GB733753A - Process for carrying out hydrocarbon reactions accelerated by catalysts of an acid nature - Google Patents

Process for carrying out hydrocarbon reactions accelerated by catalysts of an acid nature

Info

Publication number
GB733753A
GB733753A GB26227/53A GB2622753A GB733753A GB 733753 A GB733753 A GB 733753A GB 26227/53 A GB26227/53 A GB 26227/53A GB 2622753 A GB2622753 A GB 2622753A GB 733753 A GB733753 A GB 733753A
Authority
GB
United Kingdom
Prior art keywords
butene
catalyst
groups
propene
alkylation
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
GB26227/53A
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.)
Bataafsche Petroleum Maatschappij NV
Original Assignee
Bataafsche Petroleum Maatschappij NV
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 Bataafsche Petroleum Maatschappij NV filed Critical Bataafsche Petroleum Maatschappij NV
Publication of GB733753A publication Critical patent/GB733753A/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
    • 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
    • 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
    • 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
    • C07C2/02—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation
    • C07C2/06—Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons by oligomerisation of well-defined unsaturated hydrocarbons without ring formation of alkenes, i.e. acyclic hydrocarbons having only one carbon-to-carbon double bond
    • C07C2/08—Catalytic processes
    • C07C2/26—Catalytic processes with hydrides or organic compounds
    • C07C2/28—Catalytic processes with hydrides or organic compounds with ion-exchange resins
    • 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
    • B01J2231/10—Polymerisation reactions involving at least dual use catalysts, e.g. for both oligomerisation and polymerisation
    • B01J2231/12—Olefin polymerisation or copolymerisation
    • 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
    • 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

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Polymerization or copolymerization of alkenes and/or alkadienes and alkylation of an alkane, naphthene or aromatic hydrocarbon with an alkene are carried out in the presence of a solid, capillary-active hydrogen exchanging resin gel, which is stable under the reaction conditions, as catalyst. The reactions may take place in liquid or vapour phase and at elevated temperature and pressure, the upper limit of temperature being between 125 DEG and 225 DEG C., depending on the resin gel used. The catalysts are prepared by precipitating polyvalent phenols with aldehydes, e.g. formaldehyde, and may also contain sulphonic, carboxylic, phosphoric and phosphorous acid groups. Catalytically-active non-metals such as chlorine and flourine may also be included in the macromolecule. Activity is increased by a small proportion of water or water vapour on or near the surface of the catalyst. Specific reactions mentioned are polymerization and dimerization of isobutene, copolymerization of n-butene and isobutene to a branched octene, and the alkylation of isobutane with propene or butene, and of benzene, naphthalene, anthracene and phenanthrene with higher alkenes or alkene polymers. In examples: (1) isobutane and n-butene were fed at 100 DEG C. and 5 atm. through a tube filled with hydrogen exchanging resin containing hydroxyl and sulphonic groups to give iso-octane; (2) n-butene and isobutene over the same catalyst at 80 DEG C. and 3 atm. gave iso-octene; (3) propene at 120 DEG C. and 11 atm. over a resin containing phenolic hydroxyl and phosphoric groups gave di-, tri- and tetra-mers of propene.ALSO:A solid, capillary active hydrogen-exchanging resin gel is used as catalyst in the polymerization or copolymerization of alkenes and/or alkadienes and alkylation of an alkane, naphthene or aromatic hydrocarbon with an alkene. The resin gels, which are of the phenolformaldehyde type, may also contain sulphonic, carboxylic, phosphoric and phosphorous acid groups. Catalytically active non-metals such as chlorine and fluorine may also be introduced by ion exchange with previously incorporated anion groups.
GB26227/53A 1952-09-25 1953-09-23 Process for carrying out hydrocarbon reactions accelerated by catalysts of an acid nature Expired GB733753A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL733753X 1952-09-25

Publications (1)

Publication Number Publication Date
GB733753A true GB733753A (en) 1955-07-20

Family

ID=19820350

Family Applications (1)

Application Number Title Priority Date Filing Date
GB26227/53A Expired GB733753A (en) 1952-09-25 1953-09-23 Process for carrying out hydrocarbon reactions accelerated by catalysts of an acid nature

Country Status (3)

Country Link
BE (1) BE523001A (en)
FR (1) FR1083962A (en)
GB (1) GB733753A (en)

