[1]李金懋①②,王 娟①②.含能增塑剂2,3-二羟甲基-2,3-二硝基-1,4-丁二醇四苯甲酸酯的合成及表征[J].爆破器材,2018,47(02):17-21.[doi:10.3969/j.issn.1001-8352.2018.02.004]
 LI Jinmao,WANG Juan.Synthesis and Characterization of Energetic Plasticizer-2,3-Bis(hydroxymethyl)-2,3-dinitro-1,4-butanediol Tetrabenzoate[J].EXPLOSIVE MATERIALS,2018,47(02):17-21.[doi:10.3969/j.issn.1001-8352.2018.02.004]
点击复制

含能增塑剂2,3-二羟甲基-2,3-二硝基-1,4-丁二醇四苯甲酸酯的合成及表征()
分享到:

《爆破器材》[ISSN:1001-8352/CN:32-1163/TJ]

卷:
47
期数:
2018年02
页码:
17-21
栏目:
基础理论
出版日期:
2018-03-23

文章信息/Info

Title:
Synthesis and Characterization of Energetic Plasticizer-2,3-Bis(hydroxymethyl)-2,3-dinitro-1,4-butanediol Tetrabenzoate
文章编号:
5201
作者:
李金懋①②王 娟①②
①湖北师范大学污染物分析与资源化湖北省重点实验室(湖北黄石,435002) 
②湖北师范大学化学化工学院(湖北黄石,435002)
Author(s):
LI Jinmao①②WANG Juan①②
①Hubei Key Laboratory of Pollutant Analysis and Reuse Technology, Hubei Normal University (Hubei Huangshi, 435002)
②College of Chemistry and Chemical Engineering, Hubei Normal University (Hubei Huangshi, 435002)
关键词:
苯甲酸酯合成晶体结构表征
Keywords:
benzoate synthesized cystal structure characterization
分类号:
O621.3
DOI:
10.3969/j.issn.1001-8352.2018.02.004
文献标志码:
A
摘要:
以2,3-二羟甲基-2,3-二硝基-1,4-丁二醇(BHDB)和苯甲酸为原料,4-二甲氨基吡啶(DMAP)为活化剂,N,N'二环己基碳二亚胺(DCC)为脱水剂,通过酯化反应得到含能增塑剂2,3-二羟甲基-2,3-二硝基-1,4-丁二醇四苯甲酸酯(BHDBTB),对产物进行了1H NMR、13C NMR、IR等结构表征。X-射线单晶衍射说明,BHDBTB晶系属于三斜晶系,空间群为P-1,Mr = 656.58。晶体的数据为:a=8.851 nm,b=9.373 nm,c=10.211 nm,α=82.61°,β=83.31°,γ=67.74°,V= 775.3 nm3Z=2,Dc=1.406 g/cm3R1=0.083 6,Rw2=0.086 1。
Abstract:
Synthesis of 2,3-bis(hydroxymethyl)-2,3-dinitro-1,4-butanediol tetrabenzoate (BHDBTB) with activator of 4-dimethylaminopyridine (DMAP) and dehydrant of N,N dicyclohexylcarbodiimide (DCC) has been carried out by esterification of 2,3- bis(hydroxymethyl)-2,3 dinitro -1,4-butanediol (BHDB) and benzoic acid. Structure of product was characterized by 1H NMR, 13C NMR and IR. The results of X-ray single-crystal diffraction show that BHDBTB belongs to triclinic system; the space group is P-1, Mr= 656.58. The crystal cell data of product were: a=8.851 nm,b=9.373 nm,c=10.211 nm,α=82.61°,β=83.31°,γ=67.74°,V=775.3 nm3Z=2,Dc=1.406 g/cm3R1=0.083 6,Rw2=0.086 1.

