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Synthesis of a novel cationic asphalt emulsifier and its investigation by online FTIR spectrophotometry

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Abstract

A novel cationic asphalt emulsifier N,N-dimethyl-N-(oxiran-2-ylmethyl)octadecan-1-aminium chloride was synthesized by reaction of epichlorohydrin and N,N-dimethyloctadecylamine. The optimum reaction condition was obtained. The yield and epoxy group value reached 98.0 and 41.8 %, respectively, at the optimum conditions: reaction temperature of 50 °C, reaction time of 5 h, and feedstock mole ratio of epichlorohydrin to N,N-dimethyloctadecylamine of 1.2. The chemical structure of the emulsifier was confirmed by Fourier-transform infrared (FTIR), 1H nuclear magnetic resonance (NMR), and elemental analysis. The synthesis process was monitored by the online FTIR technique. The by-product was detected by online FTIR analysis. Based upon the experimental data, a plausible reaction mechanism is proposed for the reaction. The critical micelle concentration (CMC) of the emulsifier has a lower value of 4.35 × 10−4 mol/L. The surface tension at CMC is 28.51 mN/m. The emulsifier exhibits satisfactory emulsification. The prepared bituminous emulsion showed higher storage stability. The emulsifier belongs to the class of medium-set asphalt emulsifiers.

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Acknowledgments

The authors would like to thank the Shandong Provincial Science and Technology Project (no. 2012GGX10708) for financial support.

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Authors and Affiliations

  1. School of Chemistry and Chemical Engineering, Shandong University, South Campus, Jinan, 250061, People’s Republic of China

    Na Li, Laishun Shi, Xuli Gong, Qiyan Xu, Xin Liu & Xiaolong Wang

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  1. Na Li
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  2. Laishun Shi
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  3. Xuli Gong
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  4. Qiyan Xu
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  5. Xin Liu
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  6. Xiaolong Wang
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Correspondence to Laishun Shi.

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Li, N., Shi, L., Gong, X. et al. Synthesis of a novel cationic asphalt emulsifier and its investigation by online FTIR spectrophotometry. Res Chem Intermed 41, 1935–1950 (2015). https://doi.org/10.1007/s11164-013-1321-y

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  • DOI: https://doi.org/10.1007/s11164-013-1321-y

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