GB498260A - Process for the production of alkylated hydrocarbons - Google Patents

Process for the production of alkylated hydrocarbons

Info

Publication number
GB498260A
GB498260A GB3078337A GB3078337A GB498260A GB 498260 A GB498260 A GB 498260A GB 3078337 A GB3078337 A GB 3078337A GB 3078337 A GB3078337 A GB 3078337A GB 498260 A GB498260 A GB 498260A
Authority
GB
United Kingdom
Prior art keywords
hydrocarbons
cyclopropane
cyclobutane
catalyst
brought
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
GB3078337A
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.)
Universal Oil Products Co
Original Assignee
Universal Oil Products 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.)
Filing date
Publication date
Application filed by Universal Oil Products Co filed Critical Universal Oil Products Co
Priority to GB3078337A priority Critical patent/GB498260A/en
Publication of GB498260A publication Critical patent/GB498260A/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
    • 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
    • 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
    • C07C2527/10—Chlorides
    • C07C2527/11—Hydrogen chloride
    • 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
    • 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
    • C07C2527/126—Aluminium chloride
    • 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
    • C07C2527/135—Compounds comprising a halogen and titanum, zirconium, hafnium, germanium, tin or lead

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

Abstract

Alkylated derivatives of paraffinic, aromatic and naphthenic hydrocarbons are obtained by treating the hydrocarbons with a cycloparaffin, containing less than five carbon atoms in the ring, in the presence of a metal halide and hydrogen halide. In the examples: (1) cyclopropane and hydrogen chloride are passed into a mixture of methylcyclohexane and aluminium chloride kept at about -10 DEG C., whereby a propylmethylcyclohexane and a subordinate proportion of dipropylmethylcyclohexanes are obtained; the monopropyl derivative yields aromatic hydrocarbons when dehydrogenated at 250 DEG C. with the aid of a catalyst comprising platinum on alumina; (2) benzene and cyclopropane are brought to reaction as in example 1; propylbenzene is the main product, but subordinate proportions of dipropylbenzenes, and some hexapropylbenzene, are also obtained; (3) isobutane and cyclopropane are brought to reaction as in example 1; the products are mainly heptanes and decanes. Reference is made also to the use of cyclobutane as a reagent, to the use of zirconium chloride as a catalyst, and to the treatment of gasolines, gasoline fractions, and cyclohexane. Normally liquid hydrocarbons are generally treated at below 15 DEG C., but normally solid hydrocarbons may be treated in the liquefied state at a higher temperature. The process may be effected continuously or as a batch process. Cyclopropane and cyclobutane may be prepared by the action of sodium on a 1 : 3-dihalogenpropane or a 1 : 4-dihalogenbutane, respectively.
GB3078337A 1937-11-09 1937-11-09 Process for the production of alkylated hydrocarbons Expired GB498260A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3078337A GB498260A (en) 1937-11-09 1937-11-09 Process for the production of alkylated hydrocarbons

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3078337A GB498260A (en) 1937-11-09 1937-11-09 Process for the production of alkylated hydrocarbons

Publications (1)

Publication Number Publication Date
GB498260A true GB498260A (en) 1939-01-05

Family

ID=10313066

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3078337A Expired GB498260A (en) 1937-11-09 1937-11-09 Process for the production of alkylated hydrocarbons

Country Status (1)

Country Link
GB (1) GB498260A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2469344A (en) * 1946-12-20 1949-05-03 Socony Vacuum Oil Co Inc Homogeneous gaseous phase catalytic alkylation of isobutane with cyclopropane
US2632031A (en) * 1948-11-29 1953-03-17 Phillips Petroleum Co Production of isooctanes from cyclopropane and isobutane
FR2314162A1 (en) * 1975-06-12 1977-01-07 Exxon Research Engineering Co PROCESS FOR THE CATALYTIC HYDROALKYLATION OF PARAFFINS

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2469344A (en) * 1946-12-20 1949-05-03 Socony Vacuum Oil Co Inc Homogeneous gaseous phase catalytic alkylation of isobutane with cyclopropane
US2632031A (en) * 1948-11-29 1953-03-17 Phillips Petroleum Co Production of isooctanes from cyclopropane and isobutane
FR2314162A1 (en) * 1975-06-12 1977-01-07 Exxon Research Engineering Co PROCESS FOR THE CATALYTIC HYDROALKYLATION OF PARAFFINS

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