Electronic devices containing acene-thiophene copolymers...

Active solid-state devices (e.g. – transistors – solid-state diode – Organic semiconductor material

Reexamination Certificate

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C438S099000, C257SE51029, C257SE51036

Reexamination Certificate

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07495251

ABSTRACT:
Electronic devices that include an acene-thiophene copolymer and methods of making such electronic devices are described. More specifically, the acene-thiophene copolymer has attached silylethynyl groups. The copolymer can be used, for example, in a semiconductor layer or in a layer positioned between a first electrode and a second electrode.

REFERENCES:
patent: 3242218 (1966-03-01), Miller
patent: 3250808 (1966-05-01), Moore, Jr. et al.
patent: 3274239 (1966-09-01), Selman
patent: 3293306 (1966-12-01), Le Bleu et al.
patent: 3322826 (1967-05-01), Moore
patent: 3536710 (1970-10-01), Bartlett
patent: 3544537 (1970-12-01), Brace
patent: 3553179 (1971-01-01), Bartlett
patent: 3810874 (1974-05-01), Mitsch et al.
patent: 3864318 (1975-02-01), Caporiccio et al.
patent: 4321404 (1982-03-01), Williams et al.
patent: 4472480 (1984-09-01), Olson
patent: 4567073 (1986-01-01), Larson et al.
patent: 4647413 (1987-03-01), Savu
patent: 4818801 (1989-04-01), Rice et al.
patent: 4830910 (1989-05-01), Larson
patent: 5306758 (1994-04-01), Pellerite
patent: 5347144 (1994-09-01), Garnier et al.
patent: 5362919 (1994-11-01), Costello et al.
patent: 5454880 (1995-10-01), Saricifti et al.
patent: 5523555 (1996-06-01), Friend et al.
patent: 5578278 (1996-11-01), Fall et al.
patent: 6127498 (2000-10-01), Tonelli et al.
patent: 6291621 (2001-09-01), Tan et al.
patent: 6355365 (2002-03-01), Hotta et al.
patent: 6359149 (2002-03-01), Tan et al.
patent: 6433359 (2002-08-01), Kelley et al.
patent: 6585914 (2003-07-01), Marks et al.
patent: 6602395 (2003-08-01), Zhuang et al.
patent: 6608323 (2003-08-01), Marks et al.
patent: 6617609 (2003-09-01), Kelley et al.
patent: 6690029 (2004-02-01), Anthony et al.
patent: 6821348 (2004-11-01), Baude et al.
patent: 6828582 (2004-12-01), Ando et al.
patent: 6864396 (2005-03-01), Smith et al.
patent: 6872801 (2005-03-01), Ong et al.
patent: 6897164 (2005-05-01), Baude et al.
patent: 6906534 (2005-06-01), Hoisington et al.
patent: 6946597 (2005-09-01), Sager et al.
patent: 6974877 (2005-12-01), Vogel et al.
patent: 6998068 (2006-02-01), Gerlach
patent: 7002176 (2006-02-01), Iechi et al.
patent: 7030409 (2006-04-01), Lee et al.
patent: 7049629 (2006-05-01), Wu et al.
patent: 7385221 (2008-06-01), Anthony et al.
patent: 2003/0102471 (2003-06-01), Kelley et al.
patent: 2003/0151118 (2003-08-01), Baude et al.
patent: 2004/0067387 (2004-04-01), Kim et al.
patent: 2004/0104386 (2004-06-01), Wu et al.
patent: 2004/0119049 (2004-06-01), Heeney et al.
patent: 2004/0222412 (2004-11-01), Bai et al.
patent: 2005/0033263 (2005-02-01), Gottlieb et al.
patent: 2005/0035333 (2005-02-01), Gerlach
patent: 2005/0093031 (2005-05-01), Akkerman et al.
patent: 2006/0033086 (2006-02-01), Gerlach
patent: 2006/0102890 (2006-05-01), Yamahara et al.
patent: 2007/0102696 (2007-05-01), Brown et al.
patent: 02-218716 (1990-08-01), None
patent: 2001-151868 (2001-06-01), None
patent: WO 03/095445 (2003-11-01), None
patent: WO 2005/055248 (2005-06-01), None
Anthony et al., “Functionalized Pentacene: Improved Electronic Properties from Control of Solid-State Order”,Am. Chem. Soc., 2001, 123. pp. 9482-9483.
Brabec, Christopher J., “Organic Photovoltaics: Technology and Market”,Solar Energy Materials and Solar Cells, 2004, vol. 83, pp. 273-292.
Chan et al., “A Soluable Pentacene: Synthesis, EPR and Electrochemical Studies of 2,3,9,10-Tetrakis(Trimethylsilyl)Pentacene”,Chem Commun., 2005, pp. 66-68.
Chen et al., “Regiocontrolled Synthesis of Poly(3-alkylthiophenes) Mediated by Rieke Zinc: Their Characterization and Solid-State Properties”,J. Am. Chem. Soc., 1995, 117, 233-244.
Clar et al., “The Nature of Para-Bond and of Para-Coupling”,Tetrahedron, 28, 5049 (1972).
