CA1259339A - Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs - Google Patents

Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs

Info

Publication number: CA1259339A
Authority: CA; Canada
Prior art keywords: olefins; ethylene; catalyst; conversion; reactor
Prior art date: 1985-12-24
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.): Expired

Application number

CA000498651A

Other languages

English (en)

Inventor

Harry Mazurek

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.)

Atlantic Richfield Co

Original Assignee

Atlantic Richfield Co

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.)

1985-12-24

Filing date

1985-12-24

Publication date

1989-09-12

1985-12-24 Application filed by Atlantic Richfield Co filed Critical Atlantic Richfield Co

1985-12-24 Priority to CA000498651A priority Critical patent/CA1259339A/fr

1989-09-12 Application granted granted Critical

1989-09-12 Publication of CA1259339A publication Critical patent/CA1259339A/fr

Status Expired legal-status Critical Current

Links

150000001336 alkenes Chemical class 0.000 title claims abstract description 77
229930195733 hydrocarbon Natural products 0.000 title claims abstract description 66
150000002430 hydrocarbons Chemical class 0.000 title claims abstract description 66
238000006243 chemical reaction Methods 0.000 title claims abstract description 64
238000000034 method Methods 0.000 title claims abstract description 54
230000003197 catalytic effect Effects 0.000 title claims description 5
VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims abstract description 57
239000005977 Ethylene Substances 0.000 claims abstract description 57
239000003502 gasoline Substances 0.000 claims abstract description 27
239000002808 molecular sieve Substances 0.000 claims abstract description 22
URGAHOPLAPQHLN-UHFFFAOYSA-N sodium aluminosilicate Chemical compound [Na+].[Al+3].[O-][Si]([O-])=O.[O-][Si]([O-])=O URGAHOPLAPQHLN-UHFFFAOYSA-N 0.000 claims abstract description 22
238000009835 boiling Methods 0.000 claims abstract description 9
230000002349 favourable effect Effects 0.000 claims abstract description 5
239000003054 catalyst Substances 0.000 claims description 46
239000007788 liquid Substances 0.000 claims description 31
238000006384 oligomerization reaction Methods 0.000 claims description 25
239000004215 Carbon black (E152) Substances 0.000 claims description 22
150000001335 aliphatic alkanes Chemical class 0.000 claims description 11
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 claims description 8
-1 propylene, butylenes Chemical class 0.000 claims description 5
239000003085 diluting agent Substances 0.000 claims description 4
239000002253 acid Substances 0.000 claims description 2
239000000047 product Substances 0.000 description 29
239000010457 zeolite Substances 0.000 description 19
QQONPFPTGQHPMA-UHFFFAOYSA-N propylene Natural products CC=C QQONPFPTGQHPMA-UHFFFAOYSA-N 0.000 description 15
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 13
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 13
229910021536 Zeolite Inorganic materials 0.000 description 11
JRZJOMJEPLMPRA-UHFFFAOYSA-N olefin Natural products CCCCCCCC=C JRZJOMJEPLMPRA-UHFFFAOYSA-N 0.000 description 11
239000000203 mixture Substances 0.000 description 9
230000015572 biosynthetic process Effects 0.000 description 8
230000000694 effects Effects 0.000 description 8
239000000463 material Substances 0.000 description 7
125000004805 propylene group Chemical group [H]C([H])([H])C([H])([*:1])C([H])([H])[*:2] 0.000 description 6
239000007787 solid Substances 0.000 description 6
239000002178 crystalline material Substances 0.000 description 5
230000001186 cumulative effect Effects 0.000 description 5
239000000295 fuel oil Substances 0.000 description 5
239000000377 silicon dioxide Substances 0.000 description 5
239000000243 solution Substances 0.000 description 5
OAICVXFJPJFONN-UHFFFAOYSA-N Phosphorus Chemical compound [P] OAICVXFJPJFONN-UHFFFAOYSA-N 0.000 description 4
FAPWRFPIFSIZLT-UHFFFAOYSA-M Sodium chloride Chemical compound [Na+].[Cl-] FAPWRFPIFSIZLT-UHFFFAOYSA-M 0.000 description 4
229910000323 aluminium silicate Inorganic materials 0.000 description 4
125000003118 aryl group Chemical group 0.000 description 4
238000004519 manufacturing process Methods 0.000 description 4
229910052698 phosphorus Inorganic materials 0.000 description 4
239000011574 phosphorus Substances 0.000 description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 4
230000002378 acidificating effect Effects 0.000 description 3
150000001768 cations Chemical class 0.000 description 3
239000000571 coke Substances 0.000 description 3
239000011159 matrix material Substances 0.000 description 3
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 3
239000011148 porous material Substances 0.000 description 3
238000011084 recovery Methods 0.000 description 3
150000004760 silicates Chemical class 0.000 description 3
IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 description 2
CPELXLSAUQHCOX-UHFFFAOYSA-M Bromide Chemical compound [Br-] CPELXLSAUQHCOX-UHFFFAOYSA-M 0.000 description 2
OTMSDBZUPAUEDD-UHFFFAOYSA-N Ethane Chemical compound CC OTMSDBZUPAUEDD-UHFFFAOYSA-N 0.000 description 2
ATUOYWHBWRKTHZ-UHFFFAOYSA-N Propane Chemical compound CCC ATUOYWHBWRKTHZ-UHFFFAOYSA-N 0.000 description 2
239000004115 Sodium Silicate Substances 0.000 description 2
238000002441 X-ray diffraction Methods 0.000 description 2
230000032683 aging Effects 0.000 description 2
