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China Surfactant Detergent & Cosmetics ›› 2025, Vol. 55 ›› Issue (6): 709-714.doi: 10.3969/j.issn.2097-2806.2025.06.004

• Development and application • Previous Articles     Next Articles

Synthesis and properties of Gemini quaternary ammonium surfactants containing ester groups C12-E2nOm-C12

Yangbo Zhang,Yaqin Liang*(),Zhengwei Liu,Xiaoyu Ji,Xiaonan Zhao,Ruimin Gao   

  1. Department of Chemistry, Changzhi University, Changzhi, Shanxi 046000, China
  • Received:2024-09-05 Revised:2025-05-30 Online:2025-06-22 Published:2025-07-01
  • Contact: E-mail: liangyaqinfaye@126.com.

Abstract:

Three Gemini quaternary ammonium surfactants containing ester groups in spacers, C12-E2nOm-C12 (i.e., C12-E2O2-C12, C12-E4O3-C12 and C12-E6O4-C12), were synthesized via two-step reaction and characterized by IR, 1H NMR, 13C NMR and HRMS. The effects of spacer length on the self-aggregation, emulsifying, foaming and wetting properties of C12-E2nOm-C12 were investigated. Their corresponding monomer dodecyltrimethylammonium chloride (DTAC) was also investigated for comparison. The results showed that, the critical micelle concentration (cmc) values of C12-E2O2-C12, C12-E4O3-C12 and C12-E6O4-C12 were 0.815, 0.152 and 0.044 2 mmol/L, respectively, which were significantly lower than that of DTAC (10.25 mmol/L). Among these three Geminis, it was found that the cmc values of C12-E2nOm-C12 decreased with increasing spacer length. The phase separation time for evaluating the emulsifying abilities of C12-E2O2-C12, C12-E4O3-C12 and C12-E6O4-C12 were 336, 492 and 682 s, respectively; the wetting time of C12-E2O2-C12, C12-E4O3-C12 and C12-E6O4-C12 were 79, 70 and 64 s, respectively; therefore, C12-E2nOm-C12 exhibited excellent emulsifying and wetting properties compared with DTAC (the phase separation time was 116 s and the wetting time was 87 s). Moreover, C12-E2nOm-C12 also had better foaming ability and foam stability than DTAC. The emulsifying, foaming, foam-stabilizing and wetting abilities of C12-E2nOm-C12 were increased with the increase of spacer length.

Key words: ester, spacer, Gemini surfactant, quaternary ammonium, surface activity, emulsifying property

CLC Number: 

  • TQ423