GB790658A - Process for removing nitrogenous compounds from hydrocarbon oils - Google Patents

Process for removing nitrogenous compounds from hydrocarbon oils

Info

Publication number
GB790658A
GB790658A GB2447555A GB2447555A GB790658A GB 790658 A GB790658 A GB 790658A GB 2447555 A GB2447555 A GB 2447555A GB 2447555 A GB2447555 A GB 2447555A GB 790658 A GB790658 A GB 790658A
Authority
GB
United Kingdom
Prior art keywords
water
phosphoric acid
methyl
treated
oil
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
GB2447555A
Inventor
Alfred Bentley Webster
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.)
Shell Research Ltd
Original Assignee
Shell Research Ltd
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 Shell Research Ltd filed Critical Shell Research Ltd
Priority to GB2447555A priority Critical patent/GB790658A/en
Publication of GB790658A publication Critical patent/GB790658A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/06—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom containing only hydrogen and carbon atoms in addition to the ring nitrogen atom
    • C07D213/14—Preparation from compounds containing heterocyclic oxygen
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G17/00—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge
    • C10G17/02—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge with acids or acid-containing liquids, e.g. acid sludge
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10G—CRACKING 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
    • C10G17/00—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge
    • C10G17/02—Refining of hydrocarbon oils in the absence of hydrogen, with acids, acid-forming compounds or acid-containing liquids, e.g. acid sludge with acids or acid-containing liquids, e.g. acid sludge
    • C10G17/04—Liquid-liquid treatment forming two immiscible phases
    • C10G17/07—Liquid-liquid treatment forming two immiscible phases using halogen acids or oxyacids of halogen
    • F—MECHANICAL ENGINEERING; LIGHTING; HEATING; WEAPONS; BLASTING
    • F02—COMBUSTION ENGINES; HOT-GAS OR COMBUSTION-PRODUCT ENGINE PLANTS
    • F02B—INTERNAL-COMBUSTION PISTON ENGINES; COMBUSTION ENGINES IN GENERAL
    • F02B3/00—Engines characterised by air compression and subsequent fuel addition
    • F02B3/06—Engines characterised by air compression and subsequent fuel addition with compression ignition

Landscapes

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

Abstract

Nitrogenous compounds are removed from hydrocarbon oils by treating with phosphoric acid in the liquid phase, separating the oil from spent phosphoric acid, mixing water and a volatile water-immiscible organic solvent, and, if required to ensure phase separation, a volatile water-miscible organic solvent with the spent acid; separating the aqueous phase and distilling to remove any water-miscible solvent present and such a quantity of water as to leave as residue a phosphoric acid of sufficient strength for rinse. The phosphoric acid may have a concentration of 80-95 per cent H3PO4. Water-immiscible solvents referred to are volatile hydrocarbons, such as gasoline, petroleum spirits, naphtha, benzene, xylene, toluene, hexane, heptane, octane, cyclohexane and methyl cyclohexane; chloroform, carbon tetrachloride, dibutyl ether, dimethyl carbonate and tri- or tetra-chloroethene. Water-miscible solvents specified are ketones, alcohols, ethers or esters, e.g. methyl, ethyl, isopropyl, n-propyl and tertiary-butyl alcohols, acetone, methyl ethyl ketone, methyl acetate and formate, methylal, dioxane and ethylene glycol monomethyl ether. The ratio of oil to phosphoric acid may be 100:1 to 1:1. The oil may be separated from the spent acid by centrifuging or settling, and may then be washed with water or alkali, e.g. dilute caustic soda, or treated with adsorbent clays, with or without a solid alkaline material such as lime. Sufficient water may be added to the spent acid to dilute it to 25-60 per cent H3PO4. The water-immiscible phase may be treated to recover the solvent and the extracted nitrogenous compounds. Mineral lubricating oils, gas oils, diesel fuels, jet fuels, gasolines and fuel oils may be treated.
GB2447555A 1955-08-25 1955-08-25 Process for removing nitrogenous compounds from hydrocarbon oils Expired GB790658A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB2447555A GB790658A (en) 1955-08-25 1955-08-25 Process for removing nitrogenous compounds from hydrocarbon oils

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB2447555A GB790658A (en) 1955-08-25 1955-08-25 Process for removing nitrogenous compounds from hydrocarbon oils

Publications (1)

Publication Number Publication Date
GB790658A true GB790658A (en) 1958-02-12

Family

ID=10212276

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2447555A Expired GB790658A (en) 1955-08-25 1955-08-25 Process for removing nitrogenous compounds from hydrocarbon oils

Country Status (1)

Country Link
GB (1) GB790658A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4409092A (en) * 1980-04-07 1983-10-11 Ashland Oil, Inc. Combination process for upgrading oil products of coal, shale oil and crude oil to produce jet fuels, diesel fuels and gasoline
CN104212489A (en) * 2013-06-05 2014-12-17 中国石油天然气股份有限公司 Processing method of heavy oil product with high nitrogen content
CN104212478A (en) * 2013-06-05 2014-12-17 中国石油天然气股份有限公司 Denitrification method for heavy oil product
CN113913211A (en) * 2021-10-13 2022-01-11 武汉工程大学 Method for extracting and denitrifying fuel oil by using succinimide compound-triethylene glycol mixed solvent

Cited By (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4409092A (en) * 1980-04-07 1983-10-11 Ashland Oil, Inc. Combination process for upgrading oil products of coal, shale oil and crude oil to produce jet fuels, diesel fuels and gasoline
CN104212489A (en) * 2013-06-05 2014-12-17 中国石油天然气股份有限公司 Processing method of heavy oil product with high nitrogen content
CN104212478A (en) * 2013-06-05 2014-12-17 中国石油天然气股份有限公司 Denitrification method for heavy oil product
CN104212478B (en) * 2013-06-05 2016-06-08 中国石油天然气股份有限公司 Denitrification method for heavy oil product
CN104212489B (en) * 2013-06-05 2016-10-19 中国石油天然气股份有限公司 Processing method of heavy oil product with high nitrogen content
CN113913211A (en) * 2021-10-13 2022-01-11 武汉工程大学 Method for extracting and denitrifying fuel oil by using succinimide compound-triethylene glycol mixed solvent

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