229910052782 aluminium Inorganic materials 0.000 description 2
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 2
238000005899 aromatization reaction Methods 0.000 description 2
239000011230 binding agent Substances 0.000 description 2
239000006227 byproduct Substances 0.000 description 2
239000007789 gas Substances 0.000 description 2
239000000543 intermediate Substances 0.000 description 2
NNPPMTNAJDCUHE-UHFFFAOYSA-N isobutane Chemical compound CC(C)C NNPPMTNAJDCUHE-UHFFFAOYSA-N 0.000 description 2
239000012263 liquid product Substances 0.000 description 2
ZGEGCLOFRBLKSE-UHFFFAOYSA-N methylene hexane Natural products CCCCCC=C ZGEGCLOFRBLKSE-UHFFFAOYSA-N 0.000 description 2
230000003606 oligomerizing effect Effects 0.000 description 2
239000012188 paraffin wax Substances 0.000 description 2
229910052761 rare earth metal Inorganic materials 0.000 description 2
239000011780 sodium chloride Substances 0.000 description 2
NTHWMYGWWRZVTN-UHFFFAOYSA-N sodium silicate Chemical compound [Na+].[Na+].[O-][Si]([O-])=O NTHWMYGWWRZVTN-UHFFFAOYSA-N 0.000 description 2
229910052911 sodium silicate Inorganic materials 0.000 description 2
238000003756 stirring Methods 0.000 description 2
KWKAKUADMBZCLK-UHFFFAOYSA-N 1-octene Chemical compound CCCCCCC=C KWKAKUADMBZCLK-UHFFFAOYSA-N 0.000 description 1
BSFODEXXVBBYOC-UHFFFAOYSA-N 8-[4-(dimethylamino)butan-2-ylamino]quinolin-6-ol Chemical compound C1=CN=C2C(NC(CCN(C)C)C)=CC(O)=CC2=C1 BSFODEXXVBBYOC-UHFFFAOYSA-N 0.000 description 1
USFZMSVCRYTOJT-UHFFFAOYSA-N Ammonium acetate Chemical compound N.CC(O)=O USFZMSVCRYTOJT-UHFFFAOYSA-N 0.000 description 1
239000005695 Ammonium acetate Substances 0.000 description 1
UGFAIRIUMAVXCW-UHFFFAOYSA-N Carbon monoxide Chemical class [O+]#[C-] UGFAIRIUMAVXCW-UHFFFAOYSA-N 0.000 description 1
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 1
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 1
QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 1
150000007824 aliphatic compounds Chemical class 0.000 description 1
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 1
229940043376 ammonium acetate Drugs 0.000 description 1
235000019257 ammonium acetate Nutrition 0.000 description 1
238000004458 analytical method Methods 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000001491 aromatic compounds Chemical class 0.000 description 1
230000008033 biological extinction Effects 0.000 description 1
239000001273 butane Substances 0.000 description 1
UNYSKUBLZGJSLV-UHFFFAOYSA-L calcium;1,3,5,2,4,6$l^{2}-trioxadisilaluminane 2,4-dioxide;dihydroxide;hexahydrate Chemical compound O.O.O.O.O.O.[OH-].[OH-].[Ca+2].O=[Si]1O[Al]O[Si](=O)O1.O=[Si]1O[Al]O[Si](=O)O1 UNYSKUBLZGJSLV-UHFFFAOYSA-L 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
229910002090 carbon oxide Inorganic materials 0.000 description 1
238000004517 catalytic hydrocracking Methods 0.000 description 1
229910052676 chabazite Inorganic materials 0.000 description 1
239000012141 concentrate Substances 0.000 description 1
238000001816 cooling Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
229910002026 crystalline silica Inorganic materials 0.000 description 1
230000009849 deactivation Effects 0.000 description 1
230000003247 decreasing effect Effects 0.000 description 1
230000001419 dependent effect Effects 0.000 description 1
IFWUESUYNYUBHX-UHFFFAOYSA-N ethene;prop-1-ene Chemical group C=C.C=C.CC=C.CC=C IFWUESUYNYUBHX-UHFFFAOYSA-N 0.000 description 1
125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 description 1
238000010438 heat treatment Methods 0.000 description 1
239000001257 hydrogen Substances 0.000 description 1
229910052739 hydrogen Inorganic materials 0.000 description 1
125000004435 hydrogen atom Chemical group [H]* 0.000 description 1
239000013067 intermediate product Substances 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
239000001282 iso-butane Substances 0.000 description 1
238000002955 isolation Methods 0.000 description 1
238000006317 isomerization reaction Methods 0.000 description 1
238000011068 loading method Methods 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
238000002156 mixing Methods 0.000 description 1
IJDNQMDRQITEOD-UHFFFAOYSA-N n-butane Chemical compound CCCC IJDNQMDRQITEOD-UHFFFAOYSA-N 0.000 description 1
125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 description 1
229910052757 nitrogen Inorganic materials 0.000 description 1
150000007530 organic bases Chemical class 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
238000006116 polymerization reaction Methods 0.000 description 1
230000000379 polymerizing effect Effects 0.000 description 1
238000002360 preparation method Methods 0.000 description 1
239000001294 propane Substances 0.000 description 1
238000000197 pyrolysis Methods 0.000 description 1
150000002910 rare earth metals Chemical class 0.000 description 1
235000012239 silicon dioxide Nutrition 0.000 description 1
229910001220 stainless steel Inorganic materials 0.000 description 1
239000010935 stainless steel Substances 0.000 description 1
229910052717 sulfur Inorganic materials 0.000 description 1
235000011149 sulphuric acid Nutrition 0.000 description 1
125000000383 tetramethylene group Chemical group [H]C([H])([*:1])C([H])([H])C([H])([H])C([H])([H])[*:2] 0.000 description 1
BGQMOFGZRJUORO-UHFFFAOYSA-M tetrapropylammonium bromide Chemical compound [Br-].CCC[N+](CCC)(CCC)CCC BGQMOFGZRJUORO-UHFFFAOYSA-M 0.000 description 1
238000004227 thermal cracking Methods 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1

