中北大学学报（自然科学版）2025，Vol.46Issue(6)：763-775,13.DOI:10.62756/jnuc.issn.1673-3193.2025.05.0004
2,4-二硝基苯甲醚蒸发结晶过程的高效液相色谱法监测
Monitoring of Evaporation Crystallization Process of 2,4-Dinitroanisole by High Performance Liquid Chromatography Method
陈聪 1陈丽珍 1王建龙 1潘红霞 2赵勤 2李翀 2陈军2
作者信息
- 1. 中北大学 化学与化工学院,山西 太原 030051
- 2. 湖北东方化工有限公司,湖北 襄阳 441404
- 折叠
摘要
Abstract
2,4-dinitroanisole(DNAN)is a fused explosive carrier and is widely used in military mixed explosives.Currently,most of the literature on DNAN at home and abroad focuses on synthetic research,while there are few studies on its crystallization.The experimental parameters of HPLC analysis method were determined:UV detection wavelength of 230 nm,mobile phase ratio of V(acetonitrile)/V(0.05%formic acid aqueous solution)=50/50,mobile phase flow rate of 1.0 mL·min-1,injection volume of 10 μL,column temperature of 25℃.The HPLC method was employed to monitor the evaporation crystallization process of DNAN,and the variation trends of the mass fractions of DNAN,2,4-dinitrochlorobenzene(DNCB)and 2,4-dinitrophenol(DNP)in different systems were investigated.The results indicate that in different reaction systems,the mass fractions of both DNP and DNCB show increasing trends,indicating that hydrolysis reactions and the reverse reactions of etherification occur during the methanol evaporation process.The increase in DNP mass fraction followed the order:neutral>alkaline>acidic conditions,while the increase in DNCB mass fraction followed the order:alkaline>acidic>neutral conditions.The Gaussian 16 C.01 software was used to calculate the bond dissociation energies(BDE)of DNAN,DNCB and DNP to explain the variation trends in their mass fractions during the evaporation crystallization process.The results indicate that the BDE of the C-OH bond in DNP is higher than that of the C-Cl bond in DNCB and the C-OCH₃ bond in DNAN.During methanol evaporation,the C-OCH₃ bond breaks,forming C-OH and C-Cl bonds.Since the C-OH bond has a higher BDE than the C-Cl bond,it is less prone to cleavage,whereas the C-Cl bond breaks more readily.This explains why the relative mass fractions of both DNCB and DNP increase,with DNP exhibiting a higher mass fraction than DNCB.关键词
2,4-二硝基苯甲醚(DNAN)/蒸发结晶/高效液相色谱法(HPLC)/键解离能(BDE)Key words
2,4-dinitroanisole(DNAN)/evaporative crystallization/high performance liquid chromatog-raphy(HPLC)/bond dissociation energy(BDE)分类
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陈聪,陈丽珍,王建龙,潘红霞,赵勤,李翀,陈军..2,4-二硝基苯甲醚蒸发结晶过程的高效液相色谱法监测[J].中北大学学报（自然科学版）,2025,46(6):763-775,13.
