Improvements in the manufacture and production of side-chain bearing polynuclear aromatic compounds or their sulphonic acids

  • Inventors:
  • Assignees: Ig Farbenindustrie Ag
  • Publication Date: June 05, 1928
  • Publication Number: GB-267132-A


267,132. I. G. Farbenindustrie Akt.- Ges. March 3, 1926, [Convention date]. Alkylated and aralkylated cyclic compounds; sulphonic acids.-Polynuclear aromatic compounds are alkylated, aralkylated or cycloalkylated in the nucleus by treating them with acid sulphuric esters of alcohols having three or more carbon atoms in the molecule, with or without the use of condensing agents. If the operation is effected in the presence of a large quantity of sulphuric acid or at comparatively high temperatures, sulphonation takes place at the same time. In an example, n-butyl alcohol is treated with cblorsulphonic acid and the resulting ester is heated to 95‹ C. with naphthalene until the reaction product gives a clear solution in water; the sulphonic acid obtained is then converted into its sodium salt; other butyl, propyl, or amyl alcohols, cyclohexanol or its homologues may be err ployed instead of n-butyl alcohol. The Specification as open to inspection under Sect. 91 (3) (a) comprises also the application of the process to carbocyclic and heterocyclic compounds in general, including benzene and its homologues, such as toluene and xylene, anthracene and its homologues, phenols and naphthols, and pyridine and quinoline. In further examples, (1) isopropyl alcohol is converted into the acid sulphuric ester by means of chlorsulphonic acid and the product stirred with benzene for several days at 20‹ to 30‹ C.; the resulting propylated benzene is boiled with excess of strong caustic soda, steam-distilled and fractionated, and (2) benzene is mixed with the acid sulphuric ester from isopropyl alcohol and chlorsulphonic acid, the mixture is stirred for some hours, sulphuric acid is added, and the mixture warmed until the reaction product is soluble in water, the resulting sulphonic acid being then converted into its sodium salt. This subject-matter does not appear in the Specification as accepted.




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