欢迎登录材料期刊网

材料期刊网

高级检索

为了考察取代基团对C60衍生物性质的影响,分别进行了一系列1,2-H(XPhCH2) C60(X=H,o-CH3,m-CH3,p-CH3,o-Br,m-Br,p-Br)的1H NMR、13C NMR和电化学循环伏安测试.结果表明,邻位取代基团对苄基中亚甲基氢原子和碳原子的核磁响应具有较大的影响,而取代基团位置对C60-H和C30sp3碳原子核磁响应影响较小;在循环伏安中,苄基上的-CH3和-Br基团位置对C60衍生物的氧化还原电势并未表现出显著影响,但与1,2-H(PhCH2) C60相比,所有具有CH3PhCH2一基团的化合物氧化还原电势均表现出负移,而具有BrPhCH2-基团的化合物氧化还原电势均表现出正移,表明诱导效应是影响C60衍生物性质的主要因素,因此,可通过调控衍生物的电子结构来探究其性质.

参考文献

[1] Hirsch A,Brettreich M.Fullerenes:Chemistry and Reactions[M].Germany:Wiley-VCH:Weinheim,2005.
[2] Pinto M,Maggini M.Fulleropyrrolidines:A Family of Full-Fledged Fullerene Derivatives[J].Acc Chem Res,1998,31:519-526.
[3] Zhang Gaihong,Huang Shaohua,Xiao Zuo,et al.Preparation of Azafullerene Derivatives from Fullerene-Mixed Peroxides and Single Crystal X-ray Structures of Azafulleroroid and Azafullerene[J].J Am Chem Soc,2008,130:12614-12615.
[4] Li Fabao,Liu Tongxin,You Xun,et al.A Facile Access to[60]Fullerene-Fused 1,3-Dioxolanes:Reaction of[60]Fullerene with Aldehydes/Ketones Promoted by Ferric Percllorate[J].Org Lett,2010,12:3258-3261.
[5] Kim J Y,Lee K,Coates N E,et al.Efficient Tandem Polymer Solar Cells Fabricated by All-Solution Processing[J].Science,2007,317:222-225.
[6] Blom P W M,Mihailetchi V D,Koster L J A,et al.Device Physics of Polymer:Fullerene Bulk Heterojunction Solar Cells[J].Adv Mater,2007,19:1551-1566.
[7] Kooistra F B,Knol J,Kastenberg F,et al.Increasing the Open Circuit Voltage of Bulk-Heterojunction Solar Cells by Raising the LUMO Level of the Acceptor[J].Org Lett,2007,9:551-554.
[8] Nakamura E,Isobe H.Functionalized Fullerenes in Water.The First 10 Years of Their Chemistry,Biology,and Nanoscience[J].Acc Chem Res,2003,36:807-815.
[9] Nishibayashi Y,Saito M,Uemura S,et al.A Non-metal System for Nitrogen Fixation[J].Nature,2004,428:279-280.
[10] Cami J,Bernard-Salas J,Peeters E,et al.Detection of C60 and C70 in a Young Planetary Nebula[J].Science,2010,329:1180-1182.
[11] Suzuki T,Maruyama Y,Akasaka T,et al.Redox Properties of Organofullerenes[J].J Am Chem Soc,1994,116:1359-1363.
[12] Carano M,Da Ros T,Fanti M,et al.Modulation of the Reduction Potentials of Fullerene Derivatives[J].J Am Chem Soc,2003,125:7139-7144.
[13] Zheng Min,Li Fangfang,Shi Zujin,et al.Electrosynthesis and Characterization of 1,2-Dibenzyl C60:A Revisit[J].J Org Chem,2007,72:25 38-2542.
[14] Popov A A,Kareev I E,Shustova N B,et al.Electrochemical,Spectroscopic,and DFT Study of C60(CF3)n Frontier Orbitals(n =2,18):The Link Between Double Bonds in Pentagons and Reduction Potentials[J].J Am Chem Soc,2007,129:11551-11568.[15]Yang Weiwei,Li Zongjun,Gao Xiang.Reaction of C2-60 with Organic Halides Revisited in DMF:Proton Transfer from Water to RC2-60 and Unexpected Formation of 1,2-Dihydro[60]fullerenes[J].J Org Chem,2010,75:4086-4094.
[15] Popov A A,Kareev I E,Shustova N B,et al.Electrochemical,Spectroscopic,and DFT Study of C60(CF3)n Frontier Orbitals(n =2,18):The Link Between Double Bonds in Pentagons and Reduction Potentials[J].J Am Chem Soc,2007,129:11551-11568.[15]Yang Weiwei,Li Zongjun,Gao Xiang.Reaction of C2-60 with Organic Halides Revisited in DMF:Proton Transfer from Water to RC2-60 and Unexpected Formation of 1,2-Dihydro[60]fullerenes[J].J Org Chem,2010,75:4086-4094.
上一张 下一张
上一张 下一张
计量
  • 下载量()
  • 访问量()
文章评分
  • 您的评分:
  • 1
    0%
  • 2
    0%
  • 3
    0%
  • 4
    0%
  • 5
    0%