Analysis of cationic and amphoteric surfactants: III. Structural analysis of imidazolinium cationic surfactants

  • Satoshi Takano
  • Kazuro Tsuji
Soaps and Detergents


Determination of the homologous distribution of imidazolinium cationic surfactants and their structural analysis have been inves-tigated. These surfactants were hydrolyzed under aqueous alkaline media, followed by acid hydrolysis to afford fatty acids and poly-amines. The resulting fatty acids were esterified with methanol, and then analyzed by gas chromatography (GC) in order to determine their homologous distribution. The obtained distribution agrees well with that of original fatty acid. Therefore, this method should be applicable to the determination of the homologous distribution of imidazolinium surfactants. The resulting polyamines were acetylated with acetic anhydride in the presence of pyridine. These acetates were analyzed by GC and isolated by preparative thin layer chroma-tography on silica gel. The structures of these isolates were identi-fied by means of 1 H-NMR and 1R spectrometry. These structural analyses demonstrated that quaternization of an imidazoline ring selectively occurred at the nitrogen at the 3-position of an imida-zoline ring, which was the kinetically favored position in terms of the steric hinderence and the stability of product.


Surfactant Lauric Acid Imidazolinium Amphoteric Surfactant Aqueous Alkaline Medium 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.


Unable to display preview. Download preview PDF.

Unable to display preview. Download preview PDF.


  1. 1.
    Metcalfe, L.D., JAOCS 40:25 (1963), and the literature cited in (2).CrossRefGoogle Scholar
  2. 2.
    Takano, S., C. Takasaki, K. Kunihiro and M. Yamanaka, JAOCS 54:139(1977).CrossRefGoogle Scholar
  3. 3.
    Takano, S., M. Kuzukawa and M. Yamanaka, JAOCS 54:484 (1977).CrossRefGoogle Scholar
  4. 4.
    Manheimer, H.S., U.S. Patent 2,528,378 (1950); 2,773,068 (1956).Google Scholar
  5. 5.
    Tomidokoro, S., T. Takahashi, H. Ozaki and D. Saika, Yukagaku 27:793 (1978) (in Japanese), and the literatures cited in (6).Google Scholar
  6. 6.
    Trivedi, B.C., A.J. Digioia and P.J. Menardi, JAOCS 58:754 (1981).CrossRefGoogle Scholar
  7. 7.
    Harnsberger, B.G., and J.L. Riebsomer, J. Heterocycl. Chem. 1:188 (1964); Ibid. 1:229 (1964).CrossRefGoogle Scholar

Copyright information

© American Oil Chemists 1983

Authors and Affiliations

  • Satoshi Takano
    • 1
  • Kazuro Tsuji
    • 1
  1. 1.Tochigi Research LaboratoriesKao CorporationTochigiJapan

Personalised recommendations