SG11201901827VA - Alkylation of refinery pentenes with isobutane - Google Patents

Alkylation of refinery pentenes with isobutane

Info

Publication number
SG11201901827VA
SG11201901827VA SG11201901827VA SG11201901827VA SG11201901827VA SG 11201901827V A SG11201901827V A SG 11201901827VA SG 11201901827V A SG11201901827V A SG 11201901827VA SG 11201901827V A SG11201901827V A SG 11201901827VA SG 11201901827V A SG11201901827V A SG 11201901827VA
Authority
SG
Singapore
Prior art keywords
international
california
feed
bollinger
isopentane
Prior art date
Application number
SG11201901827VA
Inventor
Hye-Kyung Cho Timken
Bong-Kyu Chang
Sven Ivar Hommeltoft
Original Assignee
Chevron Usa Inc
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.)
Filing date
Publication date
Application filed by Chevron Usa Inc filed Critical Chevron Usa Inc
Publication of SG11201901827VA publication Critical patent/SG11201901827VA/en

Links

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
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/56—Addition to acyclic hydrocarbons
    • C07C2/58—Catalytic processes
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J31/00—Catalysts comprising hydrides, coordination complexes or organic compounds
    • B01J31/02—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides
    • B01J31/0277—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature
    • B01J31/0278—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre
    • B01J31/0281—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member
    • B01J31/0284—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides comprising ionic liquids, as components in catalyst systems or catalysts per se, the ionic liquid compounds being used in the molten state at the respective reaction temperature containing nitrogen as cationic centre the nitrogen being a ring member of an aromatic ring, e.g. pyridinium
    • 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
    • C07C2/54—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition of unsaturated hydrocarbons to saturated hydrocarbons or to hydrocarbons containing a six-membered aromatic ring with no unsaturation outside the aromatic ring
    • C07C2/56—Addition to acyclic hydrocarbons
    • C07C2/58—Catalytic processes
    • C07C2/60—Catalytic processes with halides
    • 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
    • C10G17/00—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge
    • C10G17/02—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge with acids or acid-containing liquids, e.g. acid sludge
    • 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
    • C10G29/00—Refining of hydrocarbon oils, in the absence of hydrogen, with other chemicals
    • C10G29/20—Organic compounds not containing metal atoms
    • C10G29/205—Organic compounds not containing metal atoms by reaction with hydrocarbons added to the hydrocarbon oil
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/04—Liquid carbonaceous fuels essentially based on blends of hydrocarbons
    • C10L1/06—Liquid carbonaceous fuels essentially based on blends of hydrocarbons for spark ignition
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J2231/00—Catalytic reactions performed with catalysts classified in B01J31/00
    • B01J2231/30—Addition reactions at carbon centres, i.e. to either C-C or C-X multiple bonds
    • B01J2231/32—Addition reactions to C=C or C-C triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06—Halogens; Compounds thereof
    • C07C2527/125—Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • 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
    • 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
    • C10G2300/00—Aspects relating to hydrocarbon processing covered by groups C10G1/00 - C10G99/00
    • C10G2300/10—Feedstock materials
    • C10G2300/1088—Olefins
    • 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
    • C10G2400/00—Products obtained by processes covered by groups C10G9/00 - C10G69/14
    • C10G2400/02—Gasoline
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L2270/00—Specifically adapted fuels
    • C10L2270/02—Specifically adapted fuels for internal combustion engines
    • C10L2270/023—Specifically adapted fuels for internal combustion engines for gasoline engines

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Materials Engineering (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

