Abstract
In response to the demands for elevated energy levels and enhanced homogeneity in propellant and explosive formulations, new energetic composites based on unmodified and modified nanostructured cellulose nitrate and 3-nitro-2,4-dihydro-3H-l,2,4-triazol-3-one (NTO) were fully scrutinized. Indeed, microcrystalline cellulose nitrate (MCCN)/NTO, and carbamated microcrystalline cellulose nitrate (M3CN)/NTO composites were elaborated using a solvent evaporation method and their characteristics were compared to those of nitrocellulose (NC)/NTO. Experimental findings highlighted that the newly developed energetic composites exhibit favorable features, including a density exceeding 1.775 g/cm3. Moreover, theoretical performance calculations using EXPLO5 version 6.02.06 indicated that the optimal composition resulted in excellent specific impulses and detonation velocities, which increased from 217.5 s and 7910 m/s for NC/NTO to 235.1 s and 8165 m/s for M3CN/NTO. Structural analyses revealed a homogeneous dispersion and embedding of NTO particles within the nitrated cellulosic matrix. In addition, thermo-kinetic results demonstrated that the activation energy of the three designed energetic composites is lower than that of pristine NTO explosive. Therefore, this investigation offers a potential fabrication approach and basic theory for the application of nanostructured cellulose nitrate in advanced high-performance energetic formulations.
Similar content being viewed by others
Data availability
No datasets were generated or analysed during the current study.
References
Abdelaziz A, Tarchoun AF, Boukeciat H, Trache D (2022) Insight into the thermodynamic properties of promising energetic HNTO· AN Co-Crystal: heat capacity, combustion energy, and formation enthalpy. Energies 15(18):6722
Abushammala H (2019) A simple method for the quantification of free isocyanates on the surface of cellulose nanocrystals upon carbamation using toluene diisocyanate. Surfaces 2(2):444–454
Agrawal JP, Dodke VS (2021) Some novel high energy materials for improved performance. Z Anorg Allg Chem 647(19):1856–1882
Badgujar D, Talawar M, Asthana S, Mahulikar P (2008) Advances in science and technology of modern energetic materials: an overview. J Hazard Mater 151(2–3):289–305
Barnard P, Fouche F, Bezuidenhout H (1997) Less sensitive TNT-based formulations. In: Australasian explosive ordnance symposium (Parari'97), 3rd. Canberra, Australia
Becuwe A, Delclos A (1993) Low-sensitivity explosive compounds for low vulnerability warheads. Propellants, Explos, Pyrotech 18(1):1–10
Benhammada A, Trache D, Kesraoui M, Chelouche S (2020a) Hydrothermal synthesis of hematite nanoparticles decorated on carbon mesospheres and their synergetic action on the thermal decomposition of nitrocellulose. Nanomaterials 10(5):968
Benhammada A, Trache D, Kesraoui M, Tarchoun AF, Chelouche S, Mezroua A (2020b) Synthesis and characterization of α-Fe2O3 nanoparticles from different precursors and their catalytic effect on the thermal decomposition of nitrocellulose. Thermochim Acta 686:178570
Betzler FM, Hartdegen VA, Klapötke TM, Sproll SM (2016) A new energetic binder: glycidyl nitramine polymer. Cent Eur J Energetic Mater 13(2):289–300
Betzler FM, Klapötke TM, Sproll S (2011) Energetic nitrogen-rich polymers based on cellulose. Cent Eur J Energetic Mater 8(3):157–171
Bolotina N, Kirschbaum K, Pinkerton AA (2005) Energetic materials: α-NTO crystallizes as a four-component triclinic twin. Acta Crystallogr B 61(5):577–584
