JPH09194864A - 工程の改質によるオレフィンのオリゴマー化収率の増加 - Google Patents

工程の改質によるオレフィンのオリゴマー化収率の増加

Info

Publication number: JPH09194864A
Authority: JP; Japan
Prior art keywords: promoter; alcohol; hexanol; carbon atoms; butanol
Prior art date: 1996-01-12
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.): Pending

Application number

JP314497A

Other languages

English (en)

Japanese (ja)

Inventor

Kenneth D Hope

ディー．ホープケネス

Ting C Ho

シー．ホーティン

Russell J Bak

ジェイ．バックラッセル

J Barry Collins

コリンズジェイ．バリー

Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)

Chevron Phillips Chemical Co LP

Original Assignee

Chevron Chemical Co LLC

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.)

1996-01-12

Filing date

1997-01-10

Publication date

1997-07-29

1997-01-10 Application filed by Chevron Chemical Co LLC filed Critical Chevron Chemical Co LLC

1997-07-29 Publication of JPH09194864A publication Critical patent/JPH09194864A/ja

Status Pending legal-status Critical Current

Links

238000000034 method Methods 0.000 title claims abstract description 20
150000001336 alkenes Chemical class 0.000 title claims abstract description 17
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 title claims abstract description 11
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims abstract description 38
239000000178 monomer Substances 0.000 claims abstract description 28
WTEOIRVLGSZEPR-UHFFFAOYSA-N boron trifluoride Chemical compound FB(F)F WTEOIRVLGSZEPR-UHFFFAOYSA-N 0.000 claims abstract description 26
125000004432 carbon atom Chemical group C* 0.000 claims abstract description 19
239000000314 lubricant Substances 0.000 claims abstract description 17
229910015900 BF3 Inorganic materials 0.000 claims abstract description 13
239000003054 catalyst Substances 0.000 claims abstract description 13
239000004711 α-olefin Substances 0.000 claims abstract description 11
239000000463 material Substances 0.000 claims abstract description 7
ZSIAUFGUXNUGDI-UHFFFAOYSA-N hexan-1-ol Chemical group CCCCCCO ZSIAUFGUXNUGDI-UHFFFAOYSA-N 0.000 claims description 54
238000006384 oligomerization reaction Methods 0.000 claims description 19
238000004519 manufacturing process Methods 0.000 claims description 5
150000001298 alcohols Chemical class 0.000 abstract description 19
LRHPLDYGYMQRHN-UHFFFAOYSA-N N-Butanol Chemical compound CCCCO LRHPLDYGYMQRHN-UHFFFAOYSA-N 0.000 description 46
BDERNNFJNOPAEC-UHFFFAOYSA-N propan-1-ol Chemical compound CCCO BDERNNFJNOPAEC-UHFFFAOYSA-N 0.000 description 19
230000000052 comparative effect Effects 0.000 description 17
239000000047 product Substances 0.000 description 17
239000000203 mixture Substances 0.000 description 15
238000006243 chemical reaction Methods 0.000 description 12
230000000694 effects Effects 0.000 description 10
MWKFXSUHUHTGQN-UHFFFAOYSA-N decan-1-ol Chemical compound CCCCCCCCCCO MWKFXSUHUHTGQN-UHFFFAOYSA-N 0.000 description 9
KBPLFHHGFOOTCA-UHFFFAOYSA-N 1-Octanol Chemical compound CCCCCCCCO KBPLFHHGFOOTCA-UHFFFAOYSA-N 0.000 description 8
239000013638 trimer Substances 0.000 description 8
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 7
239000000539 dimer Substances 0.000 description 6
