Investigation of the solid–liquid ternary phase diagrams of 2HNIW·HMX cocrystal

The influence of temperature and solvent on the solid–liquid ternary phase diagrams of the 2HNIW·HMX cocrystal has been investigated. Ternary phase diagrams were constructed for the 2HNIW·HMX cocrystal in acetonitrile and ethyl acetate at 15 °C and 25 °C. HMX and HNIW showed inconsistent dissolution behavior and congruent dissolution behavior in acetonitrile and ethyl acetate, respectively. In the HMX–HNIW–acetonitrile system, the 2HNIW·HMX cocrystal has a narrow thermodynamically stable region at both temperatures. The cocrystal exhibits a wider thermodynamically stable region in the HMX–HNIW–ethyl acetate system. The results show that the choice of solvent has a crucial influence on the dissolution behavior of the cocrystal and the size and position of each region in the phase diagram, while the temperature has no apparent effect on the overall appearance of the phase diagram. By properly selecting the ratios, the 2HNIW·HMX cocrystal could be prepared by the isothermal slurry conversion crystallization method.

[1]  R. Ahuja,et al.  Highly Energetic and Stable Gadolinium/Bismuth Molybdate with a Fast Reactive Species, Redox Mechanism of Aqueous Electrolyte , 2020 .

[2]  Jiaoqiang Zhang,et al.  Solubility measurement and correlation for HNIW·TNT co-crystal in nine pure solvents from T = (283.15 to 318.15) K , 2020 .

[3]  Zhenguo Gao,et al.  Bioinspired Strategy for HMX@hBNNS Dual Shell Energetic Composites with Enhanced Desensitization and Improved Thermal Property , 2020, Advanced Materials Interfaces.

[4]  Wei Zhang,et al.  CL-20-Based Cocrystal Energetic Materials: Simulation, Preparation and Performance , 2020, Molecules.

[5]  Jiaoqiang Zhang,et al.  Low-temperature heat capacities, standard molar enthalpies of formation and detonation performance of two CL-20 cocrystal energetic materials , 2020 .

[6]  D. Appadoo,et al.  Traditional salt-in-water electrolyte vs. water-in-salt electrolyte with binary metal oxide for symmetric supercapacitors: capacitive vs. faradaic. , 2020, Dalton transactions.

[7]  Zhenguo Gao,et al.  Recent Advances in Synthesis and Properties of Nitrated-Pyrazoles Based Energetic Compounds , 2020, Molecules.

[8]  Zhenguo Gao,et al.  Fabrication and characterization of surface modified HMX@PANI core-shell composites with enhanced thermal properties and desensitization via in situ polymerization , 2020 .

[9]  Jiaoqiang Zhang,et al.  Investigation of the Phase Behavior of a HNIW·TNT Cocrystal System and Construction of Ternary Phase Diagrams , 2019, Crystal Growth & Design.

[10]  G. Sadowski,et al.  Thermodynamic Approach for Co-crystal Screening , 2019, Crystal Growth & Design.

[11]  Å. Rasmuson,et al.  Investigation of solid–liquid phase diagrams of the sulfamethazine–salicylic acid co-crystal , 2019, CrystEngComm.

[12]  Jiaoqiang Zhang,et al.  Preparation, Characterization and the Thermodynamic Properties of HNIW ⋅ TNT Cocrystal , 2019, Propellants, Explosives, Pyrotechnics.

[13]  G. Walker,et al.  A New 1:1 Drug-Drug Cocrystal of Theophylline and Aspirin: Discovery, Characterization, and Construction of Ternary Phase Diagrams , 2018, Crystal Growth & Design.

[14]  A. Klamt,et al.  Cocrystal Ternary Phase Diagrams from Density Functional Theory and Solvation Thermodynamics , 2018, Crystal Growth & Design.

[15]  A. Myerson,et al.  Cocrystal formation by ionic liquid-assisted grinding: case study with cocrystals of caffeine , 2018 .

[16]  S. Son,et al.  Laser ignition of CL-20 (hexanitrohexaazaisowurtzitane) cocrystals , 2018 .

[17]  Guangcheng Yang,et al.  Ultrasonic-assisted emulsion synthesis of well-distributed spherical composite CL-20@PNA with enhanced high sensitivity , 2017 .

[18]  Tao Wang,et al.  Comparative studies on structures, mechanical properties, sensitivity, stabilities and detonation performance of CL-20/TNT cocrystal and composite explosives by molecular dynamics simulation , 2017, Journal of Molecular Modeling.