Born M, Fessard TC, Göttemann L, Klapötke TM, Stierstorfer J, Voggenreiter M (2021) 3, 3-Dinitratooxetane–an important leap towards energetic oxygen-rich monomers and polymers. Chem Commun 57(22):2804–2807
Boukeciat H, Tarchoun AF, Trache D, Abdelaziz A, Ahmed Hamada R, Bouhantala A, Bousstila C, Hanafi S, Dourari M, Klapötke TM (2022) Towards investigating the effect of ammonium nitrate on the characteristics and thermal decomposition behavior of energetic double base NC/DEGDN composite. Materials 15(22):8138
Boukeciat H, Tarchoun AF, Trache D, Abdelaziz A, Meziani R, Klapötke TM (2023) Development and characterization of new energetic composites based on HNTO/AN co-crystal and nitro-cellulosic materials. Polymers 15(7):1799
Chen L, Cao X, Chen Y, Li Q, Wang Y, Wang X, Qin Y, Cao X, Liu J, Shao Z (2021a) Biomimetic-inspired one-step strategy for improvement of interfacial interactions in cellulose nanofibers by modification of the surface of nitramine explosives. Langmuir 37(28):8486–8497
Chen L, Cao X, Gao J, He W, Liu J, Wang Y, Zhou X, Shen J, Wang B, He Y (2021b) Nitrated bacterial cellulose-based energetic nanocomposites as propellants and explosives for military applications. ACS Applied Nano Materials 4(2):1906–1915
Dlott D (2006) Thinking big (and small) about energetic materials. Mater Sci Technol 22(4):463–473
Elbasuney S, Fahd A, Mostafa HE, Mostafa SF, Sadek R (2018) Chemical stability, thermal behavior, and shelf life assessment of extruded modified double-base propellants. Def Technol 14(1):70–76
Feagin TA, Rae PJ (2020) Optical absorption in polycrystalline PETN, RDX, HMX, CL-20 and HNS and its possible effect on exploding bridgewire detonator function. J Energ Mater 38(4):395–405
Fried LE, Manaa MR, Pagoria PF, Simpson RL (2001) Design and synthesis of energetic materials. Annu Rev Mater Res 31(1):291–321
Hanafi S, Trache D, He W, Xie W-X, Mezroua A, Yan Q-L (2020) Catalytic effect of 2D-layered energetic hybrid crystals on the thermal decomposition of 3-nitro-2, 4-dihydro-3H-1, 2, 4-triazol-5-one (NTO). Thermochim Acta 692:178747
Harlin A (2019) Cellulose carbamate: production and applications. VTT technical research centre of Finland. https://doi.org/10.32040/2019.978-951-38-8707-0
Hermann M (2011) Microstructure of nitrocellulose investigated by X‐ray diffraction. In: International annual conference, Fraunhofer Institut for Chemische Technologie. Karlsruhe, Germany
Heuser E (1944) The chemistry of cellulose. John Wiley and Sons, New York
Jadhav H, Talawar M, Dhavale D, Asthana S, Krishnamurthy V (2005) Synthesis, characterization and thermolysis of 2, 4-dihydro-2, 4, 5-trinitro-3H-1, 2, 4-triazol-3-one (DTNTO): a new derivative of 3-nitro-1, 2, 4-triazol-5-one (NTO). Indian J Eng Mater Sci 12(5):467–471
Ke X, Guo S, Zhang G, Zhou X, Xiao L, Hao G, Wang N, Jiang W (2018) Safe preparation, energetic performance and reaction mechanism of corrosion-resistant Al/PVDF nanocomposite films. J Mater Chem A 6(36):17713–17723
Klapötke TM, Krumm B, Widera A (2018) Synthesis and properties of tetranitro-substituted adamantane derivatives. ChemPlusChem 83(1):61–69
Kondrikov BN, Smirnov S, Minakin A, Doherty RM (2004) Chemical kinetics of the thermal decomposition of NTO. Propellants, Explos, Pyrotech 29(1):27–33
Lewis ML, Lewis IR, Griffiths PR (2005) Raman spectrometry of explosives with a no-moving-parts fiber coupled spectrometer: a comparison of excitation wavelength. Vib Spectrosc 38(1–2):17–28
