200602714B (de)

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EP3122849B1 (de)	2014-03-27	2021-07-21	The Procter & Gamble Company	Reinigungszusammensetzungen mit einem polyetheramin
WO2015187757A1 (en)	2014-06-06	2015-12-10	The Procter & Gamble Company	Detergent composition comprising polyalkyleneimine polymers
WO2016032993A1 (en)	2014-08-27	2016-03-03	The Procter & Gamble Company	Detergent composition comprising a cationic polymer
JP6672266B2 (ja)	2014-08-27	2020-03-25	ザプロクターアンドギャンブルカンパニーＴｈｅＰｒｏｃｔｅｒ＆ＧａｍｂｌｅＣｏｍｐａｎｙ	カチオン性ポリマーを含む洗剤組成物
JP6728132B2 (ja)	2014-08-27	2020-07-22	ザプロクターアンドギャンブルカンパニーＴｈｅＰｒｏｃｔｅｒ＆ＧａｍｂｌｅＣｏｍｐａｎｙ	カチオン性ポリマーを含む洗剤組成物
WO2016032995A1 (en)	2014-08-27	2016-03-03	The Procter & Gamble Company	Method of treating a fabric
WO2016049388A1 (en)	2014-09-25	2016-03-31	The Procter & Gamble Company	Fabric care compositions containing a polyetheramine
US10227279B2 (en) *	2016-09-12	2019-03-12	Evonik Degussa Gmbh	Dehydrogenation of LPG or NGL and flexible utilization of the olefins thus obtained
US11186782B2 (en) *	2019-01-08	2021-11-30	Evonik Operations Gmbh	Catalyst and process for removing mercaptans from hydrocarbon streams
US20220234016A1 (en) *	2019-05-31	2022-07-28	Sabic Global Technologies B.V.	Multipurpose single stage reactor for industrial c4 dehydrogenation technology
US20210380510A1 (en)	2020-06-05	2021-12-09	SCION Holdings LLC	Branched Compounds
US20230159422A1 (en)	2020-06-05	2023-05-25	SCION Holdings LLC	Alcohols Production
US12221404B2 (en)	2020-06-05	2025-02-11	SCION Holdings LLC	Composition comprising branched aldehydes
US12145904B2 (en)	2020-12-17	2024-11-19	SCION Holdings LLC	Branched products
JP7739435B2 (ja)	2021-08-10	2025-09-16	株式会社日本触媒	ポリアルキレンオキシド含有化合物
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PL4186816T3 (pl)	2021-11-24	2024-11-12	Daniel Campeau	Teleskopowy kontener transportowy
DE102022114815A1 (de)	2022-06-13	2022-08-04	Basf Se	Verfahren zum Entfernen von Ablagerungen aus Verbrennungsmotoren

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MY135248A (en) *	2003-02-05	2008-03-31	Shell Int Research	Method of preparing branched alkyl aromatic hydrocarbons using a process stream from a dehydrogenation-isomerization unit
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2004
- 2004-10-13 MY MYPI20044209A patent/MY139122A/en unknown
- 2004-10-14 DK DK04795267T patent/DK1680387T3/da active
- 2004-10-14 MX MXPA06003876A patent/MXPA06003876A/es active IP Right Grant
- 2004-10-14 WO PCT/US2004/034080 patent/WO2005037752A1/en not_active Ceased
- 2004-10-14 AU AU2004282204A patent/AU2004282204B2/en not_active Ceased
- 2004-10-14 DE DE602004008956T patent/DE602004008956T2/de not_active Expired - Lifetime
- 2004-10-14 EP EP04795267A patent/EP1680387B1/de not_active Expired - Lifetime
- 2004-10-14 CN CNB2004800330966A patent/CN100447119C/zh not_active Expired - Fee Related
- 2004-10-14 JP JP2006535346A patent/JP4532498B2/ja not_active Expired - Fee Related
- 2004-10-14 AT AT04795267T patent/ATE372969T1/de not_active IP Right Cessation
- 2004-10-14 RU RU2006116497/04A patent/RU2349574C2/ru not_active IP Right Cessation
2006
- 2006-04-03 ZA ZA200602714A patent/ZA200602714B/en unknown

