GB413307A - Improvements in or relating to the treatment of oils - Google Patents

Improvements in or relating to the treatment of oils

Info

Publication number
GB413307A
GB413307A GB3192932A GB3192932A GB413307A GB 413307 A GB413307 A GB 413307A GB 3192932 A GB3192932 A GB 3192932A GB 3192932 A GB3192932 A GB 3192932A GB 413307 A GB413307 A GB 413307A
Authority
GB
United Kingdom
Prior art keywords
ether
ethyl
methyl
propyl
solvents
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
GB3192932A
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.)
Standard Oil Co
Original Assignee
Standard Oil 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 Standard Oil Co filed Critical Standard Oil Co
Priority to GB3192932A priority Critical patent/GB413307A/en
Publication of GB413307A publication Critical patent/GB413307A/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
    • C10G21/00Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents
    • C10G21/06Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents characterised by the solvent used
    • C10G21/12Organic compounds only
    • C10G21/16Oxygen-containing compounds

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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

<PICT:0413307/III/1> Mineral or lubricating oils are freed from naphthenic and other undesired components by extraction with a mixture of organic solvents comprising at least one "primary" solvent and at least one "secondary" solvent. A "primary" solvent is defined as one which extracts from the oil a portion of the desired components of high viscosity index, as well as the undesired components; a "secondary" solvent is defined as one which extracts only a part of the undesired components; the mixed "primary" and "secondary" solvents are stated to extract all the undesired components, without removing an appreciable proportion of the desired components. The "primary" solvents specified are nitrogenous aromatic compounds such as nitrobenzene, aniline, nitrotoluenes, o-nitroanisole, nitroxylenes, xylidines such as 2 : 6- and 3 : 6-dimethylaniline, and nitronaphthalenes; o-, m-, and p-chloranilines; o-, m-, and p-chloronitrobenzene; chlorobenzene; o-, m-, and p-dichlorobenzene; o-chlorodiphenyl; benzyl chloride; o-, m-, and p-chlorotoluenes; o-, m-, and p-chlorophenols; phenol; cresols; cresylic acid; 1-chloronaphthalene; halogenated ethers such as methyl 2-chlorethyl ether, methyl 2 : 3-dichloropropyl ether, methyl 2-chlorisopropyl ether, 2-chlorethyl ethyl ether, di(2-chlorethyl) ether, 1 : 2-dichlorethyl ethyl ether, 1 : 2 : 3-trichlorethyl ethyl ether, 2-bromethyl ethyl ether, 2-chlorethyl propyl ether, 2-chlorobutyl propyl ether, 2 : 3-dichloropropyl ethyl ether, chlorobutyl ethyl ethers, chlorisopropyl ethyl ethers, 2-chlorethyl chloropropyl ethers, methyl and propyl 2 : 3-dichloropropyl ethers, di(3-chloropropyl) ether, di(2-chloropropyl) ether, di(2-chlorisopropyl) ether, and di(2-bromethyl) ether; heterocyclic compounds such as dioxane, pyridine, piperidine, furfural, a -furylacetone, thiophene, 2 : 3-dimethylthiophene, 2 : 4-dimethylthiophene, pyrrole, methylpyrroles, quinoline, 2-methyl- and other 2-alkyl-quinolines, and a -picoline; halogenated aliphatic hydrocarbons such as ethylene dichloride, 1 : 2-dichloropropane, 1 : 3-dichloropropane, 1 : 2 - dibromopropane tetra - and penta - methylene chloride, methylene chloride, isopropyl chloride, and butyl chloride; b - and p-naphthols; aryl acetates such as phenyl acetate; phenyl chloracetates; thiocyanates such as isopropyl, ethyl and ethylene thiocyanates; benzonitrile; and mercaptobenzonitriles. With secondary solvents other than ketones, there may also be used, as primary solvents, toluene and like benzene compounds and also aldehydes such as paraldehyde, parapropyl aldehyde, 2 - chloropropionaldehyde, chloracetaldehyde, benzaldehyde, and p-anisaldehyde. As secondary solvents there may be used ketones, alkyl esters of aliphatic acids or of carbonic acid, low-boiling aromatic ethers not containing a nitro group, and nonhalogenated aliphatic ethers. Specified secondary solvents are acetone; methyl ethyl ketone; diethyl ketone; dipropyl ketone; methyl propyl ketone; ethyl propyl ketone; diisopropyl ketone; methyl isopropyl ketone; ethyl isopropyl ketone; diacetone alcohol; acetyl acetone; methyl butyl ketone; ethyl butyl ketone; diisobutyl ketone; alkyl acetates such as methyl, ethyl, propyl, isopropyl, butyl, and tert. butyl acetates; halogenated alkyl acetates such as chloramyl, 2-chlorethyl, 2- and 3-chloropropyl, 