摘要
以2,2,3,3,4,4,5,5-八氟-1-戊醇(OFP)作为短碳氟链来源,三聚氯氰(TCT)为反应活性基团,通过一锅两步法合成了一种高活性的三嗪类缩合剂1-氯-3,5-双((八氟-1-戊基)氧基)-三嗪(DFCT),采用傅里叶变换红外光谱(FT-IR)、核磁共振(1H NMR、13C NMR、19F NMR)对目标产物(DFCT)进行了表征,通过质谱对中间体2,4-二氯-6-((八氟-1-戊基)氧基)-三嗪(DCFT)和目标产物DFCT进行了表征;同时对缩合试剂合成条件进行研究,确定了合成的较佳工艺:二氯甲烷为溶剂,氢氧化钠为中和试剂,n(TCT)∶n(OFP)=1∶2.2,先在0℃反应生成中间体DCFT,然后在30℃反应生成目标产物DFCT,收率为96%。用制备的DFCT作为缩合试剂,以羧酸和胺/醇为原料,分别合成了酰胺类目标产物(Ⅰa~Ⅰc)和酯类目标产物(Ⅱa~Ⅱc),说明DFCT可应用于酰胺化、酯化反应的缩合试剂,且反应条件温和,易于操作。
A triazine-type condensating agent with high activity,1-chloro-3,5-bis((octafluoropentyl)oxy)-triazine(DFCT),was synthesized by one-pot two-step method,in which cyanuric chloride(TCT)was used as reactive group and 2,2,3,3,4,4,5,5-octafluoro-1-pentanol(OFP)was used as the source of short fluorocarbon chain.The intermediate(2,4-dichloro-6-((octafluoropentyl)oxy)-triazine,DCFT)and the target product(DFCT)were characterized by FT-IR,1H NMR,13C NMR,19F NMR and mass spectrometry.The reaction conditions were optimized according to the yield of product:Dichloromethane was used as the solvent;sodium hydroxide was used as acid binding agent;n(TCT)∶n(OFP)=1∶2.2;the reaction temperature was 0℃to generate DCFT,and then 30℃to obtain the target product DFCT,and the yield of DFCT was 96%.DFCT was used as a condensating agent to activate carboxylic acid which would react with amines/alcohols to produce amides(Ⅰa-Ⅰc)/esters(Ⅱa-Ⅱc).It showed that DFCT could be used as a condensating agent for amidation and esterification reactions,and the reaction conditions were mild and easy to operate.
作者
汪琴琴
李颜利
邹伟
颜杰
刘波
李慧
WANG Qin-qin;LI Yan-li;ZOU Wei;YAN Jie;LIU Bo;LI Hui(College of Chemical Engineering,Sichuan University of Science&Engineering,Zigong,Sichuan 643000,China;Zhonghao Chenguang Chemical Research Institute of Chemical Industry Co.,Ltd.,Zigong,Sichuan 643201,China)
出处
《日用化学工业》
CAS
北大核心
2021年第4期288-293,共6页
China Surfactant Detergent & Cosmetics
基金
四川省科技厅重点研发项目资助(2019YFG0174、2020YFG0422)
自贡市重点科技计划项目资助(2019YYJC19)
四川轻化工大学人才引进项目资助(2018RCL02)。
关键词
短氟碳链
缩合试剂
合成
酰胺化
酯化
short fluorocarbon chain
condensating agent
synthesis
amidation
esterification
