GB480011A - Treatment of hydrocarbons in the presence of phosphorus pentoxide - Google Patents

Treatment of hydrocarbons in the presence of phosphorus pentoxide

Info

Publication number
GB480011A
GB480011A GB3628437A GB3628437A GB480011A GB 480011 A GB480011 A GB 480011A GB 3628437 A GB3628437 A GB 3628437A GB 3628437 A GB3628437 A GB 3628437A GB 480011 A GB480011 A GB 480011A
Authority
GB
United Kingdom
Prior art keywords
hydrogen
phosphorus pentoxide
lamp
black
atm
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
GB3628437A
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.)
Individual
Original Assignee
Individual
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 Individual filed Critical Individual
Priority to GB3628437A priority Critical patent/GB480011A/en
Publication of GB480011A publication Critical patent/GB480011A/en
Expired legal-status Critical Current

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Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • C07C5/321Catalytic processes
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2/00Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms
    • C07C2/74Preparation of hydrocarbons from hydrocarbons containing a smaller number of carbon atoms by addition with simultaneous hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/02Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation
    • C07C5/10Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by hydrogenation of aromatic six-membered rings
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C5/00Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms
    • C07C5/32Preparation of hydrocarbons from hydrocarbons containing the same number of carbon atoms by dehydrogenation with formation of free hydrogen
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2527/00Catalysts comprising the elements or compounds of halogens, sulfur, selenium, tellurium, phosphorus or nitrogen; Catalysts comprising carbon compounds
    • C07C2527/14Phosphorus; Compounds thereof
    • C07C2527/16Phosphorus; Compounds thereof containing oxygen

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Production Of Liquid Hydrocarbon Mixture For Refining Petroleum (AREA)