INTERNATIONAL APPLICATION PUBLISHED UNDER THE PATENT COOPERATION TREATY (PCT) (19) World Intellectual Property 111111H1110111111111111111101111101011H0111111111111111111111101111111111110111111 Organization International Bureau (10) International Publication Number (43) International Publication Date ......0\" WO 2018/044406 Al 08 March 2018 (08.03.2018) WI P0 I P C T (51) International Patent Classification: MC, MK, MT, NL, NO, PL, PT, RO, RS, SE, SI, SK, SM, ClOG 29/20 (2006.01) C07C 2/58 (2006.01) TR), OAPI (BF, BJ, CF, CG, CI, CM, GA, GN, GQ, GW, ClOG 17/02 (2006.01) KM, ML, MR, NE, SN, TD, TG). (21) International Application Number: PCT/US2017/042517 Declarations under Rule 4.17: — as to applicant's entitlement to apply for and be granted a (22) International Filing Date: patent (Rule 4.17(ii)) 18 July 2017 (18.07.2017) — as to the applicant's entitlement to claim the priority of the earlier application (Rule 4.17(iii)) (25) Filing Language: English (26) Publication Language: English Published: — with international search report (Art. 21(3)) (30) Priority Data: 15/255,271 02 September 2016 (02.09.2016) US (71) Applicant: CHEVRON U.S.A. INC. [US/US]; 6001 Bollinger Canyon Road, San Ramon, California 94583 (US). (72) Inventors: TIMKEN, Hye-Kyung Cho; 6001 Bollinger Canyon Road, San Ramon, California 94583 (US). _ CHANG, Bong-Kyu; 6001 Bollinger Canyon Road, San Ramon, California 94583 (US). HOMMELTOFT, Sven — = Ivar; 6001 Bollinger Canyon Road, San Ramon, California 94583 (US). = (74) Agent: ABERNATHY, Susan M. et al.; Chevron Cor- Post Office Box 6006, San Ramon, California poration, 94583-0806 (US). = = (81) Designated States (unless otherwise indicated, for every = kind of national protection available): AE, AG, AL, AM, AO, AT, AU, AZ, BA, BB, BG, BH, BN, BR, BW, BY, BZ, = _ CA, CH, CL, CN, CO, CR, CU, CZ, DE, DJ, DK, DM, DO, = DZ, EC, EE, EG, ES, FI, GB, GD, GE, GH, GM, GT, HN, HR, HU, ID, IL, IN, IR, IS, JO, JP, KE, KG, KH, KN, KP, = KR, KW, KZ, LA, LC, LK, LR, LS, LU, LY, MA, MD, ME, = MG, MK, MN, MW, MX, MY, MZ, NA, NG, NI, NO, NZ, — PA, PE, PG, PH, PL, PT, RO, RS, RU, RW, SA, OM, QA, = SC, SD, SE, SG, SK, SL, SM, ST, SV, SY, TH, TJ, TM, TN, TR, TT, TZ, UA, UG, US, UZ, VC, VN, ZA, ZM, ZW. = = (84) Designated States (unless otherwise indicated, for every = kind ARIPO of regional protection available): (BW, GH, GM, KE, LR, LS, MW, MZ, NA, RW, SD, SL, ST, SZ, TZ, = — UG, ZM, ZW), Eurasian (AM, AZ, BY, KG, KZ, RU, TJ, = TM), European AT, BE, BG, CH, CY, CZ, DE, DK, (AL, EE, ES, FI, FR, GB, GR, HR, HU, IE, IS, IT, LT, LU, LV, 1-1 ..! (54) Title: ALKYLATION OF REFINERY PENTENES WITH ISOBUTANE (57) : A process, comprising: providing an olefin feed comprising pentenes, butenes, and isopentane; and alkylating the olefin 0 iv feed with isobutane using acidic ionic liquid catalyst; wherein a yield of the isopentane in an alkylate gasoline product corresponds il• to less than 15 mol% of C5 olefins in the feed, and the alkylate gasoline has defined fmal boiling point and high RON. A process 0 7 r comprising: alkylating an olefm feed comprising pentenes and isopentane, with isobutane using acidic ionic liquid catalyst; wherein a ---- GC yield of the isopentane in the alkylate gasoline corresponds to less than 15 mol% of C5 olefins in the feed; and wherein an n-pentane , 1 product yield is low. An alkylate gasoline, comprising less than 0.1 wt% olefms and aromatics, less than 1.8 wt% C12+ hydrocarbons, and N greater than 60 wt% combined Cg and C9 hydrocarbons, wherein the trimethylpentane in the Cg hydrocarbons and the trimethyihexane _ in the C9 hydrocarbons are defined.
SG11201901827VA 2016-09-02 2017-07-18 Alkylation of refinery pentenes with isobutane SG11201901827VA (en)

