CA2024093A1 - Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle - Google Patents

Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle

Info

Publication number: CA2024093A1
Authority: CA; Canada
Prior art keywords: paraffins; isopentane; mono; methyl; adsorption
Prior art date: 1990-08-27
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.): Abandoned

Application number

CA 2024093

Other languages

English (en)

Inventor

Warren K. Volles

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.)

Honeywell UOP LLC

Original Assignee

UOP 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.)

1990-08-27

Filing date

1990-08-27

Publication date

1992-02-28

1990-08-27 Application filed by UOP LLC filed Critical UOP LLC

1990-08-27 Priority to CA 2024093 priority Critical patent/CA2024093A1/fr

1992-02-28 Publication of CA2024093A1 publication Critical patent/CA2024093A1/fr

Status Abandoned legal-status Critical Current

Links

QWTDNUCVQCZILF-UHFFFAOYSA-N isopentane Chemical compound CCC(C)C QWTDNUCVQCZILF-UHFFFAOYSA-N 0.000 title claims abstract description 98
AFABGHUZZDYHJO-UHFFFAOYSA-N dimethyl butane Natural products CCCC(C)C AFABGHUZZDYHJO-UHFFFAOYSA-N 0.000 title claims abstract description 70
125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 title claims abstract description 44
238000000926 separation method Methods 0.000 title abstract description 10
230000000274 adsorptive effect Effects 0.000 title abstract description 3
238000001179 sorption measurement Methods 0.000 claims abstract description 70
239000003463 adsorbent Substances 0.000 claims abstract description 42
238000003795 desorption Methods 0.000 claims abstract description 28
239000011148 porous material Substances 0.000 claims abstract description 22
238000012546 transfer Methods 0.000 claims abstract description 15
239000002808 molecular sieve Substances 0.000 claims abstract description 12
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 12
238000000034 method Methods 0.000 claims description 55
230000008569 process Effects 0.000 claims description 54
238000006317 isomerization reaction Methods 0.000 claims description 44
229930195733 hydrocarbon Natural products 0.000 claims description 40
150000002430 hydrocarbons Chemical class 0.000 claims description 40
238000010926 purge Methods 0.000 claims description 34
239000004215 Carbon black (E152) Substances 0.000 claims description 31
239000003054 catalyst Substances 0.000 claims description 28
239000012188 paraffin wax Substances 0.000 claims description 12
239000000203 mixture Substances 0.000 claims description 8
TVMXDCGIABBOFY-UHFFFAOYSA-N octane Chemical compound CCCCCCCC TVMXDCGIABBOFY-UHFFFAOYSA-N 0.000 description 31
VLKZOEOYAKHREP-UHFFFAOYSA-N n-Hexane Chemical compound CCCCCC VLKZOEOYAKHREP-UHFFFAOYSA-N 0.000 description 30
OFBQJSOFQDEBGM-UHFFFAOYSA-N Pentane Chemical compound CCCCC OFBQJSOFQDEBGM-UHFFFAOYSA-N 0.000 description 29
239000007789 gas Substances 0.000 description 25
229910052739 hydrogen Inorganic materials 0.000 description 24
239000001257 hydrogen Substances 0.000 description 24
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 20
239000010457 zeolite Substances 0.000 description 20
229910021536 Zeolite Inorganic materials 0.000 description 17
HNPSIPDUKPIQMN-UHFFFAOYSA-N dioxosilane;oxo(oxoalumanyloxy)alumane Chemical compound O=[Si]=O.O=[Al]O[Al]=O HNPSIPDUKPIQMN-UHFFFAOYSA-N 0.000 description 17
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 16
PFEOZHBOMNWTJB-UHFFFAOYSA-N 3-methylpentane Chemical compound CCC(C)CC PFEOZHBOMNWTJB-UHFFFAOYSA-N 0.000 description 14
OYPRJOBELJOOCE-UHFFFAOYSA-N Calcium Chemical compound [Ca] OYPRJOBELJOOCE-UHFFFAOYSA-N 0.000 description 8
239000011575 calcium Substances 0.000 description 8
229910052791 calcium Inorganic materials 0.000 description 8
239000000377 silicon dioxide Substances 0.000 description 8
239000011800 void material Substances 0.000 description 7
GDOPTJXRTPNYNR-UHFFFAOYSA-N methylcyclopentane Chemical compound CC1CCCC1 GDOPTJXRTPNYNR-UHFFFAOYSA-N 0.000 description 6
-1 alkyl lead compounds Chemical class 0.000 description 5
PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 description 5
229910052736 halogen Inorganic materials 0.000 description 5
150000002367 halogens Chemical class 0.000 description 5
229910052751 metal Inorganic materials 0.000 description 5
239000002184 metal Substances 0.000 description 5
239000000047 product Substances 0.000 description 5
HNRMPXKDFBEGFZ-UHFFFAOYSA-N 2,2-dimethylbutane Chemical compound CCC(C)(C)C HNRMPXKDFBEGFZ-UHFFFAOYSA-N 0.000 description 4
ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 2,3-dimethylbutane Chemical compound CC(C)C(C)C ZFFMLCVRJBZUDZ-UHFFFAOYSA-N 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
150000002431 hydrogen Chemical class 0.000 description 4
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 4
UHOVQNZJYSORNB-UHFFFAOYSA-N Benzene Chemical compound C1=CC=CC=C1 UHOVQNZJYSORNB-UHFFFAOYSA-N 0.000 description 3
150000001768 cations Chemical class 0.000 description 3
239000002131 composite material Substances 0.000 description 3
125000004122 cyclic group Chemical group 0.000 description 3
230000000694 effects Effects 0.000 description 3
150000004820 halides Chemical class 0.000 description 3
238000005984 hydrogenation reaction Methods 0.000 description 3
230000000737 periodic effect Effects 0.000 description 3
238000011160 research Methods 0.000 description 3
HZTUFRZDFLBVTM-UHFFFAOYSA-N 2-methylbutane;octane Chemical compound CCC(C)C.CCCCCCCC HZTUFRZDFLBVTM-UHFFFAOYSA-N 0.000 description 2
ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 description 2
RGSFGYAAUTVSQA-UHFFFAOYSA-N Cyclopentane Chemical compound C1CCCC1 RGSFGYAAUTVSQA-UHFFFAOYSA-N 0.000 description 2
CPLXHLVBOLITMK-UHFFFAOYSA-N Magnesium oxide Chemical compound [Mg]=O CPLXHLVBOLITMK-UHFFFAOYSA-N 0.000 description 2
KDLHZDBZIXYQEI-UHFFFAOYSA-N Palladium Chemical compound [Pd] KDLHZDBZIXYQEI-UHFFFAOYSA-N 0.000 description 2
MCMNRKCIXSYSNV-UHFFFAOYSA-N Zirconium dioxide Chemical compound O=[Zr]=O MCMNRKCIXSYSNV-UHFFFAOYSA-N 0.000 description 2
229910052783 alkali metal Inorganic materials 0.000 description 2
VSCWAEJMTAWNJL-UHFFFAOYSA-K aluminium trichloride Chemical compound Cl[Al](Cl)Cl VSCWAEJMTAWNJL-UHFFFAOYSA-K 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
239000012876 carrier material Substances 0.000 description 2
239000000460 chlorine Substances 0.000 description 2
229910052801 chlorine Inorganic materials 0.000 description 2
229910052681 coesite Inorganic materials 0.000 description 2
150000001875 compounds Chemical class 0.000 description 2
239000013256 coordination polymer Substances 0.000 description 2
229910052906 cristobalite Inorganic materials 0.000 description 2
238000006073 displacement reaction Methods 0.000 description 2
238000004821 distillation Methods 0.000 description 2
239000012263 liquid product Substances 0.000 description 2
VNWKTOKETHGBQD-UHFFFAOYSA-N methane Chemical compound C VNWKTOKETHGBQD-UHFFFAOYSA-N 0.000 description 2
229910052680 mordenite Inorganic materials 0.000 description 2
CRSOQBOWXPBRES-UHFFFAOYSA-N neopentane Chemical compound CC(C)(C)C CRSOQBOWXPBRES-UHFFFAOYSA-N 0.000 description 2
239000008188 pellet Substances 0.000 description 2
229910052697 platinum Inorganic materials 0.000 description 2
238000002203 pretreatment Methods 0.000 description 2
238000012545 processing Methods 0.000 description 2
238000002407 reforming Methods 0.000 description 2
229930195734 saturated hydrocarbon Natural products 0.000 description 2
235000012239 silicon dioxide Nutrition 0.000 description 2
239000007787 solid Substances 0.000 description 2
229910052682 stishovite Inorganic materials 0.000 description 2
VZGDMQKNWNREIO-UHFFFAOYSA-N tetrachloromethane Chemical compound ClC(Cl)(Cl)Cl VZGDMQKNWNREIO-UHFFFAOYSA-N 0.000 description 2
229910052905 tridymite Inorganic materials 0.000 description 2
JWZZKOKVBUJMES-UHFFFAOYSA-N (+-)-Isoprenaline Chemical compound CC(C)NCC(O)C1=CC=C(O)C(O)=C1 JWZZKOKVBUJMES-UHFFFAOYSA-N 0.000 description 1
WWUVJRULCWHUSA-UHFFFAOYSA-N 2-methyl-1-pentene Chemical compound CCCC(C)=C WWUVJRULCWHUSA-UHFFFAOYSA-N 0.000 description 1
QGZKDVFQNNGYKY-UHFFFAOYSA-O Ammonium Chemical compound [NH4+] QGZKDVFQNNGYKY-UHFFFAOYSA-O 0.000 description 1
WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 description 1
BHPQYMZQTOCNFJ-UHFFFAOYSA-N Calcium cation Chemical group [Ca+2] BHPQYMZQTOCNFJ-UHFFFAOYSA-N 0.000 description 1
XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
241000282326 Felis catus Species 0.000 description 1
PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 description 1
238000005727 Friedel-Crafts reaction Methods 0.000 description 1
235000014676 Phragmites communis Nutrition 0.000 description 1
FKNQFGJONOIPTF-UHFFFAOYSA-N Sodium cation Chemical compound [Na+] FKNQFGJONOIPTF-UHFFFAOYSA-N 0.000 description 1
239000002253 acid Substances 0.000 description 1
150000001336 alkenes Chemical class 0.000 description 1
229910000323 aluminium silicate Inorganic materials 0.000 description 1
239000002585 base Substances 0.000 description 1
230000009286 beneficial effect Effects 0.000 description 1
239000011230 binding agent Substances 0.000 description 1
GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 description 1
229910052794 bromium Inorganic materials 0.000 description 1
238000001354 calcination Methods 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
238000001833 catalytic reforming Methods 0.000 description 1
229910052676 chabazite Inorganic materials 0.000 description 1
238000006243 chemical reaction Methods 0.000 description 1
238000004939 coking Methods 0.000 description 1
239000000306 component Substances 0.000 description 1
238000007796 conventional method Methods 0.000 description 1
238000005336 cracking Methods 0.000 description 1
QDOXWKRWXJOMAK-UHFFFAOYSA-N dichromium trioxide Chemical compound O=[Cr]O[Cr]=O QDOXWKRWXJOMAK-UHFFFAOYSA-N 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
230000009977 dual effect Effects 0.000 description 1
229920001971 elastomer Polymers 0.000 description 1
238000010828 elution Methods 0.000 description 1
229910052675 erionite Inorganic materials 0.000 description 1
238000002474 experimental method Methods 0.000 description 1
229910001657 ferrierite group Inorganic materials 0.000 description 1
239000012467 final product Substances 0.000 description 1
239000011737 fluorine Substances 0.000 description 1
229910052731 fluorine Inorganic materials 0.000 description 1
238000011010 flushing procedure Methods 0.000 description 1
DMEGYFMYUHOHGS-UHFFFAOYSA-N heptamethylene Natural products C1CCCCCC1 DMEGYFMYUHOHGS-UHFFFAOYSA-N 0.000 description 1
239000012535 impurity Substances 0.000 description 1
229910052809 inorganic oxide Inorganic materials 0.000 description 1
PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical compound II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 description 1
238000005342 ion exchange Methods 0.000 description 1
150000002500 ions Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
239000000395 magnesium oxide Substances 0.000 description 1
239000000463 material Substances 0.000 description 1
229910001507 metal halide Inorganic materials 0.000 description 1
150000005309 metal halides Chemical class 0.000 description 1
238000002156 mixing Methods 0.000 description 1
229910000510 noble metal Inorganic materials 0.000 description 1
229910052763 palladium Inorganic materials 0.000 description 1
229910052761 rare earth metal Inorganic materials 0.000 description 1
150000002910 rare earth metals Chemical class 0.000 description 1
230000001172 regenerating effect Effects 0.000 description 1
230000008929 regeneration Effects 0.000 description 1
238000011069 regeneration method Methods 0.000 description 1
241000894007 species Species 0.000 description 1
230000006641 stabilisation Effects 0.000 description 1
238000011105 stabilization Methods 0.000 description 1
239000007858 starting material Substances 0.000 description 1
239000000126 substance Substances 0.000 description 1
238000011144 upstream manufacturing Methods 0.000 description 1
239000012808 vapor phase Substances 0.000 description 1
238000009834 vaporization Methods 0.000 description 1
230000008016 vaporization Effects 0.000 description 1
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1

