Synthesis and Characterization of N,N-Diallyl-N-carbobutoxy-methylammonium Chloride
Lihua Liu, Xiao Ti-Le, Wu Jun, Zhao Yan-min
Abstract
Lihua Liu, Xiao Ti-Le, Wu Jun, Zhao Yan-min
Abstract
N,N-Diallyl-N-carbobutoxymethylamine(DACBMA)was synthesized using diallylamine,butyl chloroacetate and K2CO3 as raw materials.After separated from the water phase,the oil phase was dried by anhydrous magnesium sulfate and then collected 157~161 ℃/1 333 Pa cuts by the reduced pressure distillation to obtain DACBMA.The solution of N,N-diallyl-N-carbobutoxymethylammonium chloride(DACBMAC) was obtained by neutralizing the cuts using 6 mol/L hydrochloric acid till the oil phase disappeared.The DACBMAC solid was synthesized by ventilating anhydrous hydrogen chloride in DACBMA ethyl ether solution.The results show that,when n(diallylamine)∶n(butyl chloroacetate)∶n(K2CO3)=1.5∶1∶1,the adding time for butyl chloroacetate is 60 min,the reaction time is 8 h and the reaction temperature is 70 ℃,the yield of DACBMA is 74.30% and it increases to 83.23% by reusing the water phase and the lower boiling point cuts collected;Compared with quaternarization by anhydrous hydrogen chloride,the reaction neutralized by hydrochloric acid is quick with no pollution,but the solid product could not be obtained.The yield of DACBMAC is 81.56% which is 10.51% higher than that of quaternarization by anhydrous hydrogen chloride.Structures of the in-process product and the product are characterized by elementary analysis,FTIR and 1HNMR.The 1 L bench-scale research for this technology had been done.
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N,N-Diallyl-N-carbobutoxymethylamine(DACBMA)was synthesized using diallylamine,butyl chloroacetate and K2CO3 as raw materials.After separated from the water phase,the oil phase was dried by anhydrous magnesium sulfate and then collected 157~161 ℃/1 333 Pa cuts by the reduced pressure distillation to obtain DACBMA.The solution of N,N-diallyl-N-carbobutoxymethylammonium chloride(DACBMAC) was obtained by neutralizing the cuts using 6 mol/L hydrochloric acid till the oil phase disappeared.The DACBMAC solid was synthesized by ventilating anhydrous hydrogen chloride in DACBMA ethyl ether solution.The results show that,when n(diallylamine)∶n(butyl chloroacetate)∶n(K2CO3)=1.5∶1∶1,the adding time for butyl chloroacetate is 60 min,the reaction time is 8 h and the reaction temperature is 70 ℃,the yield of DACBMA is 74.30% and it increases to 83.23% by reusing the water phase and the lower boiling point cuts collected;Compared with quaternarization by anhydrous hydrogen chloride,the reaction neutralized by hydrochloric acid is quick with no pollution,but the solid product could not be obtained.The yield of DACBMAC is 81.56% which is 10.51% higher than that of quaternarization by anhydrous hydrogen chloride.Structures of the in-process product and the product are characterized by elementary analysis,FTIR and 1HNMR.The 1 L bench-scale research for this technology had been done.
Key concepts: Anhydrous, Chemistry, Hydrochloric acid, Hydrogen chloride, Chloride, Nuclear chemistry, Yield (engineering), Inorganic chemistry