黑索今在乙酸乙酯‐水二元混合溶剂中的溶解特性的模拟（英文）
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摘要
为了研究黑索今(RDX)在乙酸乙酯?水二元体系中的溶解特性,测定了RDX在298.15～338.15 K温度下的溶解度。分别采用Apelblat方程、CNIBS/R?K模型及Jouyban?Acree方程对实验数据进行拟合。算出了标准溶解焓、标准溶解熵及吉布斯自由能。为了研究溶解机理,采用分子动力学模拟方法计算了RDX在二元混合溶剂中的溶度参数。结果表明,RDX的溶解度随着温度和水含量的升高而增大。经验方程拟合值与实验值基本保持一致。实验所得的溶解度数据,模型参数、热力学性质、溶度参数都为RDX和HMX的回收过程提供了基础数据和模型。
To research the dissolution characteristics of Hexogen(RDX)in ethyl acetate–water binary system,the solubility of RDX at temperatures ranging from 298.15 to 338.15 K was measured The experimental data were fitted using Apelblat equation,CNIBS/R?K model and Jouyban?Acree equation. The standard enthalpy of dissolution,entropy of dissolution and Gibbs free energy were calculated. To study the dissolution mechanism,the solubility parameters of RDX in ethyl acetate?water binary mixed solvent were calculated by molecular dynamics simulation method. Results show that the solubility of RDX increases with the increase of temperature and water content. The fitting values of empirical equation are basically consistent with the experimental ones. The experimental solubility data,model parameters,thermodynamic properties and solubility parameters provide basic data and models for the recovery process of RDX and HMX.
To research the dissolution characteristics of Hexogen(RDX)in ethyl acetate–water binary system,the solubility of RDX at temperatures ranging from 298.15 to 338.15 K was measured The experimental data were fitted using Apelblat equation,CNIBS/R?K model and Jouyban?Acree equation. The standard enthalpy of dissolution,entropy of dissolution and Gibbs free energy were calculated. To study the dissolution mechanism,the solubility parameters of RDX in ethyl acetate?water binary mixed solvent were calculated by molecular dynamics simulation method. Results show that the solubility of RDX increases with the increase of temperature and water content. The fitting values of empirical equation are basically consistent with the experimental ones. The experimental solubility data,model parameters,thermodynamic properties and solubility parameters provide basic data and models for the recovery process of RDX and HMX.
引文
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[2]CAO Duan?lin,WANG Jian?long.A study on the recovery of small quantity of RDX in the producing of HMX with acetic an?hydride[J].Journal of North China Institute of Technology,1996,17(3):279-282.
[3]YE Ling,WU Yu?zhong,LI Zhi?hua.Study on transformation of α?HMX into β?HMX with spent acetic acid[J].Chinese Journal of Explosives&Propellants,2000,23(1):38-39,42.
[4]LI Qiao?ling,YE Yu?peng.A novel process for the refining of HMX[J].Acta Armamentarii,2002,23(4):555-557.
[5]ZHAO Rui?xian,LI Guang?ming,GAO Tian?ping,et al.Study on RDX granulate stage process[J].Chinese Journal of Explosives&Propellants,2003,26(4):67-70.
[6]ZHANG Min?hua,DOU Mao?bin,WANG Meng?yan,et al.Study on the solubility parameter of supercritical carbon diox?ide system by molecular dynamics simulation[J].Journal of Molecular Liquids,2017,248:322-329.
[7]LUO Yan?long,WANG Run?guo,WANG Wei,et al.Molecular dynamics simulation insight into two?component solubility parameters of graphene and thermodynamic compatibility of graphene and styrene butadiene rubber[J].Journal of Physical Chemistry C,2017,121(18):10163-10173.
[8]Goharshadi E K,Akhlamadi G,Mahdizaeh S J.Investigation of graphene oxide nanosheets dispersion in water based on sol?ubility parameters:a molecular dynamics simulation study[J].RSC Advance,2015,5(129):106421-106430.
[9]Leach A R.Molecular modelling:principles and applications[M].Beijing:World Book Inc,2003.
[10]Choi C S,Bennema P.The crystal structure of cyclotrimethyl?enetrinitramine[J].Acta Crystallogr B,1972,28:2857-2862.
[11]Barton A F M.Solubility parameters[J].Chemical Reviews,1975,75(6):731-753.
[12]SUN Ye?bin,HUI Jun?ming,CAOXin?mao.Military Use Blended Explosives[M].Beijing:Weapon Industry Press,1995:242-251.
[13]LI Jing,JIN Shao?hua,LAN Guan?chao,et al.Morphology control of 3?nitro?1,2,4?triazole?5?one(NTO)by molecular dynamics simulation[J].Crystengcomm,20(40):6252-6260.
[14]LAN Guan?chao,JIN Shao?hua,LI Jing,et al.The study of external growth environments on the crystal morphology of epsi?lon?HNIW by molecular dynamics simulation[J].Journal of Materials Science,2018,53(18):12921-12936.