2 : 3-dichloropropyl, chlorisopropyl, 2-, 3- and 4-chlorobutyl, and 2 : 3-dichlorobutyl acetates; alkyl halogenacetates such as methyl, ethyl, propyl, and amyl monochloracetates, ethyl and amyl dichloracetates, and methyl, ethyl, propyl and butyl trichloracetates; alkyl formates such as methyl, ethyl, propyl, isopropyl, butyl and sec. amyl formates; halogenalkyl formates such as chloropropyl formates; alkyl propionates such as methyl and ethyl propionates; halogenalkyl propionates; alkyl halogenpropionates such as methyl and ethyl 2-chloropropionate; chloropropyl monochloracetates; ethylene glycol diacetate; cyclohexyl acetate; methyl fluoracetate; ethyl 2-chlorobutyrate; propyl glycollate and lactate; butyl lactate; the ethyl ether of ethyl glycollate; the methyl ether of methyl lactate; the ethyl ether of ethyl lactate; dimethyl, diethyl, and methyl-ethyl carbonates; dimethyl and diethyl oxalates; dimethyl ether; methyl ethyl ether; methyl propyl ether; methyl isopropyl ether; methyl butyl ether; methyl sec.-isobutyl ether; methyl tert.- butyl ether; diethyl ether; anisole; ethyl propyl ether; ethyl isopropyl ether; phenetole; dipropyl ether; propyl isopropyl ether; ethyl butyl ether; propyl butyl ether; diisopropyl ether, dibutyl ether, diphenyl ether, and butyl phenyl ether. Examples are given of the use of the following solvent mixtures: (1) di(2-chlorethyl) ether and acetone; (2) nitro benzene and acetone; (3) dioxane and acetone; (4) dichlorobenzene and acetone; (5) ethylene dichloride and acetone; (6) nitrobenzene and diacetone alcohol; (7) nitrobenzene and methyl ethyl ketone; (8) aniline and acetone; (9) cresylic acid and acetone; (10) nitrobenzene and methyl acetate; (11) di(2-chlorethyl ether) and propyl formate; (12) nitrobenzene and ethyl acetate; (13) di(2-chlorethyl) ether and diisopropyl ether; (14) cresylic acid, di(2-chlorethyl) ether, and diisopropyl ether; (15) dichlorethyl ether, nitrobenzene, and diisopropyl ether; (16) phenol and acetone; (17) nitrobenzene and ethyl acetate. The oil or the solvents may be mixed with a diluent such as propane, butane, propylene or naphtha. The same or different solvent mixtures may be used in succession, or treatment with a single solvent may precede the extraction with the solvent mixture; in such cases the separation of the oil from the solvents may be effected at different temperatures. The extraction may be preceded by treatment with acid, and may be followed by a light acid treatment and then by treatment with clay or fuller's earth. The oil may be dewaxed before and (or) after the treatment. Suitable apparatus for the extraction comprises a vessel 11 in which the oil and the solvent mixture are mixed at a raised temperature; the mixture is then cooled, and when it has separated into layers the solvents and extracted matter are passed to a still 20 from which the solvents are distilled through a condenser 25 to a storage tank 27. The treated oil is passed from the vessel 11 to a tower 32 in which it is freed from solvents by treatment with a stripping gas or vapour such as steam, carbon dioxide, nitrogen, butane or propane; addition of an alkali, particularly ammonia, to the stripping agent may be advantageous. The solvents expelled from the tower 32 are passed to a condenser 37, separated from condensed steam (if necessary) in a vessel 38, and returned to the tank 27. Alternatively, the treated oil may be withdrawn from the top of the vessel 11, and that vessel then used as a still for separating the solvents from the extracted matter. Specification 410,175 is referred to. Chloroalkyl acetates. 2-, 3-, and 4-Chlorobutyl acetates and 2-chloroisobutyl acetate are obtainable from acetic acid and the corresponding alcohols in the presence of sulphuric acid. 2 : 3-Dichlorobutyl acetate is obtainable by chlorinating the acetate of butene-2-o1-4. Chloropropyl monochloracetates are obtainable from monochloracetic acid and chloropropyl alcohols.ALSO:2-Chlorisobutyl acetate and 2-, 3-, and 4-chlorobutyl acetates are obtainable from acetic acid and the corresponding alcohols in the presence of sulphuric acid. 2 : 3-Dichlorobutyl acetate is obtainable by chlorinating the acetate of butene - 2 - ol - 4. Chlorpropyl monochloracetates are obtainable from monochloracetic acid and chloropropyl alcohols.
GB3192932A 1932-11-11 1932-11-11 Improvements in or relating to the treatment of oils Expired GB413307A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3192932A GB413307A (en) 1932-11-11 1932-11-11 Improvements in or relating to the treatment of oils