Li X, Liu X, Cheng Y, Li Y, Mei X, Calorimetry (2014) Thermal decomposition properties of double-base propellant and ammonium perchlorate. J Therm Anal 115(1):887–894
Li Y, Li B, Zhang D, Xie L (2022) Preparation and characterization of a series of high-energy and low-sensitivity composites with different desensitizers. New J Chem 46(11):5218–5233
Luo T, Wang Y, Huang H, Shang F, Song X (2019) An electrospun preparation of the NC/GAP/nano-LLM-105 nanofiber and its properties. Nanomaterials 9(6):854
Mezroua A, Hamada RA, Brahmine KS, Abdelaziz A, Tarchoun AF, Boukeciat H, Bekhouche S, Bessa W, Benhammada A, Trache D (2022) Unraveling the role of ammonium perchlorate on the thermal decomposition behavior and kinetics of NC/DEGDN energetic composite. Thermochim Acta 716:179305
Miles FD, Milbourn M (2002) The structure of nitrated cellulose. I. J Phys Chem 34(11):2598–2606
Morris E, Pulham CR, Morrison CA (2023) Structure and properties of nitrocellulose: approaching 200 years of research. RSC Adv 13(46):32321–32333
Muravyev NV, Pivkina AN, Koga N (2019) Critical appraisal of kinetic calculation methods applied to overlapping multistep reactions. Molecules 24(12):2298
Muravyev NV, Wozniak DR, Piercey DG (2022) Progress and performance of energetic materials: open dataset, tool, and implications for synthesis. J Mater Chem A 10(20):11054–11073
Nikolsky SN, Zlenko DV, Melnikov VP, Stovbun SV (2019) The fibrils untwisting limits the rate of cellulose nitration process. Carbohydr Polym 204:232–237
Patil VB, Bělina P, Trzcinski WA, Zeman S (2024) Co-agglomerated crystals of cyclic nitramines with the nitrogen rich 3, 6-bis (1H–1, 2, 3, 4-tetrazol-5-ylamino)-1, 2, 4, 5-tetrazine (BTATz). Chem Eng J 483:149029
Pourmortazavi SM, Kohsari I, Zandavar H, ForoutanKoudehi M, Mirsadeghi S (2019) Electrospinning and thermal characterization of nitrocellulose nanofibers containing a composite of diaminofurazan, aluminum nano-powder and iron oxide nanoparticles. Cellulose 26:4405–4415
Pourmortazavi SM, Rahimi-Nasrabadi M, Kohsari I, Hajimirsadeghi SS, Calorimetry (2012) Non-isothermal kinetic studies on thermal decomposition of energetic materials: KNF and NTO. J Therm Anal Calorimetry 110(2):857–863
Pourmortazavi SM, Sadri M, Rahimi-Nasrabadi M, Shamsipur M, Jabbarzade Y, Khalaki MS, Abdollahi M, Shariatinia Z, Kohsari I, Atifeh SM (2015) Thermal decomposition kinetics of electrospun azidodeoxy cellulose nitrate and polyurethane nanofibers. J Therm Anal Calorimetry 119:281–290
Prabhakaran K, Naidu S, Kurian E (1994) XRD, spectroscopic and thermal analysis studies on 3-nitro-1, 2, 4-triazole-5-one (NTO). Thermochim Acta 241:199–212
Rossi C, Zhang K, Esteve D, Alphonse P, Tailhades P, Vahlas C (2007) Nanoenergetic materials for MEMS: a review. J Microelectromech Syst 16(4):919–931
Rothgery E, Audette D, Wedlich R, Csejka D (1991) The study of the thermal decomposition of 3-nitro-1, 2, 4-triazol-5-one (NTO) by DSC, TGA-MS, and ARC. Thermochim Acta 185(2):235–243
Sahnoun N, Abdelaziz A, Tarchoun AF, Boukeciat H, Mezroua A, Trache D (2022) Nitrostarch as a promising insensitive energetic biopolymer: synthesis, characterization, and thermal decomposition kinetics. Ind Crops Prod 189:115774
Sbirrazzuoli N (2021) Model-free isothermal and nonisothermal predictions using advanced isoconversional methods. Thermochim Acta 697:178855
Sirach RR, Dave PN (2021) 3-Nitro-1, 2, 4-triazol-5-one (NTO): high explosive insensitive energetic material. Chem Heterocycl Compd 57:720–730
