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3-Chloro-2-hydroxypropyl Dimethyl Dehydroabietyl Ammonium Chloride: Synthesis,Characterization, and Physicochemical Properties
Authors:Li-jun Pei  Zhao-sheng Cai  Zhan-qian Song  Xue-mei Zhu  Shi-bin Shang
Affiliation:1. School of Chemical and Biological Engineering, Yancheng Institute of Technology, Yancheng, 224051, Jiangsu Province, People’s Republic of China
2. Institute of Chemical Industry of Forest Products, Chinese Academy of Forestry, Key and Open Laboratory on Forest Chemical Engineering, SFA, Nanjing, 210042, Jiangsu Province, People’s Republic of China
Abstract: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 (γCMC) 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.
Keywords:Critical micelle concentrations  Surface activity  Eschweiler‐Clarke reaction  3‐Chloro‐2‐hydroxypropyl dimethyl dehydroabietyl ammonium chloride (CHPDMDHA)
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