Synthesis of novel spiro-condensed dithienosiloles and the application to organic FET

Chemistry Letters

Volumn 33, Issue 7, 2004, Pages 892-893

  Ohshita, Joji ^a   Lee, Kwang Hoi ^a   Hamamoto, Daisuke ^a   Kunugi, Yoshihito ^a   Ikadai, Junnai ^a   Kwak, Young Woo ^b   Kunai, Atsutaka ^a  

^a HIROSHIMA UNIVERSITY   (Japan)

^b Kyungpook National University   (South Korea)

Author keywords

[No Author keywords available]

Indexed keywords

SILICON DERIVATIVE; SPIRO COMPOUND; THIOPHENE DERIVATIVE;

ARTICLE; CHEMICAL STRUCTURE; LIGHT ABSORPTION; MELTING POINT; MOLECULAR INTERACTION; OPTICAL DENSITY; STRUCTURE ANALYSIS; SYNTHESIS; THERMOSTABILITY;

EID: 4644361599     PISSN: 03667022     EISSN: None     Source Type: Journal    
DOI: 10.1246/cl.2004.892     Document Type: Article

References (13)

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5. 5: C, 48.92; H, 5.47. Found: C, 49.01; H, 5.49%.
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10. 3 sized crystal. 5776 unique reflections; with I > 3°(I) (reflns/para = 15.44) were used in refinement; R = 5.4, Rw = 8.7%. Selected bond distances (Å) and angles (deg): Si(1)-C(2) = 1.875(6), Si(1)-C(6) = 1.869(9), Si(1)-C(10) = 1.876(6), Si(1)-C(14) = 1.865(6), S(1)-C(1) = 1.717(6), S(1)-C(4) = 1.741(6), C(1)-C(2) = 1.378(8), C(1)-C(5) = 1.462(8), C(2)-C(3) = 1.419(8), C(5)-C(6) = 1.385(8), C(2)-Si(1)-C(6) = 92.2(3), C(2)-Si(1)-C(10) = 119.6(3), C(6)-Si(1)-C(10) = 119.3(3), C(2)-Si(1)-C(14) = 116.8(3), C(6)-Si(1)-C(14) = 119.1(3), C(10)-Si(1)-C(14) = 92.3(3). Four thiophene and two silole rings in the molecule show essentially the same structural parameters, respectively. Crystallographic data for sDTS-1 have been deposited with Cambridge Crystallographic Data Centre as supplementary publication no. CCDC-239560.
11. d as shown in a previous paper. See, Y. Kunugi, K. Takimiya, K. Yamane, K. Yamashita, Y. Aso, and T. Otsubo, Chem. Mater., 15, 6 (2003). XRD measurement of the vapor-deposited film showed no signals, indicating that the film is amorphous.
12. For FET properties of oligothiophenes, see M. Melucci, M. Gazzano, G. Barbarella, M. Cavallini, F. Biscarini, P. Maccagnani, and P. Ostoja, J. Am. Chem. Soc., 125, 10266 (2003); S. Ponomarenko and S. Kirchmeyer, J. Mater. Chem., 13, 197 (2003).
13. For FET properties of oligothiophenes, see M. Melucci, M. Gazzano, G. Barbarella, M. Cavallini, F. Biscarini, P. Maccagnani, and P. Ostoja, J. Am. Chem. Soc., 125, 10266 (2003); S. Ponomarenko and S. Kirchmeyer, J. Mater. Chem., 13, 197 (2003).