Smith MW, Cliff MD (1999) NTO-based explosive formulations: a technology review. DSTO Aeronautical and Maritime Research Laboratory, Australia
Tang Y, Yin Z, Chinnam AK, Staples RJ, JnM S (2020) A duo and a trio of triazoles as very thermostable and insensitive energetic materials. Inorg Chem 59(23):17766–17774
Tarchoun AF, Trache D, Klapötke TM (2019) Microcrystalline cellulose from Posidonia oceanica brown algae: extraction and characterization. Int J Biol Macromol 138:837–845
Tarchoun AF, Trache D, Klapötke TM, Krumm B, Khimeche K, Mezroua A (2020) A promising energetic biopolymer based on azide-functionalized microcrystalline cellulose: synthesis and characterization. Carbohydr Polym 249:116820
Tarchoun AF, Trache D, Klapötke TM, Krumm B, Kofen M (2021a) Synthesis and characterization of new insensitive and high-energy dense cellulosic biopolymers. Fuel 292:120347
Tarchoun AF, Trache D, Klapötke TM, Selmani A, Saada M, Chelouche S, Mezroua A, Abdelaziz A (2021b) New insensitive high-energy dense biopolymers from giant reed cellulosic fibers: their synthesis, characterization, and non-isothermal decomposition kinetics. New J Chem 45(11):5099–5113
Tarchoun AF, Trache D, Klapötke TM, Slimani K, Be B, Abdelaziz A, Bekhouche S, Bessa W (2022) Valorization of esparto grass cellulosic derivatives for the development of promising energetic azidodeoxy biopolymers: synthesis, characterization and isoconversional thermal kinetic analysis. Propellants, Explos, Pyrotech 47(3):e202100293
Teipel U (2006) Energetic materials: particle processing and characterization. John Wiley & Sons, Hoboken, NJ
Trache D, Abdelaziz A, Siouani B (2017) A simple and linear isoconversional method to determine the pre-exponential factors and the mathematical reaction mechanism functions. J Therm Anal Calorimetry 128(1):335–348
Trache D, Hussin MH, Chuin CTH, Sabar S, Fazita MN, Taiwo OF, Hassan T, Haafiz MM (2016a) Microcrystalline cellulose: Isolation, characterization and bio-composites application—A review. Int J Biol Macromol 93:789–804
Trache D, Khimeche K, Mezroua A, Benziane M, Calorimetry (2016b) Physicochemical properties of microcrystalline nitrocellulose from Alfa grass fibres and its thermal stability. J Therm Anal 124(3):1485–1496
Trache D, Maggi F, Palmucci I, DeLuca LT (2018) Thermal behavior and decomposition kinetics of composite solid propellants in the presence of amide burning rate suppressants. J Therm Anal Calorimetry 132:1601–1615
Trache D, Tarchoun AF, Chelouche S, Khimeche K (2019) New insights on the compatibility of nitrocellulose with aniline-based compounds. Propellants, Explos, Pyrotech 44(8):970–979
Urbanski T, Laverton S, Ornaf W (1964) Chemistry and technology of explosives, vol 1. Pergamon Press, Oxford
Vara JA, Dave PN (2019) Metal oxide nanoparticles as catalyst for thermal behavior of AN based composite solid propellant. Chem Phys Lett 730:600–607
Vyazovkin S (2015) Isoconversional kinetics of thermally stimulated processes. Springer, Cham. https://doi.org/10.1007/978-3-319-14175-6
Vyazovkin S, Burnham AK, Criado JM, Pérez-Maqueda LA, Popescu C, Sbirrazzuoli N (2011) ICTAC Kinetics Committee recommendations for performing kinetic computations on thermal analysis data. Thermochim Acta 520(1–2):1–19
Vyazovkin S, Burnham AK, Favergeon L, Koga N, Moukhina E, Pérez-Maqueda LA, Sbirrazzuoli N (2020) ICTAC Kinetics Committee recommendations for analysis of multi-step kinetics. Thermochim Acta 689:178597
