Exceptionally long-range self-assembly of hexa-peri-hexabenzocoronene with dove-tailed alkyl substituents

被引:139
作者
Pisula, W [1 ]
Kastler, M [1 ]
Wasserfallen, D [1 ]
Pakula, T [1 ]
Müllen, K [1 ]
机构
[1] Max Planck Inst Polymer Res, D-55128 Mainz, Germany
关键词
D O I
10.1021/ja048351r
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The substitution of a hexa-peri-hexabenzocoronene by bulky, space-demanding, 2-decyltetradecyl side chains proved to be an effective procedure to influence the thermal and self-aggregation behavior. The extremely large steric requirement of the introduced side chains modulated the aggregation and resulted in a dramatic lowering of the isotropization temperature and a higher solubility. As an additional consequence of the exceptional, long-range self-aggregation of the discotic molecule, spherulite formation was observed during crystallization by polarized light microscopy. Macroscopic self-assembly was induced by zone crystallization of the material, leading to aligned columnar superstructures as revealed by 2D-WAXS experiments. These extraordinary properties have not yet been reported for a discotic columnar material, making this compound very promising for application in electronic devices. Copyright © 2004 American Chemical Society.
引用
收藏
页码:8074 / 8075
页数:2
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