[1]卑凤利,张兴明,陈海群,等.高能密度材料1,3,4-噁二唑衍生物的分子设计[J].南京理工大学学报(自然科学版),2015,39(02):246-252.
 Bei Fengli,Zhang Xingming,Chen Haiqun,et al.Molecular design of 1,3,4-oxadiazole-based high energy density material[J].Journal of Nanjing University of Science and Technology,2015,39(02):246-252.
点击复制

高能密度材料1,3,4-噁二唑衍生物的分子设计
分享到:

《南京理工大学学报》(自然科学版)[ISSN:1005-9830/CN:32-1397/N]

卷:
39卷
期数:
2015年02期
页码:
246-252
栏目:
出版日期:
2015-04-30

文章信息/Info

Title:
Molecular design of 1,3,4-oxadiazole-based high energy density material
作者:
卑凤利1张兴明1陈海群2潘 峰1
1.南京理工大学 化工学院,江苏 南京210094; 2.常州大学 环境与安全工程学院,江苏 常州 213164
Author(s):
Bei Fengli1Zhang Xingming1Chen Haiqun2Pan Feng1
1.School of Chemical Engineering,NUST,Nanjing 210094,China; 2.School of Environmental and Safety Engineering,Changzhou University,Changzhou 213164,China
关键词:
密度泛函理论 134-噁二唑衍生物 生成热 电子结构 爆轰性能
Keywords:
density functional theory 134-oxadiazole derivatives heat of formation electronic structures detonation performance
分类号:
O641
摘要:
运用密度泛函理论(DFT)方法计算了56种1,3,4-噁二唑衍生物的生成热(HOFs)、电子结构以及爆轰性能。结果表明,-N3基团和-NH-NH-桥键的引入可以显著提高1,3,4-噁二唑衍生物的生成热。除取代基以外,桥键的引入也会对前线轨道能级差(HOMO-LUMO能量差)产生影响。比较衍生物的爆速和爆压可知,官能团-ONO2和氮桥键(-NH-NH-,-N=N-)的引入有助于提高1,3,4-噁二唑衍生物的密度及爆轰性能。综合考虑化合物的爆轰性能和稳定性,选出4种
Abstract:
The heats of formation(HOFs),electronic structures,and energetic properties of 56 1,3,4-oxadiazole derivatives with different substituents and linkages are studied using the density functional theory(DFT).It is found that the groups -N3 and -NH-NH- are effective structural units for increasing the HOF values of the 1,3,4-oxadiazole derivatives.The effects of the substituents on the HOMO-LUMO gap are combined with those of the bridge groups.The calculated detonation velocities and detonation pressures indicate that the substituting group -ONO2 and nitrogen-bridges(-NH-NH-,-N=N-)are very useful for enhancing the detonation performance of these derivatives.Based on detonation performance and thermal stability,four of the compounds can be considered as potential candidates for high energy density compounds.

参考文献/References:

[1] 张德雄,张衍,王琦.呋咱系列高能量密度材料的发展[J].固体火箭技术,2004,27(1):32-36.
Zhang Dexiong,Zhang Yan,Wang Qi.Advances in high energy density matter of furazan series[J].Journal of Solid Rocket Technology,2004,27(1):32-36.
[2]盛涤纶,马风娥,吕巧莉.2,5-二苦基-1,3,4-噁二唑的制备研究[J].火工品,1998(2):8-15.
Sheng Dilun,Ma Fenge,Lv Qiaoli.Study on the preparation of 2,5-dipicry-1,3,4-oxadiazole[J].Initiators and Pyrotechnics,1998(2):8-15.
[3]Han J.1,3,4-oxadiazole based liquid crystals[J].Journal of Materials Chemistry C,2013,47(1):7779-7797.
[4]Fuloria N K,Singh V,Shaharyar M,et al.Synthesis and antimicrobial evaluation of some new oxadiazoles derived from phenylpropionohydrazides[J].Molecules,2009,14(5):1898-1903.
[5]Sangshetti J N,Chabukswar A R,Shinde D B,et al.Microwave assisted one-pot synthesis of some novel 2,5-disubstituted 1,3,4-oxadiazoles as antifungal agents[J].Bioorganic and Medicinal Chemistry Letters,2011,21(1):444-448.
[6]Akhter M,Husain A,Azad B,et al.Aroylpropionic acid based 2,5-disubstituted-1,3,4-oxadiazoles:Synthesis and their anti-inflammatory and analgesic activities[J].European Journal of Medicinal Chemistry,2009,44(6):2372-2378.
[7]Adachi C,Tsutsui T,Saito S.Organic electroluminescent device having a hole conductor as an emitting layer[J].Applied Physics Letters,1989,55(15):1489-1491.
[8]Rice B M,Hare J.Predicting heats of detonation using quantum mechanical calculations[J].Thermochimica Acta,2002,384(1-2):377-391.
[9]Muthurajan H,Sivabalan R,Talawar M B,et al.Prediction of heat of formation and related parameters of high energy materials[J].Journal of Hazardous Materials,2006,133(1-3):30-45.
[10]Anatoli T,Korkin A,Bartlett R J.Theoretical prediction of 2,4,6-trinitro-1,3,5-triazine(TNTA).A new,powerful,high-energy density material[J].Journal of the American Chemical Society,1996,118(48):12244-12245.
[11]Kamlet M J,Jacobs S J.Chemistry of detonations.I.A simple method for calculating detonation properties of C-H-N-O explosives[J].The Journal of Chemical Physics,1968,48(1):23-35.
[12]Kamlet M J,Jacobs S J.Chemistry of detonations.II.Buffered equilibria[J].The Journal of Chemical Physics,1968,48(1):36-42.
[13]Joo Y H,Shreeve J M.Energetic mono-,di-,and tri-substituted nitroiminotetrazoles[J].Angewandte Chemie International Edition,2009,48(3):564-567.
[14]Huynh M H V,Hiskey M A,Hartline E L,et al.Polyazido high-nitrogen compounds:Hydrazo-and azo-1,3,5-triazine[J].Angewandte Chemie International Edition,2004,43(37):4924-4928.
[15]Zhang X W,Zhu W H,Xiao H M.Comparative theoretical studies of energetic substituted carbon-and nitrogen-bridged difurazans[J].The Journal of Physical Chemistry A,2010,114(1):603-612.
[16]Wei T,Zhu W H,Zhang X W,et al.Molecular design of 1,2,4,5-tetrazine-based high-energy density materials[J].The Journal of Physical Chemistry A,2009,113(33):9404-9412.
[17]Xu X J,Xiao H M,Ju X H,et al.Computational studies on polynitrohexaazaadmantanes as potential high energy density materials[J].The Journal of Physical Chemistry A,2006,110(17):5929-5933.
[18]Yalalov D A,Tsogoeva S B,Schmatz S.Chiral thiourea-based bifunctional organocatalysts in the asymmetric nitro-michael addition:A joint experimental-theoretical study[J].Advanced Synthesis & Catalysis,2006,348(7-8):826-832.
[19]Nathan J H,Koop L.Ab initio density functional computations of conformations and bond dissociation energies for hexahydro-1,3,5-trinitro-1,3,5-triazine[J].Journal of the American Chemical Society,1997,119(28):6583-6589.
[20]Wei T,Zhu W H,Zhang J J,et al.DFT study on energetic tetrazolo-[1,5-b]-1,2,4,5-tetrazine and 1,2,4-triazolo-[4,3-b]-1,2,4,5-tetrazine derivatives[J].Journal of Hazardous Materials,2010,179(1-3):581-590.
[21]肖鹤鸣,陈兆旭.四唑化学的现代理论[M].北京:科学出版社,2000.
[22]Ju X H,Li Y M,Xiao H M.Theoretical studies on the heats of formation and the interactions among the difluoroamino groups in polydifluoroaminocubanes[J].The Journal of Physical Chemistry A,2005,109(5):934-938.
[23]Hahre W J,Radom L,Schleyer P V R,et al.Ab initio molecular orbital theory[M].New York,US:Wiley-Interscience,1986.
[24]Curtiss L A,Raghavachari K,Trucks G W,et al.Gaussian-2 theory for molecular energies of first-and second-row compounds[J].The Journal of Physical Chemistry A,1991,94(11):7221-7230.
[25]Curtiss L A,Raghavachari K,Trucks G W,et al.Assessment of Gaussian-2 and density functional theories for the computation of enthalpies of formation[J].The Journal of Physical Chemistry A,1997,106(3):1063-1079.
[26]Rice B M,Hare J J,Byrd E F C.Accurate predictions of crystal densities using quantum mechanical molecular volumes[J].The Journal of Physical Chemistry A,2007,111(42):10874-10879.
[27]Dean J A.Lange's handbook of chemistry(15th edition)[M].New York,US:McGraw-Hill,1999.
[28]David R L.CRC handbook of chemistry and physics 84th Edition[M].Boca Raton,US:CRC Press,2003.

