Hierarchical Organization of Functional Perylene Chromophores to Mesoscopic Superstructures by Hydrogen Bonding and π–π Interactions

✍ Scribed by Frank Würthner; Christoph Thalacker; Armin Sautter

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 828 KB
• Volume: 11
• Category: Article
• ISSN: 0935-9648
• DOI: 10.1002/(sici)1521-4095(199906)11:9<754::aid-adma754>3.0.co;2-5

✦ Synopsis

OMBD is due to the combination of shape and bonding features of the molecules, together with kinetic factors such as directional hydrogen bonding, and the self-shadowing and self-correcting effects. Not all organic molecules having shapes similar to 1 and 2 can be used to obtain in-plane ordering by oblique OMBD. Long-range ordering was not observed in films of several other stilbene-type dipolar chromophores without sticky ends. [19] This suggests that the bonding feature of 1 and 2 is necessary to achieve the alignment. We believe that our preliminary results [10] and the mechanism proposed here for the growth and alignment will stimulate interests in using supramolecular assemblies based on hydrogen bonding [18,20] for OMBD growth of ordered thin films. Further experimental and theoretical studies, including computer simulation, are necessary to fully understand the origin of the in-plane ordering, and the role of the materials and deposition conditions on the ordering. Such understanding will rationalize material design and processing conditions for the fabrication of oriented organic thin films for advanced applications, such as nonlinear optics and electro-optics.