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3‐Chloro‐2‐hydroxypropyl Dimethyl Dehydroabietyl Ammonium Chloride: Synthesis, Characterization, and Physicochemical Properties
Author(s) -
Pei Lijun,
Cai Zhaosheng,
Song Zhanqian,
Zhu Xuemei,
Shang Shibin
Publication year - 2014
Publication title -
journal of surfactants and detergents
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.349
H-Index - 48
eISSN - 1558-9293
pISSN - 1097-3958
DOI - 10.1007/s11743-013-1490-0
Subject(s) - chemistry , hydrochloric acid , ammonium chloride , hydrochloride , critical micelle concentration , ethanol , solvent , benzalkonium chloride , amine gas treating , nuclear chemistry , chloride , surface tension , organic chemistry , micelle , aqueous solution , physics , quantum mechanics
3‐Chloro‐2‐hydroxypropyl dimethyl dehydroabietyl ammonium chloride (CHPDMDHA) was synthesized from dehydroabietylamine (DHA) and epichlorodrin. The synthesis was done in three steps. First, DHA was transformed into N,N ‐dimethyl dehydroabietyl amine (DMDHA) through Eschweiler‐Clarke Reaction. Second, the DMDHA was reacted with hydrochloric acid and translated into DMDHA hydrochloride. Third, the CHPDMDHA was obtained after the DMDHA hydrochloride had reacted with epichlorodrin and recrystallized using a solvent composed of ethyl acetate and ethanol. The critical micelle concentrations (CMC) of CHPDMDHA at 25 °C was found to be 2.56 × 10 −4 mol L −1 , and its surface tension at the CMC (γ CMC ) was determined to be 27.4 mN m −1 ; these data suggest that the surface activities of CHPDMDHA are better than those of benzalkonium chloride (BC), so that CHPDMDHA could be used as a good alternative to BC.