相似文献/References:

[1]孟韵,居学海,肖鹤鸣,等.密度泛函理论研究煤中有机氮的热解机理[J].南京理工大学学报(自然科学版),2008,(02):241.
 MENG Yun,JU Xue-hai,XIAO He-ming.Density Function Theory Studies on Reaction Mechanism of Organic Nitrogen during Coal Pyrolysis[J].Journal of Nanjing University of Science and Technology,2008,(02):241.
[2]朱 伟,肖继军,黄 辉,等.MD模拟温度对TATB和TATB/F_(2311) PBX力学性能的影响[J].南京理工大学学报(自然科学版),2007,(02):243.
 ZHU Wei,XIAO Ji-jun,HUANG HuiMA Xiu-fang,et al.Temperature Effect on Mechanical Properties of TATB and TATB/F2311 PBX by Molecular Dynamics Simulation[J].Journal of Nanjing University of Science and Technology,2007,(02):243.
[3]韩巧凤,马卫华,罗元香,等.环己基黄原酸铜与菲咯啉配合物的结构[J].南京理工大学学报(自然科学版),2004,(03):307.
 HAN Qiao feng,MA Wei hua,LUO Yuan xiang,et al.The Structure of Bis(O-cyclohexyldithiocarbonatio-S,S’) (1,10-phenanthroline-N1,N10) Copper(Ⅱ) Complex[J].Journal of Nanjing University of Science and Technology,2004,(02):307.
[4]高 贫 杨淑兰①宋文煜 贡雪东.密度泛函理论研究琥珀酰苯胺和联丁二酰亚胺[J].南京理工大学学报(自然科学版),2003,(03):323.
 GaoPin YangShulan SongWenyu GongXuedon.Studies on N-Phenylsuccinimide and N,N′-Bisuccinimide by Density Functional Theory[J].Journal of Nanjing University of Science and Technology,2003,(02):323.
[5]周亚红,等.正丁基锂引发甲基丙烯酸乙酯阴离子聚合的理论研究[J].南京理工大学学报(自然科学版),2007,(03):380.
 ZHOU Ya-hong,ZHU Jun-wu,YANG Xu-jie,et al.Theoretical Research on Anionic Polymerization of Ethyl Methacrylate Initiated by n-butyl Lithium[J].Journal of Nanjing University of Science and Technology,2007,(02):380.
[6]陆 明,汪水旺,李 剑.1,1,1,3,3-五氯丙烷的合成工艺[J].南京理工大学学报(自然科学版),2007,(03):385.
 LU Ming,WANG Shui-wang,LI Jian.Synthesis of 1,1,1,3,3-pentachloropropane[J].Journal of Nanjing University of Science and Technology,2007,(02):385.
[7]陆 明,汪水旺,李 剑.氯化亚铜-三乙醇胺催化合成1,1,1,3,3-五氯丙烷[J].南京理工大学学报(自然科学版),2007,(04):533.
 LU Ming,WANG Shui-wang,LI Jian.Synthesis of 1,1,1,3,3-pentachloropropane with Catalysis of Cu2Cl2 and Triethaolamine[J].Journal of Nanjing University of Science and Technology,2007,(02):533.
[8]堵锡华,冯长君.基于密度泛函理论预测苯并咪唑类缓蚀剂的缓蚀效率[J].南京理工大学学报(自然科学版),2014,38(03):424.
 Du Xihua,Feng Changjun.Estimation of inhibition efficiency of benzimidazole corrosion inhibitors based on density functional theory[J].Journal of Nanjing University of Science and Technology,2014,38(02):424.
[9]黄秋颖,刘春丽,孟祥茹.二维层状镉配合物的合成、结构及性能[J].南京理工大学学报(自然科学版),2017,41(01):108.[doi:10.14177/j.cnki.32-1397n.2017.41.01.015]
 Huang Qiuying,Liu Chunli,Meng Xiangru.Synthesis,structure and properties of two-dimensionallayered Cd(Ⅱ)complex[J].Journal of Nanjing University of Science and Technology,2017,41(02):108.[doi:10.14177/j.cnki.32-1397n.2017.41.01.015]
[10]黄秋颖,林肖漪,孟祥茹.二维锌配合物的合成、结构及性能研究[J].南京理工大学学报(自然科学版),2017,41(02):232.[doi:10.14177/j.cnki.32-1397n.2017.41.02.015]
 Huang Qiuying,Lin Xiaoyi,Meng Xiangru.Synthesis,structure and property of 2D znic complex[J].Journal of Nanjing University of Science and Technology,2017,41(02):232.[doi:10.14177/j.cnki.32-1397n.2017.41.02.015]

备注/Memo

备注/Memo:
收稿日期:2014-01-03 修回日期:2014-05-28
基金项目:国家自然科学基金(51472119; 51202020); 江苏公安科研基金(201201004TJ); 江苏省科技厅前瞻性计划(BY2012099; BY2013024-04); 江苏省青蓝工程资助项目
作者简介:卑凤利(1973-),男,博士,副教授,主要研究方向:民用爆炸品、纳米材料,E-mail:beifl@njust.edu.cn; 通讯作者:潘峰(1971-),男,博士,副教授,主要研究方向:民用爆炸品,E-mail:iempf@163.com。
引文格式:卑凤利,张兴明,陈海群,等.高能密度材料1,3,4-噁二唑衍生物的分子设计[J].南京理工大学学报,2015,39(2):246-252.
投稿网址:http://zrxuebao.njust.edu.cn
更新日期/Last Update: 2015-04-30