Synthesis and Properties of N,N'-dipalmitoyl p-phenylenediamine diethyl sulfonate
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The National Natural Science Foundation of China (General Program, Key Program, Major Research Plan)

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    Abstract:

    A sulfonate Gemini surfactant N,N'-dipalmitoyl group(DS16-P-16) was synthesized by substitution and acylation reaction with the main raw materials of p-phenylenediamine, palmitoyl chloride and sodium 2-chloroethyl sulfonate, and the intermediates and target products was identified by FT-IR and 1H NMR. The water solubility, surface&interfacial activity, foaming properties and emulsifying properties were also investigated. The results showed that the structure of the synthesized intermediates and final products was consistent with the design, which confirmed that the synthesized sulfonate Gemini surfactant was the target product. The critical micelle concentration (CCMC) of DS16-P-16 was 5.01×10-4 mol/L at 25 °C,which was 6.26 percent of the traditional twelve sodium alkyl sulfonatesurfactant (SDS; 25℃,8×10-3 mol/L), the surface tension (γcmc at the critical micelle concentration is 31.9mN/m, which was 6.1 mN/m lower than SDS,showing good surface activity, pC20 (the negative logarithm of the concentration of DS16-P-16 solution required to reduce the surface tension of water by 20 mN/m) is 3.61, which is 1.1 higher than SDS, showed a better ability to reduce water surface tension;With the increase of experimental temperature and solution concentration, the interfacial tension of DS16-P-16 solution gradually decreased, and both were lower than 10-2 mN/m. At 45 °C, 0.5 percent of DS16-P-16 solution could reducethe oil-water interfacial tension to 1.46×10-2mN/m;The initial foaming height of 0.1% DS16-P-16 solution is 28 cm, the foam stabilization rate can reach 93%, and the stable time of emulsion is 437 s. Under the same conditions, the initial foaming height of 0.1% traditional surfactant sodium dodecyl sulfate (SDS) is 15 cm, the foam stabilization rateis 60 and the emulsification time is 128s.

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History
  • Received:September 18,2018
  • Revised:January 22,2019
  • Adopted:January 22,2019
  • Online: February 18,2019
  • Published:
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