GB1112242A - Dehydrogenation and condensation process - Google Patents

Dehydrogenation and condensation process

Info

Publication number
GB1112242A
GB1112242A GB1173866A GB1173866A GB1112242A GB 1112242 A GB1112242 A GB 1112242A GB 1173866 A GB1173866 A GB 1173866A GB 1173866 A GB1173866 A GB 1173866A GB 1112242 A GB1112242 A GB 1112242A
Authority
GB
United Kingdom
Prior art keywords
dehydrogenation
catalyst
ketones
alcohol
alkali
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
GB1173866A
Inventor
Peter Johnson
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.)
BP PLC
Original Assignee
BP PLC
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 BP PLC filed Critical BP PLC
Priority to GB1173866A priority Critical patent/GB1112242A/en
Priority to FR99054A priority patent/FR1514731A/en
Priority to NL6704043A priority patent/NL6704043A/xx
Priority to BE695674D priority patent/BE695674A/xx
Publication of GB1112242A publication Critical patent/GB1112242A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C49/00—Ketones; Ketenes; Dimeric ketenes; Ketonic chelates
    • C07C49/04—Saturated compounds containing keto groups bound to acyclic carbon atoms
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/16—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr
    • B01J27/18—Phosphorus; Compounds thereof containing oxygen, i.e. acids, anhydrides and their derivates with N, S, B or halogens without carriers or on carriers based on C, Si, Al or Zr; also salts of Si, Al and Zr with metals other than Al or Zr
    • B01J27/1802—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates
    • B01J27/1806—Salts or mixtures of anhydrides with compounds of other metals than V, Nb, Ta, Cr, Mo, W, Mn, Tc, Re, e.g. phosphates, thiophosphates with alkaline or alkaline earth metals
    • B—PERFORMING OPERATIONS; TRANSPORTING
    • B01—PHYSICAL OR CHEMICAL PROCESSES OR APPARATUS IN GENERAL
    • B01J—CHEMICAL OR PHYSICAL PROCESSES, e.g. CATALYSIS OR COLLOID CHEMISTRY; THEIR RELEVANT APPARATUS
    • B01J27/00—Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • B01J27/14—Phosphorus; Compounds thereof
    • B01J27/185—Phosphorus; Compounds thereof with iron group metals or platinum group metals
    • B01J27/1853—Phosphorus; Compounds thereof with iron group metals or platinum group metals with iron, cobalt or nickel
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/002—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by dehydrogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/62—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by hydrogenation of carbon-to-carbon double or triple bonds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/73—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with hydrogenation
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
    • C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
    • C07C45/67—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton
    • C07C45/68—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms
    • C07C45/72—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups
    • C07C45/74—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by isomerisation; by change of size of the carbon skeleton by increase in the number of carbon atoms by reaction of compounds containing >C = O groups with the same or other compounds containing >C = O groups combined with dehydration

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
  • Catalysts (AREA)

Abstract

A process for the dehydrogenation and condensation of a secondary alcohol to a ketone comprises contacting the alcohol at elevated temperature with a catalyst comprising Ni, ZnO and an alkali or alkaline earth metal phosphate. The feedstock alcohol is preferably C3- 8. Examples describe the dehydrogenation of hexanols-2 and -3, themselves prepared by hydration of n-hexenes. Part of the product comprised hexanones-2 and -3 which was recycled to the reaction zone. Product comprising C12 unsaturated ketones was found to contain small amounts of the corresponding saturated ketones. Hydrogenation of the mixture over a PtO2 catalyst yielded two isomeric C12 ketones viz. 7-methyl undecanone-5 and 7-ethyldecanone-5.ALSO:Dehydrogenation catalysts are made by mixing an alkali or alkaline earth metal phosphate with an aqueous slurry formed from nickel formate, zinc oxide and ammonia, drying the mixture, reacting in a stream of air and finally reducing at elevated temperature in a stream of hydrogen. In examples the catalyst is seived to 10-18 mesh. Compositions containing Ca3(PO4)2, Li3PO4 and p Mg3(PO4)2 are described.
GB1173866A 1966-03-17 1966-03-17 Dehydrogenation and condensation process Expired GB1112242A (en)

Priority Applications (4)

Application Number Priority Date Filing Date Title
GB1173866A GB1112242A (en) 1966-03-17 1966-03-17 Dehydrogenation and condensation process
FR99054A FR1514731A (en) 1966-03-17 1967-03-16 Process for the dehydrogenation and condensation of a primary or secondary alcohol into an aldehyde or, respectively, a ketone, process for producing a dehydrogenation catalyst and products obtained
NL6704043A NL6704043A (en) 1966-03-17 1967-03-17
BE695674D BE695674A (en) 1966-03-17 1967-03-17

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB1173866A GB1112242A (en) 1966-03-17 1966-03-17 Dehydrogenation and condensation process

Publications (1)

Publication Number Publication Date
GB1112242A true GB1112242A (en) 1968-05-01

Family

ID=9991781

Family Applications (1)

Application Number Title Priority Date Filing Date
GB1173866A Expired GB1112242A (en) 1966-03-17 1966-03-17 Dehydrogenation and condensation process

Country Status (4)

Country Link
BE (1) BE695674A (en)
FR (1) FR1514731A (en)
GB (1) GB1112242A (en)
NL (1) NL6704043A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004096437A1 (en) * 2003-04-02 2004-11-11 Uop Llc Low coke formation catalysts and process for reforming and synthesis gas production

Families Citing this family (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE4003423A1 (en) * 1990-02-06 1991-08-08 Basf Ag Prepn. of butyl or butenyl carbonyl cpds.

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2004096437A1 (en) * 2003-04-02 2004-11-11 Uop Llc Low coke formation catalysts and process for reforming and synthesis gas production

Also Published As

Publication number Publication date
NL6704043A (en) 1967-09-18
BE695674A (en) 1967-09-18
FR1514731A (en) 1968-02-23

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