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Cellulose
Erschienen in: Cellulose 10/2021

24.05.2021 | Original Research

Design and characterization of new advanced energetic biopolymers based on surface functionalized cellulosic materials

verfasst von: Ahmed Fouzi Tarchoun, Djalal Trache, Thomas M. Klapötke, Burkhard Krumm, Abderrahmane Mezroua, Mehdi Derradji, Wissam Bessa

Erschienen in: Cellulose | Ausgabe 10/2021

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Abstract

A new class of energetic biopolymers, which contain nitrate ester (O-NO2) and nitramine (N-NO2) as explosophoric groups, was successfully synthesized by surface modification of renewable pristine cellulose (PC) and microcrystalline cellulose (MCC) via epichlorohydrin-mediated amination followed by nitration process to produce new promising energetic aminated and nitrated cellulose and microcrystalline cellulose (APCN and AMCCN). Their structural, thermal, crystallinity and morphological features were examined and compared to those of the common cellulose nitrate. Furthermore, their energetic performances were evaluated by EXPLO5 V6.04 software. Experimental results confirm the successful chemical functionalization process to develop insensitive APCN and AMCCN with outstanding features such as nitrogen content of 15.01% and 15.39%, density of 1.692 g/cm3 and 1.708 g/cm3, and detonation velocity of 7526 m/s and 7752 m/s, respectively, which are significantly higher than those of the nitrated unmodified cellulosic biopolymers. The present investigation provides a suitable pathway to design new insensitive and energy-rich dense cellulosic biopolymers for potential application in high-performance solid propellants and composite explosives.
Vorheriger Artikel Enhanced thermal decomposition, laser ignition and combustion properties of NC/Al/RDX composite fibers fabricated by electrospinning
Nächster Artikel Synthesis of optically inactive cellulose via cationic ring-opening polymerization

