Synthesis and Properties of N‐Alkyl–N,N‐Dimethyl‐N‐(o‐Hydroxymethyl)Benzylammonium Chlorides |
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| Authors: | Xiangfeng Guo Yingying Zhang Lihua Jia Yanyan Liu Zhanbo Zhu Yu Zhang Rui Yang |
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| Affiliation: | 1. , College of Chemistry and Chemical Engineering, Key Laboratory of Fine Chemicals of College of Heilongjiang Province, Qiqihar University, Qiqihar, China;2. , College of Animal Science and Technology, Heilongjiang Bayi Agricultural University, Daqing, China |
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| Abstract: | A series of N‐alkyl–N,N‐dimethyl‐N‐(o‐hydroxymethyl)benzylammonium chlorides surfactants (DHBA‐m) were synthesized using o‐chloromethylbenzyl alcohol and N‐alkyl–N,N‐dimethyl tertiary amine as raw materials. The structure of the products was confirmed by FT‐IR, 1H NMR, 13C NMR and MS. DHBA‐m surfactants exhibit low Krafft points and high surface activities. The process of micellization of DHBA‐m is spontaneous, exothermic, and entropy‐driven. The hydroxymethyl substitution increases hydrophobicity of DHBA‐m, thus making micellization more favorable compared with that of N‐dodecyl–N,N‐dimethyl‐N‐benzylammonium chlorides (DDBAC‐m). The bactericidal activity of DHBA‐m is stronger on E. coli than that of DDBAC‐12, and DHBA‐16 shows strong bactericidal activity on Salmonella, S. aureus, and Streptococcus. |
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| Keywords: | Hydroxymethyl substituent Ammonium surfactants Synthesis Surface activity Aggregation Micellization Bactericidal performance |
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