Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 20, Issue 44, Pages 14207-14212Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201403472
Keywords
electron transport; hexaazatrinaphthylenes; liquid crystals; n-type semiconductors; self-directed orientation
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Funding
- G-COE program
- CREST under the JST Strategic Basic Research Programs - Japan Science Agency
- Grants-in-Aid for Scientific Research [26630124] Funding Source: KAKEN
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Self-organizing n-type hexaazatrinaphthylenes (HATNAs) with various bay-located side chains have been synthesized. The HATNA derivatives are able to form long-range molecular columns with self-directed growth directions. In particular, alkyl-substituted HATNAs showed in-plane molecular columns with axes parallel to substrates, whereas the columnar orientation of the HATNAs with alkylethynyl or alkylthio groups strongly depended on the length of the introduced side chains. Interestingly, the derivative with octylthio chains exhibited out-of-plane molecular columns, in which electron mobility of up to 10(-3)cm(2)V(-1)s(-1) was determined through the time-of-flight technique, highlighting the fact that such molecular columns based on bay-substituted HATNAs are promising n-type semiconductors for device applications.
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