GB421118A - Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene - Google Patents

Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene

Info

Publication number
GB421118A
GB421118A GB1336233A GB1336233A GB421118A GB 421118 A GB421118 A GB 421118A GB 1336233 A GB1336233 A GB 1336233A GB 1336233 A GB1336233 A GB 1336233A GB 421118 A GB421118 A GB 421118A
Authority
GB
United Kingdom
Prior art keywords
isobutylene
chloride
solid
liquid
temperature
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
GB1336233A
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.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
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 IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Priority to GB1336233A priority Critical patent/GB421118A/en
Publication of GB421118A publication Critical patent/GB421118A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/02Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition between unsaturated hydrocarbons
    • C07C2/04Preparation 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
    • C07C2/06Preparation 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
    • C07C2/08Catalytic processes
    • C07C2/14Catalytic processes with inorganic acids; with salts or anhydrides of acids
    • C07C2/20Acids of halogen; Salts thereof ; Complexes thereof with organic compounds
    • C07C2/22Metal halides; Complexes thereof with organic compounds
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/06Halogens; Compounds thereof
    • C07C2527/125Compounds comprising a halogen and scandium, yttrium, aluminium, gallium, indium or thallium
    • C07C2527/126Aluminium chloride

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Inorganic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)
  • Addition Polymer Or Copolymer, Post-Treatments, Or Chemical Modifications (AREA)

Abstract

Hydrocarbons of high molecular weight are manufactured by subjecting isobutylene in the liquid state to the action of gaseous or solid volatile halides of groups II, V, VI and VIII of the periodic system or of liquid volatile halides at temperatures above -10 DEG C., e.g., at ordinary or elevated temperatures. Suitable gaseous or solid volatile halides are beryllium chloride, zinc chloride, phosphorus pentafluoride, arsenic fluoride, uranium hexafluoride, ferric chloride and osmium octafluoride. As liquid volatile halides may be employed those which are liquid at room or slightly increased temperature, e.g., 40 DEG C., such as boron chloride, tin tetrachloride, titanium tetrachloride, anhydrous hydrofluoric acid and antimony pentafluoride. Alternatively aluminium chloride may be employed if care is taken that the temperature does not exceed 50 DEG C., during the substantial part of the reaction. The aluminium chloride may be in the form of aluminium activated with mercury chloride with the addition of sufficient amounts of hydrogen chloride. The isobutylene may be polymerized in bulk or in the dissolved or emulsified state. The products may be added to solid or liquid hydrocarbons, e.g., lubricating oils, in order to improve their viscosity, disruptive strength, setting point and coke test. A table shows the effect on the viscosity of two lubricating oils of products obtained by polymerizing isobutylene by the action of: (a) boron chloride at 100 DEG C., under pressure; (b) aluminium chloride at 20 DEG C., under pressure; (c) titanium tetrachloride under the same conditions; (d) titanium chloride at 50 DEG C. under pressure; (e) boron fluoride, led into boiling isobutylene, the temperature being allowed to rise. The products may also be added to paraffin wax, benzine and solid greases. In examples: (1) isobutylene is treated with boron trichloride in an autoclave at 100 DEG C.; (2) isobutylene is treated with titanium tetrachloride at 20 DEG C., in a water-cooled autoclave; (3) isobutylene and tin tetrachloride are allowed to stand at room temperature in a closed flask, and the product is fractionated under reduced pressure; (4) boiling isobutylene is stirred with aluminium chloride, the temperature rising and reaching about 70 DEG C. at the end; the product is partly distilled off; (5) aluminium chloride is added gradually to a solution of isobutylene in pentane at 15 DEG C., under a reflux condenser at -5 DEG C.; the product is fractionated under reduced pressure; (6) isobutylene is charged into an autoclave and there is introduced aluminium chloride fused into a reagent glass which is broken at 20 DEG C., the temperature rising during the reaction to 50 DEG C.; part of the product is distilled off under reduced pressure. Specifications 358,068; 399,527, [Group III], and 401,297 are referred to.ALSO:Solid or liquid hydrocarbons are improved in respect of viscosity, disruptive strength, setting point and coke test by the addition of hydrocarbons of high molecular weight obtained by subjecting isobutylene in the liquid state to the action of gaseous or solid volatile halides of groups II, V, VI, and VIII of the periodic system or of liquid volatile halides at temperatures above 10 DEG C., or to the action of aluminium chloride while taking care that the temperature does not exceed 50 DEG C., during the substantial part of the reaction. A table shows the effect of certain of these products on the viscosity of two lubricating oils. The products may also be added to paraffin wax, benzine and solid greases. Specifications 358,068, 399,527, and 401,297 are referred to.
GB1336233A 1933-05-08 1933-05-08 Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene Expired GB421118A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB1336233A GB421118A (en) 1933-05-08 1933-05-08 Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1336233A GB421118A (en) 1933-05-08 1933-05-08 Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene

Publications (1)

Publication Number Publication Date
GB421118A true GB421118A (en) 1934-12-10

Family

ID=10021567

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1336233A Expired GB421118A (en) 1933-05-08 1933-05-08 Improvements in the manufacture and production of hydrocarbons of high molecular weight from isobutylene

Country Status (1)

Country Link
GB (1) GB421118A (en)

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE746304C (en) * 1937-07-07 1944-07-21 Ig Farbenindustrie Ag Process for the production of hydrocarbon oils suitable as insulating oils
US2431549A (en) * 1942-02-10 1947-11-25 Phillips Petroleum Co Conversion of olefins with hydrogen fluoride catalyst
US3361840A (en) * 1963-06-27 1968-01-02 Shell Oil Co Process for preparing dimers and co-dimers of olefins

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE746304C (en) * 1937-07-07 1944-07-21 Ig Farbenindustrie Ag Process for the production of hydrocarbon oils suitable as insulating oils
US2431549A (en) * 1942-02-10 1947-11-25 Phillips Petroleum Co Conversion of olefins with hydrogen fluoride catalyst
US3361840A (en) * 1963-06-27 1968-01-02 Shell Oil Co Process for preparing dimers and co-dimers of olefins

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