摘要
以十一烯酸甲酯为原料,苯或二苯甲烷为连接基,通过傅克烷基化、酰胺化与季铵化反应,制备了两种刚性疏水基Bola型表面活性剂(Ph-2UHSB和DiPh-2UHSB)。采用HPLC-MS和ESI-MS对产物进行了表征,探究了不同刚性基团对Bola型表面活性剂的表面性能、抗硬水稳定性及去污性能等的影响,并将Ph-2UHSB与十二烷基苯磺酸钠(SDBS)复配,考察了m(Ph-2UHSB)∶m(SDBS)对其复配性能的影响。结果表明,Ph-2UHSB与DiPh-2UHSB的溶解温度均<0℃,临界胶束浓度(CMC)分别为2.96×10^(–5)和1.34×10^(–5)mol/L,两者抗硬水等级均达到4级,优于SDBS;DiPh-2UHSB和Ph-2UHSB在CMC处的表面张力分别为37.75和34.49 mN/m,表面过剩量分别为2.16和0.99μmol/m^(2),分子最小截面积分别为0.77和1.67 nm^(2);在硬度为500 mg/kg的水中,Ph-2UHSB对机油去除率比DiPh-2UHSB同比高9.92%,比SDBS和十二烷基硫酸钠分别同比高18.34%与9.02%。Ph-2UHSB与SDBS复配后表现出协同增效作用,在硬度为250 mg/kg的水中,m(Ph-2UHSB)∶m(SDBS)=6∶4复配的表面活性剂去污率最高,为84.86%,比Ph-2UHSB单独使用高8.68%,比SDBS单独使用高21.37%。
Bola surfactants(Ph-2UHSB,DiPh-2UHSB)with different rigid hydrophobic groups were prepared using methyl undecylenate as raw material and benzene or diphenylmethane as linking group through reactions of Friedel-Crafts alkylation,amination as well as quaternization,and characterized by HPLC-MS and ESI-MS.The influence of rigid groups on the surface properties,stability against hard water and decontamination performance of Bola surfactant were analyzed,while the effects of m(Ph-2UHSB)∶m(SDBS)on the performance of the compounded surfactant between Ph-2UHSB and sodium dodecyl benzene sulfonate(SDBS)were evaluated.The results showed that both Ph-2UHSB and DiPh-2UHSB displayed dissolution temperatures of less than 0℃,with critical micelle concentration(CMC)of 2.96×10^(–5)and 1.34×10^(–5)mol/L,respectively,and hard water resistance reaching 4 level,which was better than SDBS.The surface tension of DiPh-2UHSB and Ph-2UHSB at CMC were 37.75 and 34.49 mN/m,the surface excess were 2.16 and 0.99μmol/m^(2),and the minimum molecular cross-sectional area were 0.77 and 1.67 nm^(2),respectively.In water with hardness of 500 mg/kg,the engine oil removal rate of Ph-2UHSB was 9.92%higher than that of DiPh-2UHSB,18.34%and 9.02%higher than that of SDBS and sodium dodecyl sulfate,indicating better hard water resistance performance.The mixing of Ph-2UHSB and SDBS exhibited synergistic effect.In water with hardness of 250 mg/kg,the mixture surfactant of Ph-2UHSB and SDBS with m(Ph-2UHSB)∶m(SDBS)=6∶4 showed the highest decontaminate rate of 84.86%,8.68%and 21.37%higher than that of Ph-2UHSB and SDBS,respectively.
作者
贾梦娇
刚洪泽
牟伯中
杨世忠
JIA Mengjiao;GANG Hongze;MOU Bozhong;YANG Shizhong(State Key Laboratory of Bioreactor Engineering,Institute of Applied Chemistry,East China University of Science and Technology,Shanghai 200237,China;Shanghai Biomanufacturing Technology Collaborative Innovation Center,Shanghai 200237,China)
出处
《精细化工》
北大核心
2025年第10期2165-2173,共9页
Fine Chemicals
基金
国家重点研发计划项目(2022YFC2105200)
国家自然科学基金项目(42061134011,42173076,52074129)
上海市自然科学基金项目(21ZR1417400)
中央高校基本科研业务费专项基金项目(JKJ01231714)。
关键词
刚性连接基
两性Bola型表面活性剂
抗硬水性
去污性能
合成
rigid linking groups
amphoteric Bola surfactants
hard water resistance
decontamination performance
synthesis
