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China Surfactant Detergent & Cosmetics ›› 2020, Vol. 50 ›› Issue (3): 143-148.doi: 10.3969/j.issn.1001-1803.2020.03.001

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Synthesis and properties of an amide Gemini surfactant

Yong-chen CAI1,Hua-sheng ZHENG1,2,Hu-jun XU1()   

  1. 1. School of Chemical & Material Engineering, Jiangnan University, Wuxi, Jiangsu 214122, China;
    2. Guangzhou Chaohui Biological Technology Co., Ltd., Guangzhou, Guangdong 510730, China
  • Received:2019-08-04 Revised:2020-03-06 Online:2020-03-22 Published:2020-04-02
  • Contact: Hu-jun XU E-mail:xu6209@163.com

Abstract:

An amide Gemini surfactant N,N’-bis-dodecyl-2,6-pyridinium dimethylamide propionate sodium(DLP-12) was synthesized from dodecylamine, methyl acrylate, and 2, 6-pyridine-dicarboxylic acid by addition, amidation, and saponification reactions. By single factor experiments, the optimum reaction conditions for this reaction were: n(N-dodecyl-β-alanine-methyl ester)∶n(2, 6-pyridine-dicarboxylic acid)=2.4∶1, reflux reaction at 40 ℃ for 8 hours. Under these conditions, the yield of the final product was 68.14%. The results showed that the critical micelle concentrations of DLP-12 were 9.1×10 -5, 9.5×10 -5and 9.7×10 -5mol/L at 25, 35 and 45 ℃, respectively, and the corresponding surface tension were 33.7, 32.4 and 31.1 mN/m, respectively. The maximum surface excess concentration (Γmax) decreased with the increase of temperature. The value of the critical packing parameter (CPP) indicated the self-assembly morphology of surfactants in aqueous solution transformed from lamellar structure to rod-like structure. At 25 ℃, the emulsification properties measured with liquid paraffin and n-octane as the oil phase were 277 and 252 s, respectively, and the Roche foam height was 141 mm.

Key words: N, N’-bis-dodecyl-2;, 6-pyridinium dimethylamide propionate sodium, dodecylamine, addition, amidation, 2, 6-pyridine-dicarboxylic acid, Gemini surfactant

CLC Number: 

  • TQ423