概述了富勒烯主要的制备方法,并简要对比分析了这些方法的优缺点。从富勒烯在固体推进剂中应用的需求考虑,总结了富勒烯衍生物制备研究的最新进展。最后,讨论了富勒烯及其衍生物在固体推进剂中的应用研究现状,以期为富勒烯的制备和应用提供一定的参考。
The main methods for fullerene synthesis were reviewed and briefly compared the advantages and disadvantages of these methods.From the application angle of fullerene in solid propellant,the progress on preparation of fullerene derivatives was summarized.Finally,the application of fullerenes and derivatives in solid propellants was discussed,in order to provide some reference for the preparation and application of fullerenes.
[1]Tenne R,Redlich M.Recent progress in the research of inorganic fullerene-like nanoparticles and inorganic nanotubes[J].Chemical Society Reviews,2010,39(5):1423-1434.
[2]Li J,Zhu X,Yuan T,et al.Donor-acceptor interface stabilizer based on fullerene derivatives toward efficient and thermal stable organic photovoltaics[J].Acs Applied Materials & Interfaces,2017,9(7):6615.
[3]Afzal A,Kausar A,Siddiq M.Perspectives of polystyrene composite with fullerene,carbon black,graphene,and carbon nanotube:a review[J].Journal of Macromolecular Science:Part D-Reviews in Polymer Processing,2016,55(18):1988-2011.
[4]Astefanei A,Núñez O,Galceran M T.Characterisation and determination of fullerenes:a critical review[J].Analytica Chimica Acta,2015,882(3):1-21.
[5]Sun Y,Cao C,Liu C,et al.Nitrogen-doped hollow carbon spheres derived from amination reaction of fullerene with alkyl diamines as a carbon catalyst for hydrogenation of aromatic nitro compounds[J].Carbon,2017,125:139-145.
[6]Li J,Zheng D Q,Zhong W R.Thermal properties of defective fullerene[J].International Journal of Modern Physics B,2016,30(26):1587-1590.
[7]Tenne R,Seifert G.Recent progress in the study of inorganic nanotubes and fullerene-like structures[J].Annual Review of Materials Research,2009,39(1):387-413.
[8]Few S,Chia C,Teo D,et al.The impact of chemical structure and molecular packing on the electronic polarisation of fullerene arrays[J].Physical Chemistry Chemical Physics,2017,19(28):18709-18720.
[9]Galvan Y P,Alperovich I,Zolotukhin P,et al.Fullerenes as anti-aging antioxidants[J].Current Aging Science,2017,10(1):56-67.
[10]Zhu W,Miser D E,Chan W G,et al.Characterization of combustion fullerene soot,C60,and mixed fullerene[J].Carbon,2004,42(8/9):1463-1471.
[11]Man N,Nagano Y,Kiyobayashi T,et al.Combustion energy of fullerene soot[J].Journal of Physical Chemistry,1995,99(8):2254-2255.
[12]Larionov S A,Ionov V V,Sarkisov Yu S,et al.Increase in the lubricating ability of power fluids by modifying them with fullerenes[J].Applied Mechanics & Materials,2014,682:288-293.
[13]Liu B,Li H.Alkylated fullerene as lubricant additive in paraffin oil for steel/steel contacts[J].Fullerene Science & Technology,2016,24(11):712-719.
[14]Simić D,Stojanović D B,Kojović A,et al.Inorganic fullerene-like IF-WS2/PVB nanocomposites of improved thermo-mechanical and tribological properties[J].Materials Chemistry & Physics,2016,184:335-344.
[15]Zhang J,Fuhrer T,Fu W,et al.Nanoscale fullerene compression of an yttrium carbide cluster[J].Journal of the American Chemical Society,2012,134(20):8487-8493.
[16]Yan Q L,Gozin M,Zhao F Q,et al.Highly energetic compositions based on functionalized carbon nanomaterials[J].Nanoscale,2016,8(9):4799-4805.
[17]Kroto H W,Heath J R,O'Brien C,et al.C60:buckminsterfullerene[J].Nature,1985,318(162):162-163.
[18]Krätschmer W,Lamb L D,Fostiropoulos K,et al.Solid C60:a new form of carbon[J].Nature,1990,347(6291):354-358.
[19]Krätschmer W,Fostiropoulos K,Donald R,et al.The infrared and ultraviolet absorption spectra of laboratory-produced carbon dust:evidence for the presence of the C60 molecule[J].Chemical Physics Letters,1990,170(2/3):167-170.
[20]Churilov G,Popov A,Vnukova N,et al.Controlled synthesis of fullerenes and endohedral metallofullerenes in high frequency arc discharge[J].Fullerene Science & Technology,2016,24(11):675-678.
[21]Wang J G,Peng R F,Zhu G H,et al.Research progress of combustion synthesis of fullerenes[J].Journal of Materials Engineering,2008(10):299-302.
[22]Kharlamov A I,Bondarenko M E,Kharlamova G A.Specific features of n-hexane pyrolysis as a process for fullerenization of aliphatic hydrocarbon molecules[J].Russian Journal of Applied Chemistry,2015,88(2):216-225.
