Citation: Zhi-Gang Tao, Tian-Guang Zhan, Tian-You Zhou, Xin Zhao, Zhan-Ting Li. Synthesis, properties, and self-assembly of 2,3-bis(n-octyl)hexaazatriphenylene[J]. Chinese Chemical Letters, ;2013, 24(6): 453-456. shu

Synthesis, properties, and self-assembly of 2,3-bis(n-octyl)hexaazatriphenylene

1.
Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Corresponding author: Xin Zhao, Zhan-Ting Li,
Received Date: 27 January 2013
Available Online: 8 March 2013

A hexaazatriphenylene (HAT) derivative that bears two n-octyl chains was designed and synthesized. Its photophysical and electrochemical properties have been investigated. SEM study revealed that it could self-assemble into well-ordered 1D nanoribbons or 2D microsheets, which depends on the polarity of the solvents used.
- Hexaazatriphenylene,
- Self-assembly,
- Microsheets,
- Nanoribbons
1. [1]
  [1] (a) M. Kivala, F. Diederich, Acetylene-derived strong organic acceptors for planar and nanoplanar push-pull chromophores, Acc. Chem. Res. 42 (2009) 235-248;
2. [2]
  (b) J. Roncali, P. Leriche, A. Cravino, From one-to three-dimensional organic semiconductors: in search of the organic silicon? Adv. Mater. 19 (2007) 2045-2060.
3. [3]
  [2] (a) V. Palermo, P. Samorí, Molecular self-assembly across multiple length scales, Angew. Chem. Int. Ed. 46 (2007) 4428-4432;
4. [4]
  (b) A.P.H.J. Schenning, E.W. Meijer, Suppramolecular electronics, nanowires from self-assembled π-conjugated systems, Chem. Commun. (2005) 3245-3258.
5. [5]
  [3] (a) S. Kitagawa, S. Masaoka, Metal complexs of hexaazatriphenylene (hat) and its derivatives—from oligonuclear complexes to coordination polymers, Coord. Chem. Rev. 246 (2003) 73-88;
6. [6]
  (b) Z.Y. Xiao, X. Zhao, X.K. Jiang, Z.T. Li, Tunable coordination assembly of a disclike molecule and metal ions: from microspheres to microtubes and microrods, Chem. Mater. 23 (2011) 1505-1511.
7. [7]
  [4] M. Mas-Torrent, C. Rovira, Novel small molecules for organic filed-effect transistors: towards processability and high performance, Chem. Soc. Rev. 37 (2008) 827-838.
8. [8]
  [5] Z.Y. Xiao, X. Zhao, X.K. Jiang, Z.T. Li, Construction of microbelts through the coassembly of a disclike molecule and primary alkyl ammoniums: a noncovalent strategy to mimic covalently bonded π-core alkyl chain structure, Langmuir 26 (2010) 13048-13051.
9. [9]
  [6] E. Bundgaard, F.C. Krebs, Low-bond-gap conjugated polymers based on thiophene, benzothiazole, and benzobis (thiadiazole), Macromolecules 39 (2006) 2823-2831.
10. [10]
  [7] Y.X. Xu, T.G. Zhan, X. Zhao, et al., Oligo(quinoxalineethynylene)s: synthesis, properties, and Ag⁺-mediated complanation, Chem. Commun. 47 (2011) 1524-1526.
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