Landscapes

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

CA 2024093 1990-08-27 1990-08-27 Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle Abandoned CA2024093A1 (fr)

Priority Applications (1)

Application Number	Priority Date	Filing Date	Title
CA 2024093 CA2024093A1 (fr)	1990-08-27	1990-08-27	Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CA 2024093 CA2024093A1 (fr)	1990-08-27	1990-08-27	Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle

Publications (1)

Publication Number	Publication Date
CA2024093A1 true CA2024093A1 (fr)	1992-02-28

Family

ID=4145827

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CA 2024093 Abandoned CA2024093A1 (fr)	1990-08-27	1990-08-27	Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle

Country Status (1)

Country	Link
CA (1)	CA2024093A1 (fr)

1990
- 1990-08-27 CA CA 2024093 patent/CA2024093A1/fr not_active Abandoned

Legal Events

Date	Code	Title	Description
1995-02-28	FZDE	Dead

Publication	Publication Date	Title
US4956521A (en)	1990-09-11	Adsorption and isomerization of normal and mono-methyl paraffins
US5055634A (en)	1991-10-08	Adsorption and isomerization of normal and mono-methyl paraffins
US5055633A (en)	1991-10-08	Adsorption and isomerization of normal and mono-methyl paraffins
EP0271147B1 (fr)	1991-10-16	Procédé pour l'isomérisation d'un courant d'hydrocarbure comme produit de départ
US4804802A (en)	1989-02-14	Isomerization process with recycle of mono-methyl-branched paraffins and normal paraffins
US7223898B2 (en)	2007-05-29	Isomerization process
US5146037A (en)	1992-09-08	Isomerization with distillation and psa recycle streams
US5336834A (en)	1994-08-09	Hydrocarbon conversion with additive loss prevention
US5026951A (en)	1991-06-25	Process for paraffin isomerization with liquid phase adsorptive product separation
US4709116A (en)	1987-11-24	Isomerization process and apparatus
US4855529A (en)	1989-08-08	Isomerization process with preliminary normal paraffin and mono-methyl paraffin feed capture step
EP0384540B1 (fr)	1993-11-10	Procédé pour l'isomérisation d'un courant d'hydrocarbures
US4118429A (en)	1978-10-03	Production and recovery of para-xylene
US5132486A (en)	1992-07-21	Adsorption-desorption separation process for the separation of low and high octane components in virgin naphthas
EP0590883A1 (fr)	1994-04-06	Procédé pour l'elimination de benzène de courants d'hydrocarbures
US5245102A (en)	1993-09-14	Isomerization with distillation and psa recycle streams
US7514590B1 (en)	2009-04-07	Isomerization process with adsorptive separation
US5453552A (en)	1995-09-26	Isomerization and adsorption process with benzene saturation
US3069349A (en)	1962-12-18	Hydrocarbon isomerization process
US6353144B1 (en)	2002-03-05	Process for chromatographic separation of a C5-C8 feed or an intermediate feed into three effluents, respectively rich in straight chain, mono-branched and multi-branched paraffins
US4929799A (en)	1990-05-29	Isomerization process
US5198102A (en)	1993-03-30	Benzene removal from a heartcut fraction of gasoline boiling range streams
CA2024093A1 (fr)	1992-02-28	Separation par adsorption de paraffines a ramifications isopentane et d-methyl obtenues a partir de paraffines a ramifications de type monomethyle
US5292987A (en)	1994-03-08	Hydrocarbon adsorption and isomerization process
EP0295638B1 (fr)	1991-09-11	Procédé et appareil d'isomérisation