Wang H, Kline DJ, Rehwoldt M, Wu T, Zhao W, Wang X, Zachariah MR (2019) Architecture can significantly alter the energy release rate from nanocomposite energetics. ACS Appl Polym Mater 1(5):982–989
Wang Y, Song X, Song D, Liang L, An C, Wang J (2016) Synthesis, thermolysis, and sensitivities of HMX/NC energetic nanocomposites. J Hazard Mater 312:73–83
Warshel A, Papazyan A, Kollman PA (1995) On low-barrier hydrogen bonds and enzyme catalysis. Science 269(5220):102–106
Wen M, Chang X, Xu Y, Chen D, Chu QJPCCP (2024) Determining the mechanical and decomposition properties of high energetic materials (α-RDX, β-HMX, and ε-CL-20) using a neural network potential. Phys Chem Chem Phys 26(13):9984–9997
Yan Q-L, DeLuca LTJEMF (2021) Urgent demand for high energy insensitive propellants with controllable burn rates. Energetic Mater Front 2(1):1–2
Yang F-F, Shao Z, Li N-K, Wang F-J, Zhang Y (2011) A novel cellulose-based azide energetic material: 1-azido-2-hydroxypropyl cellulose ether. J Energy Mater 29(3):241–260
Yang G, Nie F, Li J, Guo Q, Qiao Z (2007) Preparation and characterization of nano-NTO explosive. J Energy Mater 25(1):35–47
Yang Z, Ding L, Wu P, Liu Y, Nie F, Huang F (2015) Fabrication of RDX, HMX and CL-20 based microcapsules via in situ polymerization of melamine–formaldehyde resins with reduced sensitivity. Chem Eng J 268:60–66
Zhou X, Torabi M, Lu J, Shen R, Zhang K, Interfaces (2014) Nanostructured energetic composites: synthesis, ignition/combustion modeling, and applications. ACS Appl Mater Interfaces 6(5):3058–3074
Funding
The authors declare that they have received no specific grant from any funding agency in the public, commercial, or not-for-profit sectors.
Author information
Authors and Affiliations
Contributions
H.B.: Conceptualization, Methodology, Resources, Investigation, Data treatment, Writing-Original Draft. A.F.T., and D.T.: Supervision, Conceptualization, Review, Editing. A.A., A.B., and C.B.: Resources, Investigation, Data treatment. T.M.K., and S.T.: Review & Editing the manuscript draft. All authors have read and agreed to the published version of the manuscript.
Corresponding authors
Ethics declarations
Research involving human participants and/or animals
This article does not contain any studies with human participants or animals performed by any of the authors.
Ethical approval
All authors state that they adhere to the Ethical Responsibilities of Authors.
Informed consent
Informed consent was obtained from all individual participants included in the study.
Competing interests
The authors declare no competing interests.
Additional information
Publisher's Note
Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.
Supplementary Information
Below is the link to the electronic supplementary material.
Rights and permissions
Springer Nature or its licensor (e.g. a society or other partner) holds exclusive rights to this article under a publishing agreement with the author(s) or other rightsholder(s); author self-archiving of the accepted manuscript version of this article is solely governed by the terms of such publishing agreement and applicable law.
About this article
Cite this article
Boukeciat, H., Tarchoun, A.F., Trache, D. et al. Development and characterization of innovative energetic composites based on nitrotriazolone and nanostructured cellulose nitrates. Cellulose (2024). https://doi.org/10.1007/s10570-024-05931-8
Received:
Accepted:
Published:
DOI: https://doi.org/10.1007/s10570-024-05931-8