A road map to stable, soluble, easily crystallized pentacene derivatives

被引:556
作者
Anthony, JE [1 ]
Eaton, DL [1 ]
Parkin, SR [1 ]
机构
[1] Univ Kentucky, Dept Chem, Lexington, KY 40506 USA
关键词
D O I
10.1021/ol0167356
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] A series of 6,13-disubstituted pentacenes, in which the substituents are functionalized ethyne units, were synthesized and analyzed by X-ray crystallography. The resulting pentacene derivatives were highly soluble and oxidatively stable and exhibited a significant amount of pi-stacking in the crystal.
引用
收藏
页码:15 / 18
页数:4
相关论文
共 27 条
[11]   Molecular order in organic-based field-effect transistors [J].
Garnier, F ;
Horowitz, G ;
Fichou, D ;
Yassar, A .
SYNTHETIC METALS, 1996, 81 (2-3) :163-171
[12]   Pentacene organic thin-film transistors - Molecular ordering and mobility [J].
Gundlach, DJ ;
Lin, YY ;
Jackson, TN ;
Nelson, SF ;
Schlom, DG .
IEEE ELECTRON DEVICE LETTERS, 1997, 18 (03) :87-89
[13]  
Holmes D, 1999, CHEM-EUR J, V5, P3399, DOI 10.1002/(SICI)1521-3765(19991105)5:11<3399::AID-CHEM3399>3.0.CO
[14]  
2-V
[15]   Synthetic chemistry for ultrapure, processable, and high-mobility organic transistor semiconductors [J].
Katz, HE ;
Bao, ZN ;
Gilat, SL .
ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (05) :359-369
[16]   Benzodithiophene rings as semiconductor building blocks [J].
Laquindanum, JG ;
Katz, HE ;
Lovinger, AJ ;
Dodabalapur, A .
ADVANCED MATERIALS, 1997, 9 (01) :36-&
[17]   A highly π-stacked organic semiconductor for thin film transistors based on fused thiophenes [J].
Li, XC ;
Sirringhaus, H ;
Garnier, F ;
Holmes, AB ;
Moratti, SC ;
Feeder, N ;
Clegg, W ;
Teat, SJ ;
Friend, RH .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1998, 120 (09) :2206-2207
[18]   ELECTRONIC ABSORPTION AND FLUORESCENCE OF PHENYLETHYNYL-SUBSTITUTED ACENES [J].
MAULDING, DR ;
ROBERTS, BG .
JOURNAL OF ORGANIC CHEMISTRY, 1969, 34 (06) :1734-&
[19]   Completely regioselective, highly stereoselective syntheses of cis-bisfullerene[60] adducts of 6,13-disubstituted pentacenes [J].
Miller, GP ;
Mack, J .
ORGANIC LETTERS, 2000, 2 (25) :3979-3982
[20]   π-Stacking interactions in cis-Bisfullerene[60] adducts of 6,13-disubstituted pentacenes [J].
Miller, GP ;
Mack, J ;
Briggs, J .
ORGANIC LETTERS, 2000, 2 (25) :3983-3986