Active solid-state devices (e.g. – transistors – solid-state diode – Organic semiconductor material
Reexamination Certificate
2005-11-08
2005-11-08
Smoot, Stephen W. (Department: 2813)
Active solid-state devices (e.g., transistors, solid-state diode
Organic semiconductor material
C257S066000, C257SE51006
Reexamination Certificate
active
06963080
ABSTRACT:
The present invention describes thin film transistors in which the active channel layer is a thin film of a polycyclic aromatic compound, such as, pentacene, prepared by solution processing a soluble precursor of the polycyclic aromatic compound on a substrate followed by heating to a moderate temperature to convert the precursor back to the polycyclic aromatic compound. The soluble precursors of the polycyclic aromatic compounds are organic solvent-soluble Diels-Alder adducts of polycyclic aromatic compounds, such as, oligothiophene, perylene, benzo[ghi]perylene, coronene and a polyacene with a variety of dienophiles that contain at least one heteroatom. The Diels-Alder adducts can be converted back to pentacene by retro-Diels-Alder reaction at moderate (60-250° C.) temperatures both in bulk, in solution or as thin-films.
REFERENCES:
patent: 5946551 (1999-08-01), Dimitrakopoulos et al.
patent: 5981970 (1999-11-01), Dimitrakopoulos et al.
patent: 6207472 (2001-03-01), Callegari et al.
patent: 6335539 (2002-01-01), Dimitrakopoulos et al.
patent: 6528816 (2003-03-01), Jackson et al.
patent: 6545291 (2003-04-01), Amundson et al.
patent: 6603139 (2003-08-01), Tessler et al.
patent: 6621098 (2003-09-01), Jackson et al.
patent: 2003/0054586 (2003-03-01), Shlein et al.
patent: 1041652 (2000-10-01), None
Bladon et al., “Ethyl and Methyl Thioxoacetates, Dienophilic Thioaldehydes Formed from sulphenyl Chlorides by 1,2-Elimination”, J. Chem. Soc. Perkin Trans. I, 1985, p. 1541-1545.
Kirby et al., “The Transient Dienophile Diethyl Thioxomalonate and its S-Oxide(sulphine Formed by Retro-Diels-Alder Cleavage Reactions”, J. Chem. Soc. Perkin Trans. I, 1990, pp. 3175-3181.
Garnier et al., “Structural Basis for High Carrier Mobility in Conjugated Oligomers”, Synthetic Metals, vol. 45, pp. 163-171, 1991.
Herwig et al., “A Soluble Pentacene Precursor: Synthesis, Solid-State Conversion into Pentacene and Application in a Field-Effect Transistor”, Advanced Materials, 1999, vol. 11, No. 6, p. 480-483.
Dimitrakopoulos et al., “Molecular Beam Deposited Thin Films of Pentacene for Organic Field Effect Transistor Applications”, J. Appl. Phys., vol. 80, pp. 2501-2508, Aug. 1996.
Freer et al., “Generation of a Thioaldehyde S-Oxide(Sulphine)by Retro-Diels-Alder Reactions”, J. Chem. Soc., Chem. Commun. 1987, pp. 718-719.
Paul F. Vogt and Marvin J. Miller, “Development and Applications of Amino Acid Derived Chiral Acylnitroso Hetero Diels-Alder Reactions”, Tetrahedron, vol. 54, pp. 1317-1348 (1998).
Bao et al., “Soluble and Processable Regioregular Poly(3-Hexylthiophene)for Thin Film Field-Effect Transistor Applications with High Mobility”, Appl. Phys. Lett., vol. 69, pp. 4108-4110, Dec. 1996.
Bao et al., “Organic Field-Effect Transistors with High Mobility Based on Copper Phthalocyanine”, Appl. Phys. Lett., vol. 69, pp. 3066-3068, Nov. 1996.
Klauk et al., “Pentacene Organic Thin-Film Transistors and ICs”, Solid State Technology, Mar. 2000, pp. 63-67.
Afzali-Ardakani Ali
Breen Tricia L
Dimitrakopoulos Christos D
IBM Corporation
Morris, Esq. Daniel P.
Ohlandt Greeley Ruggiero & Perle L.L.P.
Smoot Stephen W.
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