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2-羟基-3-辛基-5-长链烷基苯磺酸钠的合成及表面活性

Synthesis and Surface Properties of Sodium 2-Hydroxy-3-octyl-5-alkylbenzenesulfonates

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【作者】 黄玉萍严峰曹绪龙宋新旺李振泉赵濉安静仪俞稼镛

【Author】 HUANG Yu-ping~(1,2),YAN Feng~(1,2),CAO Xu-long~3,SONG Xin-wang~3,LI Zhen-quan~3,ZHAO Sui~(2*),AN Jing-yi~2,YU Jia-yong~2(1.Graduate School,Chinese Academy of Sciences,Beijing 100039,China,2.Technical Institute of Physics and Chemistry,Chinese Academy of Sciences,Beijing 100080,China,3.Geological Research Institute of Shengli Oilfield Co.Ltd,SINOPEC,Dongying 257015,Shandong,China)

【机构】 中国科学院研究生院中国石化胜利油田分公司地质科学研究院中国科学院理化技术研究所中国科学院理化技术研究所 北京100039北京100080北京100039山东东营257015

【摘要】 以脂肪酸、苯酚为原料,经酰化反应、酯化反应、Fries重排、氢化还原反应、磺化以及中和反应等步骤,合成出了2-羟基-3-辛基-5-长链烷基苯磺酸钠表面活性剂。两相滴定法测定了产物的质量分数均大于99%;用核磁共振氢谱、傅立叶红外光谱和质谱对产物进行了结构鉴定。用悬挂滴法测定了30℃时该系列表面活性剂的表面张力。实验发现,纯水溶液中表面活性剂的临界胶束浓度(CMC)达到10-6mol/L数量级,临界胶束浓度下的表面张力(γCMC)均小于28 mN/m;随着苯环上长链烷基碳数(n=8,10,12)的增加,CMC降低,分别为1.06×10-5,3.35×10-6,2.65×10-6mol/L;而γCMC变化不明显,分别为26.77,26.89,27.22 mN/m。结果表明,此类表面活性剂具有比较好的表面活性。

【Abstract】 Three novel surfactants,sodium 2-hydroxy-3-octyl-5alkylbenzenesulfonates,were synthesized from fatty acid and phenol through Friedel-Crafts acylation,esterification,Fries rearrangement,Pd-catalyzed hydrogenation,sulfonation and neutralization.The contents of sodium 2-hydroxy-3-octyl-5-alkylbenzenesulfonates in the products,determined by two-phase titration,were all above 99%.The structures were characterized by 1HNMR,IR and MS methods.The critical micelle concentration(CMC) and the surface tension at the CMC(γCMC) of the surfactants in aqueous solution at 30 ℃ were measured by means of the pendant drop method.The values of CMC(mol/L3) reached to be of the order of magnitude of 10-6 and the values of γCMC were lower than 28 mN/m.The change of carbon atom number(n=8,10,12) of the substituted hydrophobic chain of benzene ring showed no obvious influence on γCMC(respectively 26.77 mN/m,26.89 mN/m,27.22 mN/m),however,CMC decreased as the number of carbon atoms increased(respectively 1.06×10-5 mol/L,3.35×10-6 mol/L,2.65×10-6 mol/L).The experiment results showed that these surfactants have high surface activities.

  • 【分类号】TQ423
  • 【被引频次】9
  • 【下载频次】277
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