参考文献/References:

[1]姬月萍, 李普瑞, 汪伟, 等. 含能增塑剂的研究现状及发展[J] . 火炸药学报, 2005, 28(4): 47-51.
 JI Y P, LI P R, WANG W, et al. A review of recent advances of energetic plasticizers[J].Chinese Journal of Explosives & Propellants, 2005, 28(4): 47-51.
[2]STEPHEN J M, SCOTCH P, ELAINE M H, et al. Fatty acid esters of polyhydric alcohols:US 3282971[P].1966-11-01.
[3]MASOOD H,YUNUS R, CHOONG T S Y, et al. Synthesis and characterization of calcium methoxide as heterogeneous catalyst for trimethylolpropane esters conversion reaction[J]. Applied Catalysis A:General,2012, 425/426:184-190.
[4]张艺林, 黄瑞, 韩梅. 高支化度酯类增塑剂的结构鉴定[J]. 化学推进剂与高分子材料, 2003, 1(2): 39-40.
 ZHANG Y L, HUANG R, HAN M. Structure determination of highbranched ester plasticizer[J]. Chemical Propellants & Polymcric Materials, 2003, 1(2): 39-40.
[5]陈丽凤, 付颖寰. SO2-4/TiO2MoO2In2O3催化剂制备与季戊四醇四脂肪酸酯的合成[J]. 化学世界, 2014,55 (12): 733-736.
CHEN L F, FU Y H. Preparation of SO2-4/TiO2MoO2In2O3 solid superacid and its catalytic activities in esterification of pentaerythritol tetraisostearate[J]. Chemical World, 2014,55(12): 733-736.
[6]NAGENDRAMMA P. Study of pentaerythritol tetraoleate ester as industrial gear oil[J]. Lubrication Science, 2011, 23(8): 355-362.
[7]王娟, 孙笑, 周新利. 高级脂肪酸酯类化合物包覆RDX的研究[J]. 含能材料, 2015, 23(6): 527-531.
 WANG J, SUN X, ZHOU X L. Properties of RDX coated by higher aliphatic ester compounds [J]. Chinese Journal of Energetic Materials, 2015, 23(6): 527-531.
[8]王娟. 2,3-二羟甲基-2,3-二硝基-1,4-丁二醇衍生物的合成及其应用研究[D]. 南京: 南京理工大学, 2014.
WANG J. Synthesis and application of 2,3-dihydroxy methyl-2,3-dinitro-1,4-butanediol erivatives[D]. Nanjing: Nanjing University of Science and Technology, 2014.
[9]KHORANA H G. Carbodiimides: part III. (A) A new method for the preparation of mixed esters of phosphoric acid. (B) Some observations on the basecatalyzed addition of alcohols to carbodiimides[J]. Canadian Journal of Chemistry, 1954, 32(3): 227-234.
[10]LOANNOU P V, LALA M A,TSIVGOULIS G M. Preparation and properties of fully esterified erythritol[J]. European Journal of Lipid Science and Technology, 2011, 113: 1357-1362.
[11]王娟, 刘大斌, 周新利. 1,4-二叠氮-2,3-二叠氮甲-基-2,3-二硝基丁烷的合成[J]. 爆破器材, 2012, 41(4): 1-4,8.
WANG J, LIU D B, ZHOU X L. Synthesis of 1,4-diazido-2,3-bis-azidomethyl-2,3-dinitro-butane[J]. Explosive Materials, 2012, 41(4): 1-4,8.
[12]GLUSKER J P, LEWIS M, ROSSI M, et al. Crystal structure analysis for chemists and biologists[M]. New York: Wiley-VCH, 1994.

相似文献/References:

[1]谢丽,郭晓晶,李斌栋,等.聚异丁烯丁二酸三乙醇胺酯的合成及应用研究[J].爆破器材,2012,41(02):1.
 XIE Li,GUO Xiaojing,LI Bindong,et al.Synthesis and Application of the Polyisobutylene Succinic Esters Based on Triethanolamine[J].EXPLOSIVE MATERIALS,2012,41(02):1.
[2]陈文靖,叶志文.RDX的合成工艺研究进展[J].爆破器材,2012,41(02):11.
 CHEN Wenjing,YE Zhiwen.Progress on Synthesis Technology of RDX[J].EXPLOSIVE MATERIALS,2012,41(02):11.
[3]王娟,刘大斌,周新利.1,4-二叠氮-2,3-二叠氮甲基-2,3-二硝基丁烷的合成[J].爆破器材,2012,41(04):1.
 WANG Juan,LIU Dabin,ZHOU Xinli.Synthesis of 1, 4-Diazido-2, 3-Bis-Azidomethyl-2, 3-Dinitro-Butane[J].EXPLOSIVE MATERIALS,2012,41(02):1.
[4]王娟,刘大斌,周新利.1,4-二(叠氮乙酰氧基)-2,3-二(叠氮乙酰氧甲基)-2,3-二硝基丁烷的合成[J].爆破器材,2013,42(01):1.[doi:10.3969/j.issn.1001-8352.2013.01.001]
 WANG Juan,LIU Dabin,ZHOU Xinli.Synthesis of 1,4-Di(azidoacetoxy)-2,3-Di(Azidoacetoxymethyl)-2,3-Dinitro-Butane[J].EXPLOSIVE MATERIALS,2013,42(02):1.[doi:10.3969/j.issn.1001-8352.2013.01.001]
[5]盛涤伦,陈利魁,朱雅红,等.耐高温起爆药叠氮化镉的合成与性能研究[J].爆破器材,2015,44(03):12.[doi:10.3969/j.issn.1001-8352.2015.03.003]
 SHENG Dilun,CHEN Likui,ZHU Yahong,et al.Synthesis and Performance of a Primary Explosive Resisting High Temperature Named Cadmium Azide[J].EXPLOSIVE MATERIALS,2015,44(02):12.[doi:10.3969/j.issn.1001-8352.2015.03.003]
[6]邵闪,蔺向阳,潘仁明.提高工艺安全性的FOX-7合成方法[J].爆破器材,2016,45(06):21.[doi:10.3969/j.issn.1001-8352.2016.06.004]
 SHAO Shan,LIN Xiangyang,PAN Renming.A Synthesis Method to Improve Process Safety of FOX-7[J].EXPLOSIVE MATERIALS,2016,45(02):21.[doi:10.3969/j.issn.1001-8352.2016.06.004]
[7]高福磊,汪营磊,陆婷婷,等.三硝基乙醇及其脂肪族衍生物研究进展[J].爆破器材,2019,48(01):1.[doi:10.3969/j.issn.1001-8352.2019.01.001]
 GAO Fulei,WANG Yinglei,LU Tingting,et al.Research Progress of 2,2,2-Trinitroethanol and Its Aliphatic Derivatives[J].EXPLOSIVE MATERIALS,2019,48(02):1.[doi:10.3969/j.issn.1001-8352.2019.01.001]
[8]靳永勇①,韩坤祥②,陈朋朋③,等.N2O5/HNO3硝化合成1,2,3,4-丁四醇四硝酸酯[J].爆破器材,2019,48(01):27.[doi:10.3969/j.issn.1001-8352.2019.01.005]
 JIN Yongyong,HAN Kunxiang,CHEN Pengpeng,et al.Synthesis of Erythritol Tetranitrate by N2O5/HNO3 System[J].EXPLOSIVE MATERIALS,2019,48(02):27.[doi:10.3969/j.issn.1001-8352.2019.01.005]
[9]唐杰①,魏应东①,吴兴龙①,等.微反应系统合成硝化甘油的工艺研究[J].爆破器材,2020,49(05):36.[doi:10.3969/j.issn.1001-8352.2020.05.007]
 TANG Jie,WEI Yingdong,WU Xinglong,et al.Study on the Micro-chemical Synthesis Process of Nitroglycerin[J].EXPLOSIVE MATERIALS,2020,49(02):36.[doi:10.3969/j.issn.1001-8352.2020.05.007]
[10]陈淼,徐明辉,刘宁,等.含能热塑性黏合剂的研究进展[J].爆破器材,2020,49(06):1.[doi:10.3969/j.issn.1001-8352.2020.06.001]
 CHEN Miao,XU Minghui,LIU Ning,et al.Research Progress of Energetic Thermoplastic Binders[J].EXPLOSIVE MATERIALS,2020,49(02):1.[doi:10.3969/j.issn.1001-8352.2020.06.001]

备注/Memo

备注/Memo:
收稿日期:2017-08-06
基金项目:湖北省自然科学基金项目(2016CKC776)
作者简介:李金懋(1984-),男,硕士,实验师,主要从事材料学的研究。E-mail:jemolee@126.com
通信作者:王娟(1983-),女,博士,讲师,主要从事材料学的研究。E-mail:wangjuan830508@163.com
更新日期/Last Update: 2018-03-23