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Literatur
Abushammala H, Mao J (2019) A review of the surface modification of cellulose and nanocellulose using aliphatic and aromatic mono-and Di-isocyanates. Molecules 24:2782PubMedCentral
Agrawal JP, Hodgson R (2007) Organic chemistry of explosives. John Wiley
Akhlaghi SP et al (2015) Synthesis of amine functionalized cellulose nanocrystals: optimization and characterization. Carbohyd Res 409:48–55
Altenburg T, Klapötke TM, Penger A (2009) Primary nitramines related to nitroglycerine: 1-nitramino-2, 3-dinitroxypropane and 1, 2, 3-trinitraminopropane. Cent Eur J Energ Mat 6:255–275
Badgujar D, Talawar M, Zarko V, Mahulikar P (2017) New directions in the area of modern energetic polymers: an overview. Combust Explos Shock Waves 53:371–387
Benhammada A, Trache D, Kesraoui M, Tarchoun AF, Chelouche S, Mezroua A (2020) Synthesis and characterization of α-Fe2O3 nanoparticles from different precursors and their catalytic effect on the thermal decomposition of nitrocellulose. Thermochim Acta 686:178570
Beroual M, Trache D, Mehelli O, Boumaza L, Tarchoun AF, Derradji M, Khimeche K (2020) Effect of the delignification process on the physicochemical properties and thermal stability of microcrystalline cellulose extracted from date palm fronds. Waste Biomass Valori 12:1–15
Bessa W, Tarchoun AF, Trache D, Derradji M (2021) Preparation of amino-functionalized microcrystalline cellulose from Arundo donax L. and its effect on the curing behavior of bisphenol A–based benzoxazine. Thermochim Acta 698:178882
Betzler FM, Klapötke TM, Sproll S (2011) Energetic nitrogen-rich polymers based on cellulose. Cent Eur J Energ Mat 8:157–171
Betzler FM, Boller R, Grossmann A, Klapötke TM (2013) Novel insensitive energetic nitrogen-rich polymers based on tetrazoles. Zeitschrift Für Naturforschung B 68:714–718
Betzler FM, Hartdegen VA, Klapötke TM, Sproll SM (2016) A new energetic binder: glycidyl nitramine polymer. Cent Eur J Energ Mat 13:289–300
Carey FA, Sundberg RJ (2007) Advanced organic chemistry: part A: structure and mechanisms. Springer Science & Business Media, Berlin
Chai H, Duan Q, Jiang L, Gong L, Chen H, Sun J (2019) Theoretical and experimental study on the effect of nitrogen content on the thermal characteristics of nitrocellulose under low heating rates. Cellulose 26:763–776
Chelouche S, Trache D, Tarchoun AF, Abdelaziz A, Khimeche K, Mezroua A (2019) Organic eutectic mixture as efficient stabilizer for nitrocellulose: kinetic modeling and stability assessment. Thermochim Acta 673:78–91
Cheng T (2019) Review of novel energetic polymers and binders–high energy propellant ingredients for the new space race. DesMonomers Polym 22:54–65
Dacrory S, Fahim AM (2020) Synthesis, anti-proliferative activity, computational studies of tetrazole cellulose utilizing different homogenous catalyst. Carbohyd Polym 229:115537
Dobrynin OS et al (2019) Supercritical antisolvent processing of nitrocellulose: downscaling to nanosize, reducing friction sensitivity and introducing burning rate catalyst. Nanomaterials 9:1386PubMedCentral
French AD (2014) Idealized powder diffraction patterns for cellulose polymorphs. Cellulose 21:885–896
French AD (2020) Increment in evolution of cellulose crystallinity analysis. Cellulose 27:5445–5448
Garba ZN, Lawan I, Zhou W, Zhang M, Wang L, Yuan Z (2020) Microcrystalline cellulose (MCC) based materials as emerging adsorbents for the removal of dyes and heavy metals–A review. Sci Total Environ 717:135070PubMed
Gismatulina YA, Budaeva VV, Sakovich GV (2018) Nitrocellulose synthesis from miscanthus cellulose. Propell Explos Pyrot 43:96–100
Golubev A, Kuvshinova S, Burmistrov V, Koifman O (2018) Modern advances in the preparation and modification of cellulose nitrates. Russ J Gen Chem 88:368–381
Groszewicz PB, Mendes P, Kumari B, Lins J, Biesalski M, Gutmann T, Buntkowsky G (2020) N-Hydroxysuccinimide-activated esters as a functionalization agent for amino cellulose: synthesis and solid-state NMR characterization. Cellulose 27:1239–1254
Hamedi S, Shojaosadati SA, Najafi V, Alizadeh V (2020) A novel double-network antibacterial hydrogel based on aminated bacterial cellulose and schizophyllan. Carbohyd Polym 229:115383
