GB682154A - Improvements in or relating to a process for recovering the products of catalytic hydrogenation of oxides of carbon - Google Patents

Improvements in or relating to a process for recovering the products of catalytic hydrogenation of oxides of carbon

Info

Publication number
GB682154A
GB682154A GB4135/48A GB413548A GB682154A GB 682154 A GB682154 A GB 682154A GB 4135/48 A GB4135/48 A GB 4135/48A GB 413548 A GB413548 A GB 413548A GB 682154 A GB682154 A GB 682154A
Authority
GB
United Kingdom
Prior art keywords
water
liquid phase
alcohols
product liquid
aqueous
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
GB4135/48A
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.)
MW Kellogg Co
Original Assignee
MW Kellogg 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 MW Kellogg Co filed Critical MW Kellogg Co
Publication of GB682154A publication Critical patent/GB682154A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C9/00Aliphatic saturated hydrocarbons
    • C07C9/14Aliphatic saturated hydrocarbons with five to fifteen carbon atoms
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C29/00Preparation of compounds having hydroxy or O-metal groups bound to a carbon atom not belonging to a six-membered aromatic ring
    • C07C29/74Separation; Purification; Use of additives, e.g. for stabilisation

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Extraction Or Liquid Replacement (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

The products of catalytic hydrogenation of oxides of carbon are recovered by cooling said products to effect substantial condensation of normally liquid components to form an oil product liquid phase and a water product liquid phase, subjecting the oil product liquid phase to extraction treatment with an aqueous solution of a non-acid solvent for oxygenated organic compounds to obtain a raffinate containing hydrocarbons and an extract containing oxygenated compounds, solvent and water, subjecting said extract to distillation to obtain a fraction containing said oxygenated compounds and water and a fraction containing said solvent, and separating said oxygenated compounds from said water. The preferred extracting solvent is an alcohol especially methanol and the solvent containing fraction is preferably recycled to the first mentioned extraction step. The gas phase which separates on cooling the initial reaction product may be scrubbed with water or an aqueous solution containing oxygenated organic compounds and the water used may then be employed to scrub the oil product liquid phase. The resulting aqueous solution containing dissolved oxygenated compounds may then be combined with the water product liquid phase resulting from the extraction of the oil phase. The scrubbed oil comprises a mixture of organic acids, alcohols, esters, aldehydes, ketones and hydrocarbons and is then subjected to the extraction treatment with the aqueous solution of a solvent for oxygenated compounds, e.g. aqueous methanol. The resulting extract may contain some hydrocarbons in solution as well as the oxygenated compounds and before subjecting it to distillation it is therefore preferable to remove these hydrocarbons by treating the extract with a hydrocarbon wash oil which is readily separable from the oxygenated compounds by distillation. Suitable wash oils are n-pentane or other hydrocarbon having not more than eight carbon atoms per molecule, e.g. butane, hexane, heptane or octane or a mixture thereof. Olefins such as isobutylene, butylene, pentene and hexene may also be used. The wash oil is preferably added to the vessel in which the extraction treatment with the aqueous solvent is carried out so as to effect a single extraction step. Besides aqueous methanol the extraction may be effected with an aqueous solution of other solvents, e.g. ethanol, propanol, glycols, ketones such as acetone or methyl ethyl ketone; aldehydes, e.g. acetaldehyde, esters, e.g. ethyl acetate or methyl acetate; or mixtures of the said solvents. The fraction containing oxygenated compounds obtained on distillation of the extract is treated with alkali to convert the organic acids present to their salts which are then separated. The salts may then be acidified with an inorganic acid which has a boiling point higher than that of water, e.g. sulphuric acid, or which forms a maximum boiling azeotrope with water, e.g. hydrochloric acid, to convert them to the organic acids. The latter may then p be combined with the aqueous light organic acids obtained on distillation of the water product liquid phase. The fraction containing oxygenated compounds and water obtained on distillation of the extract separates into two phases on standing and the lower water layer which contains alcohols may be combined with the water product liquid phase. The water product liquid phase may be fractionated into a relatively high boiling fraction comprising acids having at least two carbon atoms per molecule and a relatively low boiling fraction comprising alcohols having not more than six carbon atoms per molecule and these alcohols may be combined with the alcohols obtained from the extraction of the oil product liquid phase and the mixture subjected to extraction treatment, e.g. with a low boiling hydrocarbon such as n-pentane, to extract any relatively high boiling contaminating hydrocarbons. The relatively low boiling fraction containing alcohols obtained on fractionation of the water product liquid phase may be treated with alkali to convert the organic acids present to their salts and to polymerize aldehydes and the product of the alkali treatment separated into an aqueous lower phase containing said salts and a non-aqueous upper phase containing aldehyde polymers. The process is described in detail with reference to conventional apparatus and methanol, acetaldehyde, propionaldehyde, acetone, methyl ethyl ketone, aqueous ethanol, anhydrous propanol, C4 and higher alcohols, anhydrous acetic acid and other water-free light and heavy organic acids are recovered at various stages of the process the alcohols being previously purified by catalytic hydrogenation to to convert any aldehydes and ketones present to the alcohols.
GB4135/48A 1947-02-27 1948-02-12 Improvements in or relating to a process for recovering the products of catalytic hydrogenation of oxides of carbon Expired GB682154A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US682154XA 1947-02-27 1947-02-27

Publications (1)

Publication Number Publication Date
GB682154A true GB682154A (en) 1952-11-05

Family

ID=22081148

Family Applications (1)

Application Number Title Priority Date Filing Date
GB4135/48A Expired GB682154A (en) 1947-02-27 1948-02-12 Improvements in or relating to a process for recovering the products of catalytic hydrogenation of oxides of carbon

Country Status (1)

Country Link
GB (1) GB682154A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112624903A (en) * 2020-12-17 2021-04-09 国家能源集团宁夏煤业有限责任公司 Method and device for refining ethanol from Fischer-Tropsch synthesis water phase product

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN112624903A (en) * 2020-12-17 2021-04-09 国家能源集团宁夏煤业有限责任公司 Method and device for refining ethanol from Fischer-Tropsch synthesis water phase product

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