LQZZUXJYWNFBMV-UHFFFAOYSA-N dodecan-1-ol Chemical compound CCCCCCCCCCCCO LQZZUXJYWNFBMV-UHFFFAOYSA-N 0.000 description 6
239000007789 gas Substances 0.000 description 6
229910052739 hydrogen Inorganic materials 0.000 description 5
239000007788 liquid Substances 0.000 description 5
AFFLGGQVNFXPEV-UHFFFAOYSA-N 1-decene Chemical compound CCCCCCCCC=C AFFLGGQVNFXPEV-UHFFFAOYSA-N 0.000 description 4
AMQJEAYHLZJPGS-UHFFFAOYSA-N N-Pentanol Chemical compound CCCCCO AMQJEAYHLZJPGS-UHFFFAOYSA-N 0.000 description 4
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 4
239000007795 chemical reaction product Substances 0.000 description 4
238000009826 distribution Methods 0.000 description 4
238000005984 hydrogenation reaction Methods 0.000 description 4
TVMXDCGIABBOFY-UHFFFAOYSA-N n-Octanol Natural products CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 4
HLZKNKRTKFSKGZ-UHFFFAOYSA-N tetradecan-1-ol Chemical compound CCCCCCCCCCCCCCO HLZKNKRTKFSKGZ-UHFFFAOYSA-N 0.000 description 4
CRSBERNSMYQZNG-UHFFFAOYSA-N 1-dodecene Chemical compound CCCCCCCCCCC=C CRSBERNSMYQZNG-UHFFFAOYSA-N 0.000 description 3
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 3
HEMHJVSKTPXQMS-UHFFFAOYSA-M Sodium hydroxide Chemical compound [OH-].[Na+] HEMHJVSKTPXQMS-UHFFFAOYSA-M 0.000 description 3
238000004821 distillation Methods 0.000 description 3
239000012530 fluid Substances 0.000 description 3
239000001257 hydrogen Substances 0.000 description 3
238000006386 neutralization reaction Methods 0.000 description 3
229910052757 nitrogen Inorganic materials 0.000 description 3
GQEZCXVZFLOKMC-UHFFFAOYSA-N 1-hexadecene Chemical compound CCCCCCCCCCCCCCC=C GQEZCXVZFLOKMC-UHFFFAOYSA-N 0.000 description 2
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 2
HFDVRLIODXPAHB-UHFFFAOYSA-N 1-tetradecene Chemical compound CCCCCCCCCCCCC=C HFDVRLIODXPAHB-UHFFFAOYSA-N 0.000 description 2
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 2
238000005727 Friedel-Crafts reaction Methods 0.000 description 2
239000007864 aqueous solution Substances 0.000 description 2
238000010923 batch production Methods 0.000 description 2
229910052799 carbon Inorganic materials 0.000 description 2
XOYLJNJLGBYDTH-UHFFFAOYSA-M chlorogallium Chemical compound [Ga]Cl XOYLJNJLGBYDTH-UHFFFAOYSA-M 0.000 description 2
238000010924 continuous production Methods 0.000 description 2
238000001816 cooling Methods 0.000 description 2
229940069096 dodecene Drugs 0.000 description 2
238000005194 fractionation Methods 0.000 description 2
229910052759 nickel Inorganic materials 0.000 description 2
238000010926 purge Methods 0.000 description 2
239000000376 reactant Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
GGQQNYXPYWCUHG-RMTFUQJTSA-N (3e,6e)-deca-3,6-diene Chemical compound CCC\C=C\C\C=C\CC GGQQNYXPYWCUHG-RMTFUQJTSA-N 0.000 description 1
239000005968 1-Decanol Substances 0.000 description 1
229910000619 316 stainless steel Inorganic materials 0.000 description 1
ZOXJGFHDIHLPTG-UHFFFAOYSA-N Boron Chemical compound [B] ZOXJGFHDIHLPTG-UHFFFAOYSA-N 0.000 description 1
SNRUBQQJIBEYMU-UHFFFAOYSA-N Dodecane Natural products CCCCCCCCCCCC SNRUBQQJIBEYMU-UHFFFAOYSA-N 0.000 description 1
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical group C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 1
