Synthesis and Properties of High Nitrogen-Oxygen Compounds Based on 5,5′-Azotetrazolate by Using Microreactors
Corresponding Author
Qiulin Deng
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Huaiyin Institute of Technology, Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, 1 Meicheng Road, 223003 Huaian, China
Correspondence: Qiulin Deng ([email protected]), School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, Southwest University of Science and Technology, 59 Qinglong Road, Mianyang 621010, China; Jinlong Jiang ([email protected]), Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, Huaiyin Institute of Technology, 1 Meicheng Road, Huaian 223003, China.Search for more papers by this authorJinyan Du
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorQin Lei
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorRenxiong He
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorJianhao Liang
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorChanglin Li
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorLixiong Zhang
Nanjing Tech University, State Key Laboratory of Materials-Oriented Chemical Engineering and College of Chemistry and Chemical Engineering, 210009 Nanjing, China
Search for more papers by this authorCorresponding Author
Jinlong Jiang
Huaiyin Institute of Technology, Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, 1 Meicheng Road, 223003 Huaian, China
Correspondence: Qiulin Deng ([email protected]), School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, Southwest University of Science and Technology, 59 Qinglong Road, Mianyang 621010, China; Jinlong Jiang ([email protected]), Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, Huaiyin Institute of Technology, 1 Meicheng Road, Huaian 223003, China.Search for more papers by this authorCorresponding Author
Qiulin Deng
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Huaiyin Institute of Technology, Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, 1 Meicheng Road, 223003 Huaian, China
Correspondence: Qiulin Deng ([email protected]), School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, Southwest University of Science and Technology, 59 Qinglong Road, Mianyang 621010, China; Jinlong Jiang ([email protected]), Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, Huaiyin Institute of Technology, 1 Meicheng Road, Huaian 223003, China.Search for more papers by this authorJinyan Du
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorQin Lei
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorRenxiong He
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorJianhao Liang
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorChanglin Li
Southwest University of Science and Technology, School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, 59 Qinglong Road, 621010 Mianyang, China
Search for more papers by this authorLixiong Zhang
Nanjing Tech University, State Key Laboratory of Materials-Oriented Chemical Engineering and College of Chemistry and Chemical Engineering, 210009 Nanjing, China
Search for more papers by this authorCorresponding Author
Jinlong Jiang
Huaiyin Institute of Technology, Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, 1 Meicheng Road, 223003 Huaian, China
Correspondence: Qiulin Deng ([email protected]), School of Materials Science and Engineering, State Key Laboratory for Environment-Friendly Energy Materials, Southwest University of Science and Technology, 59 Qinglong Road, Mianyang 621010, China; Jinlong Jiang ([email protected]), Jiangsu Provincial Key Laboratory of Palygorskite Science and Applied Technology, Huaiyin Institute of Technology, 1 Meicheng Road, Huaian 223003, China.Search for more papers by this authorAbstract
A microflow system is easily assembled from a simple T-micromixer, tube microreactor, and several pumps. Herein, the influence of reaction parameters on the microreactor are discussed. The structures of compounds based on 5,5′-azotetrazolate were characterized by FTIR, 1H NMR, and 13C NMR spectroscopy and elemental analysis. The thermal stabilities of these compounds were investigated by differential scanning calorimetry and thermogravimetric analysis, and the heats of formation and densities were estimated by using the Gaussian 09 program for the Born-Haber energy cycle and Monte-Carlo method, respectively. The detonation pressures and detonation velocities of the anhydrous salts were estimated from the Kamlet-Jacobs equation.
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References
- 1
J. Thiele, Eur. J. Org. Chem.
1898, 303 (1), 57–75.
10.1002/jlac.18983030104 Google Scholar
- 2 Q. Liu, B. Jin, R. Peng, Z. Guo, J. Zhao, Q. Zhang, Y. Shang, J. Mater. Chem. A 2016, 4 (13), 4971–4981.
- 3 M. A. Hiskey, D. E. Chavez, D. L. Naud, S. F. Son, H. L. Berghout, C. Bolme, Proc. Int. Pyrotech. Semin. 2000, 27, 3–14.
- 4 K. M. Bucerius, F. W. Wasman, K. Menke, US Patent , 1993. 5 198 046
- 5 M. A. Hiskey, N. Goldman, J. R. Stine, J. Energ. Mater. 1998, 16 (2–3), 119–127.
- 6 A. Hammerl, T. M. Klapötke, H. Nöth, M. Warchhold, G. Holl, M. Kaiser, U. Ticmanis, Inorg. Chem. 2001, 40 (14), 3570–3575.
- 7 R. P. Singh, R. D. Verma, D. T. Meshri, J. M. Shreeve, Angew. Chem., Int. Ed. 2006, 45 (22), 3584–3601.
- 8 A. Hammerl, M. A. Hiskey, G. Holl, T. M. Klapötke, K. Polborn, J. Stierstorfer, J. J. Weigand, Chem. Mater. 2005, 17 (14), 3784–3793.
