亚洲免费av电影一区二区三区,日韩爱爱视频,51精品视频一区二区三区,91视频爱爱,日韩欧美在线播放视频,中文字幕少妇AV,亚洲电影中文字幕,久久久久亚洲av成人网址,久久综合视频网站,国产在线不卡免费播放

        ?

        Synthesis and Characterization of Pentanol-3-nitraza-5-azidonitrate

        2015-05-10 02:40:40GAOFuleiJIYuepingLIUWeixiaoWANGYingleiCHENBinLIUYajingDINGFeng
        含能材料 2015年3期

        GAO Fu-lei,JI Yue-ping,LIU Wei-xiao,WANG Ying-lei,CHEN Bin,LIU Ya-jing,DING Feng

        (Xi′an Modern Chemistry Research Institute,Xi′an 71065,China)

        1 Introduction

        The energetic azido compounds[1-2]including energetic azido plasticizers have received a great deal of attention as they impart additional energy to propellants and explosives[3-6].It has been shown that the energetic azido plasticizers commonly applied,such as azide nitrate ester and 1,3-propanediol-2,2-bis(adzidomethyl) dinitrate (PDADN),can increase burning rate and energy of nitramine modified double base propellant[7-8],thought they have a critical shortcoming of high sensitivity to impact and shock,which implies that it is necessary to look for a new plasticizers with high performance and lower sensitivity.Fortunately,pentanol-3-nitraza-5-azidonitrate (PNAN) with nitramino (—N—NO2),azido (—N3) and nitrate ester group (—ONO2) reported in this work is just such a plasticizer,which is synthesized for the first time via reaction in dimethyl sulfoxide,using 1,5-dinitrato-3-nitraza pentane (DINA) and sodium azide as raw materials (Scheme 1),confirmed its structure and measured its physicochemical properties.

        Scheme 1 The synthesis of PNAN

        2 Experimental

        2.1 Synthesis of PNAN

        DINA (20 g,0.083 mol) was slowly added to 40 mL of dimethyl sulfoxide at 50 ℃,and the solution was heated to 65 ℃ with good stirring.After DINA was completely dissolved in dimethyl sulfoxide solution,NaN3(6.5 g,0.1 mol) was added in 2 h,then the mixture was held at 85 ℃ for 3 h.To generate the primary product,NaN3must be treated with an excess of DINA and also added in 2 h for several times.The optimum reaction conditions were as follows:the molar ratio of DINA to NaN3was 1∶0.8,reaction time 3 h,reaction temperature 85 ℃.After cooling an equal quantity of methylene chloride solvent was added and the entire organic portion was washed four times with water to remove dimethyl sulfoxide and inorganic salts.The methylene chloride solution was concentrated to give 18 g of light yellow oil.The products were detected by TLC (Thin Layer Chromatography).After dilution with acetone,the mixture was separated by column chromatography (SiO2,petroleum ether∶EtOAc=4∶1),then 7.14 g of colorless oil with a purity of 98.60% (HPLC) was obtained.The product was PNAN.Fig.1 was the1H NMR spectra of PNAN.1H NMR(CDCl3/TMS)δ:3.659 (t,2H,—CH2N3),3.986 (t,2H,—CH2NNO2),4.195(t,2H,—CH2NNO2) ,4.791(t,2H,—CH2ONO2); IR (KBr,ν/cm-1):2960,1452,1419,882(—CH2),2108(—N3),1521(N—NO2),1226(—ONO2),847(N—O); Anal.Calc (%) for C4N6O5H8:C 21.82,N 38.14,H 3.64; Found (%) C 21.85,N 37.70,H 3.64.

