Molecular modification of 2,7-diphenyl[1]benzothieno[3,2-b]benzothiophene (DPh-BTBT) with diarylamino substituents: From crystalline order to amorphous state in evaporated thin films

Chemistry Letters

Volumn 38, Issue 5, 2009, Pages 420-421

  Izawa, Takafumi ^a   Mori, Hiroki ^a   Shinmura, Yusuke ^a   Iwatani, Masahito ^a   Miyazaki, Eigo ^a   Takimiya, Kazuo ^a   Hung, Hsio Wen ^b   Yahiro, Masayuki ^b   Adachi, Chihaya ^b  

^a HIROSHIMA UNIVERSITY   (Japan)

^b KYUSHU UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

EID: 67650359901     PISSN: 03667022     EISSN: 13480715     Source Type: Journal    
DOI: 10.1246/cl.2009.420     Document Type: Article

References (17)

1. a) Organic Electronics, Manufacturing and Applications, ed. by H. Klauk, Wiley-VCH, Weinheim, 2006.
2. b) See also a special issue on organic electronics: S. A. Jenekhe, Chem. Mater. 2004, 16, 4381.
3. K. Takimiya, H. Ebata, K. Sakamoto, T. Izawa, T. Otsubo, Y. Kunugi, J. Am. Chem. Soc. 2006, 128, 12604.
4. DPh-BTBT is commercially available from TCI.
5. Y. Shirota, J. Mater. Chem. 2000, 10, 1.
6. Z. H. Li, M. S. Wong, Org. Lett. 2006, 8, 1499.
7. S. Kato, T. Matsumoto, M. Shigeiwa, H. Gorohmaru, S. Maeda, T. Ishi-i, S. Mataka, Chem. - Eur. J. 2006, 12, 2303.
8. Z. Ge, T. Hayakawa, S. Ando, M. Ueda, T. Akiike, H. Miyamoto, T. Kajita, M. Kakimoto, Chem. Lett. 2008, 37, 262.
9. All the new BTBT derivatives were characterized by spectroscopic and combustion elemental analyses. See Supporting Information.
10. Supporting Information is available electronically on the CSJ-Journal Web site, http://www.csj.jp/joumaIs/chem-lett/index.html.
11. a) J. L. Brédas, R. Silbey, D. S. Boudreaux, R. R. Chance, J. Am. Chem. Soc. 1983, 105, 6555.
12. b) J. Pommerehne, H. Vestweber, W. Guss, R. F. Mahrt, H. Bässler, M. Porsch, J. Daub, Adv. Mater. 1995, 7, 551.
13. Lower HOMO energy level of 4 than those of 2 and 3 is attributed to weaker electron-donating nature of the carbazole moiety in 4 than those of diarylamine moieties in 2 and 3.
14. S. A. V. Slyke, C. H. Chen, C. W. Tang, Appl. Phys. Lett. 1996, 69, 2160.
15. Y. Shirota, H. Kageyama, Chem. Rev. 2007, 107, 953.
16. -1: T. P. I. Saragi, T. Fuhrmann-Lieker, J. Salbeck, Adv. Funct. Mater. 2006, 16, 966.
17. We also evaluated hole mobility of 2 using the time-of-flight (TOF) method. The mobilities obtained by the FET and TOF methods were consistent with each other. See Supporting Information.