GB802114A - Separation of nitriles - Google Patents

Separation of nitriles

Info

Publication number
GB802114A
GB802114A GB3605256A GB3605256A GB802114A GB 802114 A GB802114 A GB 802114A GB 3605256 A GB3605256 A GB 3605256A GB 3605256 A GB3605256 A GB 3605256A GB 802114 A GB802114 A GB 802114A
Authority
GB
United Kingdom
Prior art keywords
acetonitrile
propionitrile
acrylonitrile
per cent
water
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
GB3605256A
Inventor
Frank Maslan
Nat Clifton Robertson
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.)
Escambia Chemical Corp
Original Assignee
Escambia Chemical Corp
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 Escambia Chemical Corp filed Critical Escambia Chemical Corp
Priority to GB3605256A priority Critical patent/GB802114A/en
Publication of GB802114A publication Critical patent/GB802114A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/32Separation; Purification; Stabilisation; Use of additives
    • C07C253/34Separation; Purification

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The separation of acrylonitrile, acetonitrile and propionitrile from aqueous solution is effected by feeding the solution into an acetonitrile extractor, into which is introduced an aqueous solution substantially saturated with acrylonitrile and propionitrile, withdrawing a fraction comprising an aqueous acetonitrile solution containing less than about 15 per cent acrylonitrile and propionitrile, passing the solution into an extractive distillation column, introducing water as solvent at the top of the column, preferably in the presence of air or oxygen and in amount to maintain the water concentration in the liquid phase above about 70 mol. per cent (more preferably at about 80 mol. per cent), withdrawing an aqueous solution of substantially pure acetonitrile from the bottom of the column, removing a mixture of acrylonitrile, propionitrile and less than about 15 per cent water, preferably less than about 10 per cent water, overhead from the column and feeding the mixture to the acetonitrile extractor as solvent; removing from the acetonitrile extractor a second fraction comprising a mixture of acrylonitrile, propionitrile and less than about 15 per cent water, preferably less than about 5 per cent water, introducing the latter mixture into an azeotropic distillation column, removing overhead from the column the water azeotropes of acrylonitrile and propionitrile, separating the latter into an aqueous phase saturated with acrylonitrile and propionitrile and an organic phase, feeding the aqueous phase to the acetonitrile extractor as solvent, returning the organic phase to the azeotropic distillation column as reflux, withdrawing a substantially anhydrous mixture of acrylonitrile and propionitrile from the bottom of the column, and fractionally distilling the mixture. In a preferred embodiment the original solution is decanted to give an aqueous and an organic phase, the aqueous phase, comprising essentially acetonitrile and less than about 15 per cent, preferably less than about 10 per cent, acrylonitrile and propionitrile, being fed to the extractive distillation column, and the organic phase, comprising essentially acrylonitrile and propionitrile with minor amounts of acetonitrile and water, preferably less than about 5 per cent water, being fed into the acetonitrile extractor. As solvent in the extractive distillation column there may also be used, in the presence of air or oxygen, an aqueous solution of a salt which is non-corrosive and stable to decomposition and hydrolysis at the distillation temperature, preferred salts being sodium or potassium acetate or phosphate. Preferably the solvent is pre-heated to about 60 DEG C. or higher. The solvent extraction of the acetonitrile is preferably carried out at about 35 DEG F. The aqueous solution of substantially pure acetonitrile is preferably subjected with diethyl ether to distillation at a pressure above 100 p.s.i., more preferably with sufficient ether to azeotrope with the water present, at a pressure of 175-200 p.s.i.ALSO:The separation of acrylonitrile, acetonitrile and propionitrile from aqueous solution is effected by feeding the solution into an acetonitrile extractor, into which is introduced an aqueous solution substantially saturated with acrylonitrile and propionitrile, withdrawing a fraction comprising an aqueous acetonitrile solution containing less than about 15 per cent acrylonitrile and propionitrile, passing the solution into an extractive distillation column, introducing water as solvent at the top of the column, preferably in the presence of air or oxygen and in amount to maintain the water concentration in the liquid phase above about 70 mol. per cent (more preferably at about 80 mol. per cent), withdrawing an aqueous solution of substantially pure acetonitrile from the bottom of the column, removing a mixture of acrylonitrile, propionitrile and less than about 15 per cent water, preferably less than about 10 per cent, water, overhead from the column and feeding the mixture to the acetonitrile extractor as solvent; removing from the acetonitrile extractor a second fraction comprising a mixture of acrylonitrile, propionitrile and less than about 15 per cent water, preferably less than about 5 per cent water, introducing the latter mixture into an azeotropic distillation column, removing overhead from the column the water azeotropes of acrylonitrile and propionitrile, separating the latter into an aqueous phase saturated with acrylonitrile and propionitrile and an organic phase, feeding the aqueous phase to the acetonitrile extractor as solvent, returning the organic phase to the azeotropic distillation column as reflux, withdrawing a substantially anhydrous mixture of acrylonitrile and propionitrile from the bottom of the column, and fractionally distilling the mixture. In a preferred embodiment the original solution is decanted to give an aqueous and an organic phase, the aqueous phase, comprising essentially acetonitrile and less than about 15 per cent, preferably less than about 10 per cent, acrylonitrile and propionitrile, being fed to the extractive distillation column, and the organic phase, comprising essentially acrylonitrile and propionitrile with minor amounts of acetonitrile and water, preferably less than about 5 per cent water, being fed into the acetonitrile extractor. As solvent in the extractive distillation column there may also be used, in the presence of air or oxygen, an aqueous solution of a salt which is non-corrosive and stable to decomposition and hydrolysis at the distillation temperature, preferred salts being sodium or potassium acetate or phosphate. Preferably the solvent is preheated to about 60 DEG C. or higher. The solvent extraction of the acetonitrile is preferably carried out at about 35 DEG F. The aqueous solution of substantially pure acetonitrile is preferably subjected with diethyl ether to distillation at a pressure above 100 p.s.i., more preferably with sufficient ether to azeotrope with the water present, at a pressure of 175-200 p.s.i.
GB3605256A 1956-11-26 1956-11-26 Separation of nitriles Expired GB802114A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3605256A GB802114A (en) 1956-11-26 1956-11-26 Separation of nitriles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3605256A GB802114A (en) 1956-11-26 1956-11-26 Separation of nitriles

