摘要
以4-溴-1,8-萘二甲酸酐和乙醇胺为原料,经过路线1(胺化、酰胺化、季铵化)和路线2(酰胺化、胺化、季铵化)分别得到一种水溶性荧光单体4-(N'甲基-1-哌嗪基)-N-羟乙基-1,8-萘二甲酰烯丙基氯季铵盐,总收率分别为51.8%和45.3%。通过单因素实验确定了季铵化反应的最佳合成条件:n(中间体化合物3):n(烯丙基氯)=1:3.5,反应温度50℃,以丙酮为溶剂,反应时间6 h,在此条件下,该步收率达到72.4%。采用红外光谱、质谱及核磁共振氢谱对其结构进行了表征,并对其荧光光谱进行了初步研究。
A kind of water soluble fluorescent monomer, 4-（N＇-methyl-l-piperazinylallyl）-N-hydroxyethyl-naphthalimide chloride quaternary ammonium salt was synthesized from 4-bromo-1,8-naphthalic anhydride and ethanolamine through amination, amidation and quaterisation （route 1） or through ami- dation, amination and quaterisation （route 2） with the overall yield of 51.8% or 45.3%, respectively. The optimum preparation conditions of the third step were obtained as follows： n（compound 3） ： n （allyl ehloride）=1 ： 3.5, reaction temperature 50 ~C , reaction time 6 h, and acetone as solvent. Under these conditions, the yield of this step was 72.40/00. The structures of the fluorescent monomer and key intermediates were confirmed by IR, MS and 1H NMR spectroscopy. The fluorescent spectrum of the monomer was also studied.
出处
《精细石油化工》
CAS
CSCD
北大核心
2008年第5期60-64,共5页
Speciality Petrochemicals
基金
江苏省自然科学基金资助项目(BK2005043)
