新型吲哚啉-2-酮取代的富勒烯衍生物，具有长的 n- 烷基链：在体异质结太阳能电池中的合成与应用。
Novel indolin-2-one-substituted methanofullerenes bearing long n-alkyl chains: synthesis and application in bulk-heterojunction solar cells.
机构信息
A.E. Arbuzov Institute of Organic and Physical Chemistry Kazan Research Center of the Russian Academy of Sciences, Kazan 420088, Russian Federation.
Faculty of Physics and International Laser Center, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation ; Faculty of Bioengineering and Bioinformatics, M.V. Lomonosov Moscow State University, Moscow 119991, Russian Federation.
出版信息
Beilstein J Org Chem. 2014 May 14;10:1121-8. doi: 10.3762/bjoc.10.111. eCollection 2014.
An easy, high-yield and atom-economic procedure of a C60 fullerene modification using a reaction of fullerene C60 with N-alkylisatins in the presence of tris(diethylamino)phosphine to form novel long-chain alkylindolinone-substituted methanofullerenes (AIMs) is described. Optical absorption, electrochemical properties and solubility of AIMs were studied. Poly(3-hexylthiophene-2,5-diyl) (P3HT)/AIMs solar cells were fabricated and the effect of the AIM alkyl chain length and the P3HT:AIM ratio on the solar cell performance was studied. The power conversion efficiencies of about 2% were measured in the P3HT/AIM devices with 1:0.4 P3HT:AIM weight ratio for the AIMs with hexadecyl and dodecyl substituents. From the optical and AFM data, we suggested that the AIMs, in contrast to [6,6]-phenyl-C61-butyric acid methyl ester (PCBM), do not disturb the P3HT crystalline domains. Moreover, the more soluble AIMs do not show a better miscibility with the P3HT crystalline phase.
本文描述了一种使用三（二乙氨基）膦与 N-烷基靛红与 C60 fullerene 反应，在温和条件下高产、原子经济性地对 C60 fullerene 进行修饰的方法，生成了新型长链烷基吲哚啉酮取代的富勒烯（AIMs）。研究了 AIMs 的光吸收、电化学性质和溶解度。制备了聚（3-己基噻吩-2,5-二基）（P3HT）/AIMs 太阳能电池，并研究了 AIM 烷基链长度和 P3HT:AIM 比例对太阳能电池性能的影响。对于具有十六烷基和十二烷基取代基的 AIMs，当 P3HT:AIM 重量比为 1:0.4 时，P3HT/AIM 器件的功率转换效率约为 2%。根据光学和 AFM 数据，我们推测与[6,6]-苯基-C61-丁酸甲酯（PCBM）不同，AIMs 不会干扰 P3HT 结晶区。此外，更具可溶性的 AIMs 与 P3HT 结晶相的混溶性不一定更好。
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