[19]  Tao Wang,et al.  Theoretical insights into effects of molar ratios on stabilities, mechanical properties and detonation performance of CL-20/RDX cocrystal explosives by molecular dynamics simulation , 2017 .

[20]  Leping Dang,et al.  Measurement and correlation of solubility of ε-CL-20 in solvent mixtures of (chloroform + ethyl acetate) and (m-xylene + ethyl acetate) at temperatures from 278.15 K to 313.15 K , 2017 .

[21]  V. Stilinović,et al.  Halogen bonding of N-bromophthalimide via grinding and solution crystallization , 2017 .

[22]  Leping Dang,et al.  Measurement and Correlation of the Solubility of ε-CL-20 in 12 Organic Solvents at Temperatures Ranging from 278.15 to 318.15 K , 2017 .

[23]  T. Chen,et al.  Facile preparation of 1,3,5,7-tetranitro-1,3,5,7-tetrazocane/glycidylazide polymer energetic nanocomposites with enhanced thermolysis activity and low impact sensitivity , 2017 .

[24]  Lin Zhang,et al.  Investigation of TNB/NNAP cocrystal synthesis, molecular interaction and formation process , 2017 .

[25]  Zhijian Yang,et al.  Polymer bonded explosives (PBXs) with reduced thermal stress and sensitivity by thermal conductivity enhancement with graphene nanoplatelets , 2016 .

[26]  Zhiqun Chen,et al.  Crystal structure, spectrum character and explosive property of a new cocrystal CL-20/DNT , 2016 .

[27]  M. Zaworotko,et al.  Pharmaceutical cocrystals: along the path to improved medicines. , 2016, Chemical communications.

[28]  Shuhai Zhang,et al.  Theoretical insight into the co-crystal explosive of 2,4,6,8,10,12-hexanitrohexaazaisowurtzitane (CL-20)/1,1-diamino-2,2-dinitroethylene (FOX-7) , 2015 .

[29]  D. Voinovich,et al.  Cocrystal Formation through Mechanochemistry: from Neat and Liquid-Assisted Grinding to Polymer-Assisted Grinding. , 2015, Angewandte Chemie.

[30]  V. Stepanov,et al.  Nanoscale 2CL-20·HMX high explosive cocrystal synthesized by bead milling , 2015 .

[31]  Å. Rasmuson,et al.  Thermodynamics and crystallization of a theophylline–salicylic acid cocrystal , 2015 .

[32]  F. Huang,et al.  Fabrication of RDX, HMX and CL-20 based microcapsules via in situ polymerization of melamine–formaldehyde resins with reduced sensitivity , 2015 .

[33]  W. Goddard,et al.  The co-crystal of TNT/CL-20 leads to decreased sensitivity toward thermal decomposition from first principles based reactive molecular dynamics , 2015 .

[34]  A. Bansal,et al.  Generation of 1:1 Carbamazepine:Nicotinamide cocrystals by spray drying. , 2014, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[35]  Y. Vohra,et al.  High Pressure-Temperature Phase Diagram of 1,1-Diamino-2,2-dinitroethylene (FOX-7). , 2013, The journal of physical chemistry. A.

[36]  Philip F. Pagoria,et al.  High Power Explosive with Good Sensitivity: A 2:1 Cocrystal of CL-20:HMX , 2012 .

[37]  B. K. Hodnett,et al.  Understanding the p-Toluenesulfonamide/Triphenylphosphine Oxide Crystal Chemistry: A New 1:1 Cocrystal and Ternary Phase Diagram , 2012 .

[38]  A. Matzger,et al.  Improved stability and smart-material functionality realized in an energetic cocrystal. , 2011, Angewandte Chemie.

[39]  T. Klapötke,et al.  C2N14: an energetic and highly sensitive binary azidotetrazole. , 2011, Angewandte Chemie.

[40]  Woo Y. Lee,et al.  RDX-based nanocomposite microparticles for significantly reduced shock sensitivity. , 2011, Journal of hazardous materials.

[41]  Naír Rodríguez-Hornedo,et al.  Solubility Advantage of Pharmaceutical Cocrystals , 2009 .

[42]  Hongyi Shen,et al.  A Novel Strategy for Pharmaceutical Cocrystal Generation Without Knowledge of Stoichiometric Ratio: Myricetin Cocrystals and a Ternary Phase Diagram , 2014, Pharmaceutical Research.