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GB810574A - Preparation of sulfonates - Google Patents

Preparation of sulfonates

Info

Publication number
GB810574A
GB810574A GB2109/57A GB210957A GB810574A GB 810574 A GB810574 A GB 810574A GB 2109/57 A GB2109/57 A GB 2109/57A GB 210957 A GB210957 A GB 210957A GB 810574 A GB810574 A GB 810574A
Authority
GB
United Kingdom
Prior art keywords
oxygen
sulphur dioxide
hydrocarbons
treated
gamma rays
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
GB2109/57A
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.)
ExxonMobil Technology and Engineering Co
Original Assignee
Exxon Research and Engineering Co
Esso Research and Engineering 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 Exxon Research and Engineering Co, Esso Research and Engineering Co filed Critical Exxon Research and Engineering Co
Publication of GB810574A publication Critical patent/GB810574A/en
Expired legal-status Critical Current

Links

Classifications

    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/14Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by sulfoxidation, i.e. by reaction with sulfur dioxide and oxygen with formation of sulfo or halosulfonyl groups
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/02Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof
    • C07C303/04Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups
    • C07C303/10Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of sulfonic acids or halides thereof by substitution of hydrogen atoms by sulfo or halosulfonyl groups by reaction with sulfur dioxide and halogen or by reaction with sulfuryl halides
    • CCHEMISTRY; METALLURGY
    • C07ORGANIC CHEMISTRY
    • C07CACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C303/00Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides
    • C07C303/32Preparation of esters or amides of sulfuric acids; Preparation of sulfonic acids or of their esters, halides, anhydrides or amides of salts of sulfonic acids

Landscapes

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

Abstract

Sulphonic acids or sulphonyl halide derivatives of hydrocarbons are formed by reacting the hydrocarbon and sulphur dioxide together with oxygen or oxygen and halogen in the presence of high-energy ionizing radiation. Neutrons, beta-rays, or preferably gamma rays may be used and derived from a Van der Graaf accelerator, radio-active substances including isotopes, and fission products from an atomic pile. Hydrocarbons treated include aliphatic, cycloaliphatic, or aromatic hydrocarbons containing 10 to 30 C atoms. Preferably the sulphur dioxide or other reactant gases are used in excess of stoichiometric proportions. Specification 785,611 is referred to.ALSO:Sulphonic acids or sulphonyl halide derivatives of hydrocarbons are formed by reacting the hydrocarbon and sulphur dioxide together with oxygen, or oxygen and halogen, in the presence of high energy ionising radiation. Neutrons, beta-rays, or preferably gamma rays may be used, and derived from a Van der Graaf accelerator, radio-active substances including isotopes and fission products from an atomic pile. Hydrocarbons treated are aliphatic, cycloaliphatic or aromatic hydrocarbons containing 10 to 30 C atoms, e.g. cetane, paraffin wax; benzene, toluene, xyline; olefines and naphthenes. In examples: (1) sulphur dioxide and oxygen are bubbled through cetane at 75 DEG F. while treated with gamma rays from cobalt 60. After 130 hours the liquid was treated with nitrogen to remove surplus SO2; the resulting liquid contained 2.2 mols. per cent of cetyl sulphonic acid; (2) sulphur dioxide, chlorine and oxygen are bubbled through cetane at 77 DEG F. for 2 hours in the presence of gamma rays. The reaction may be effected under pressure. The reaction mixture was blown with nitrogen and contained cetyl sulphonyl chloride and cetyl sulphonate in a mol. ratio of 6:1. Alkyl chlorides are absent, chlorine may be replaced by iodine or bromine. The sulphonyl chloride may be hydrolized and converted to the calcium sulphonate by diluting with heptane and adding an equal volume of water containing suspended hydrated lime. The bulk of the water separates and is removed leaving an emulsion which is broken by adding CaCl2 solution. The oily layer is separated and freed from solvent. Specification 785,611 is referred to.
GB2109/57A 1956-02-03 1957-01-21 Preparation of sulfonates Expired GB810574A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US810574XA 1956-02-03 1956-02-03

Publications (1)

Publication Number Publication Date
GB810574A true GB810574A (en) 1959-03-18

Family

ID=22161849

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2109/57A Expired GB810574A (en) 1956-02-03 1957-01-21 Preparation of sulfonates

Country Status (1)

Country Link
GB (1) GB810574A (en)

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