        Fig.11H NMR spectra of PNAN

        2.2 Properties of PNAN

        Some physicochemical properties of PNAN obtained by the tests are all listed in Table 1,including the appearance,density,dissolubility,decomposition temperature,glass transition temperature,viscosity,friction sensitivity and impact sensitivity.In which,the decomposition temperature of 172 ℃ shows that PNAN has good heat-resistance ability.The friction sensitivity of 12% of PNAN is less than that of PDADN (80%[8]).The impact sensitivity of 56% of PNAN is less than that of PDADN (100%[8]),revealing that in comparison with PDADN,PNAN has better mechanical sensitivity.
        Table 1 Properties of PNAN

        propertiesresultstestconditionappearancecolorlessoileyeballingempiricalformulaC4N6O5H8—density/g·cm-31.46densitybottlemethoddissolubilitysolubleinmethylenechloride,acetone,benzene,dimethylsulfoxide,experimentoxygenbalance/%-43.6—decompositiontemperature/℃172GJB772A-1997,method502.1glasstransitiontemperature/℃-41dynamicthermomechanometryviscosity/mPa·s19.5experimentfrictionsensitivity/%12GJB772A-1997,method602.1impactsensitivity/%56GJB772A-1997,method601.1

        3 Results

        Pentanol-3-nitraza-5-azidonitrate (PNAN) was synthesized for the first time with a density of 1.46 g·cm-3,decomposition temperature of 172 ℃,glass transition temperature of -41 ℃,viscosity of 19.5 mPa·s,friction sensitivity of 12% and impact sensitivity of 56% ,which is a colorless oil,soluble in methylene chloride,acetone,benzene and dimethyl sulfoxide,but insoluble in water and alcohol.It can be potentially used as an energetic plasticizer of solid propellants.

        [1] Simmons R L.Azido nitramine:US 4450110[P].1984.

        [2] Flanagan J E.1,5-Diazido-3-nitrazapentane and method of preparation thereof:US 5013856 [P].1991.

        [3] JI Yue-ping,GAO Fu-lei,HAN Rui,et al.Estimation and determination of the solubility parameter of 1,5-Diazido-3-nitrazapentane[J].ChineseJournalofEnergeticMaterials(HannengCailiao),2013,21(5):612-615.

        [4] JI Yue-ping,LAN Ying,LI Pu-rui,et al.Synthesis and characterization of 1,5-Diazido-3-nitrazapentane (DIANP)[J].ChineseJournalofExplosives&Propellants,2008,31(3):44-46.

        [5] WANG Ying-lei,JI Yue-ping,LI Pu-rui,et al.Synthesis of 2-methyl-2-nitro-1,3- diazidopropane[J].ChineseJournalofEnergeticMaterials(HannengCailiao),2010,18(1):11-14.

        [6] Raman K V.Ballistic modification of RDX-CMDB propellant[J].PropellantExplosivesPyrotechnics,1988,13:149.

        [7] WANG Jin,LI Shu-fen.Effect of azide nitrate ester on combustion behaviour of nitramine modified double base propellant[J].ChineseJournalofExplosives&Propellants,2001,(3):22-24.

        [8] ZHANG Li-jie,CUI Jun-min ,ZHANG Chuan,et al.One-pot synthesis of neopentyl gilcol dinitrate[J].ChineseJournalofEnergeticMaterials(HannengCailiao),2010,1(5):541-543.

        在线观看免费a∨网站| 国产精品内射久久一级二| 99久热在线精品视频观看| 免费xxx在线观看| 日韩人妻无码精品久久伊人| 国产精品亚洲精品专区| 成年女人免费v片| 在线观看免费人成视频| 日日摸日日碰人妻无码老牲| 亚洲综合天堂一二三区| 午夜免费观看日韩一级视频| 极品成人影院| 欧美人与禽交zozo| 亚洲无av码一区二区三区| 国产成人精品免费视频大全软件| aaa级久久久精品无码片| 揄拍成人国产精品视频肥熟女| 亚洲精品国产熟女久久久| 国产精品久久国产精麻豆99网站| 丁香五香天堂网| 国产三级精品美女三级| 成人久久精品人妻一区二区三区| 人人人妻人人澡人人爽欧美一区 | 日本大尺度吃奶呻吟视频| 精品国产高清a毛片| 日本一区二区三区四区在线视频| 日韩精品真人荷官无码| 91精品一区国产高清在线gif| 国产真实二区一区在线亚洲| 在线观看日本一区二区三区四区| 蜜桃无码一区二区三区| 午夜视频网址| 男女啪啪啪的高清视频| 久久亚洲精品成人无码| 青草福利在线| 一本色道久久88综合亚精品| 国产玉足榨精视频在线观看| 成人精品综合免费视频| 久久无码中文字幕东京热| 午夜一区二区视频在线观看| 国产97在线 | 亚洲|