239000005977 Ethylene Substances 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000007513 acids Chemical class 0.000 description 1
230000002411 adverse Effects 0.000 description 1
239000012298 atmosphere Substances 0.000 description 1
230000015572 biosynthetic process Effects 0.000 description 1
238000009835 boiling Methods 0.000 description 1
229910052796 boron Inorganic materials 0.000 description 1
238000004364 calculation method Methods 0.000 description 1
239000000969 carrier Substances 0.000 description 1
239000003518 caustics Substances 0.000 description 1
239000003153 chemical reaction reagent Substances 0.000 description 1
239000003795 chemical substances by application Substances 0.000 description 1
238000011437 continuous method Methods 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
ITLBNFVOKSDRGD-UHFFFAOYSA-N dec-1-ene;dodec-1-ene Chemical compound CCCCCCCCC=C.CCCCCCCCCCC=C ITLBNFVOKSDRGD-UHFFFAOYSA-N 0.000 description 1
229910001873 dinitrogen Inorganic materials 0.000 description 1
238000006073 displacement reaction Methods 0.000 description 1
238000005553 drilling Methods 0.000 description 1
238000005485 electric heating Methods 0.000 description 1
238000005516 engineering process Methods 0.000 description 1
238000009472 formulation Methods 0.000 description 1
239000012208 gear oil Substances 0.000 description 1
229920006158 high molecular weight polymer Polymers 0.000 description 1
239000010720 hydraulic oil Substances 0.000 description 1
229930195733 hydrocarbon Natural products 0.000 description 1
150000002430 hydrocarbons Chemical class 0.000 description 1
125000002887 hydroxy group Chemical group [H]O* 0.000 description 1
239000012263 liquid product Substances 0.000 description 1
239000003879 lubricant additive Substances 0.000 description 1
238000005555 metalworking Methods 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
238000012986 modification Methods 0.000 description 1
230000004048 modification Effects 0.000 description 1
239000010705 motor oil Substances 0.000 description 1
230000003606 oligomerizing effect Effects 0.000 description 1
230000001590 oxidative effect Effects 0.000 description 1
239000003208 petroleum Substances 0.000 description 1
229920000642 polymer Polymers 0.000 description 1
150000003138 primary alcohols Chemical class 0.000 description 1
238000000746 purification Methods 0.000 description 1
239000011541 reaction mixture Substances 0.000 description 1
230000035484 reaction time Effects 0.000 description 1
229920006395 saturated elastomer Polymers 0.000 description 1
239000011949 solid catalyst Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
238000006467 substitution reaction Methods 0.000 description 1
238000004227 thermal cracking Methods 0.000 description 1
VOITXYVAKOUIBA-UHFFFAOYSA-N triethylaluminium Chemical compound CC[Al](CC)CC VOITXYVAKOUIBA-UHFFFAOYSA-N 0.000 description 1
239000010723 turbine oil Substances 0.000 description 1
229930195735 unsaturated hydrocarbon Natural products 0.000 description 1
238000005292 vacuum distillation Methods 0.000 description 1
-1 vinylidene olefins Chemical class 0.000 description 1
238000005406 washing Methods 0.000 description 1