[23]Aksenova V V,Nikonova R M,Lad'yanov V I,et al.Oxidation of fullerene mixtures obtained by the electric arc evaporation of graphite rods[J].Russian Journal of Physical Chemistry.A:Focus on Chemistry,2011,85(8):1465-1471.
[24]Haufler R E,Coneceicao J,Chibante L P F,et al.Efticient production of C60(Buckminsterfullerene),C60H36,and the solvated buckide Ion[J].Journal of Physical Chemistry,1990,94(24):8634-8636.
[25]Afanasev D V,Dyuzhev G A,Kruglikov A A.Effect of gas flows on fullerene formation process[J].Technical Physics,2001,46(7):923-925.
[26]Haufler R E,Chai Y,Chibante L P F,et al.Carbon ARC generation of C60[J].Mrs Proceedings,1990,206(3):213-215.
[27]Weston A,Murthy M.Synthesis of fullerenes:an effort to optimize process parameters[J].Carbon,1996,34(10):1267-1274.
[28]Alekseyev N I,Dyuzhev G A.Fullerene formation in an arc discharge[J].Carbon,2003,41(7):1343-1348.
[29]Churilov G,Popov A,Vnukova N,et al.Controlled synthesis of fullerenes and endohedral metallofullerenes in high frequency arc discharge[J].Fullerene Science & Technology,2016,24(11):675-678.
[30]Alexakis T,Tsantrizos P G,Tsantrizos Y S,et al.Synthesis of fullerenes via the thermal plasma dissociation of hydrocarbons[J].Applied Physics Letters,1997,70(16):2102-2104.
[31]Zhu Y J,Zhang G F,Wei Z,et al.Synthesis of fullerene by pyrolysis of acetylenein thermal HF-plasma[J].Journal of Wuhan University of Technology,2007,22(1):94-97.
[32]Chibante L P F,Eas Thess,Alford M,et al.Solar generation of the fullerenes[J].Journal of Physical Chemistry,1993,97(34):8696-8700.
[33]Alvarez L,Guillard T,Olalde G,et al.Large scale solar production of fullerenes andcarbon nanotubes[J].Synthetic Metals,1999,103(103):2476-2477.
[34]Guillard T,Flamant G,Robert J F,et al.Scale up of a solar reactor for fullerene and nanotube synthesis[J].Journal of Solar Energy Engineering,2002,124(1):22-27.
[35]Badie J M,Flamant G,Guillard T,et al.Solar-induced fluorescence (SIF) of C2 radical[J].Chemical Physics Letters,2002,358(3/4):199-206.
[36]Howard J B,Mckinnon J T,Johnson M E,et al.Production of C60 and C70 fullerenes in benzene-oxygen flames[J].The Journal of Physical Chemistry,1992,96(16):6657-6662.
[37]Hebgen P,Goel A,Howard J B,et al.Synthesis of fullerenes and fullerenic nanostructures in a low-pressure benzene/oxygen diffusion flame[J].Proceedings of the Combustion Institute,2000,28(1):1397-1404.
[38]Yadav T K.Thermally metastable fullerenes in flames[D].Massachusetts:Massachusette Institute of Technology,1994.
[39]Taylor R,Langley G J,Kroto H W,et al.Formation of C60 by pyrolysis of naphthalene[J].Nature,1993,366(6457):727-731.
[40]Amsharov K Y,Jansen M.Formation of fullerenes by pyrolysis of perchlorofulvalene and its derivatives[J].Carbon,2007,45(1):117-123.
[41]Conley N R,Lagowski J J.On an improved pyrolytic synthesis of [60]- and [70]-fullerene[J].Carbon,2002,40(6):949-953.
[42]Amsharov K Y,Simeonov K,Jansen M.Formation of fullerenes by pyrolysis of 1,2′-binaphthyl and 1,3-oligonaphthylene[J].Carbon,2007,45(2):337-343.
[43]Shoji Eguchi.Synthesis of heterocycle-containing [60]fullerene derivatives.Ⅱ.1 recent progress in [4+2]- and [3+2]-cycloaddition routes[J].Fullerene Science & Technology,1997,5(5):977-987.
[44]Wang S,Jiang H,Lü X Y,et al.Progress in the synthesis of heterocycle-fused C60-fullerene derivatives[J].Chinese Journal of Organic Chemistry,2006,26(2):168-180.
[45]Babu S S,Moehwald H,Nakanishi T.ChemInform abstract:recent progress in morphology control of supramolecular fullerene assemblies and its applications[J].Chemical Society Reviews,2010,39(11):4021-4035.
[46]Garcia-rodeja Y,Solà M,Fernandez I.Predicting and understanding the reactivity of aza[60]fullerenes[J].Journal of Organic Chemistry,2017,82(1):754-758.
[47]Wang N X.Review on the nitration of [60]fullerene[J].Propellants Explosives Pyrotechnics,2001,26(3):109-111.