Comel, “Efficient One Pot Preparation of Variously Substituted Thieno[2,3-b]thiophene”,Journal of Heterocyclic Chemistry, 1953, vol. 38, pp. 1167-1171.
Heeney et al., “Alkylidene Fluorene Liquid Crystalline Semiconducting Polymers for Organic Field Effect Transistor Devices”,Macromolecules, 2004, 37, pp. 5250-5256.
Heeney, et al., “Stable Polythiophene Semiconductors Incorporating Thieno[2,3-b]thiophene”, J.Am. Chem. Soc., 2005, 127, pp. 1078-1079.
Hodge et al., “Synthesis of Poly(anthracene-2,6-diyl) and a Copolymer Containing Alternately Anthracene-2,6-diyl andp-phenylene Units”,Chem. Commun., 1997, pp. 73-74.
Ito et al., “Oligo(2,6-anthrylene)s: Acene-Oligomer Approach for Organic Field-Effect Transistors”,Angew. Chem., Int. Ed., 42, pp. 1159-1162 (2003).
Katz et al., “Synthetic Chemistry for Ultrapure, Processable, and High-Mobility Organic Transistor Semiconductors”,Acc. Chem. Res., vol. 34, pp. 359-369 (2001).
Laquindanum et al., “Synthesis, Morphology, and Field-Effect Mobility of Anthradithiophenes”,J. Am. Chem. Soc., 1998, vol. 120. pp. 664-672.
Loewe et al., “Regioregular, Head-to-Tail Coupled Poly(3-alkylthiophenes) Made Easy by the GRIM Method: Investigation of the Reaction and the Origin of Regioselectivity”,Macromolecules, 2001, 34, pp. 4324-4333.
McCulloch et al., “Influence of Molecular Design on the Field-Effect Transistor Characteristics of Terthiophene Polymers”,Chem Mater., 2005, vol. 17, pp. 1381-1385.
McCullough et al., “Design, Synthesis, and Control of Conducting Polymer Architectures: Structurally Homogeneous Poly(3-alkylthiophenes)”,J. Org. Chem, 1993, 58, pp. 904-912.
Meng et al., “High-Performance, Stable Organic Thin-Film Field-Effect Transistors Based on Bis-5′-alkylthiophen-2′-yl-2,6-anthracene Semiconductors”,J. Am. Chem. Soc., 2005, 127, pp. 2406-2407.
Miller et al., “Synthesis of β-Methoxy, Methyl-Capped α-Oligothiophenes”,J. Org. Chem., 60, pp. 6813-6819 (1995).
Musick et al., “Synthesis of Binaphthyl-Oligothiophene Copolymers With Emissions of Different Colors: Systematically Tuning the Photoluminescence of Conjugated Polymers”,Macromolecules, 1998, vol. 31, pp. 2933-2942.
Nielson et al., “Structure-Property Relations of Regiosymmetrical 3,4-Dioxy-Functionalized Polythiophenes”,Macromolecules, 2005, 38, 10379-10387.
Portnoy, J., “Fluorinated Acylthiophenes. Preparation of 5,5′- Diheptafluorobutyryl-2,2′- bithiophene via a Grignard Coupling Reaction”,Org. Chem, 1967, vol. 32, pp. 233-234.
Rajca et al., Synthesis and Structure of Tetrathiophene With A Chiral 1,1′-binaphthyl Kink:,Chem. Commun, 2001, pp. 1060-1061.
Ried et al.,Angewante Chemie, 1953, vol. 65, pp. 601.
Ruiz et al., “Repeat Unit Symmetry Effects on the Physical and Electronic Properties of Processable, Electrically Conducting, Substituted Poly (1,4-bis(2-thienyl)phenylenes)”,Macromolecules, 1992, vol. 25, pp. 849-860.
Savu, Patricia M., “Fluoronated Higher Carboxylic Acids”,11 Kirk-Othmer Encyclopedia of Chemical Technology, pp. 551-558, (4thEdition 1994).
Sheraw et al., “Spin-on Polymer Gate Dielectric for High Performance Organic Thin Film Transistors”,Materials Research Symposium Proceedings, 2000, vol. 558, pp. 403-408.
Sirringhaus et al., “Mobility Enhancement in Conjugated Polymer Field-Effect Transistors Through Chain Alignment in a Liquid-Crystalline Phase”,Appl. Phys. Lett., 2000, vol. 77, No. 3, pp. 406-408.
Sirringhaus et al., “High-Resolution Inkjet Printing of All-Polymer Transistor Circuits”,Science, 2000, vol. 290, pp. 2123-2126.
Sotzing et al., “Electrochromic Conducting Polymers via Electrochemical Polymerization of Bis(2-(3,4-ethylenedioxy)thienyl) Monomers”,Chem. Mater., 8, pp. 882-889 (1996).
Spanggaard et al., A Brief History of the Development of Organic and Polymeric Photovoltaics,Solar Energy Materials and Solar Cells, 2004, vol. 83, pp. 125-146.
Stokes et al., “New Phosphonic Acid Functionalized, Regioregular Polythiophenes”,Macromolecules, 2003, 36, pp. 7114-7118.
Veres et al., “Air Stable, Amorphous

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