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Anti-autocatalysis activity of tea polyphenols in nitrocellulose thermal decomposition

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Abstract

A novel natural macromolecule stabilizer, tea polyphenol, was developed based on the scavenging effect of nitroxide radical to enhance the thermal stability of nitrocellulose. The structural of tea polyphenols was confirmed by infrared spectroscopy, and their good thermal stability of tea polyphenols in nitrocellulose was confirmed by methyl violet paper test and vacuum stability test. The iso-thermogravimetric test showed that tea polyphenols could prolong the safe storage life of nitrocellulose. The inhibition of tea polyphenols on the autocatalytic thermal decomposition of nitrocellulose in the early stage of nitrocellulose thermal decomposition was confirmed by SEM images at different stages of nitrocellulose thermal decomposition. The thermal interaction between tea polyphenols and nitrocellulose was further analyzed by non-isothermal thermal analysis. Experiments confirmed that tea polyphenols can enhance the thermal stability of nitrocellulose. Their addition increased the T0 of nitrocellulose by 2.0–9.4 ℃, the Tbp0 by 1.4–9.6 ℃, and the activation energy of nitrocellulose by 5.38–9.77 kJ·mol–1.

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References

  • Abe I, Seki T, Umehara K, Miyase T, Noguchi H, Sakakibara J, Ono T (2000) Green tea polyphenols: novel and potent inhibitors of squalene epoxidase. Biochem Bioph Res Co 268:767–771

    Article  CAS  Google Scholar 

  • Beecher GR, Warden BA, Merken H (2010) Analysis of tea polyphenols. B Exp Biol Med 220:267–270

    Google Scholar 

  • Chai ZH, Luo LQ, Jin B, Zhao Y, Xiao LPC, Li G, Ding L, Zhang QC, Peng RF (2020) Fullerene stabilizer 4,11,15,30-tetraarylamino fullerenoarylaziridine: regioselective synthesis, crystallographic characterization derivatives, and potential application as propellant stabilizer. ACS Appl Energy Mater 3:3005–3014

    Article  CAS  Google Scholar 

  • Chelouche S, Trache D, Tarchoun AF, Khimeche K (2019) Effect of organic eutectic on nitrocellulose stability during artificial aging. J Energ Mater 37:387–406

    Article  CAS  Google Scholar 

  • Cherif MF, Trache D, Benaliouche F, Chelouche S, Mezroua A (2020a) Effect of kraft lignins on the stability and thermal decomposition kinetics of nitrocellulose. Thermochim Acta 692:178732

    Article  CAS  Google Scholar 

  • Cherif MF, Trache D, Benaliouche F, Tarchoun AF, Mezroua A (2020b) Organosolv lignins as new stabilizers for cellulose nitrate: thermal behavior and stability assessment. Inte J Biol Macromol 164:794–807

    Article  CAS  Google Scholar 

  • Cherif MF, Trache D, Benaliouche F, Chelouche S, Tarchoun AF (2021) Mordenite zeolite for scavenging nitroxide radicals and its effect on the thermal decomposition of nitrocellulose. J Energ Mater. https://doi.org/10.1080/07370652.2021.1998250

    Article  Google Scholar 

  • De Klerk WPC (2015) Assessment of stability of propellants and safe lifetimes. Propell Explos Pyrot 40(3):388–393

    Article  CAS  Google Scholar 

  • Ding L, Jin B, Guo ZC, Zhao Y, Peng RF (2019) Regioselective synthesis and crystallographic characterization of nontethered cis-1 and cis-2 bis(benzofuro)[60]fullerene derivatives. Org Lett 21:9924–9928

    Article  CAS  Google Scholar 

  • Fryš O, Bajerová P, Eisner A, Skládal J, Ventura K (2011) Utilization of new non-toxic substances as stabilizers for nitrocellulose-based propellants. Propell Explos Pyrot 36:347–355

    Article  CAS  Google Scholar 

  • Han BX (2020) Compatibility and thermal decomposition mechanism research of nitrocellulose/Cr2O3 nanoparticles. Acta Phys Chim Sin 36(6):1907020

