GB1004679A - Recovery of hydrogen chloride and unreacted propylene from propylene chlorination reaction product mixture - Google Patents

Recovery of hydrogen chloride and unreacted propylene from propylene chlorination reaction product mixture

Info

Publication number
GB1004679A
GB1004679A GB2123762A GB2123762A GB1004679A GB 1004679 A GB1004679 A GB 1004679A GB 2123762 A GB2123762 A GB 2123762A GB 2123762 A GB2123762 A GB 2123762A GB 1004679 A GB1004679 A GB 1004679A
Authority
GB
United Kingdom
Prior art keywords
propylene
hcl
mol
via line
mixture
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
GB2123762A
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.)
Halcon International Inc
Original Assignee
Halcon International Inc
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 Halcon International Inc filed Critical Halcon International Inc
Publication of GB1004679A publication Critical patent/GB1004679A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/38Separation; Purification; Stabilisation; Use of additives
    • CCHEMISTRY; METALLURGY
    • C01INORGANIC CHEMISTRY
    • C01BNON-METALLIC ELEMENTS; COMPOUNDS THEREOF; METALLOIDS OR COMPOUNDS THEREOF NOT COVERED BY SUBCLASS C01C
    • C01B7/00Halogens; Halogen acids
    • C01B7/01Chlorine; Hydrogen chloride
    • C01B7/07Purification ; Separation
    • C01B7/0706Purification ; Separation of hydrogen chloride
    • C01B7/0731Purification ; Separation of hydrogen chloride by extraction
    • C01B7/0737Purification ; Separation of hydrogen chloride by extraction hydrogen chloride being extracted
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C17/00Preparation of halogenated hydrocarbons
    • C07C17/093Preparation of halogenated hydrocarbons by replacement by halogens
    • C07C17/10Preparation of halogenated hydrocarbons by replacement by halogens of hydrogen atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00Purification; Separation; Use of additives
    • C07C7/005Processes comprising at least two steps in series
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C7/00Purification; Separation; Use of additives
    • C07C7/11Purification; Separation; Use of additives by absorption, i.e. purification or separation of gaseous hydrocarbons with the aid of liquids

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Analytical Chemistry (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Water Supply & Treatment (AREA)
  • Inorganic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

<PICT:1004679/C4-C5/1> Propylene is recovered from the reaction mixture from the thermal chlorination of propylene by (A) separating the organic chlorides from the mixture, and (B) bringing the resulting mixture of HCl and propylene into contact with azeotropic aqueous HCl solution to absorb the HCl, with consequent separation of some of the propylene; (C) stripping residual propylene from the resulting aqueous solution and recycling to step (B); (D) separating anhydrous HCl from the rich aqueous solution leaving an azeotropic aqueous HCl solution which is fed back to step (B). In the Figure, the reaction product mixture, having the proportions 1 mol. allyl choloride, 1 to 6.7 mol. propylene, and 0.5 to 1.7 mol. HCl, passes from reactor 12 through cooler 14 via line 15 to fractionating column 16, whence crude allyl chloride leaves at 18. Propylene reflux, which may be added in the proportion of 100 to 400 mol. per 90 mol. allyl chloride, enters via line 17, and a mixture of propylene and HCl is passed via line 19 to absorber 20, which may operate adiabatically, where it meets water from line 21 and azeotropic aqueous HCl solution from line 29. Wet propylene vapour leaves at 22. Rich aqueous HCl solution containing some propylene passes via line 23 t propylene stripper 24 which is heated, and the stripped propylene vapour is returned via 25 to absorber 20. The rich HCl solution passes via 26 to HCl stripper 27. Anhydrous HCl leaves at 28, and the residual azeotropic HCl solution is recycled via line 29 to absorber 20. The wet propylene from 22 is caustic scrubbed, compressed and condensed, and is recycled via 11 to reactor 12 or introduced as reflux into column 16.ALSO:<FORM:1004679/C2/1> Alkyl chloride formed by the thermal chlorination of propylene is separated from HCl and propylene in the reaction product mixture. In the figure, the reaction product mixture having the proportions 1 mol. allyl chloride, 1 to 6-7 mol. propylene, and 0.5 to 1.7 mol. HCl, passes from reactor 12 through cooler 14 via line 15 to fractionating column 16, whence crude allyl chloride leaves at 18. Propylene reflux, which may be added in the proportion of 100 to 400 mol. per 90 mol. allyl chloride, enters via line 17. A mixture of propylene and HCl passes via line 19 to apparatus for recovery of the HCl and the propylene; recovered propylene may be recycled via 11 to reactor 12 or introduced as reflux into column 16.ALSO:<PICT:1004679/C1/1> Hydrogen chloride and propylene are recovered from the reaction mixture from the thermal chlorination of propylene by (A) separating the organic chlorides from the mixture, and (B) bringing the resulting mixture of HCl and propylene into contact with azeotropic aqueous HCl solution to absorb the HCl, with consequent separation of some of the propylene; (C) stripping residual propylene from the resulting aqueous solution and recycling to step (B); (D) separating anhydrous HCl from the rich aqueous solution leaving an azeotropic aqueous HCl solution which is fed back to step (B). In the Figure, the reaction product mixture, having the proportions 1 mol. allyl chloride, 1 to 6.7 mol. propylene, and 0.5 to 1.7 mol. allyl chloride, 1 to 6.7 mol. propylene, and 0.5 to 1.7 mol. HCl, passes from reactor 12 through cooler 14 via line 15 to fractionating column 16, whence crude allyl chloride leaves at 18. Propylene reflux, which may be added in the proportion of 100 to 400 mol. per 90 mol. allyl chloride, enters via line 17, and a mixture of propylene and HCl is passed via line 19 to absorber 20, which may operate adiabatically, where it meets water from line 21 and azeotropic aqueous HCl solution from line 29. Wet propylene vapour leaves at 22. Rich aqueous HCl solution containing some propylene passes via line 23 to propylene stripper 24 which is heated, and the stripped propylene vapour is returned via 25 to absorber 20. The rich HCl solution passes via 26 to HCl stripper 27. Anhydrous HCl leaves at 28, and the residual azeotropic HCl solution is recycled via line 29 to absorber 20. The wet propylene from 22 is caustic scrubbed, compressed and condensed, and is recycled via 11 to reactor 12 or introduced as refluxed into column 16.
GB2123762A 1961-06-02 1962-06-01 Recovery of hydrogen chloride and unreacted propylene from propylene chlorination reaction product mixture Expired GB1004679A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US11441661A 1961-06-02 1961-06-02

