GB1432720A - Isoparaffin-olefin alkylation - Google Patents

Isoparaffin-olefin alkylation

Info

Publication number
GB1432720A
GB1432720A GB4623374A GB4623374A GB1432720A GB 1432720 A GB1432720 A GB 1432720A GB 4623374 A GB4623374 A GB 4623374A GB 4623374 A GB4623374 A GB 4623374A GB 1432720 A GB1432720 A GB 1432720A
Authority
GB
United Kingdom
Prior art keywords
resin
acid groups
isoparaffin
olefin
water
Prior art date
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
GB4623374A
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.)
ExxonMobil Oil Corp
Original Assignee
Mobil Oil Corp
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
Priority claimed from US00409563A external-priority patent/US3855342A/en
Priority claimed from US420339A external-priority patent/US3862258A/en
Priority claimed from US00420248A external-priority patent/US3855343A/en
Priority claimed from US458362A external-priority patent/US3879489A/en
Application filed by Mobil Oil Corp filed Critical Mobil Oil Corp
Publication of GB1432720A publication Critical patent/GB1432720A/en
Expired legal-status Critical Current

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
    • C07C2/62—Catalytic processes with acids
    • 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
    • B01J31/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • B01J31/08—Ion-exchange resins
    • B01J31/10—Ion-exchange resins sulfonated
    • 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
    • B01J31/26—Catalysts comprising hydrides, coordination complexes or organic compounds containing in addition, inorganic metal compounds not provided for in groups B01J31/02 - B01J31/24
    • 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
    • B01J31/40—Regeneration or reactivation
    • B01J31/4007—Regeneration or reactivation of catalysts containing polymers
    • 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
    • B01J37/00—Processes, in general, for preparing catalysts; Processes, in general, for activation of catalysts
    • B01J37/22—Halogenating
    • B01J37/26—Fluorinating
    • 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
    • B01J2231/323—Hydrometalation, e.g. bor-, alumin-, silyl-, zirconation or analoguous reactions like carbometalation, hydrocarbation
    • 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
    • C07C2527/08—Halides
    • C07C2527/12—Fluorides
    • C07C2527/1206—Hydrogen fluoride
    • 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
    • C07C2527/08—Halides
    • C07C2527/12—Fluorides
    • C07C2527/1213—Boron fluoride
    • 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
    • C07C2531/06—Catalysts comprising hydrides, coordination complexes or organic compounds containing organic compounds or metal hydrides containing polymers
    • C07C2531/08—Ion-exchange resins
    • 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
    • Y02P20/584—Recycling of catalysts

Abstract

1432720 Alkylating isoparaffins MOBIL OIL CORP 25 Oct 1974 [25 Oct 1973 29 Nov 1973 (2) 5 April 1974] 46233/74 Heading C5E A C 4 -C 8 isoparaffin is alkylated with a C 2 - C 12 olefin in the liquid phase at - 20‹ to 150‹ C. in the presence of a catalyst comprising a macroreticular cation exchange resin containing acid groups and BF 3 , the resin having a water content between 0À5 and 20 wt. per cent and a surface acid concentration of less than 0À5 milliequivalents of H<SP>+</SP> per square metre of surface area. The reaction may be performed in the presence of 10-400 p.p.m. water and the amount of BF 3 present may either be in excess of that needed to saturate the resin or be between 0À1 eq. per equivalent of resin acid groups and the saturation amount in which case the resin also contains 0À1-10 equivalents of HF per equivalent of resin acid groups. The resin is preferably a styrene-divinylbenzene copolymer containing sulphonic acid groups. The used-resin may be regenerated with a polar solvent, e.g. water or alcohol. The resin may have a surface area of 30-800 m.<SP>2</SP>/g. The molar ratio of isoparaffin to olefin is between 2 and 50 : 1. Examples relate to the alkylation of isobutane with butenes.
GB4623374A 1973-10-25 1974-10-25 Isoparaffin-olefin alkylation Expired GB1432720A (en)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US00409563A US3855342A (en) 1973-10-25 1973-10-25 Isoparaffin-olefin alkylation with a complex of a macroreticular acid cation exchange resin and bf{11
US420339A US3862258A (en) 1973-11-29 1973-11-29 Isoparaffin-olefin alkylation with added water and with a complex of a macroreticular acid cation exchange resin and bf{11
US00420248A US3855343A (en) 1973-11-29 1973-11-29 Isoparaffin-olefin alkylation with regeneration of resin/boron trifluoride catalyst
US458362A US3879489A (en) 1974-04-05 1974-04-05 Isoparaffin-olefin alkylation with a catalyst complex of a cation exchange resin, BF{HD 3 {B and HF