    Google Scholar 

  • Krumlinde P, Ek S, Tunestål E, Hafstrand A (2017) Synthesis and characterization of novel stabilizers for nitrocellulose-based propellants. Propell Explos Pyrot 42:78–83

    Article  CAS  Google Scholar 

  • Li G, Jin B, Chai ZH, Ding L, Chu SJ, Peng RF (2020) Synthesis and crystal characterization of novel fulleropyrrolidines and their potential application as nitrocellulose-based propellants stabilizer. Polym Degrad Stabil 172:109061

    Article  CAS  Google Scholar 

  • Liao L, Jin B, Guo ZC, Xiao F, Hou CJ, Peng RF (2021) Fullerene bisadduct stabilizers: the effect of different addition positions on inhibiting the autocatalytic decomposition of nitrocellulose absorbed nitroglycerin. Def Technol 17:1944–1953

    Article  Google Scholar 

  • Lu YX, Lu LG (2021) Study on carbonization and thermal decomposition kinetics of tea polyphenols. China Plast 35:108–113

    Google Scholar 

  • Luo IM, Wang RJ, Duo YQ (2017) Thinking of relevant regulations and standards for Tianjin port “8·12” special major fire explosion accident. J Safe Sci Technol 13:5–9

    Google Scholar 

  • Luo LQ, Jin B, Xiao YY, Zhang QC, Peng RF (2019) Study on the isothermal decomposition kinetics and mechanism of nitrocellulose. Polym Test 75:337–343

    Article  CAS  Google Scholar 

  • Lussier LS, Bergeron E, Gagnon H (2006) Study of the daughter products of Akardite-II. Propell Explos Pyrot 31:253–262

    Article  CAS  Google Scholar 

  • Nagai K, Jiang MH, Hada J, Nagata T, Yajima Y, Yamamoto S, Nishizaki T (2002) (-)-Epigallocatechin gallateprotects against NO stress-induced neuronal damage after ischemia by acting as an anti-oxidant. Brain Res 956:319–322

    Article  CAS  Google Scholar 

  • Niu JX, Sun GZ, Zhang YQ, Wang B, Yong LI, Sun HQ (2012) Chemical stability of di-stabilizers propellants and corresponding reaction mechanism. Chin J Energ Mater 20:614–617

    CAS  Google Scholar 

  • Ohkubo T, Araki N, Asano Y, Sawada M, Shimazu K (2005) Effect of edaravone, a novel free radical scavenger, on nitric oxide production and nNOS activity during cerebral ischemia and reperfusion in mice. J Cerebr Blood Flow Metab 25:S453

    Article  Google Scholar 

  • Srinivas D, Ghule VD (2016) Synthesis of nitrate ester and nitramine derivatives of polyfluoro alkyl compounds for high energy materials. RSC Adv 6:7712–7716

    Article  CAS  Google Scholar 

  • Tang QF, Fan XZ, Li JZ, Fu XL (2015) Progress in thermal stability and stability mechanism of double-base solid propellants. Chin J Explos Propellants 38:5–12

    Google Scholar 

  • Tang QF, Fan XZ, Li JZ, Bi F, Fu X, Zhai L (2017) Experimental and theoretical studies on stability of new stabilizers for N-methyl-p-nitroaniline derivative in CMDB propellants. J Hazard Mater 327:187–196

    Article  CAS  Google Scholar 

  • Tarchoun AF, Trache D, Krumm B, Derradji M, Bessa W (2021) Design and characterization of new advanced energetic biopolymers based on surface functionalized cellulosic materials. Cellulose 28:6107–6123

    Article  CAS  Google Scholar 

  • Tarchoun AF, Trache D, Klapötke TM, Abdelaziz A, Bekhouche S, Boukeciat H, Sahnoun N (2022a) Making progress towards promising energetic cellulosic microcrystals developed from alternative lignocellulosic biomasses. J Energ Mater. https://doi.org/10.1080/07370652.2022.2032484

    Article  Google Scholar 

  • Tarchoun AF, Sayah ZBD, Trache D, Klapötke TM, Belmerabt M, Abdelaziz A, Bekhouche S (2022b) Towards investigating the characteristics and thermal kinetic behavior of emergent nanostructured nitrocellulose prepared using various sulfonitric media. J Nanostruct Chem. https://doi.org/10.1007/s40097-021-00466-x