Publications (1)

Publication Number Publication Date
GB802114A true GB802114A (en) 1958-10-01

Family

ID=10384412

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3605256A Expired GB802114A (en) 1956-11-26 1956-11-26 Separation of nitriles

Country Status (1)

Country Link
GB (1) GB802114A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3133957A (en) * 1960-04-07 1964-05-19 Distillers Co Yeast Ltd Purification of acrylonitrile

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3133957A (en) * 1960-04-07 1964-05-19 Distillers Co Yeast Ltd Purification of acrylonitrile

Similar Documents

Publication Publication Date Title
KR880000891B1 (en) Process recovery acetonitrile
US2807573A (en) Purification of acrylonitrile by extractive distillation
GB1058379A (en) Improvements in or relating to the purification of acrylonitrile and acetonitrile
ES430362A1 (en) Preparation of pure bromine from aqueous hydrobromic acid solutions
GB980444A (en) Process for the continuous recovery of acrylonitrile and acetonitrile
GB802114A (en) Separation of nitriles
GB786547A (en) Stabilizing levulinic acid during heating
GB647927A (en) Extractive distillation with salt solutions
GB915873A (en) Solvent recovery by distillation
US3012948A (en) Dehydration of methylhydrazine
US3219550A (en) Dehydration of methylhydrazine
GB719911A (en) Purifying acrylonitrile by extractive distillation
GB902073A (en) Separation and purification of triethylene diamine
GB877622A (en) Isopropanol purification process
GB822535A (en) Improvements in or relating to a process for separately recovering an aldehyde or ketone and an aqueous solution of the corresponding alcohol from an aqueous mixture containing the aldehyde or ketone and the alcohol
GB590439A (en) Improvements in and relating to the concentration and purification of hydrogen peroxide by distillation
US2910503A (en) Alkyl 3-alkoxypropionates
GB788931A (en) Improvements in or relating to the separation of organic mixtures
GB840831A (en) Purification of acrylonitrile
GB965351A (en) Purification of unsaturated nitriles
GB1004679A (en) Recovery of hydrogen chloride and unreacted propylene from propylene chlorination reaction product mixture
GB811400A (en) Separation of vinyl ethers by distillation
GB1028225A (en) Separation of isobutyl alcohol and isobutyronitrile from mixtures thereof by azeotropic distillation
GB669071A (en) Purification of vinyl ethers
GB687855A (en) Improvements in or relating to a process of purifying aliphatic acids by distillation