Publications (1)

Publication Number Publication Date
GB1432720A true GB1432720A (en) 1976-04-22

Family

ID=27503569

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4623374A Expired GB1432720A (en) 1973-10-25 1974-10-25 Isoparaffin-olefin alkylation

Country Status (6)

Country Link
JP (1) JPS573650B2 (en)
DE (1) DE2450641A1 (en)
FR (1) FR2249056B1 (en)
GB (1) GB1432720A (en)
IT (1) IT1030734B (en)
NL (1) NL7414024A (en)

Cited By (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP1070694A1 (en) * 1999-07-22 2001-01-24 China Petrochemical Corporation Process for the alkylation of isoparaffins with olefins
US6262327B1 (en) 1998-04-22 2001-07-17 China Petrochemical Corporation Process for alkylation of isoparaffin with olefin
US7674945B2 (en) 2004-01-19 2010-03-09 China Petroleum & Chemical Corporation Process for alkylation of an aromatic hydrocarbon or isoalkane with an olefin over the catalysis of a solid acid
WO2016210006A2 (en) 2015-06-22 2016-12-29 Exelus, Inc. Improved catalyzed alkylation, alkylation catalysts, and methods of making alkylation catalysts
WO2023064644A2 (en) 2021-10-15 2023-04-20 Exelus Inc. Solid acid catalyzed paraffin alkylation with rare earth-modified molecular sieve adsorbents

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPH0191774U (en) * 1987-12-08 1989-06-15

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US6262327B1 (en) 1998-04-22 2001-07-17 China Petrochemical Corporation Process for alkylation of isoparaffin with olefin
EP1070694A1 (en) * 1999-07-22 2001-01-24 China Petrochemical Corporation Process for the alkylation of isoparaffins with olefins
US6492571B1 (en) 1999-07-22 2002-12-10 China Petroleum Corporation Process for alkylation of isoparaffin with olefin
US7674945B2 (en) 2004-01-19 2010-03-09 China Petroleum & Chemical Corporation Process for alkylation of an aromatic hydrocarbon or isoalkane with an olefin over the catalysis of a solid acid
WO2016210006A2 (en) 2015-06-22 2016-12-29 Exelus, Inc. Improved catalyzed alkylation, alkylation catalysts, and methods of making alkylation catalysts
EP3733290A2 (en) 2015-06-22 2020-11-04 Exelus, Inc. Improved catalyzed alkylation, alkylation catalysts, and methods of making alkylation catalysts
WO2023064644A2 (en) 2021-10-15 2023-04-20 Exelus Inc. Solid acid catalyzed paraffin alkylation with rare earth-modified molecular sieve adsorbents
US11851386B2 (en) 2021-10-15 2023-12-26 Exelus, Inc. Solid-acid catalyzed paraffin alkylation with rare earth-modified molecular sieve adsorbents

Also Published As

Publication number Publication date
DE2450641A1 (en) 1975-04-30
IT1030734B (en) 1979-04-10
FR2249056B1 (en) 1982-02-19
FR2249056A1 (en) 1975-05-23
NL7414024A (en) 1975-04-29
JPS5077302A (en) 1975-06-24
JPS573650B2 (en) 1982-01-22

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Legal Events

Date Code Title Description
PS Patent sealed
PCNP Patent ceased through non-payment of renewal fee