Also Published As

Publication number	Publication date
DE602004008956D1 (de)	2007-10-25
CN1878739A (zh)	2006-12-13
RU2006116497A (ru)	2007-11-20
ATE372969T1 (de)	2007-09-15
DE602004008956T2 (de)	2008-06-12
EP1680387B1 (de)	2007-09-12
MY139122A (en)	2009-08-28
JP4532498B2 (ja)	2010-08-25
EP1680387A1 (de)	2006-07-19
MXPA06003876A (es)	2006-07-03
DK1680387T3 (da)	2007-11-05
AU2004282204A1 (en)	2005-04-28
AU2004282204B2 (en)	2008-10-02
WO2005037752A1 (en)	2005-04-28
JP2007518701A (ja)	2007-07-12
CN100447119C (zh)	2008-12-31
RU2349574C2 (ru)	2009-03-20

Publication	Publication Date	Title
US7335802B2 (en)	2008-02-26	Methods of preparing branched aliphatic alcohols
EP1680387B1 (de)	2007-09-12	Herstellung von verzweigten aliphatischen alkoholen unter verwendung eines verfahrensstroms aus einer dehydrierungs-isomerisierungs-anlage
US6417135B1 (en)	2002-07-09	Advances in dehydrogenation catalysis
US20030232720A1 (en)	2003-12-18	Paraffin dehydrogenation catalyst
EP1678109B1 (de)	2011-01-19	Herstellung von verzweigten aliphatischen alkoholen unter verwendung von eines verfahrensstroms aus einer isomerisierungsanlage mit rückführung zu einer dehydrierungsanlage
AU2004282205B2 (en)	2008-04-10	Preparation of branched aliphatic alcohols using combined process streams from a hydrogenation unit and a dehydrogenation-isomerization unit
WO2005037747A2 (en)	2005-04-28	Preparation of branched aliphatic alcohols using combined process streams from a hydrogenation unit, a dehydrogenation unit and an isomerization unit
EP1592648B1 (de)	2007-01-24	Methode zur herstellung von verzweigten alkylsubstituierten aromatische kohlewasserstoffen unter verwendung eines prozessstromes aus einer dehydrierungs-isomerisierungseinheit
US20060224028A1 (en)	2006-10-05	Methods of preparing branched alkyl aromatic hydrocarbons
EP1594825B1 (de)	2007-09-12	Verfahren zur herstellung verzweigter alkylaromatischer kohlenwasserstoffe unter verwendung eines durch hydrierung und dehydrierungsisomerisierung von olefinen erzeugten verfahrensstroms
DE602004004509T2 (de)	2007-11-22	Methode zur herstellung von mit verzweigten alkylresten substituierten aromatischen kohlenwaserstoffen unter verwendung eines prozessstromes aus einer isomerisierungseinheit
DE3040698C2 (de)	1982-12-23	Verfahren zur Isomerisierung von n-Alkenen
MXPA06004122A (en)	2007-04-20	Preparation of branched aliphatic alcohols using a process stream from an isomerization unit with recycle to a dehydrogenation unit
ZA200505628B (en)	2006-03-29	Method of preparing branched alkyl aromatic hydrocarbons using a process stream from a dehydrogenationisomerization unit
WO2005037416A2 (en)	2005-04-28	Preparation of branched aliphatic alcohols using combined process streams from a hydrogenation unit, a dehydrogenation unit, a dimerization unit and an isomerization unit
WO2005037748A2 (en)	2005-04-28	Preparation of branched aliphatic alcohols using combined process streams from a dimerization unit and an isomerization unit