GB654462A - Process of preparing nitriles - Google Patents

Process of preparing nitriles

Info

Publication number
GB654462A
GB654462A GB2037/48A GB203748A GB654462A GB 654462 A GB654462 A GB 654462A GB 2037/48 A GB2037/48 A GB 2037/48A GB 203748 A GB203748 A GB 203748A GB 654462 A GB654462 A GB 654462A
Authority
GB
United Kingdom
Prior art keywords
ammonia
acids
heated
nitriles
preheater
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
GB2037/48A
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.)
Armour and Co
Original Assignee
Armour and 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 Armour and Co filed Critical Armour and Co
Publication of GB654462A publication Critical patent/GB654462A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C11ANIMAL OR VEGETABLE OILS, FATS, FATTY SUBSTANCES OR WAXES; FATTY ACIDS THEREFROM; DETERGENTS; CANDLES
    • C11CFATTY ACIDS FROM FATS, OILS OR WAXES; CANDLES; FATS, OILS OR FATTY ACIDS BY CHEMICAL MODIFICATION OF FATS, OILS, OR FATTY ACIDS OBTAINED THEREFROM
    • C11C3/00Fats, oils, or fatty acids by chemical modification of fats, oils, or fatty acids obtained therefrom
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C253/00Preparation of carboxylic acid nitriles
    • C07C253/22Preparation of carboxylic acid nitriles by reaction of ammonia with carboxylic acids with replacement of carboxyl groups by cyano groups

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • General Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Oil, Petroleum & Natural Gas (AREA)
  • Wood Science & Technology (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

<PICT:0654462/IV (b)/1> Fatty acids or their esters are converted to the corresponding nitriles by treating them with ammonia, the process including the steps of (a) mixing ammonia with a body of the acid or ester in liquid phase within a liquid phase conversion zone and (b) continuously withdrawing the reaction mixture as vapour from said zone and passing the mixture to a heated vapour phase conversion zone, containing a dehydrating catalyst, to convert the fatty acids and amides in the vapour to nitriles in the presence of those vaporized nitriles which were formed in the liquid phase conversion zone. Suitable starting materials are mixed fatty acids which have been obtained by hydrolysing fat or oil with the Twitchell or autoclave process, caprylic, capric, lauric, myristic, palmitic, stearic, oleic, and linoleic acids, hydrogenated acids or alkyl esters of any of these acids. Activated aluminium oxide is mentioned as a suitable dehydrating catalyst. In the Figure, the feedstock containing fatty acids or their esters is fed continuously by feed pump 10 into a preheater 11 where it is heated to a temperature preferably above 400 DEG F. but below the boiling points of the acids. A temperature of 550 DEG F. is mentioned as suitable, especially when a starting material containing a substantial proportion of stearic acid is used. From the preheater the stock is discharged continuously in liquid form through the control valve 28 into the vaporizing chamber 12, which is preferably fitted with a sight gauge 13. The heating coil 14 supplies the heat necessary for continuous vaporization. Anhydrous ammonia is heated in a preheater 15 to a temperature preferably about 550 DEG F. and is continuously introduced into the lower portion of the liquid fatty substance in the vaporizer 12 by means of the distributer 16. The heat supplied through the coil 14 and the quantity of preheated stock introduced into the chamber 12 are so regulated that the liquid acid stock remains in contact with the ammonia for a period of time preferably averaging over 45 minutes. The vapours issuing from the vaporizer may be passed through the tube heater 17 where they are preferably heated to about 750-800 DEG F. The vapours thus heated are passed through the catalyst chamber 18 and on leaving are condensed in the condenser 20. The mixture passes into the separator 21 where the nitriles and water are separated from excess ammonia. The excess ammonia is preferably recovered and recycled by passing the gas from the separator 21 into the scrubber 22 where a descending stream of cold weak ammonia solution absorbs the ammonia, the non-condensable gases being vented into the atmosphere; the relatively strong ammonia solution from the base of the scrubber is pumped through the heat exchanger 23 and to the ammonia still 24 and from there may be passed through the line 25 and regulating valve 26 back to the preheater 15. Pitch is removed periodically through line 27. Specification 477,463 is referred to.
GB2037/48A 1940-10-05 1948-01-22 Process of preparing nitriles Expired GB654462A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US654462XA 1940-10-05 1940-10-05

Publications (1)

Publication Number Publication Date
GB654462A true GB654462A (en) 1951-06-20

Family

ID=22062767

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2037/48A Expired GB654462A (en) 1940-10-05 1948-01-22 Process of preparing nitriles

Country Status (3)

Country Link
DK (1) DK78377C (en)
FR (1) FR960404A (en)
GB (1) GB654462A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000916A1 (en) * 1977-08-20 1979-03-07 Hoechst Aktiengesellschaft Process for the production of fatty acid nitriles and glycerine from glycerides, in particular from natural fats and/or oils

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0000916A1 (en) * 1977-08-20 1979-03-07 Hoechst Aktiengesellschaft Process for the production of fatty acid nitriles and glycerine from glycerides, in particular from natural fats and/or oils

Also Published As

Publication number Publication date
DK78377C (en) 1954-11-08
FR960404A (en) 1950-04-18

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