GB716423A - Improvements in or relating to the purification of alcohols - Google Patents

Improvements in or relating to the purification of alcohols

Info

Publication number
GB716423A
GB716423A GB28060/50A GB2806050A GB716423A GB 716423 A GB716423 A GB 716423A GB 28060/50 A GB28060/50 A GB 28060/50A GB 2806050 A GB2806050 A GB 2806050A GB 716423 A GB716423 A GB 716423A
Authority
GB
United Kingdom
Prior art keywords
alcohol
sulphur
product
column
oxo
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
GB28060/50A
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.)
Standard Oil Development Co
Original Assignee
Standard Oil Development 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 Standard Oil Development Co filed Critical Standard Oil Development Co
Publication of GB716423A publication Critical patent/GB716423A/en
Expired legal-status Critical Current

Links

Classifications

    • 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)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

<PICT:0716423/IV (b)/1> A crude C4-C20Oxo alcohol contaminated by sulphur-containing impurities as well as by high-boiling impurities which decompose upon the application of heat is purified by introducing the crude alcohol into a primary distillation zone wherein the bottoms temperature is maintained substantially above the normal boiling point of the alcohol whereby heat-sensitive impurities are decomposed, removing overhead from said primary distillation zone an Oxo alcohol-rich product which is essentially free of high-boiling impurities but which contains a light heads fraction boiling below the Oxo alcohol and also at least some low-boiling sulphur-containing impurities, contacting the thus removed Oxo alcohol-rich product with hydrogen at an elevated temperature, preferably at 255 DEG to 400 DEG F., and in the presence of a solid contact material effective to remove sulphur whereby said product is desulphurized without effecting any substantial decomposition of Oxo alcohol, passing the thus purified alcohol to a second distillation zone in which the bottoms temperature is maintained lower than that in the primary distillation zone and from which a fraction boiling appreciably below the Oxo alcohol is removed as an overhead stream, and removing purified Oxo alcohol from a lower portion of said second distillation zone. The process has particular utility in the case of Oxo alcohols prepared by the use of sulphur-insensitive hydrogenation catalysts such as nickel sulphide, tungsten sulphide, or molybdenum sulphide. The hydrodesulphurization stage is preferably carried out in the presence of a sulphur-sensitive hydrogenation catalyst such as nickel, copper, or cobalt metals which are used in finely divided form. It is preferred to use methanized hydrogen in the desulphurization stage. The quality of the purified alcohol may be measured by the ester colour as determined from the absorbency of light of the phthalate ester which may be prepared by esterifying the alcohol with phthalic anhydride in the presence of steel filings and by the sulphur content of the alcohol product. The initial and final distillation stages are preferably carried out continuously although they may also be carried out batchwise and pressures other than atmospheric can be employed in either distillation stage, thus reduced pressure may be used in the second distillation stage and super-atmospheric pressure in the initial distillation stage. In examples (1) the hydro desulphurization of crude iso-octyl alcohol, obtained by oxonation of a C7 olefin and subsequent hydrogenation at 350 DEG F. and 2700 pounds per square inch gauge hydrogen pressure in the presence of nickel on kieselguhr catalyst, is carried out at 400 DEG F. under the same hydrogen pressure and with the same catalyst; (2) the hydrodesulphurization of crude iso-octyl alcohol resulting from the use of molybdenum sulphide in the primary hydrogenator in the Oxo synthesis is carried out with methanized hydrogen at 350 DEG F. in the presence of nickel on kieselguhr as catalyst and at pressures of 100 and 400 pounds per square inch gauge, the molar ratio of hydrogen to alcohol varying from 9.4 to 0.41; (3) an iso-octyl alcohol-rich product prepared by catalytically hydrogenating the oxonation product with a sulphide hydrogenation catalyst is hydrodesulphurized at 290 DEG F. and 300 DEG F. in the presence of the catalyst used in (2); (4) as in (2) except that the hydrodesulphurization is carried out at 300 DEG F.; (5) a mixture of octyl aldehydes prepared by oxonation of a C7 olefin stream in reactor 2 is passed into primary hydrogenator 4 where hydrogenation is effected in the presence of a sulphur-insensitive hydrogenation catalyst, e.g. molybdenum sulphide. The crude alcohol mixture formed is then passed to an intermediate point of an alcohol stripper fractionating tower 22 which is preferably operated at atmospheric pressure, the vapour temperature at the upper portion of the column being maintained at about 185 DEG C. whilst a somewhat higher temperature is maintained in the lower portion of the column. The alcohol product which contains lower boiling impurities is removed overhead and passed via a condenser to the secondary hydrogenator 5 where it is contacted at elevated temperature in the presence of hydrogen with a sulphur-sensitive hydrogenation catalyst such as nickel and the de-sulphurized alcohol is then passed to an intermediate portion of heads column 27 where material boiling below about 180 DEG C. is removed as an overhead stream, condensed, and at least a part of the condensed liquid returned to the column as reflux whilst the desired alcohol product is removed by line 30. Bottoms from column 27 may be recycled to the stripper column 22. The bottoms product from column 22 containing small amounts of alcohol, undecomposed acetals, esters and ethers is removed through line 24.
GB28060/50A 1950-08-01 1950-11-16 Improvements in or relating to the purification of alcohols Expired GB716423A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US716423XA 1950-08-01 1950-08-01

Publications (1)

Publication Number Publication Date
GB716423A true GB716423A (en) 1954-10-06

Family

ID=22102637

Family Applications (1)

Application Number Title Priority Date Filing Date
GB28060/50A Expired GB716423A (en) 1950-08-01 1950-11-16 Improvements in or relating to the purification of alcohols

Country Status (1)

Country Link
GB (1) GB716423A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107699296A (en) * 2017-10-25 2018-02-16 山西潞安煤基精细化学品有限公司 A kind of one-level hydrogenation pre-converter for setting up heating pipeline
CN114436774A (en) * 2020-10-30 2022-05-06 中国石油化工股份有限公司 Method and system for purifying alcohol solvent

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
CN107699296A (en) * 2017-10-25 2018-02-16 山西潞安煤基精细化学品有限公司 A kind of one-level hydrogenation pre-converter for setting up heating pipeline
CN114436774A (en) * 2020-10-30 2022-05-06 中国石油化工股份有限公司 Method and system for purifying alcohol solvent
CN114436774B (en) * 2020-10-30 2024-06-11 中国石油化工股份有限公司 Purification method and purification system for alcohol solvent

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