GB691393A - Improvements in and relating to the production of lubricating oils by alkylation processes - Google Patents

Improvements in and relating to the production of lubricating oils by alkylation processes

Info

Publication number
GB691393A
GB691393A GB25027/50A GB2502750A GB691393A GB 691393 A GB691393 A GB 691393A GB 25027/50 A GB25027/50 A GB 25027/50A GB 2502750 A GB2502750 A GB 2502750A GB 691393 A GB691393 A GB 691393A
Authority
GB
United Kingdom
Prior art keywords
fraction
olefins
alkylation
mixture
viscosity
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
GB25027/50A
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 GB691393A publication Critical patent/GB691393A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10GCRACKING 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
    • C10G71/00Treatment by methods not otherwise provided for of hydrocarbon oils or fatty oils for lubricating purposes
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10MLUBRICATING COMPOSITIONS; USE OF CHEMICAL SUBSTANCES EITHER ALONE OR AS LUBRICATING INGREDIENTS IN A LUBRICATING COMPOSITION
    • C10M2205/00Organic macromolecular hydrocarbon compounds or fractions, whether or not modified by oxidation as ingredients in lubricant compositions
    • C10M2205/22Alkylation reaction products with aromatic type compounds, e.g. Friedel-crafts
    • CCHEMISTRY; METALLURGY
    • C10PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10NINDEXING SCHEME ASSOCIATED WITH SUBCLASS C10M RELATING TO LUBRICATING COMPOSITIONS
    • C10N2040/00Specified use or application for which the lubricating composition is intended
    • C10N2040/25Internal-combustion engines