Abstract

Processes in which hydrocarbons are hydrogenated or dehydrogenated are effected in the presence of phosphorus pentoxide and in the absence of any other solid catalyst. As an activator for the catalyst, hydrogen sulphide, hydrogen chloride, hydrogen bromide, hydrogen iodide, hydrogen fluoride or hydrogen cyanide may also be present, generally in a proportion not exceeding one per cent by weight of the hydrocarbon; an activator may also be formed in situ from an alkyl chloride or nitrile. The invention may be applied to the simple hydrogenation or dehydrogenation of hydrocarbons, e.g. the conversion of aromatic into hydroaromatic hydrocarbons, or to the conversion of olefines into branched-chain paraffin hydrocarbons by combined polymerization and hydrogenation, or to the refining of gasoline by hydrogenation, all these processes being effected at a raised temperature and pressure. In the examples, (1) benzene is converted into cyclohexane by treatment with hydrogen at 300 DEG C. and 100 atm. in the presence of phosphorus pentoxide and subordinate proportions of lamp-black and cresol; (2) butene-1 is treated with hydrogen at 250 DEG C. and 100 atm. in the presence of phosphorus pentoxide and subordinate proportions of lamp-black and cresol; a mixture of saturated hydrocarbons including isoparaffins is obtained; (3) diisobutylene is treated with hydrogen at 400 DEG C. and 50 atm. in the presence of phosphorus pentoxide and lamp-black; a gaseous product consisting mainly of butane, and a liquid product containing unsaturated and aromatic hydrocarbons, are obtained; (4) the process of example 3 is effected at 387 DEG C. and 68 atm., similar products being obtained; (5) butene-1 is treated with hydrogen at 200 DEG C. and 100 atm. in the presence of phosphorus pentoxide which has been pretreated with hydrogen sulphide, hydrogen chloride, or hydrogen cyanide; small proportions of lamp-black and cresol are also present; a product resembling that of example 2 is obtained; (6) cyclohexane vapour is converted into benzene by passage at 400 DEG C. over a mixture of phosphorus pentoxide and lamp-black; higher yields are obtained if hydrogen chloride or hydrogen sulphide is added; (7) a vapour-phase distillate boiling at 80-250 DEG C. is treated with hydrogen at 400 DEG C. and 100 atm. in the presence of phosphorus pentoxide, lamp-black and cresol, and with the optional addition of hydrogen chloride; gasoline of octane number 82 (or 86) is obtained; the cresol added in some of the examples acts as a peptizing agent for the phosphorus pentoxide, and the lamp-black (except in example 6) serves as a dispersion-stabilizing agent, as described in Specification 437,072; the lamp-black used in example 6 acts as a distributing agent for the phosphorus pentoxide. The conversion of ethylene into a mixture of saturated hydrocarbons by treatment with hydrogen at 250 DEG C. and 100 atm. in the presence of phosphorus pentoxide is mentioned. Specification 471,482 also is referred to. The Provisional Specification mentions water as an activating agent for the phosphorus pentoxide, and refers to mercaptans as reagents for generating hydrogen sulphide as an activator in situ.ALSO:Processes in which hydrocarbons are hydrogenated or dehydrogenated are effected in the presence of phosphorus pentoxide and in the absence of any other solid catalyst. As an activator for the catalyst, hydrogen sulphide, hydrogen chloride, hydrogen bromide, hydrogen iodide, hydrogen fluoride or hydrogen cyanide may also be present, generally in a proportion not exceeding one per cent by weight of the hydrocarbon; an activator may also be formed in situ from an alkyl chloride or nitrile. The invention may be applied to the simple hydrogenation or dehydrogenation of hydrocarbons, e.g. the conversion of aromatic into hydroaromatic hydrocarbons, or to the conversion of olefines into branched-chain paraffin hydrocarbons by combined polymerization and hydrogenation, all these processes being effected at a raised temperature and pressure. In the examples: (1) benzene is converted into cyclohexane by treatment with hydrogen at 300 DEG C. and 100 atm. in the presence of phosphorus pentoxide and subordinate proportions of lamp-black and cresol; (2) butene-1 is treated with hydrogen at 250 DEG C. and 100 atm. in the presence of phosphorus pentoxide and subordinate proportions of lamp-black and cresol; a mixture of saturated hydrocarbons including isoparaffins is obtained; (3) diisobutylene is treated with hydrogen at 400 DEG C. and 50 atm. in the presence of phosphorus pentoxide and lamp-black; a gaseous product consisting mainly of butane, and a liquid product containing unsaturated and aromatic hydrocarbons, are obtained; (4) the process of example 3 is effected at 387 DEG C. and 68 atm., similar products being obtained; (5) butene-1 is treated with hydrogen at 200 DEG C. and 100 atm. in the presence of phosphorus pentoxide which has been pretreated with hydrogen sulphide, hydrogen chloride, or hydrogen cyanide; small proportions of lamp-black and cresol are also present; a product resembling that of example 2 is obtained; (6) cyclohexane vapour is converted into benzene by passage at 400 DEG C. over a mixture of phosphorus pentoxide and lamp-black; higher yields are obtained if hydrogen chloride or hydrogen sulphide is added; the cresol added in some of the examples acts as a peptizing agent for the phosphorus pentoxide, and the lamp-black (except in example 6) serves as a dispersion-stabilizing agent, as described in Specification 437,072; the lamp-black used in example 6 acts as a distributing agent for the phosphorus pentoxide. The conversion of ethylene into a mixture of saturated hydrocarbons by treatment with hydrogen at 250 DEG C. and 100 atm. in the presence of phosphorus pentoxide is mentioned. Specification 471,482 also is referred to. The Provisional Specification mentions water as an activating agent for the phosphorus pentoxide, and refers to mercaptans as reagents for generating hydrogen sulphide as an activator in situ.
GB3628437A 1936-05-14 1936-05-14 Treatment of hydrocarbons in the presence of phosphorus pentoxide Expired GB480011A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB3628437A GB480011A (en) 1936-05-14 1936-05-14 Treatment of hydrocarbons in the presence of phosphorus pentoxide

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB3628437A GB480011A (en) 1936-05-14 1936-05-14 Treatment of hydrocarbons in the presence of phosphorus pentoxide

Publications (1)

Publication Number Publication Date
GB480011A true GB480011A (en) 1938-02-14

Family

ID=10386703

Family Applications (1)

Application Number Title Priority Date Filing Date
GB3628437A Expired GB480011A (en) 1936-05-14 1936-05-14 Treatment of hydrocarbons in the presence of phosphorus pentoxide

Country Status (1)

Country Link
GB (1) GB480011A (en)

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