金刚烷基Bola型表面活性剂的设计、合成及表面活性  

Design,synthesis and surface activity of adamantyl Bola-form surfactant

作　　者：傅淑琴[1] 郭建维[1] 付长安[1] 钟星[1] 崔英德[1] 

机构地区：[1]广东工业大学轻工化工学院,广东广州510006

出　　处：《化工学报》2013年第8期2956-2961,共6页CIESC Journal

基　　金：广东省高校重点技术创新项目(100187);广州市科技计划项目(2010J-D00051);广东工业大学重大培育专项(405095220)~~

摘　　要：以1,3-二溴金刚烷为起始原料,首先在Lewis酸催化作用下与苯酚发生傅-克烷基化反应生成1,3-二(4-羟苯基)金刚烷(DPAD);DPAD再经Williamson缩合反应和中和反应合成了新型金刚烷基Bola型表面活性剂1,3-二(4-(2-乙氧基磺酸钠)-苯基)金刚烷。采用IR、1 H NMR和元素分析等手段确定了各中间物及产物的结构,测试了1,3-二(4-(2-乙氧基磺酸钠)-苯基)金刚烷的表面活性。考察了关键反应步骤(Williamson缩合反应)溶剂、卤代磺烷基化试剂、反应温度、反应时间和物料比对产物收率的影响。在优化的反应条件下,1,3-二(4-(2-乙氧基磺酸钠)-苯基)金刚烷的总收率可达72%。1,3-Bis（4-hydroxyphenyl）adamantanea（DPAD）was synthesized via Friedel-Crafts alkylation of 1,3-dibromoadamantane and phenol with the catalyst of Lewis acid.Williamson condensation reaction of 1,3-bis（4-hydroxyphenyl）adamantane and halogenated sulfone alkylating reagent and neutralization led to 1,3-bis（4-（2-ethoxyl sodium sulfonate）phenyl）adamantane in alkaline condition.The structures of compounds were characterized by IR,1H NMR and elemental analysis measurements.The surface tensions of the target compound in different concentrations were tested.The effects of reaction solvent,halogenated sulfone alkylating reagent,reaction temperature and time,and raw material ratio on the yield of the target compound were discussed.The optimal reaction conditions were as follows：DMF as solvent,n（DPAD）∶n（BrC2H4SO3Na）=1∶2.2,then the mixture reacted for 3 h at 60℃.Under the optimized reaction condition,the total-yield of the target compound can reach 72%.

关 键 词：金刚烷 Bola化合物 表面活性剂 合成 

分 类 号：TQ231[化学工程—有机化工] TQ247.5