Landscapes

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

Abstract

A lubricating oil is obtained from an aromatic extract obtained from kerosine and having an initial boiling-point between 140 DEG and 160 DEG C. and a final boiling-point between 260 DEG and 280 DEG C. and a C8-C18 mixture of olefins obtained by cracking heavy paraffin hydrocarbons separating the aromatic extract by distillation into two fractions, the final boiling-point of one fraction and the initial boiling-point of the other fraction being between 200 DEG and 245 DEG C., separating the mixture of olefins by distillation into a C8 - Cn and a Cn+1 - C18 fraction (wherein n is any integer from 11 to 17 inclusive), alkylating the lower boiling fraction of the aromatic extract, in the presence of an alkylation catalyst, with the higher boiling fraction of the olefins in a ratio of at least two mols. of aromatic compounds per mol. of olefins, alkylating the higher boiling fraction of the aromatic extract in the presence of an alkylation catalyst with the lower boiling fraction of the olefins in a ratio of at least two mols. of olefins per mol. of aromatic compounds, and mixing the two alkylation products thus obtained in such proportions as to yield a product with a viscosity (E50) within the range 6 to 18. The product of the first alkylation is a thin lubricating oil with a viscosity index of 95 to 110 and a sufficiently high flash-point (above 200 DEG C.) whilst the second alkylation yields a thick lubricating oil with a viscosity index of 95 to 105 and a sufficiently high flash point. The aromatic extract used in the process can be obtained from kerosine by extraction with a selective solvent such as furfural, nitrobenzene, or antimony trichloride, and especially liquid sulphur dioxide. The aromatic compounds may also be separated from kerosine by other methods, e.g. a kerosine diluted with a light hydrocarbon oil such as pentane may be percolated over silica gel and the adsorbed aromatic compounds then dissolved off in a volatile solvent such as pentane. The olefins may be obtained by cracking paraffin wax in the vapour phase and distilling the C8-C18 fraction out of the cracked product. The bulk of the most reactive components such as the di-olefins are preferably removed from the cracked product before distilling of the C8-C18 fraction by contacting the cracked product with a small amount of aluminium chloride, preferably at 60 DEG to 90 DEG C. so as to polymerize the reactive components. Any Friedel-Crafts catalyst may be employed for the alkylation, e.g. HF, BF3, FeCl3, ZnCl2 and H2SO4 and especially aluminium chloride. The first alkylation is usually effected at 20 DEG to 100 DEG C. whilst the second alkylation is generally effected at -10 DEG to +100 DEG C. The upper layer resulting from each alkylation can be treated with an alkaline substance such as lime to remove acid components and the alkylation products may also be further purified by treating with bleaching earth or the two treatments may be combined by heating the alkylation product with a mixture of bleaching earth and lime at 150 DEG to 240 DEG C., preferably in an inert atmosphere, e.g. of nitrogen. In an example an aromatic extract obtained from kerosine by extraction with sulphur dioxide is separated into a fraction of boiling range 160 DEG to 210 DEG C. and a fraction of boiling range 210 DEG to 260 DEG C. and a mixture of C8-C18 olefins, obtained by cracking a residual oil-containing paraffin wax in the vapour phase and treating with aluminium chloride at 80 DEG C. to remove the most reactive components, is separated into a C8-C11 fraction and a C12-C18 fraction. The lighter fraction of the kerosine extract is alkylated with the C12-C18 olefins and the heavier fraction alkylated with the C8-C11 olefins, the alkylation being effected in each case at 45 DEG C. in the presence of aluminium chloride, the first alkylate is distilled to give an oil of viscosity (E50) of about 4 and the second alkylate distilled to yield an oil of viscosity (E50) of 25 the two oils being then mixed to produce the final lubricating oil. The procedure is repeated using C8-C13 and C14-C18 olefin fractions, C8-C15 and C16-C18 fractions, and C8-C17 and C18 fractions and the alkylates mixed as before to produce the lubricating oil. The viscosity (E50) and flashpoint of the resulting lubricating oil mixture is given in each case and these values are compared with those of the oil obtained by alkylating the aromatic extract with the C8-C18 olefine mixture without prior separation of either reactant into fractions. The performances of the following oils in engine tests are also compared: (a) an oil obtained by alkylating an aromatic extract fraction of boiling range 160 DEG to 210 DEG C. with a C14-C18 olefin mixture and distilling the product to a viscosity E(50) of 4; (b) the product obtained by alkylating an aromatic extract of boiling range 210 DEG to 260 DEG C. with a C8-C13 mixture of olefins and distilling to yield a product of viscosity E(50) of 25; (c) a mixture of (a) and (b) having a viscosity E(50) of 18. Before testing oil (a) the lighter components are distilled off to yield a residue of viscosity E (50) of 14. Specifications 665,008 and 665,058 are referred to.ALSO:A lubricating oil is obtained from an aromatic extract obtained from kerosine and having an initial boiling point between 140 DEG and 160 DEG and a final boiling point between 260 DEG and 280 DEG C and a C8-C18 mixture of olefins obtained by cracking heavy paraffin hydrocarbons, separating the aromatic extract by distillation into two fractions the final boiling point of one fraction and the initial boiling point of the other fraction being between 200 and 245 DEG C, separating the mixture of olefins by distillation into a C8-Cn and a Cn+1-C18 fraction (wherein n is any integer from 11 to 17 inclusive), alkylating the lower boiling fraction of the aromatic extract, in the presence of an alkylation catalyst, with the higher boiling fraction of the olefins in a ratio of at least two mols of aromatic compounds per mol of olefins, alkylating the higher boiling fraction of the aromatic extract in the presence of an alkylation catalyst with the lower boiling fraction of the olefins in a ratio of at least two mols of olefins per mol of aromatic compounds, and mixing the two alkylation products thus obtained in such proportions as to yield a product with a viscosity (E50) within the range 6 to 18. The product of the first alkylation is a thin lubricating oil with a viscosity index of 95 to 110 and a sufficiently high flash point (above 200 DEG C) whilst the second alkylation yields a thick lubricating oil with a viscosity index of 95 to 105 and a sufficiently high flash point. The aromatic extract used in the process can be obtained from kerosine by extraction with a selective solvent such as furfural, nitrobenzene, or antimony trichloride and especially liquid sulphur dioxide. The aromatic compounds may also be separated from kerosine by other methods, e.g. a kerosine diluted with a light hydrocarbon oil such as pentane may be percolated over silica gel and the adsorbed aromatic compounds then dissolved off in a volatile solvent such as pentane. The olefins may be obtained by cracking paraffin wax in the vapour phase and distilling the C8-C18 fraction out of the cracked product. The bulk of the most reactive components such as the di-olefins are preferably removed from the cracked product before distilling off the C8-C18 fraction by contacting the cracked product with a small amount of aluminium chloride preferably at 60 to 90 DEG C so as to polymerize the reactive components. Any Friedel-Crafts catalyst may be employed for the alkylation, e.g. HF, BF3, FeCl3, ZnCl2 and H2SO4, and especially aluminium chloride. The first alkylation is usually effected at 20 to 100 DEG C whilst the second alkylation is generally effected at -10 DEG to +100 DEG C. The upper layer resulting from each alkylation can be treated with an alkaline substance such as lime to remove acid components and the alkylation products may also be further purified by treating with bleaching earth or the two treatments may be combined by heating the alkylation product with a mixture of bleaching earth and lime at 150 DEG to 240 DEG C preferably in an inert atmosphere, e.g. of nitrogen. In an example, an aromatic extract obtained from kerosine by extraction with sulphur dioxide is separated into a fraction of boiling range 160 DEG to 210 DEG C and a fraction of boiling range 210 DEG to 260 DEG C, and a mixture of C8-C18 olefins, obtained by cracking a residual oilcontaining paraffin wax in the vapour phase and treating with aluminium chloride at 80 DEG C to remove the most reactive components, is separated into a C8-C11 fraction and a C12-C18 fraction. The lighter fraction of the kerosine extract is alkylated with the C12-C18 olefins and the heavier fraction alkylated with the C8-C11 olefins, the alkylation being effected in each case at 45 DEG C in the presence of aluminium chloride, the p first alkylate is distilled to give an oil of viscosity (E50) of about 4 and the second alkylate distilled to yield an oil of viscosity (E50) of 25, the two oils being then mixed to produce the final lubricating oil. The procedure is repeated using C8-C13 and C14-C18 olefin fractions, C8-C15 and C16-C18 fractions, and C8-C17 and C18 fractions and the alkylates mixed as before to produce the lubricating oil. The viscosity (E50) and flash point of the resulting lubricating oil mixture is given in each case and these values are compared with those of the oil obtained by alkylating the aromatic extract with the C8-C18 olefine mixture without prior separation of either reactant into fractions. The performances of the following oils in engine tests are also compared: (a) an oil obtained by alkylating an aromatic extract fraction of boiling
GB25027/50A 1949-10-13 1950-10-13 Improvements in and relating to the production of lubricating oils by alkylation processes Expired GB691393A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
NL691393X 1949-10-13

Publications (1)

Publication Number Publication Date
GB691393A true GB691393A (en) 1953-05-13

Family

ID=19807895

Family Applications (1)

Application Number Title Priority Date Filing Date
GB25027/50A Expired GB691393A (en) 1949-10-13 1950-10-13 Improvements in and relating to the production of lubricating oils by alkylation processes

Country Status (3)

Country Link
DE (1) DE844035C (en)
FR (1) FR1026959A (en)
GB (1) GB691393A (en)

Also Published As

Publication number Publication date
DE844035C (en) 1952-07-17
FR1026959A (en) 1953-05-06

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