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
US15/255,271 US10059639B2 (en) 2016-09-02 2016-09-02 Alkylation of refinery pentenes with isobutane
PCT/US2017/042517 WO2018044406A1 (en) 2016-09-02 2017-07-18 Alkylation of refinery pentenes with isobutane

Publications (1)

Publication Number Publication Date
SG11201901827VA true SG11201901827VA (en) 2019-03-28

Family

ID=59558452

Family Applications (2)

Application Number Title Priority Date Filing Date
SG10202011233YA SG10202011233YA (en) 2016-09-02 2017-07-18 Alkylation of refinery pentenes with isobutane
SG11201901827VA SG11201901827VA (en) 2016-09-02 2017-07-18 Alkylation of refinery pentenes with isobutane

Family Applications Before (1)

Application Number Title Priority Date Filing Date
SG10202011233YA SG10202011233YA (en) 2016-09-02 2017-07-18 Alkylation of refinery pentenes with isobutane

Country Status (10)

Country Link
US (1) US10059639B2 (en)
EP (1) EP3507346A1 (en)
KR (1) KR102421878B1 (en)
CN (1) CN109844069A (en)
BR (1) BR112019004078A2 (en)
CA (1) CA3035368C (en)
MX (1) MX2019002463A (en)
MY (1) MY188684A (en)
SG (2) SG10202011233YA (en)
WO (1) WO2018044406A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
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EP3490705B1 (en) * 2016-07-29 2023-08-30 The Procter & Gamble Company Catalysts for making acrylic acid from lactic acid or its derivatives in liquid phase
US10301233B2 (en) * 2017-07-03 2019-05-28 Chevron U.S.A. Inc. Natural gas liquid upgrading by ionic liquid catalyzed alkylation
CN112980499B (en) * 2019-12-13 2023-05-30 中化化工科学技术研究总院有限公司 Method for preparing alkylate by ionic liquid catalysis

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US3155742A (en) * 1961-09-11 1964-11-03 Shell Oil Co Alkylation process
US3865894A (en) 1966-08-25 1975-02-11 Sun Oil Co Pennsylvania Process for paraffin-olefin alkylation
US5157196A (en) 1990-12-24 1992-10-20 Chemical Research & Licensing Company Paraffin alkylation process
CA2130548A1 (en) 1992-12-21 1994-07-07 Larry G. Sherman Homogeneous catalyst and process for liquid phase isomerization and alkylation
US5382744A (en) 1993-07-12 1995-01-17 Phillips Petroleum Company Control of synthetic isopentane production during alkylation of amylenes
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US7432409B2 (en) 2004-12-21 2008-10-07 Chevron U.S.A. Inc. Alkylation process using chloroaluminate ionic liquid catalysts
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US7553999B2 (en) * 2006-12-14 2009-06-30 Chevron U.S.A. Inc. Isomerization of butene in the ionic liquid-catalyzed alkylation of light isoparaffins and olefins
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US20110092753A1 (en) * 2009-10-19 2011-04-21 Bi-Zeng Zhan Hydroisomerization and selective hydrogenation of feedstock in ionic liquid-catalyzed alkylation
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US8247628B2 (en) * 2009-11-30 2012-08-21 Chevron U.S.A. Inc. Process for reacting iso-alkane
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Also Published As

Publication number Publication date
SG10202011233YA (en) 2020-12-30
US10059639B2 (en) 2018-08-28
BR112019004078A2 (en) 2019-05-28
MY188684A (en) 2021-12-22
US20180065899A1 (en) 2018-03-08
EP3507346A1 (en) 2019-07-10
CA3035368A1 (en) 2018-03-08
WO2018044406A1 (en) 2018-03-08
MX2019002463A (en) 2019-07-15
KR20190042712A (en) 2019-04-24
CN109844069A (en) 2019-06-04
CA3035368C (en) 2022-04-26
KR102421878B1 (en) 2022-07-19

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