Cited By (14)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2843642A (en) * 1956-09-14 1958-07-15 American Oil Co Alkylation process
US3017441A (en) * 1957-12-10 1962-01-16 Sinclair Refining Co Process for nuctear alkylation of aromatic hydrocarbons
DE1194398B (en) * 1960-07-14 1965-06-10 Bayer Ag Process for the preparation of oligomers of isobutene
DE1194399B (en) * 1962-08-10 1965-06-10 Bayer Ag Process for the preparation of oligomers of n-butene
DE1199761B (en) * 1961-09-21 1965-09-02 Bayer Ag Process for the preparation of oligomers of isobutene
DE1213837B (en) * 1961-12-20 1966-04-07 Bayer Ag Process for the preparation of oligomers from butenes
US3370101A (en) * 1963-11-19 1968-02-20 Atlantic Richfield Co Cocatalyst system for organic reactions
DE1287564B (en) * 1961-09-26 1969-01-23 Mobil Oil Corp Process for the catalytic alkylation of aromatic hydrocarbons
US4056578A (en) * 1976-03-04 1977-11-01 Shell Oil Company Isoparaffin-olefin alkylation process using a supported perfluorinated polymer catalyst
US4180695A (en) * 1976-03-04 1979-12-25 Shell Oil Company Isoparaffin alkylation process using an unsupported perfluorinated polymer catalyst
US4188308A (en) * 1976-02-23 1980-02-12 Varen Technology Conversion of pendant sulfonate groups to sulfonic acid groups on perfluorvinylether-tetrafluoroethylene copolymer catalysts
US4317949A (en) * 1976-02-23 1982-03-02 Varen Technology Alkylation process and apparatus useful therein
EP0565197A1 (en) * 1992-04-08 1993-10-13 Shell Internationale Researchmaatschappij B.V. Process for upgrading a paraffinic feedstock
CN112745183A (en) * 2019-10-31 2021-05-04 中国石油化工股份有限公司 C with low isobutene content4Method for synthesizing isooctene by oligomerization

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2843642A (en) * 1956-09-14 1958-07-15 American Oil Co Alkylation process
US3017441A (en) * 1957-12-10 1962-01-16 Sinclair Refining Co Process for nuctear alkylation of aromatic hydrocarbons
DE1194398B (en) * 1960-07-14 1965-06-10 Bayer Ag Process for the preparation of oligomers of isobutene
DE1199761B (en) * 1961-09-21 1965-09-02 Bayer Ag Process for the preparation of oligomers of isobutene
DE1287564B (en) * 1961-09-26 1969-01-23 Mobil Oil Corp Process for the catalytic alkylation of aromatic hydrocarbons
DE1213837B (en) * 1961-12-20 1966-04-07 Bayer Ag Process for the preparation of oligomers from butenes
DE1194399B (en) * 1962-08-10 1965-06-10 Bayer Ag Process for the preparation of oligomers of n-butene
US3370101A (en) * 1963-11-19 1968-02-20 Atlantic Richfield Co Cocatalyst system for organic reactions
US4188308A (en) * 1976-02-23 1980-02-12 Varen Technology Conversion of pendant sulfonate groups to sulfonic acid groups on perfluorvinylether-tetrafluoroethylene copolymer catalysts
US4317949A (en) * 1976-02-23 1982-03-02 Varen Technology Alkylation process and apparatus useful therein
US4056578A (en) * 1976-03-04 1977-11-01 Shell Oil Company Isoparaffin-olefin alkylation process using a supported perfluorinated polymer catalyst
US4180695A (en) * 1976-03-04 1979-12-25 Shell Oil Company Isoparaffin alkylation process using an unsupported perfluorinated polymer catalyst
EP0565197A1 (en) * 1992-04-08 1993-10-13 Shell Internationale Researchmaatschappij B.V. Process for upgrading a paraffinic feedstock
CN112745183A (en) * 2019-10-31 2021-05-04 中国石油化工股份有限公司 C with low isobutene content4Method for synthesizing isooctene by oligomerization
CN112745183B (en) * 2019-10-31 2022-08-12 中国石油化工股份有限公司 C with low isobutene content 4 Method for synthesizing isooctene by oligomerization

Also Published As

Publication number Publication date
BE523001A (en) 1900-01-01
FR1083962A (en) 1955-01-14

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