N-正十八烷基麦芽糖酰胺的合成工艺及其性能研究  

Study on Synthesis Technology and Properties of N-n-Octadecyl-D-maltonamide

作　　者：王德庆[1] 冯吉[1] 付群[1] 雷勇[1] 吴明红[1] 

机构地区：[1]上海大学环境与化学工程学院,上海200444

出　　处：《高校化学工程学报》2009年第6期1018-1023,共6页Journal of Chemical Engineering of Chinese Universities

基　　金：上海市重点学科(S30109);上海科委项目(08520512200;09XD1401800);国家科技支撑计划项目(2008BAC32B03)资助

摘　　要：以正十八烷基胺(十八胺)和D-麦芽糖-δ-内酯直接反应、无需催化的方法制备了糖基表面活性剂N-正十八烷基麦芽糖酰胺。探讨了各反应影响因素对反应结果的影响,得到了适宜的合成条件为:麦芽糖内酯为1.0mmol时,配料摩尔比(n(十八胺):n(麦芽糖内酯))为2:1,溶剂DMSO的用量为5mL,反应温度60℃,反应时间24h。此外还采用红外(FT-IR)、核磁(1H-NMR)、差热扫描(DSC)、紫外-可见(UV-Vis)、表面张力、荧光特性测试等手段对产物进行了结构表征和性能研究。结果表明,N-正十八烷基麦芽糖酰胺水溶液在28.4℃时临界胶束浓度CMC为2.23×10-6mol·L-1,对应的表面张力γCMC为30.20mN·m-1,表面活性较好;在210～290nm紫外光激励下具有明显的荧光特性,是具有荧光特性的一类糖基表面活性剂。A sugar-based surfactant N-n-octadecyl-D-maltonamide was directly synthesized from n-octadecylamine and D-maltonolactone in the absence of catalyst. The effects of influence factors, such as the reaction temperature and time, mole ratio of n-octadecylamine to D-maltonolactone and dosage of solvent DMSO, on the synthesis process were investigated; and the suitable conditions for the synthesis reaction were obtained, i.e., the amount of D-maltonolactone is 1.0 mmol, mole ratio of n-octadecylamine to D-maltonolactone is 2：1, dosage of DMSO 5 mL, reaction temperature 60 ℃, reaction time 24 h. The structures and properties of N-n-octadecyl-D-maltonamide products were investigated and characterized by FT-IR, ^1H-NMR, DSC, UV-Vis spectra, surface tension and fluorescence measurement etc.. Results show that the critical micelle concentration （CMC） of N-n-octadecyl-D-maltonamide water solution at 28.4℃ is 2.23×10-6 mol·L^-1 and the surface tension γCMC is 30.20 mN·m^-1; in addition, the solution can emit fluorescence when it is excited with ultraviolet radiation of210-290 nm, which indicates that the prepared N-n-octadecyl-D-maltonamide is a sugar-based surfactant with good surface activity and fluorescence.

关 键 词：N-正十八烷基麦芽糖酰胺 合成 表面活性剂 荧光特性 

分 类 号：TQ423.2[化学工程]