[48]Hamwi A,Marchand V.Oxidized fullerene derivatives containing hydroxyl,nitro and fluorine groups[J].Fullerene Science & Technology,1996,4(5):835-851.
[49]Tuktarov A R,Akhmetov A R,Dzhemilev U M.Organic and inorganic azides in fullerene chemistry:achievements and trends[J].Cheminform,2015,46(40):261-280.
[50]Nierengarten I,Nierengarten J F.The impact of copper-catalyzed alkyne-azide 1,3-dipolar cycloaddition in fullerene chemistry[J].Chemical Record,2015,15(1):31-51.
[51]Biagiotti G,Cicchi S,De Sarlo F,et al.Reactivity of [60]fullerene with primary nitro compounds:addition or catalysed condensation to isoxazolo[60]fullerenes[J].European Journal of Organic Chemistry,2015,2014(35):7906-7915.
[52]Cataldo F,Ursini O,Angelini G.Synthesis and explosive decomposition of polynitro[60]fullerene[J].Carbon,2013,62(5):413-421.
[53]Jin B,Peng R F,TAN B S,et al.Synthesis and characterization of nitro fulleropyrrolidine derivatives[J].Chinese Journal of Energetic Materials,2009(3):287-292.
[54]Tan B,Peng R,Li H,et al.Theoretical investigation of an energetic fullerene derivative[J].Journal of Computational Chemistry,2010,31(12):2233-2237.
[55]Anantharaj V,Bhonsle J,Canteenwala T,et al.Synthesis and characterization of nitrated [60]fullerene derivatives[J].Journal of the Chemical Society Perkin Transactions,1999,20(1):31-36.
[56]Akhmetov A R,Tuktarov A R,Dzhemilev U M.Selective cycloaddition of arylazides to fullerene C60,in the presence of Cu(OTf) 2[J].Mendeleev Communications,2016,52(1):118-120.
[57]Fensterbank Hélène,Baczko Krystyna,Constant Céline,et al.Sequential copper-catalyzed alkyne-azide cycloaddition and thiol-maleimide addition for the synthesis of photo- and/or electroactive fullerodendrimers and cysteine-functionalized fullerene derivatives[J].The Journal of Organic Chemistry,2016,81(18):8222-8233.
[58]Huang T,Jin B,Peng R,et al.Synthesis and characterization of [60]fullerene-glycidyl azide polymer and its thermal decomposition[J].Polymers,2015,7(5):896-908.
[59]邓能梅.富勒烯PAMMO衣康酸及富勒烯三硝基苯乙酯马来酸铅/铜盐的合成及热性能研究[D].重庆:西南科技大学,2015.
[60]Romanova I P,Kalinin V V,Nafikova A A,et al.Reactions of [60]fullerene with 2-azidopyrimidines[J].Russian Chemical Bulletin,2003,52(1):173-178.
[61]关会娟,金波,彭汝芳,等.富勒烯肼硝酸盐的制备及其热分解性能[J].兵工学报,2014,35(11):1756-1764.
[62]Li S,He D,Shan W,et al.A study on comprehensive characteristics of RDX-CMDB propellants containing fullerene[J].Journal of Propulsion Technology,1997(6):79-83.
[63]赵凤起,李上文,单文刚,等.不同形态碳物质对RDX-CMDB推进剂燃烧性能的影响[J].推进技术,2000,21(2):72-76.
[64]Gao Fan,Li Shufen.Approach to the catalytic mechanism of fullerene in propellants[J].Journal of Energetic Materials,2003,21(1):33-41.
[65]Han X,Wang T F,Lin Z K,et al.RDX/AP-CMDB propellants containing fullerenes and carbon black additives[J].Defence Science Journal,2009,59(3):284-293.
[66]Jin B,Peng R,Chu S,et al.Study of the desensitizing effect of different [60]fullerene crystals on cyclotetramethylenetetranitramine (HMX)[J].Propellants Explosives Pyrotechnics,2008,33(6):454-458.
[67]Jin B,Peng R,Zhao F,et al.Combustion effects of nitrofulleropyrrolidine on RDX-CMDB propellants[J].Propellants Explosives Pyrotechnics,2014,39(6):874-880.
[68]徐司雨,赵凤起,金波,等.富勒烯衍生物对RDX热分解性能及动力学的影响[C].中国化学会全国热分析动力学与热动力学学术会议.武汉:2015.
[69]Guan H J,Peng R F,Jin B,et al.Preparation and thermal performance of fullerene-based lead salt[J].Bulletin-Korean Chemical Society,2014,35(8):2257-2262.
[70]黄飞,张哲,魏先文,等.富勒烯C60衍生物纳米材料制备及其应用研究进展[J].化工新型材料,2016,44(4):1-3.
[71]Ganesamoorthy R,Sathiyan G,Sakthivel P.Review:fullerene based acceptors for efficient bulk heterojunction organic solar cell applications[J].Solar Energy Materials & Solar Cells,2017,161:102-148.
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装备预研专项项目(995-14021004020101)
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