Journal of Japan Oil Chemists' Society
Online ISSN : 1884-1996
Print ISSN : 1341-8327
ISSN-L : 1341-8327
Properties of Alkanediyl-1, ω-Bis-Quaternary Ammonium Salts with Two Long-Alkyl Chains
Foaming Properties, Solubilization Properties and Catalytic Activity
Tsuneo TAKEZAWAToshihiro NAKAMURAYasukazu OHKATSU
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1999 Volume 48 Issue 12 Pages 1397-1402,1419

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Abstract

Bis-quaternary ammonium salts [Cm-Bis (N-Cn)] possessing two equivalent ammonium groups substituted with one long-alkyl chain (n : 1016) and two methyl groups, and a connecting alkanediyl chain (m : 26), were synthesized from alkyldimethylamine and 1, ω-dibromoalkane. Surface-active properties such as foaming and solubilization capacity were measured and the catalytic activity of bis-quaternary ammonium salts in phase transfer halide exchange reaction was examined.
Foam volume increased with increase in concentration of Cm-Bis (N-Cn) until it reached to nearly that of critical micelle concentration (cmc), in the region of which showed maximum foam volume. Foaming capacity and foam stability of Cm-Bis (N-Cn) increased with alkyl chain n (n : 10→12→14) and then decreased remarkably at n : 16. Both parameters decreased monotonously with increase in connecting chain m. The solubilizing power of Cm-Bis (N-Cn) increased with n and m (m : 2→6). Catalytic activity in a phase transfer reaction increased with n (n : 10→12→14), becoming maximum at 14, followed by decrease at 16. It increased with m (m : 2→3→4) but subsequently decreased with further increase in m.

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