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3192932A GB413307A (en) 1932-11-11 1932-11-11 Improvements in or relating to the treatment of oils

Publications (1)

Publication Number Publication Date
GB413307A true GB413307A (en) 1934-07-11

Family

ID=10330493

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3192932A Expired GB413307A (en) 1932-11-11 1932-11-11 Improvements in or relating to the treatment of oils

Country Status (1)

Country Link
GB (1) GB413307A (en)

Cited By (15)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2441827A (en) * 1943-10-27 1948-05-18 Union Oil Co Extraction process
US2484305A (en) * 1946-08-16 1949-10-11 Phillips Petroleum Co Process for the separation of unsaturated aliphatic hydrocarbons from more saturatedaliphatic hydrocarbons
US2511478A (en) * 1947-08-27 1950-06-13 Socony Vacuum Oil Co Inc Deasphal ting and dewaxing hydrocarbon mixtures
US2541339A (en) * 1947-09-16 1951-02-13 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2541340A (en) * 1947-09-16 1951-02-13 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2582883A (en) * 1947-08-27 1952-01-15 Socony Vacuum Oil Co Inc Modified double solvent treatment
US2587643A (en) * 1947-08-27 1952-03-04 Socony Vacuum Oil Co Inc Deasphalting mixtures of hydrocarbons
US2604435A (en) * 1947-09-16 1952-07-22 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2688645A (en) * 1952-09-10 1954-09-07 Socony Vacuum Oil Co Inc Solvent extraction
US2744051A (en) * 1951-08-25 1956-05-01 Universal Oil Prod Co Treatment of fuel oil with an alkyl pyrrole
US2747000A (en) * 1953-05-25 1956-05-22 Phillips Petroleum Co Selective solvent for naphthene hydrocarbon
US2910518A (en) * 1957-06-25 1959-10-27 Union Carbide Corp Separation of aromatic hydrocarbons from aliphatic hydrocarbons using ketodioxane
WO2001017640A1 (en) * 1999-09-06 2001-03-15 Ineos Fluor Holdings Limited Apparatus and method for reducing residual solvent levels
WO2002074886A1 (en) * 2001-03-20 2002-09-26 Naturol Limited Refining of crude extracts and mixtures
CN102976906A (en) * 2012-10-26 2013-03-20 厦门大学 Method for separating phenols from bio-oil

Cited By (18)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2441827A (en) * 1943-10-27 1948-05-18 Union Oil Co Extraction process
US2484305A (en) * 1946-08-16 1949-10-11 Phillips Petroleum Co Process for the separation of unsaturated aliphatic hydrocarbons from more saturatedaliphatic hydrocarbons
US2511478A (en) * 1947-08-27 1950-06-13 Socony Vacuum Oil Co Inc Deasphal ting and dewaxing hydrocarbon mixtures
US2582883A (en) * 1947-08-27 1952-01-15 Socony Vacuum Oil Co Inc Modified double solvent treatment
US2587643A (en) * 1947-08-27 1952-03-04 Socony Vacuum Oil Co Inc Deasphalting mixtures of hydrocarbons
US2541339A (en) * 1947-09-16 1951-02-13 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2541340A (en) * 1947-09-16 1951-02-13 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2604435A (en) * 1947-09-16 1952-07-22 Atlantic Refining Co Solvent fractionation of waxcontaining mixtures
US2744051A (en) * 1951-08-25 1956-05-01 Universal Oil Prod Co Treatment of fuel oil with an alkyl pyrrole
US2688645A (en) * 1952-09-10 1954-09-07 Socony Vacuum Oil Co Inc Solvent extraction
US2747000A (en) * 1953-05-25 1956-05-22 Phillips Petroleum Co Selective solvent for naphthene hydrocarbon
US2910518A (en) * 1957-06-25 1959-10-27 Union Carbide Corp Separation of aromatic hydrocarbons from aliphatic hydrocarbons using ketodioxane
WO2001017640A1 (en) * 1999-09-06 2001-03-15 Ineos Fluor Holdings Limited Apparatus and method for reducing residual solvent levels
US6521022B1 (en) 1999-09-06 2003-02-18 Ineos Fluor Holdings Limited Apparatus and method for reducing residual solvent levels
AU768604B2 (en) * 1999-09-06 2003-12-18 Ineos Fluor Holdings Limited Apparatus and method for reducing residual solvent levels
US6918950B2 (en) 1999-09-06 2005-07-19 Ineos Fluor Holdings Limited Apparatus and method for reducing residual solvent levels
WO2002074886A1 (en) * 2001-03-20 2002-09-26 Naturol Limited Refining of crude extracts and mixtures
CN102976906A (en) * 2012-10-26 2013-03-20 厦门大学 Method for separating phenols from bio-oil

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