Constructing a self-assembling C3-symmetric covalently linked (fused) donor–acceptor-type molecule containing a hexaazatriphenylene core†,New Journal of Chemistry

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Constructing a self-assembling C3-symmetric covalently linked (fused) donor–acceptor-type molecule containing a hexaazatriphenylene core†
New Journal of Chemistry ( IF 2.7 ) Pub Date : 2018-09-25 00:00:00 , DOI: 10.1039/c8nj03793k
Viraj J. Bhanvadia _{1,

2,

3,

4,

5} , Arun L. Patel _{1,

2,

3,

4,

5} , Sanjio S. Zade _{5,

6,

7,

8}

Affiliation

A C₃-symmetric covalently linked (fused) molecule, HAT-IPN, comprising a 13 fused ring system was synthesized by a condensation-cyclisation reaction between hexaazatriphenylenehexacarboxylic acid trisanhydride and 4,5-diamino-1,2-dioctyloxybenzene. This fused system exhibits ambipolar behaviour due to an n-type HAT-core at the center and three outer p-type fused dialkoxybenzimidazole moieties, which is confirmed by cyclic voltammetry. The self-assembling nature of this disc-shaped donor–acceptor type system is evident in ¹³C NMR spectroscopy, dynamic light scattering studies, differential scanning calorimetry and atomic force microscopy (AFM) images, which illustrate the formation of the one-dimensional aggregates both in solution and in the film state; indicating its potential as an active component in organic electronic devices.

中文翻译：

构建包含六氮杂苯并菲核的自组装C ₃对称共价连接（融合）的供体-受体型分子†

甲Ç ₃ -对称共价连接的（稠合的）分子，HAT-IPN，包括13稠合的环系统是由hexaazatriphenylenehexacarboxylic酸trisanhydride和4,5-二氨基-1,2- dioctyloxybenzene之间的缩合环化反应合成。该熔融体系由于中心为n型HAT核和三个外部p型熔融二烷氧基苯并咪唑部分而表现出双极性行为，这已通过循环伏安法得到证实。圆盘形供体-受体类型系统的自组装性质在图^13中显而易见。13 C NMR光谱，动态光散射研究，差示扫描量热法和原子力显微镜（AFM）图像，这些图像说明了溶液和薄膜状态下一维聚集体的形成；表明其作为有机电子设备中活性成分的潜力。

更新日期：2018-09-25

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