Publications (1)

Publication Number Publication Date
GB1004679A true GB1004679A (en) 1965-09-15

Family

ID=22355046

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2123762A Expired GB1004679A (en) 1961-06-02 1962-06-01 Recovery of hydrogen chloride and unreacted propylene from propylene chlorination reaction product mixture

Country Status (6)

Country Link
BE (1) BE618179A (en)
CH (1) CH413816A (en)
DE (1) DE1200286B (en)
GB (1) GB1004679A (en)
LU (1) LU41796A1 (en)
NL (1) NL279181A (en)

Cited By (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011105637A (en) * 2009-11-17 2011-06-02 Sumitomo Chemical Co Ltd Method for producing allyl chloride and dichlorohydrin
EP2368842A1 (en) * 2008-12-03 2011-09-28 Sumitomo Chemical Company, Limited Hydrochloric acid purifying method
EP2371763A1 (en) * 2008-12-03 2011-10-05 Sumitomo Chemical Company, Limited Hydrochloric acid purifying method
EP2949622A1 (en) * 2014-05-27 2015-12-02 Covestro Deutschland AG Method for processing hydrogen chloride from isocyanate production

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2368842A1 (en) * 2008-12-03 2011-09-28 Sumitomo Chemical Company, Limited Hydrochloric acid purifying method
EP2371763A1 (en) * 2008-12-03 2011-10-05 Sumitomo Chemical Company, Limited Hydrochloric acid purifying method
EP2371763A4 (en) * 2008-12-03 2012-08-01 Sumitomo Chemical Co Hydrochloric acid purifying method
EP2368842A4 (en) * 2008-12-03 2012-08-01 Sumitomo Chemical Co Hydrochloric acid purifying method
JP2011105637A (en) * 2009-11-17 2011-06-02 Sumitomo Chemical Co Ltd Method for producing allyl chloride and dichlorohydrin
EP2501665A1 (en) * 2009-11-17 2012-09-26 Sumitomo Chemical Company, Limited Methods for producing allyl chloride and dichlorohydrin
EP2501665A4 (en) * 2009-11-17 2013-04-24 Sumitomo Chemical Co Methods for producing allyl chloride and dichlorohydrin
EP2949622A1 (en) * 2014-05-27 2015-12-02 Covestro Deutschland AG Method for processing hydrogen chloride from isocyanate production

Also Published As

Publication number Publication date
LU41796A1 (en) 1963-11-29
NL279181A (en)
BE618179A (en) 1962-11-28
CH413816A (en) 1966-05-31
DE1200286B (en) 1965-09-09

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