Classifications

- 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
- C10G50/00—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation
- C10G50/02—Production of liquid hydrocarbon mixtures from lower carbon number hydrocarbons, e.g. by oligomerisation of hydrocarbon oils for lubricating purposes

Landscapes

Chemical & Material Sciences (AREA)
Oil, Petroleum & Natural Gas (AREA)
Engineering & Computer Science (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Lubricants (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

JP314497A 1996-01-12 1997-01-10 工程の改質によるオレフィンのオリゴマー化収率の増加 Pending JPH09194864A (ja)

Applications Claiming Priority (2)

Application Number	Priority Date	Filing Date	Title
US58598196A	1996-01-12	1996-01-12
US585981		1996-01-16

Publications (1)

Publication Number	Publication Date
JPH09194864A true JPH09194864A (ja)	1997-07-29

Family

ID=24343797

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
JP314497A Pending JPH09194864A (ja)	1996-01-12	1997-01-10	工程の改質によるオレフィンのオリゴマー化収率の増加

Country Status (3)

Country	Link
EP (1)	EP0785245A3 (de)
JP (1)	JPH09194864A (de)
CA (1)	CA2194616A1 (de)

Family Cites Families (6)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3780128A (en)	1971-11-03	1973-12-18	Ethyl Corp	Synthetic lubricants by oligomerization and hydrogenation
US4045508A (en)	1975-11-20	1977-08-30	Gulf Research & Development Company	Method of making alpha-olefin oligomers
US4045507A (en) *	1975-11-20	1977-08-30	Gulf Research & Development Company	Method of oligomerizing 1-olefins
US4587368A (en)	1983-12-27	1986-05-06	Burmah-Castrol, Inc.	Process for producing lubricant material
EP0323759A3 (de) *	1988-01-06	1990-03-07	Mobil Oil Corporation	Olefinpolymerisationsverfahren mit Kontrolle der Viskosität und des Fliesspunktes des Produkts
DE69509082T2 (de) *	1995-06-12	1999-11-25	Amoco Corp., Chicago	Verfahren zur Herstellung von Oligomeren von Mono-Olefinen

1997
- 1997-01-08 CA CA 2194616 patent/CA2194616A1/en not_active Abandoned
- 1997-01-10 JP JP314497A patent/JPH09194864A/ja active Pending
- 1997-01-13 EP EP97300152A patent/EP0785245A3/de not_active Withdrawn

Also Published As

Publication number	Publication date
EP0785245A2 (de)	1997-07-23
EP0785245A3 (de)	1998-05-06
CA2194616A1 (en)	1997-07-13

Publication	Publication Date	Title
US4587368A (en)	1986-05-06	Process for producing lubricant material
JP3178928B2 (ja)	2001-06-25	ビニリデンオレフインとα−オレフインとからの合成油の製造
EP1006097B1 (de)	2003-07-09	Oligomerisierungsverfahren
US3876720A (en)	1975-04-08	Internal olefin
US2381198A (en)	1945-08-07	Catalytic polymerization of olefins
EP0231651A1 (de)	1987-08-12	Verfahren zur Herstellung von Alpha-Olefinen aus leichten Olefinen
US5284988A (en)	1994-02-08	Preparation of synthetic oils from vinylidene olefins and alpha-olefins
US4254294A (en)	1981-03-03	Polymerization reactions in the presence of a catalyst containing aluminum oxide, boron oxide and halogen
EP0678493B1 (de)	1998-12-30	Kontrollierte Bildung von Olefinoligomeren unter Verwendung von Bortrifluorid und einer Hydroxycarbonylverbindung
US4417082A (en)	1983-11-22	Thermal treatment of olefin oligomers via a boron trifluoride process to increase their molecular weight
US5817899A (en)	1998-10-06	Polyalphaolefin dimers having low kinematic viscosities
CN114555543A (zh)	2022-05-27	制备聚α-烯烃的方法及其装置
JPH05306241A (ja)	1993-11-19	超脱アルミニウム化ｙゼオライトを用いるオレフィンのオリゴマー化方法
JP3843140B2 (ja)	2006-11-08	オレフインのオリゴマー化法
US5105039A (en)	1992-04-14	Process for producing lubricant fluids of improved stability
JPH09194864A (ja)	1997-07-29	工程の改質によるオレフィンのオリゴマー化収率の増加
EP0699647B1 (de)	1997-11-19	Verfahren zur Oligomerisierung von Olefinen mit hoher Ausbeute an Dimeren
GB2123434A (en)	1984-02-01	Oligomerization of olefins
JPH11302203A5 (de)	2005-03-17
US5994605A (en)	1999-11-30	High viscosity polyalphaolefins
EP1594826B1 (de)	2007-10-03	Verfahren zur herstellung verzweigter alkylaromatischer kohlenwasserstoffe unter verwendung eines verfahrensstroms aus einer dimerisierungseinheit
US4737479A (en)	1988-04-12	Process for the oligomerization of olefins and a catalyst thereof
US5097087A (en)	1992-03-17	Dimerization of long-chain olefins using a fluorocarbonsulfonic acid polymer on an inert support
EP0232617B1 (de)	1992-01-08	Verfahren zur Herstellung von Schmieröl aus Olefinen
EP0741120B1 (de)	2003-03-26	Polyalphaolefin-Dimere mit niedrigen kinematischen Viskositäten