[15]LI Jing,JIN Shao?hua,LAN Guan?chao,et al.Molecular dynamics simulations on miscibility,glass transition temperature and mechanical properties of PMMA/DBP binary system[J].Journal of Molecular Graphics&Modelling,2018,84:182-188.
[16]LAN Guan?chao,JIN Shao?hua,LI Jing,et al.Miscibility,glass transition temperature and mechanical properties of NC/DBP binary systems by molecular dynamics[J].Propellants,Explosives,Pyrotechnics,2018,43(6):559-567.
[17]Almarri F,Haq N,Alanazi F K,et al.Solubilityand thermody?namic function of vitamin D3 in different mono solvent[J].Journal of molecular liquids,2017,229:477-481.
[18]Shakeel F,Imran M,Abida,Haq N,et al.Solubility and ther?modynamic/solvation behavior of 6?phenyl?4,5?dihydropyrid?azin?3(2H)?one in different(Transcutol?water)mixtures[J].Journal of molecular liquids,2017,230:511-517.
[19]CHEN Li?zhen,ZHANG Tian?bei,LI Man,et al.Solubility of2,2',4,4',6,6'?hexanitrostilbene in binary solvent of N,N?di?methylformamide and acetonitrile[J].Journal of Chemical Thermodynamics,2016,99:99-104.
[20]LAN Guan?chao,WANG Jian?long,CHEN Li?zhen,et al.Measurement and correlation of the solubility of 3,4?bis(3?ni?trofurazan?4?yl)furoxan(DNTF)in different solvents[J].Journal of Chemical Thermodynamics,2015,89:264-269.
[21]Apelblat A,Manzurola E.Solubilities of manganese,cadmi?um,mercury and lead acetates in water from T=278.15 K to T=340.15 K[J].Journal of Chemical Thermodynamics,2001,33(2):147-153.
[22]Apelblat A,Manzurola E.Solubilities of L?aspartic,DL?aspar?tic,DL?glutamic,p?hydroxybenzoic,o?anisic,p?anisic,and itaconic acids in water from T=278 K to T=345 K[J].Journal of Chemical Thermodynamics,1997,29(12):1527-1533.
[23]Apelblat A,Manzurola E.Solubilities of o?acetylsalicylic,4?aminosalicylic,3,5?dinitrosalicylic,and p?toluic acid,and magnesium?DL?aspartate in water from T=(278 to 348)K[J].Journal of Chemical Thermodynamics,1999,31(1):85-91.
[24]ZHOU Li,ZHANG Pei?pei,YANG Guang?de,et al.Solubility of chrysin in ethanol and water mixtures[J].Journal of Chemical and Engineering Data,2014,59(7):2215-2220.
[25]CHEN Zhao?guo,YANG Wen?ge,HU Yong?hong,et al.Mea?surement and correlation for the solubility of dimethyl 1,4?cy?clohexanedione?2,5?dicarboxylate in different solvents at tem?peratures from(278.15 to 323.15)K[J].Journal of Chemical and Engineering Data,2011,56(5):2726-2729.
[26]AcreeJr W E.Comments concerning‘model for solubility esti?mation in mixed solvent system’[J].International Journal of Pharmaceutics,1996,127(1):27-30.
[27]Jouyban?Gharamaleki A,Hanaee J.A general model from the?oretical cosolvency models[J].International Journal of Pharmaceutics,1997,152(2):247-250.
[28]LIU Bao?shu,SUN Hua,WANG Jing?kang,et al.Solubility of disodium 5'?guanylate heptahydrate in aqueous methanol mix?tures[J].Food Chemistry,2011,128(1):218-221.
[29]Jouyban A.Review of the cosolvency models for predicting solubility of drugs in water?cosolvent mixtures[J].Journal of Pharmacy and Pharmaceutical Sciences,2008,11(1):32-57.
[30]WANG Shui,QIN Li?ying,ZHOU Zhi?mao,et al.Solubility and solution thermodynamics of betaine in different pure solvents and binary mixtures[J].Journal of Chemical and Engineering Data,2012,57(8):2128-2135.
[31]WANG Guan,WANG Yong?li,MA You?guang,et al.Determination and correlation of cefuroxime acid solubility in(ace?tonitrile?water)mixtures[J].Journal of Chemical Thermodynamics,2014,77:144-150.
[32]ZHANG Hui,YIN Qiu?xiang,LIU Zeng?kun,et al.Measurement and correlation of solubility of dodecanedioic acid in different pure solvents from T=(288.15 to 323.15)K[J].Journal of Chemical Thermodynamics,2014,68:270-274.
[33]Delgado D R,Holguin A R,Almanza O,et al.Solubility and preferential solvation of meloxicam in ethanol?water mixtures[J].Fluid Phase Equilibria,2011,305(1):80-85.
[34]Holguin A R,Delgado D R,Martinez F,et al.Solution thermodynamics and preferential solvation of meloxicam in propylene glycol?water mixtures[J].Journal of Solution Chemistry,2011,40(12):1987-1999.