- 9 Y. Peng, C. Wong, US Patent , 1999. 5 877 300
- 10 A. Hammerl, G. Holl, M. Kaiser, T. M. Klapötke, P. Mayer, H. Piotrowski, M. Vogt, Z. Naturforsch., B: J. Chem. Sci. 2001, 56 (9), 847–856.
- 11
A. Hammerl, G. Holl, T. M. Klapötke, P. Mayer, H. Nöth, H. Piotrowski, M. Warchhold, Eur. J. Inorg. Chem.
2002, 2002 (4), 834–845.
10.1002/1099-0682(200203)2002:4<834::AID-EJIC834>3.0.CO;2-Q Google Scholar
- 12 Q. Deng, R. Shen, R. Ding, L. Zhang, Adv. Synth. Catal. 2014, 356 (14–15), 2931–2936.
- 13 Q. Deng, Q. Lei, R. Shen, C. Chen, L. Zhang, Chem. Eng. J. 2017, 313, 1577–1582.
- 14 C. Wiles, P. Watts, Chem. Commun. 2011, 47 (23), 6512–6535.
- 15 H. Feng, X. Zhu, R. Chen, Q. Liao, J. Liu, L. Li, Chem. Eng. J. 2016, 306, 1017–1025.
- 16 I. Rossetti, M. Compagnoni, Chem. Eng. J. 2016, 296, 56–70.
- 17 T. Kawaguchi, H. Miyata, K. Ataka, K. Mae, J. Yoshida, Angew. Chem., Int. Ed. 2010, 44 (16), 2413–2416.
- 18 A. Polyzos, M. O'Brien, T. P. Petersen, I. R. Baxendale, S. V. Ley, Angew. Chem., Int. Ed. 2011, 50 (5), 1190–1193.
- 19 S. Sharma, R. A. Maurya, K. I. Min, G. Y. Jeong, D. P. Kim, Angew. Chem., Int. Ed. 2013, 52 (29), 7564–7568.
- 20 L. Vaccaro, D. Lanari, A. Marrocchi, G. Strappaveccia, Green Chem. 2014, 16, 3680–3704.
- 21 V. Hessel, B. Cortese, M. H. J. M. de Croon, Chem. Eng. Sci. 2011, 66 (7), 1426–1448.
- 22 Q. Deng, R. Shen, R. Ding, L. Zhang, Chem. Eng. Technol. 2016, 39 (8), 1445–1450.
- 23 M. Struempel, B. Ondruschka, R. Daute, A. Stark, Green Chem. 2008, 10 (1), 41–43.
- 24 G. Bentivoglio, G. Laus, V. Kahlenberg, G. Nauer, H. Schottenberger, Z. Kristallogr. – New Cryst. Struct. 2008, 223, 425–426.
- 25 T. M. Klapötke, C. M. Sabaté, New J. Chem. 2009, 33 (7), 1605–1617.
- 26 B. Chen, Q. Wang, Y. Ji, Y. Wang, L. Wei, B. Liu, W. Liu, Chin. J. Energ. Mater. 2014, 22 (4), 478–481.
- 27 M. J. Frisch et al., Gaussian 09, Gaussian, Inc., Wallingford CT, 2009.
- 28 H. Gao, C. Ye, C. M. Piekarski, J. M. Shreeve, J. Phys. Chem. C 2007, 111 (28), 10718–10731.
- 29 V. D. Ghule, J. Phys. Chem. C 2013, 117 (33), 16840–16489.
- 30 H. D. B. Jenkins, D. Tudela, L. Glasser, Inorg. Chem. 2002, 41 (9), 2364–2367.
- 31 B. M. Rice, J. J. Hare, E. F. Byrd, J. Phys. Chem. A 2007, 111 (42), 10874–10879.
- 32 L. A. Curtiss, K. Raghavachari, P. C. Redfern, J. A. Pople, J. Chem. Phys. 1997, 106 (3), 1063–1079.
- 33 E. F. Byrd, B. M. Rice, J. Phys. Chem. A 2006, 110 (3), 1005–1013.
- 34 B. M. Rice, S. V. Pai, J. Hare, Combust. Flame 1999, 118 (3), 445–458.
- 35 J. W. Ochterski, G. A. Petersson, J. A. Montgomery, J. Chem. Phys. 1996, 104 (7), 2598–2619.
- 36 J. A. Montgomery, M. J. Frisch, J. W. Ochterski, G. A. Petersson, J. Chem. Phys. 2000, 112 (15), 6532–6542.
- 37 Z. Han, Y. Zhang, Q. Yao, Z. Du, C. He, J. Zhang, J. Heterocycl. Chem. 2016, 53 (1), 325–331.
- 38https://www.webbook.nist.gov (Accessed on August 21, 2013)
- 39 Y. Tang, H. Gao, D. A. Parrish, J. M. Shreeve, Chem. – Eur. J. 2015, 21 (32), 11401–11407.
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