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GB717725A - Improvements in or relating to the separation of mixtures of organic compounds - Google Patents

Improvements in or relating to the separation of mixtures of organic compounds

Info

Publication number
GB717725A
GB717725A GB18176/52A GB1817652A GB717725A GB 717725 A GB717725 A GB 717725A GB 18176/52 A GB18176/52 A GB 18176/52A GB 1817652 A GB1817652 A GB 1817652A GB 717725 A GB717725 A GB 717725A
Authority
GB
United Kingdom
Prior art keywords
class
line
solvent
water
column
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
GB18176/52A
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
Publication of GB717725A publication Critical patent/GB717725A/en
Expired legal-status Critical Current

Links

Classifications

    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D53/00Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols
    • B01D53/02Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography
    • B01D53/025Separation of gases or vapours; Recovering vapours of volatile solvents from gases; Chemical or biological purification of waste gases, e.g. engine exhaust gases, smoke, fumes, flue gases, aerosols by adsorption, e.g. preparative gas chromatography with wetted adsorbents; Chromatography
    • BPERFORMING OPERATIONS; TRANSPORTING
    • B01PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01DSEPARATION
    • B01D11/00Solvent extraction
    • B01D11/04Solvent extraction of solutions which are liquid
    • 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
    • C10G21/02Refining of hydrocarbon oils, in the absence of hydrogen, by extraction with selective solvents with two or more solvents, which are introduced or withdrawn separately

Landscapes

  • Chemical & Material Sciences (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Analytical Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • General Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

