GB811500A - Method for manufacturing methyl-ethyl-ketone - Google Patents

Method for manufacturing methyl-ethyl-ketone

Info

Publication number
GB811500A
GB811500A GB19431/55A GB1943155A GB811500A GB 811500 A GB811500 A GB 811500A GB 19431/55 A GB19431/55 A GB 19431/55A GB 1943155 A GB1943155 A GB 1943155A GB 811500 A GB811500 A GB 811500A
Authority
GB
United Kingdom
Prior art keywords
column
butanol
products
methyl ethyl
gases
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
GB19431/55A
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.)
DERIVES de l ACETYLENE SOC IND
Original Assignee
DERIVES de l ACETYLENE SOC IND
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 DERIVES de l ACETYLENE SOC IND filed Critical DERIVES de l ACETYLENE SOC IND
Publication of GB811500A publication Critical patent/GB811500A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/78Separation; Purification; Stabilisation; Use of additives
    • C07C45/81Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation
    • C07C45/82Separation; Purification; Stabilisation; Use of additives by change in the physical state, e.g. crystallisation by distillation

Landscapes

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

Abstract

<PICT:0811500/III/1> Hydrogen, together with methyl ethyl ketone, is prepared by the catalytic dehydrogenation of vaporous sec. butanol by a process comprising passing the butanol into a catalysing furnace 1 (Fig. 1), suitably in the presence of a zinc-oxide catalyst at 300-500 DEG C., fractionating directly and continuously the resulting vaporous mixture of organic products and inert non-condensable gases (mainly hydrogen and hereinafter so termed) by distillation in a column 2 under reflux and separating out, on the one hand, a vaporous mixture comprising hydrogen and substantially all of the methyl ethyl ketone, and, on the other hand, a liquid mixture comprising unchanged butanol and heavy organic by-products, returning part of this liquid mixture to the furnace 1 for retreatment, distilling the remainder of the liquid mixture in a subsidiary distillation column 6 and returning the butanol thus obtained to main distillation column 2 and recovering from column 6 as bottoms the heavy by-products, condensing the vaporous mixture from column 2 in a condenser 3 to recover the methyl ethyl ketone and further purifying at least part of the so-separated hydrogen to remove residual traces of ketone and alcohol by passing the gases to be treated first through a washing tower 4 in counter-current flow to a stream of sec.-butanol serving as primary feed to the catalysing furnace, and then through a second washing tower 5 in counter-current flow to a stream of heavy organic by-products supplied from distillation column 6, the wash-liquor thereafter being recycled to this column; the gases may then be given a final wash with water to remove any traces of the heavy by-products. The hydrogen so obtained is suitable for use in hydrogenations. The hydrogen not so purified is recycled to column 2 to facilitate fractionation.ALSO:<PICT:0811500/IV (b)/1> Methyl ethyl ketone is prepared from secondary butanol by catalytic dehydrogenetion in the vapour phase by a process comprising passing the butanol into a catalysing furnace, fractionating directly and continuously the resulting varporous mixture of organic products and inert non-condensable gases by distillation in a column under reflux and separating out, on the one hand, a vaporous mixture comprising substantially all of the methyl ethyl ketone and non-condensable inert gases and, on the other hand, a liquid mixture comprising heavy organic by-products and unconverted butanol; distilling part of this liquid mixture in a subsidiary distillation column and returning the butanol thus obtained to the first distillation column; returning the remainder of the liquid mixture comprising by-products and unconverted butanol to the catalysing furnace for retreatment and fractionally condensing the separated mixture of methyl ethyl ketone and non-condensable inert gases so as to separate out therefrom substantially the methyl ethyl ketone. In one preferred method, the butanol in vapour form is dehydrogenated in a catalysing furnace 1 (Fig. 1) suitably maintained at 300-500 DEG C. and containing, for example, a zinc-oxide based catalyst, the vaporous products are fed directly into a distillation column 2 having a bottom temperature of 95-100 DEG C. A vaporous mixture comprising methyl ethyl ketone and inert non-condensable gases is removed overhead and condensed in a condenser 3 wherein the methyl ethyl ketone is separated out and removed for, if desired, further purification. A portion of the separated gases may be recycled to column 2. The bottoms in column 2 comprises unchanged butanol, heavy by-products and some ketone. Part of the bottoms is recycled to the furnace 1 and the remainder is fed to a distillation column 6 wherein the butanol and residual ketone are stripped off and returned to column 2, leaving a concentrate of heavy by-products at the bottom of column 6. The inert gases separated in condenser 3 are fed to a washing tower 4 supplied with primary feed of secondary butanol which is subsequently passed to the catalysing furnace. The washed gases are then fed into a second tower 5 where they are washed with part of the stripped heavy products from distillation column 6, the used wash liquor then being recycled to this column. The remainder of the bottoms from column 6 are withdrawn from the system. The gases from tower 5 comprising mainly hydrogen may be given a further washing using water. The washing operations are preferably effected under an elevated pressure. Figs. 2 and 3 (not shown) illustrate more detailed apparatus utilizable in the process, the latter figure illustrating suitable apparatus for further purification of the recovered ketone wherein the ketone is fed into a fractionating column from which pure methyl ethyl ketone is removed as bottoms and a light fraction comprising ketone and some water is removed overhead. The light fraction is condensed and then passed into a column of salt from which a mixture of salt solution and light products is withdrawn. The organic phase is separated, vaporized and recycled to the fractionating column.
GB19431/55A 1954-08-05 1955-07-05 Method for manufacturing methyl-ethyl-ketone Expired GB811500A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
FR811500X 1954-08-05

Publications (1)

Publication Number Publication Date
GB811500A true GB811500A (en) 1959-04-08

Family

ID=9261082

Family Applications (1)

Application Number Title Priority Date Filing Date
GB19431/55A Expired GB811500A (en) 1954-08-05 1955-07-05 Method for manufacturing methyl-ethyl-ketone

Country Status (1)

Country Link
GB (1) GB811500A (en)

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