GB936755A - A process for the production of thioethers - Google Patents

A process for the production of thioethers

Info

Publication number
GB936755A
GB936755A GB14158/61A GB1415861A GB936755A GB 936755 A GB936755 A GB 936755A GB 14158/61 A GB14158/61 A GB 14158/61A GB 1415861 A GB1415861 A GB 1415861A GB 936755 A GB936755 A GB 936755A
Authority
GB
United Kingdom
Prior art keywords
sulphide
phenyl
mercaptan
ethyl
isopropyl
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
GB14158/61A
Inventor
Willi Hahn
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.)
Bayer AG
Original Assignee
Bayer AG
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 Bayer AG filed Critical Bayer AG
Priority to GB14158/61A priority Critical patent/GB936755A/en
Publication of GB936755A publication Critical patent/GB936755A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C319/00—Preparation of thiols, sulfides, hydropolysulfides or polysulfides
    • C07C319/14—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides
    • C07C319/18—Preparation of thiols, sulfides, hydropolysulfides or polysulfides of sulfides by addition of thiols to unsaturated compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
    • C07D277/60—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings condensed with carbocyclic rings or ring systems
    • C07D277/62—Benzothiazoles
    • C07D277/68—Benzothiazoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 2
    • C07D277/70—Sulfur atoms
    • C07D277/74—Sulfur atoms substituted by carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C2601/00—Systems containing only non-condensed rings
    • C07C2601/12—Systems containing only non-condensed rings with a six-membered ring
    • C07C2601/14—The ring being saturated
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2406—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2406—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides
    • C10L1/2412—Organic compounds containing sulfur, selenium and/or tellurium mercaptans; hydrocarbon sulfides sulfur bond to an aromatic radical
    • C—CHEMISTRY; METALLURGY
    • C10—PETROLEUM, GAS OR COKE INDUSTRIES; TECHNICAL GASES CONTAINING CARBON MONOXIDE; FUELS; LUBRICANTS; PEAT
    • C10L—FUELS NOT OTHERWISE PROVIDED FOR; NATURAL GAS; SYNTHETIC NATURAL GAS OBTAINED BY PROCESSES NOT COVERED BY SUBCLASSES C10G, C10K; LIQUEFIED PETROLEUM GAS; ADDING MATERIALS TO FUELS OR FIRES TO REDUCE SMOKE OR UNDESIRABLE DEPOSITS OR TO FACILITATE SOOT REMOVAL; FIRELIGHTERS
    • C10L1/00—Liquid carbonaceous fuels
    • C10L1/10—Liquid carbonaceous fuels containing additives
    • C10L1/14—Organic compounds
    • C10L1/24—Organic compounds containing sulfur, selenium and/or tellurium
    • C10L1/2443—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds
    • C10L1/2456—Organic compounds containing sulfur, selenium and/or tellurium heterocyclic compounds sulfur with oxygen and/or nitrogen in the ring, e.g. thiazoles

Landscapes

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

Abstract

Thioethers are prepared by heating an aliphatic, aromatic or heterocyclic mercaptan with an ethylenically unsaturated hydrocarbon, for example, ethylene, propylene, isobutylene, nonylene, cyclohexene and styrene, in the presence of a mercaptide of a metal of Periodic Group I to III. Aliphatic, aromatic and heterocyclic mercaptans such as dodecyl mercaptan, thiophenol, p-thiocresol, or 2-mercaptobenzthiazole, or halogen, alkoxy, nitro or amino substituted derivatives thereof are used. The metallic mercaptides preferably use the mercaptan to be alkylated, and may be prepared in situ. The mercaptide is added to the mercaptan and the unsaturated hydrocarbon, optionally in an inert solvent, or in an excess of unsaturated hydrocarbon. Examples describe the preparation of ethyl phenyl sulphide, ethyl-(2-ethyl phenyl)-sulphide, isopropyl phenyl sulphide and isopropyl-(isopropylphenyl) sulphide, n-propyl phenyl sulphide, t-butyl-p-tolyl sulphide, t-butyl-p-tolyl sulphide, isobutyl dodecyl sulphide, nonyl phenyl sulphide, cyclohexyl phenyl sulphide, 2-propyl mercapto benzthiazole, t-butyl phenyl sulphide, dodecyl-(b -phenyl ethyl) sulphide, isopropyl-(p-chlorophenyl) sulphide, and isobutyl phenyl sulphide using mercaptides prepared from aluminium, sodium, potassium, magnesium, and calcium. The products are suitable as antioxidants and stabilizers and additives for fuels and mineral oils, and as intermediates.
GB14158/61A 1961-04-19 1961-04-19 A process for the production of thioethers Expired GB936755A (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
GB14158/61A GB936755A (en) 1961-04-19 1961-04-19 A process for the production of thioethers

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB14158/61A GB936755A (en) 1961-04-19 1961-04-19 A process for the production of thioethers

Publications (1)

Publication Number Publication Date
GB936755A true GB936755A (en) 1963-09-11

Family

ID=10036059

Family Applications (1)

Application Number Title Priority Date Filing Date
GB14158/61A Expired GB936755A (en) 1961-04-19 1961-04-19 A process for the production of thioethers

Country Status (1)

Country Link
GB (1) GB936755A (en)

Cited By (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0420453A1 (en) * 1989-09-27 1991-04-03 Mobil Oil Corporation Sulphur coupled hydrocarbyl derived mercaptobenzothiazole adducts as multifunctional antiwear additives and compositions containing same

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0420453A1 (en) * 1989-09-27 1991-04-03 Mobil Oil Corporation Sulphur coupled hydrocarbyl derived mercaptobenzothiazole adducts as multifunctional antiwear additives and compositions containing same
US5073279A (en) * 1989-09-27 1991-12-17 Mobil Oil Corporation Sulfur coupled hydrocarbyl derived mercaptobenzothiazole adducts as multifunctional antiwear additives and compositions containing same

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