Heinze T, Elschner T, Ganske K (2018) Aminocelluloses–polymers with fascinating properties and application potential. In: Cellulose science and technology: chemistry, analysis, and applications, pp 1–201
Hoshino M, Takai M, Fukuda K, Imura K, Hayashi J (1989) 13C-NMR study of cellulose derivatives in the solid state. J Polym Sci Part A: Polym Chem 27:2083–2092
Hu Y-J, Wang Y, Huang Y-H, Bian J, Li M-F, Peng F, Sun R-C (2019) Benzoxazine enhanced amino cellulose-based composite films: preparation, proposed mechanism, and improved performance. Carbohyd Polym 222:115008
Huang S, Wei R, Weng J, Wang J (2021) An experimental study on the effects of ethanol content on the decomposition and burning risks of nitrocellulose. Cellulose 28:1–15
Kassab Z, Kassem I, Hannache H, Bouhfid R, El Achaby M (2020) Tomato plant residue as new renewable source for cellulose production: extraction of cellulose nanocrystals with different surface functionalities. Cellulose 27:1–17
Kian LK, Saba N, Jawaid M, Fouad H (2020) Characterization of microcrystalline cellulose extracted from olive fiber. Int J Biol Macromol 156:347–353PubMed
Li C, Li H, Xu K (2020) High-substitute nitrochitosan used as energetic materials: preparation and detonation properties. Carbohyd Polym 237:116176
Mahmoud KA, Mena JA, Male KB, Hrapovic S, Kamen A, Luong JH (2010) Effect of surface charge on the cellular uptake and cytotoxicity of fluorescent labeled cellulose nanocrystals. ACS Appl Mater Interfaces 2:2924–2932PubMed
Meng X, Pu C, Cui P, Xiao Z (2020) Preparation, thermal and sensitivity properties of Nano-sized spherical nitrocellulose composite crystal. Propell Explos Pyrot 45:1194–1203
Min BS, Park YC (2009) A study on the aliphatic energetic plasticizers containing nitrate ester and nitramine. J Ind Eng Chem 15:595–601
NATO, Standardization Agreement (1999) 4489 (STANAG 4489), Explosives. Impact Sensitivity Tests
NATO, Standardization Agreement (2002) 4487 (STANAG 4487), Explosives. Friction Sensitivity Tests
Nazir F, Iqbal M (2020) Synthesis, characterization and cytotoxicity studies of aminated microcrystalline cellulose derivatives against melanoma and breast cancer cell lines. Polym 12:2634
Neves RM, Ornaghi HL Jr, Zattera AJ, Amico SC (2020) The influence of silane surface modification on microcrystalline cellulose characteristics. Carbohyd Polym 230:115595
Ngwabebhoh FA, Erdem A, Yildiz U (2018) A design optimization study on synthesized nanocrystalline cellulose, evaluation and surface modification as a potential biomaterial for prospective biomedical applications. Int J Biol Macromol 114:536–546PubMed
Nikolsky SN, Zlenko DV, Melnikov VP, Stovbun SV (2019) The fibrils untwisting limits the rate of cellulose nitration process. Carbohyd Polym 204:232–237
Okada K, Saito Y, Akiyoshi M, Endo T, Matsunaga T (2021) Preparation and characterization of nitrocellulose nanofiber. Propell Explos Pyrot 46:1–8
Ono N (2003) The nitro group in organic synthesis, vol 9. John Wiley
Paraskos AJ (2017) Energetic polymers: synthesis and applications. In: Shukla MK, Boddu VM, Steevens JA, Damavarapu R, Leszczynski J (eds) Energetic materials. Springer, Cham, pp 91–134
Pereira AR et al (2020) Aminated cellulose as a versatile adsorbent for batch removal of As (V) and Cu (II) from mono-and multicomponent aqueous solutions. J Colloid Interf Sci 576:158–175
Pourmortazavi SM et al (2015) Thermal decomposition kinetics of electrospun azidodeoxy cellulose nitrate and polyurethane nanofibers. J Therm Anal Calorim 119:281–290
Pourmortazavi SM, Kohsari I, Zandavar H, Koudehi MF, 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
Rafieian F, Mousavi M, Yu Q, Jonoobi M (2019) Amine functionalization of microcrystalline cellulose assisted by (3-chloropropyl) triethoxysilane. Int J Biol Macromol 130:280–287PubMed
Shaghaleh H, Xu X, Wang S (2018) Current progress in production of biopolymeric materials based on cellulose, cellulose nanofibers, and cellulose derivatives. RSC Adv 8:825–842
Sovizi M, Hajimirsadeghi S, Naderizadeh B (2009) Effect of particle size on thermal decomposition of nitrocellulose. J Hazard Mater 168:1134–1139PubMed
