N,N’-双棕榈酰基对苯二胺二乙基磺酸钠的合成及性能研究
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国家自然科学基金项目(面上项目,重点项目,重大项目)


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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    摘要:

    以对苯二胺、棕榈酰氯、2-氯乙基磺酸钠等为主要原料,经取代和酰化等反应合成了一种磺酸盐型双子表面活性剂N,N’-双棕榈酰基对苯二胺二乙基磺酸钠(简称DS16-P-16),用FTIR、1HNMR对中间体和目标产物进行结构表征,并考察其水溶性、表&界面活性、泡沫性能和乳化性能。结果表明:合成的中间体及终产物的结构与设计相一致,可确定合成物质即目标产物;在25℃时,DS16-P-16临界胶束浓度(Ccmc)为5.01×10-4mol/L,是传统表面活性剂十二烷基硫酸钠(SDS)CMC(25℃,8×10-3mol/L)的6.26%,临界胶束浓度下的表面张力(γcmc)为31.9mN/m,比SDS低6.1 mN/m ,表现出更高的表面活性,pC20(水的表面张力降低20 mN/m时所需DS16-P-16溶液浓度的负对数)为3.61,比SDS高出1.1,表现出好的降低水表面张力的效率;随着温度和溶液浓度的增大,DS16-P-16溶液与吉林油田原油的界面张力逐渐降低,且均低于10-2 mN/m,在45℃下,质量分数为0.5%的该溶液可将油水界面张力降低至1.46×10-2mN/m;在质量分数为0.1%时,DS16-P-16溶液的初始起泡高度为28cm,稳泡率可达93%,乳状液稳定时间为437 s 。相同条件下,质量分数为0.1 %的传统表面活性剂十二烷基硫酸钠(SDS)的初始起泡高度为15cm,稳泡率为60%,乳化时间为128 s 。

    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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金礼俊,唐善法. N, N’-双棕榈酰基对苯二胺二乙基磺酸钠的合成及性能研究[J].精细化工,2019,36(3):0

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  • 收稿日期:2018-09-18
  • 最后修改日期:2019-01-22
  • 录用日期:2019-01-22
  • 在线发布日期: 2019-02-18
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