Band gap tunable for near-infrared absorbing chromophores with multi-triphenylamine and tris (thieno)hexaazatriphenylenes acceptors

Tetrahedron Letters

Volumn 51, Issue 14, 2010, Pages 1919-1921

  Gao, Baoxiang ^a   Xia, Defang ^a   Geng, Yanhou ^b   Cheng, Yanxiang ^b   Wang, Lixiang ^b  

^a BEIJING UNIVERSITY OF POSTS AND TELECOMMUNICATIONS   (China)

^b CHANGCHUN INSTITUTE OF APPLIED CHEMISTRY   (China)

Author keywords

[No Author keywords available]

Indexed keywords

ANILINE DERIVATIVE; HEXAAZATRIPHENYLENE DERIVATIVE; PYRAZINE DERIVATIVE; THIOPHENE; TRIPHENYLAMINE; UNCLASSIFIED DRUG;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHROMATOPHORE; CONTROLLED STUDY; ELECTROCHEMISTRY; INFRARED RADIATION; MASS SPECTROMETRY; NEAR INFRARED SPECTROSCOPY; NUCLEAR MAGNETIC RESONANCE; OPTICS; PROTON NUCLEAR MAGNETIC RESONANCE;

EID: 77549088113     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2010.02.039     Document Type: Article

References (33)

1. Roncali J. Chem. Rev. 97 (1997) 173
2. Akoudad S., and Roncali J. Chem. Commun. (1998) 2081
3. Le Paillard M.P., Robert A., Garrigou C., Delhaes P., Le Magueres P., Ouahab L., and Toupet L. Synth. Met. 58 (1993) 223
4. Nielsen M.B., Nielsen S.B., and Becher J. Chem. Commun. (1998) 475
5. van Mullekom H.A.M., Vekemans J.A.J.M., Havinga E.E., and Meijer E.W. Mater. Sci. Eng. R 32 (2001) 1
6. Wudl F., Kobayashi M., and Heeger A. J. Org. Chem. 49 (1984) 3382
7. Newman C.R., Frisbie C.D., da Silva Filho D.A., Bredas J.-L., Ewbank P.C., and Mann K.R. Chem. Mater. 16 (2004) 4436
8. Chang T.-H., Wu R.-R., Chiang M.Y., Liao S.-C., Ong C.W., Hsu H.-F., and Lin S.-Y. Org. Lett. 7 (2005) 4075
9. Ishi-i T., Murakami K., Imai Y., and Mataka S. Org. Lett. 7 (2005) 3175
10. Ishi-i T., Yaguma K., Kuwahara R., Taguri Y., and Mataka S. Org. Lett. 8 (2006) 585
11. Yip H.-L., Zou J., Ma H., Tuan Y., Tucker N.M., and Jen A.K.-Y. J. Am. Chem. Soc. 128 (2006) 13042
12. Ong C.W., Liao S.-C., Chang T.-H., and Hsu H.-F. J. Org. Chem. 69 (2004) 3181
13. Ong C.W., Liao S.-C., Chang T.-H., and Hsu H.-F. Tetrahedron Lett. 44 (2003) 1477
14. Kestemont G., de Halleux V., Lehmann M., Ivanov D.A., Watson M., and Geerts Y.H. Chem. Commun. (2001) 2074
15. Jang K., Kinyanjui J.M., Hatchett D.W., and Lee D.-C. Chem. Mater. 21 (2009) 2070
16. Lee D.-C., McGrath K.K., and Jang K. Chem. Commun. (2008) 3636
17. Hu J., Zhang D., Jin S., Cheng S.Z.D., and Harris F.W. Chem. Mater. 16 (2004) 4912
18. Kaafarni B.R., Lucas L.A., Wex B., and Jabbour G.E. Tetrahedron Lett. 48 (2007) 5995
19. Lucas L.A., DeLongchamp D.M., Richter L.J., Kline R.J., Fischer D.A., Kaafarani B.R., and Jabbour G.E. Chem. Mater. 20 (2008) 5743
20. Gao B.X., Wang M., Cheng Y.X., Wang L.X., Jing X.B., and Wang F.S. J. Am. Chem. Soc. 130 (2008) 8297
21. Lemaur V., da Silva Filho D.A., Coropceanu V., Lehmann M., Geerts Y., Piris J., Debije M.G., van de Craats A.M., Senthilkumar K., Siebbeles L.D.A., Warman J.M., Bre′ das J.-L., and Cornil G. J. Am. Chem. Soc. 126 (2004) 3271
22. Kaafarani B.R., Kondo T., Yu J., Zhang Q., Dattilo D., Risko C., Jones S.C., Barlow F., Domercq B., Amy F., Kahn A., Bre′das J.-L., Kippelen B., and Marder S.R. J. Am. Chem. Soc. 127 (2005) 16358
23. Lehmann M., Kestemont G., Aspe R.G., Buess-Herman C., Koch M.H.J., Debije M.G., Piris J., de Haas M.P., Warman J.M., Watson M.D., Lemaur V., Cornil J., Geerts Y.H., Gearba R.I., and Ivanov D.A. Chem. Eur. J. 11 (2005) 3349
24. Luo M., Shadnia H., Qian G., Du X., Yu D., Ma D., Wright J.S., and Wang Z.Y. Chem. Eur. J. 15 (2009) 8902
25. Pomerantz M., Chaloner-Gill B., Harding L.O., Tseng J.J., and Pomerantz W.J. Synth. Met. 55 (1993) 960
26. Kastner J., Kuzmany H., Vegh D., Landl M., Cuff L., and Kertesz M. Macromolecules 28 (1995) 2922
27. Kenning D.D., and Rasmussen S.C. Macromolecules 36 (2003) 6298
28. Barlow S., Zhang Q., Kaafarani B.R., Risko C., Amy F., Chan C.K., Domercq B., Starikova Z.A., Antipin M.Y., Timofeeva T.V., Kippelen B., Brédas J.-L., Kahn A., and Marder S.R. Chem. Eur. J. 13 (2007) 3537
29. Gao B.X., Liu Y.L., Geng Y.H., Cheng Y.X., Wang L.X., Jing X.X., and Wang F.S. Tetrahedron Lett. 50 (2009) 1649
30. 3: C, 81.26; H, 4.55; N, 9.03; S, 5.17. Found: C, 81.05; H, 4.50; N, 9.35. MALDI-TOF: calcd MW 1860.6, found 1861.8.
31. Noh Y.Y., Azumi R., Goto M., Jung B.-J., Lim E., Shim H.-K., Yoshida Y., Yase K., and Kim D.-Y. Chem. Mater. 17 (2005) 3861
32. Gao, B. X. Ph. D. Dissertation, Institute of Applied Chemistry, Chinese Academy of Sciences, PR China, 2006.
33. Perepichka D.F., Bryce M.R., Batsanov A.S., McInnes E.J.L., Zhao J.P., and Farley R.D. Chem. Eur. J. 8 (2002) 4656