Classifications

- 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
- Y02P20/52—Improvements relating to the production of bulk chemicals using catalysts, e.g. selective catalysts

Landscapes

Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

CA000498651A 1985-12-24 1985-12-24 Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs Expired CA1259339A (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA000498651A CA1259339A (fr)	1985-12-24	1985-12-24	Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA000498651A CA1259339A (fr)	1985-12-24	1985-12-24	Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs

Publications (1)

Publication Number	Publication Date
CA1259339A true CA1259339A (fr)	1989-09-12

Family

ID=4132182

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA000498651A Expired CA1259339A (fr)	1985-12-24	1985-12-24	Procede en deux etapes pour la conversion catalytique d'olefines en hydrocarbures superieurs

Country Status (1)

Country	Link
CA (1)	CA1259339A (fr)

1985
- 1985-12-24 CA CA000498651A patent/CA1259339A/fr not_active Expired

Legal Events

Date	Code	Title	Description
2006-09-12	MKEX	Expiry
2023-05-26	MKEX	Expiry	Effective date: 20060912

Publication	Publication Date	Title
US4925996A (en)	1990-05-15	Two stage process for catalytic conversion of olefins to higher hydrocarbons
CA1183170A (fr)	1985-02-26	Procede d'oligomerisation en plusieurs etapes
AU608594B2 (en)	1991-04-11	Feedstock preparation and conversion of oxygenates to olefins
CA1261885A (fr)	1989-09-26	Methode de conversion d'agents oxygenes en hydrocarbures
US5171921A (en)	1992-12-15	Production of olefins
US9029619B2 (en)	2015-05-12	Process to make alpha olefins from ethanol
EP1117750B1 (fr)	2004-06-30	Procede de production d'olefines utilisant un catalyseur a base de zeolite du type pentasil
EP0109059B1 (fr)	1987-07-15	Procédé pour convertir des oléfines ayant de 4 à 12 atomes de carbone en propène
JP2898389B2 (ja)	1999-05-31	エチレンを製造する方法
US5043522A (en)	1991-08-27	Production of olefins from a mixture of Cu+ olefins and paraffins
US4417086A (en)	1983-11-22	Efficient fluidized oligomerization
US4542251A (en)	1985-09-17	Oligomerization of liquid olefin over a nickel-containing silicaceous crystalline molecular sieve
US4513156A (en)	1985-04-23	Olefin oligomerization using extracted feed for production of heavy hydrocarbons
EP0037671A1 (fr)	1981-10-14	Réactions d'oléfines, sélection quant à la forme, catalysées par des acides, sur des zéolites cristallines
US5028400A (en)	1991-07-02	Feedstock preparation and reactor system for conversion to oxygenates to olefins
JPH0324454B2 (fr)	1991-04-03
US4831204A (en)	1989-05-16	Production of gasoline from light olefins with FCC gas plant improvement by olefin upgrading
US4902847A (en)	1990-02-20	Method for producing olefin oligomers using a modified mordenite based catalyst
US4417087A (en)	1983-11-22	Fluidized oligomerization
US4605807A (en)	1986-08-12	Process for catalytic conversion of ethylene to higher hydrocarbons
US4528414A (en)	1985-07-09	Olefin oligomerization
JPH0324455B2 (fr)	1991-04-03
US4538012A (en)	1985-08-27	Oligomerization of liquid olefin over a nickel-containing silicaceous crystalline molecular sieve
US4612406A (en)	1986-09-16	Olefin oligomerization
US4608450A (en)	1986-08-26	Two-stage multiforming of olefins to tetramers