    Article  Google Scholar 

  • Trache D, Khimeche K (2013) Study on the influence of ageing on thermal decomposition of double-base propellants and prediction of their in-use time. Fire Mater 37:328–336

    Article  CAS  Google Scholar 

  • Trache D, Tarchoun AF (2019) Analytical methods for stability assessment of nitrate esters-based propellants. Crit Rev Anal Chem 49:415–438

    Article  CAS  Google Scholar 

  • Trache D, Tarchoun AF, Chelouche S, Khimeche K (2019) New insights on the compatibility of nitrocellulose with aniline-based compounds. Propell Explos Pyrot 44:970–979

    Article  CAS  Google Scholar 

  • Vyazovkin S, Wight CA (1999) Model-free and model-fitting approaches to kinetic analysis of isothermal and nonisothermal data. Thermochim Acta 340:53–68

    Article  Google Scholar 

  • Wang K, Liu DB, Xu S, Cai G (2015) Research on the thermal history’s influence on the thermal stability of EHN and NC. Thermochim Acta 610:23–28

    Article  CAS  Google Scholar 

  • Wang B, Xin L, Wang Z, Deluca LT, You F (2017) Preparation and properties of a nRDX-based propellant, Propell. Explos Pyrot 42:649–658

    Article  CAS  Google Scholar 

  • Yokoyama H, Yano R, Aoki E, Kato H, Araki T (2008) Comparative pharmacological study of free radical scavenger, nitric oxide synthase inhibitor, nitric oxide synthase activator and cyclooxygenase inhibitor against MPTP neurotoxicity in mice. Metab Brain Dis 23:335–349

    Article  CAS  Google Scholar 

  • Zhan J, Wang H, Feng Z, Song S (2014) Analysis on the governing reactions in coal oxidation at temperatures up to 400 °C. Int J Clean Coal and Energy 3:19–28

    Article  CAS  Google Scholar 

  • Zhang TL, Hu RZ, Xie Y (1994) The estimation of critical temperatures of thermal explosion for energetic materials using non-isothermal DSC. Thermochim Acta 244:171–176

    Article  CAS  Google Scholar 

  • Zhao Y, Jin B, Ding L, Xiao LPC, Peng RF (2020a) Regioselective synthesis of 4,11,15,30-tetraalkoxyphenyl fullereno[1,2:2’,3’]dihydrobenzofurans and potential application as propellant stabilizer. Tetrahed Lett 61:152009

    Article  CAS  Google Scholar 

  • Zhao Y, Jin B, Peng RF, Ding L, Zheng T (2020b) Novel fullerene-based stabilizer for scavenging nitroxide radicals and its behavior during thermal decomposition of nitrocellulose. J Hazard Mater 391:121857

    Article  CAS  Google Scholar 

  • Zheng W, Wang JN, Han F, Tian J, Zhou YS (2010) Chemical stability of CMDB propellants containing DNTF. Chin J Explos Propell 33:10–13

    CAS  Google Scholar 

Download references

Funding

This work was supported by the financial support received from National Natural Science Foundation of China (51972278), Associated Foundation of Xi’an Modern Chemistry Research Institute (No. 204-J-2020-2634), and Open Project of State Key Laboratory of Environment-friendly Energy Materials (Southwest University of Science and Technology, No. 21fksy19).

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  1. State Key Laboratory of Environment-Friendly Energy Materials, Southwest University of Science and Technology, Mianyang, 621010, Sichuan, China

    Yang Zhao, Bo Jin, Tian Zheng & Rufang Peng

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  1. Yang Zhao
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  2. Bo Jin
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  3. Tian Zheng
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  4. Rufang Peng
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Correspondence to Bo Jin.

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Zhao, Y., Jin, B., Zheng, T. et al. Anti-autocatalysis activity of tea polyphenols in nitrocellulose thermal decomposition. Cellulose 29, 9089–9104 (2022). https://doi.org/10.1007/s10570-022-04819-9

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