Spaic M, Small DP, Cook JR, Wan W (2014) Characterization of anionic and cationic functionalized bacterial cellulose nanofibres for controlled release applications. Cellulose 21:1529–1540
Sućeska M (2017) EXPLO5 Version 6. 04, Zagreb
Tarchoun AF, Trache D, Klapötke TM (2019a) Microcrystalline cellulose from Posidonia oceanica brown algae: extraction and characterization. Int J Biol Macromol 138:837–845PubMed
Tarchoun AF, Trache D, Klapötke TM, Chelouche S, Derradji M, Bessa W, Mezroua A (2019b) A promising energetic polymer from Posidonia oceanica brown algae: synthesis, characterization, and kinetic modeling. Macromol Chem Phys 220:1900358
Tarchoun AF, Trache D, Klapötke TM, Derradji M, Bessa W (2019c) Ecofriendly isolation and characterization of microcrystalline cellulose from giant reed using various acidic media. Cellulose 26:7635–7651
Tarchoun AF, Trache D, Klapötke TM, Belmerabet M, Abdelaziz A, Derradji M, Belgacemi R (2020a) Synthesis, characterization, and thermal decomposition kinetics of nitrogen-rich energetic biopolymers from aminated giant reed cellulosic fibers. Ind Eng Chem Res 59:22677–22689
Tarchoun AF, Trache D, Klapötke TM, Khimeche K (2020b) Tetrazole-functionalized microcrystalline cellulose: a promising biopolymer for advanced energetic materials. Chem Eng J 400:125960
Tarchoun AF, Trache D, Klapötke TM, Krumm B (2020c) New insensitive nitrogen-rich energetic polymers based on amino-functionalized cellulose and microcrystalline cellulose: synthesis and characterization. Fuel 277:118258
Tarchoun AF, Trache D, Klapötke TM, Krumm B, Khimeche K, Mezroua A (2020d) A promising energetic biopolymer based on azide-functionalized microcrystalline cellulose: synthesis and characterization. Carbohyd Polym 249:116820
Tarchoun AF, Trache D, Klapötke TM, Krumm B, Kofen M (2021b) Synthesis and characterization of new insensitive and high-energy dense cellulosic biopolymers. Fuel 292:120347
Tarchoun AF et al (2021c) New insensitive high-energy dense biopolymers from giant reed cellulosic fibers: their synthesis, characterization, and non-isothermal decomposition kinetics. New J Chem 45:5099–5113
Trache D, Tarchoun AF (2018) Stabilizers for nitrate ester-based energetic materials and their mechanism of action: a state-of-the-art review. J Mater Sci 53:100–123
Trache D, Tarchoun AF (2019) Differentiation of stabilized nitrocellulose during artificial aging: spectroscopy methods coupled with principal component analysis. J Chemometr 33:e3163
Trache D et al (2016a) Microcrystalline cellulose: isolation, characterization and bio-composites application—A review. Int J Biol Macromol 93:789–804PubMed
Trache D, Khimeche K, Mezroua A, Benziane M (2016b) Physicochemical properties of microcrystalline nitrocellulose from alfa grass fibres and its thermal stability. J Therm Anal Calorim 124:1485–1496
Trache D, Tarchoun AF, Derradji M, Hamidon TS, Masruchin N, Brosse N, Hussin MH (2020) Nanocellulose: from fundamentals to advanced applications. Front Chem 8:392PubMedPubMedCentral
Wang B, Feng Y, Qi X, Deng M, Tian J, Zhang Q (2018) Designing explosive poly (ionic liquid) s as novel energetic polymers. Chem-Eur J 24:15897–15902PubMed
Xu J-G et al (2020) Energetic azide-based coordination polymers: sensitivity tuning through diverse structural motifs. Chem Eng J 390:124587
Yamamoto H, Horii F, Hirai A (2006) Structural studies of bacterial cellulose through the solid-phase nitration and acetylation by CP/MAS 13 C NMR spectroscopy. Cellulose 13:327
Yang X, Wang Y, Li Y, Li Z, Song T, Liu X, Hao J (2017) Thermal stability and mechanical properties of hybrid materials based on nitrocellulose grafted by aminopropylisobutyl polyhedral oligomeric silsesquioxane. Polimery 62:576–587
Metadaten
Titel
Design and characterization of new advanced energetic biopolymers based on surface functionalized cellulosic materials
verfasst von
Ahmed Fouzi Tarchoun
Djalal Trache
Thomas M. Klapötke
Burkhard Krumm
Abderrahmane Mezroua
Mehdi Derradji
Wissam Bessa
Publikationsdatum
24.05.2021
Verlag
Springer Netherlands
Erschienen in
Cellulose / Ausgabe 10/2021
Print ISSN: 0969-0239
Elektronische ISSN: 1572-882X
DOI
https://doi.org/10.1007/s10570-021-03965-w

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