<PICT:0717725/IV (b)/1> In separating a mixture of organic compounds with a selective solvent having greater solubility for one class of compound (Class A) than for another (Class B) contained therein, and wherein the mixture is introduced into an extraction zone at an intermediate point and contacted in counter-current with the solvent, a raffinate containing substantially Class B component is removed at the end at which the solvent is introduced, an extract comprising Class A component in the solvent is removed at the other end and Class A component recovered by fractional distillation, the extract is substantially freed, prior to removal, from residual Class B component by introducing a Class B compound which is more volatile than the Class B component of the mixture into the extraction zone at a point closer to the point of removal of the extract than to the point of introduction of the mixture and displacing said residual Class B component into the raffinate phase, the extract so freed is introduced to the top of a fractional distillation zone, substantially all the volatile Class B compound is vaporized, removed from the top of said zone and returned to the extraction zone at a point near the point of removal of the extract therefrom, Class A component substantially free from both Class B type compounds and from solvent is removed as a side stream, and the distillation residue comprising the solvent is removed at the bottom and returned to the extraction zone. The selective solvent may be a mixture of primary and secondary solvents, the secondary solvent distilling at least partly with the volatile Class B or with the Class A solvent. In separating aromatics from hydrocarbon mixtures, diethylene glycol containing 5-15 per cent of water is preferred. Phenol, thiophene, mercaptans, and sulphides may be separated from hydrocarbons; compounds containing monocarboxylic, nitro, amino, sulpho or hydroxyl groups from symmetrical disubstituted compounds; mono-olefins from paraffins, aromatics from olefins, and polynuclear aromatics from mono-nuclear. Fractions of petroleum distillates, especially a C6 fraction containing benzene, hexanes and heptanes or a toluene-heptane-octane mixture may be treated. Selective solvents include alcohols, glycols and their ethers and esters, phenols, and organic acid esters. Preferred polyoxyalkylene glycols have the formula HO(CnH2nO)xH where n is from 2 to 5, and x from 2 to 15. Secondary solvents include water, furan, furfural, furfuryl alcohol, cyanides, perfluoro and mixed perhalo-hydrocarbons, acids and alcohols. A benzene-containing petroleum fraction boiling from about 40-80 DEG C. is fractionated in column 1 and a bottoms fraction containing benzene fed, after heating to 100-150 DEG C. and compressing to 5-25 atmospheres, to extraction column 10 through line 9 in counter-current to diethylene glycol and water introduced by lines 11, 12 respectively. Raffinate, washed free of primary solvent by the water, leaves at 15. The extract meets a more volatile paraffinic fraction, e.g. the side cut from column 1, fed by line 18, and the less volatile paraffins are displaced thereby prior to the extract leaving by line 19. It is transferred to stripper 21 operating at a lower pressure where the volatile paraffins are removed by line 22, cooled and fractionated to separate water by line 29, and paraffins by line 28, these being recycled to column 10 with the side cut from column 1. A side cut from line 33 of stripper 21 is fed to fractionator 34 giving pure benzene overhead at line 36 and water at line 37. The water from lines 29, 37 may be fed by line 46 to a reboiling section of column 21 whereby residual benzene is released. Alternatively, volatile paraffins from line 28 may be used similarly. The residue comprising primary solvent from stripper 21 is recycled to column 10 by line 51. The necessary water fed by line 12 to column 10 is recycled by line 30. Examples describe the use of the above apparatus to recover benzene or toluene from a hydroformed gasoline fraction using diethylene glycol containing about 15 per cent of water, and to remove sulphur-containing compounds, viz. mercaptans, thiols and sulphides, from a gasoline fraction containing paraffins, naphthenes, olefins and aromatics, the water content of the glycol solution being 30 per cent.ALSO:In separating a mixture of organic compounds with a selective solvent having greater solubility for one class of compound (Class A) than for another (Class B) contained therein the mixture is introduced into an extraction zone at an intermediate point and contacted in counter-current with the solvent, a raffinate containing substantially Class B component is removed at the end at which the solvent is introduced, an extract comprising Class A component in the solvent is removed at the other end and Class A component recovered by fractional distillation, the extract is substantially freed, prior to removal, from residual Class B component by introducing a Class B compound which is more volatile than the Class B component of the mixture into the extraction zone at a point closer to the point of removal of the extract than to the point of introduction of the mixture and displacing said residual Class B component into the raffinate phase, the extract so freed is introduced to the top of a fractional distillation zone, substantially all the volatile Class B compound is vaporized, removed from the top of said zone and returned to the extraction zone at a point near the point of removal of the extract therefrom, Class A component <PICT:0717725/III/1> substantially free from both Class B type compounds and from solvent is removed as a side stream, and the distillation residue comprising the solvent is removed at the bottom and returned to the extraction zone. The selective solvent may be a mixture of primary and secondary solvents, the secondary solvent distilling at least partly with the volatile Class B or with the Class A solvent. In separating aromatics from hydrocarbon mixtures, diethylene glycol containing 5-15 per cent. of water is preferred. Phenol, thiophene, mercaptans and sulphides may be separated from hydrocarbons; mono-olefins from paraffins; aromatics from olefins; and poly-nuclear aromatics from mono-nuclear. Fractions of petroleum distillates, especially a C6 fraction containing benzene, hexanes and heptanes or a tolueneheptane-octane mixture may be treated. Selective solvents include alcohols, glycols and their ethers and esters, phenols and organic acid esters. Preferred polyoxyalkalene glycols have the formula HO(Cn H2n O)x H where n is from 2 to 5, and x from 2 to 15. Secondary solvents include water, furan, furfural, furfuryl alcohol, cyanides, perfluoro and mixed perhalo-hydrocarbons, acids and alcohols. A benzene-containing petroleum fraction boiling from about 40-80 DEG C. is fractionated in column 1 and a bottoms fraction containing benzene fed, after heating to 100-150 DEG C. and compressing to 5-25 atm., to extraction column 10 through line 9 in counter-current to diethylene glycol and water introduced by lines 11, 12 respectively. Raffinate, washed free of primary solvent by the water, leaves at 15. The extract meets a more volatile paraffinic fraction, e.g. the side cut from column 1, fed by line 18, and the less volatile paraffins are displaced thereby prior to the extract leaving by line 19. It is transferred to stripper 21 operating at a lower pressure where the volatile paraffins are removed by line 22, cooled and fractioned to separate water by line 29 and paraffins by line 28, these being recycled to column 10 with the side cut from column 1. A side cut from line 33 of stripper 21 is fed to fractionator 35 giving pure benzene overhead at line 36 and water at line 37. The water from lines 29, 37 may be fed by line 46 to a reboiling section of column 21 whereby residual benzene is released. Alternatively, volatile paraffins from line 28 may be used similarly. The residue comprising primary solvent from stripper 21 is recycled to column 10 by line 51. The necessary water fed by line 12 to column 10 is recycled by line 30. Examples describe the use of the above apparatus to recover benzene or toluene from a hydroformed gasoline fraction using diethylene glycol containing about 15 per cent. of water, and to remove sulphur-containing compounds, viz. mercaptans thiols and sulphides, from a gasoline fraction containing paraffins, naphthenes, olefins and aromatics, the water content of the glycol solution being 30 per cent.
GB18176/52A 1951-07-25 1952-07-18 Improvements in or relating to the separation of mixtures of organic compounds Expired GB717725A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US717725XA 1951-07-25 1951-07-25

Publications (1)

Publication Number Publication Date
GB717725A true GB717725A (en) 1954-11-03

Family

ID=22103484

Family Applications (1)

Application Number Title Priority Date Filing Date
GB18176/52A Expired GB717725A (en) 1951-07-25 1952-07-18 Improvements in or relating to the separation of mixtures of organic compounds

Country Status (1)

Country Link
GB (1) GB717725A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1095433B (en) * 1958-05-17 1960-12-22 Universal Oil Prod Co Solvent extraction process
DE1165004B (en) * 1959-01-28 1964-03-12 Shell Res Ltd Process for the stabilization of water-containing, lower glycols to be used as extraction agents for the extraction of organic compounds from their solutions at elevated temperature.
DE1166959B (en) * 1960-06-17 1964-04-02 Universal Oil Prod Co Solvent extraction process
DE1418688B1 (en) * 1960-02-20 1970-01-29 Cosden Oil & Chem Co Process for separating ethylbenzene with a degree of purity of at least 99% from mixtures of non-aromatics, benzene, toluene and C8 aromatics with at least 10 percent by weight of ethylbenzene
WO2002031085A2 (en) * 2000-10-09 2002-04-18 Sasol Technology (Pty) Ltd. Separation of oxygenates from a hydrocarbon stream
CN111960973A (en) * 2020-09-01 2020-11-20 江苏康祥实业集团有限公司 Process for extracting diphenyl sulfone from benzene sulfonyl chloride tailings
CN115089998A (en) * 2022-06-01 2022-09-23 呈和科技股份有限公司 Organic matter static extraction device

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE1095433B (en) * 1958-05-17 1960-12-22 Universal Oil Prod Co Solvent extraction process
DE1165004B (en) * 1959-01-28 1964-03-12 Shell Res Ltd Process for the stabilization of water-containing, lower glycols to be used as extraction agents for the extraction of organic compounds from their solutions at elevated temperature.
DE1418688B1 (en) * 1960-02-20 1970-01-29 Cosden Oil & Chem Co Process for separating ethylbenzene with a degree of purity of at least 99% from mixtures of non-aromatics, benzene, toluene and C8 aromatics with at least 10 percent by weight of ethylbenzene
DE1166959B (en) * 1960-06-17 1964-04-02 Universal Oil Prod Co Solvent extraction process
WO2002031085A2 (en) * 2000-10-09 2002-04-18 Sasol Technology (Pty) Ltd. Separation of oxygenates from a hydrocarbon stream
WO2002031085A3 (en) * 2000-10-09 2002-11-07 Sasol Tech Pty Ltd Separation of oxygenates from a hydrocarbon stream
US6887370B2 (en) * 2000-10-09 2005-05-03 Sasol Technology (Pty) Limited Separation of oxygenates from a hydrocarbon stream
CN111960973A (en) * 2020-09-01 2020-11-20 江苏康祥实业集团有限公司 Process for extracting diphenyl sulfone from benzene sulfonyl chloride tailings
CN115089998A (en) * 2022-06-01 2022-09-23 呈和科技股份有限公司 Organic matter static extraction device
CN115089998B (en) * 2022-06-01 2023-12-26 呈和科技股份有限公司 Static extraction device for organic matters

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