Conjugated monomers and polymers and preparation and use...

Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C528S377000, C528S380000

Reexamination Certificate

active

07928249

ABSTRACT:
Disclosed are new conjugated compounds (e.g., monomers and polymers) that include ladder-type moieties which can be used for preparing semiconducting materials. Such conjugated compounds can exhibit high n-type carrier mobility and/or good current modulation characteristics. Compounds of the present teachings also can exhibit ambipolar semiconducting activity. In addition, the compounds of the present teachings can possess certain processing advantages such as solution-processability and/or good stability in ambient conditions.

REFERENCES:
Jacob Josemon et al: “Ladder-Type Pentaphenylenes and Their Polymers: Efficient Blue-Light Emitters and Electron-Accepting Materials via a Common Intermediate” Journal of the American Chemical Society, American Chemical Society, Washington DC.; US, US. vol. 126, No. 22, Jan. 1, 2004, pp. 6987-6995, XP002483843, ISSN: 0002-7863, p. 6989-p. 6990, figures 1, 2, parage 6987, paragraph 1.
M. Zhang et al.: “Conjugated alternating copolymers containing both donor and acceptor moieties in the main chain” ChemComm, Mar. 23, 2007, pp. 1704-1706, paragraph 4, p. 1705, paragraph 1.
S. Merlet, M. Birau, Z. Yuan Wang: “Synthesis and Characterization of Highly Fluoroscent Indenofluorenes” Organic Letters, vol. 4, No. 13, Jun. 6, 2002, pp. 2157-2159, XP002501157, p. 2157, paragraph 2, p. 2158.
H. Usta, A. Facchett, T. J. Marks: “Synthesis and Characterization of Electron-Deficient and Highly Soluble (Bis)Indenofluorene Building Blocks for n-Type Semiconducting Polymers” Organic Letters, vol. 10, No. 7, Mar. 4, 2008, pp. 1385-1388, XP002512258, the whole document.
H. Usta, A. Facchetti, T. J. Marks: “Air-Stable, Solution-Processable n-Channe and Ambipolar Semiconductors for Thin-Film Transistor Based on the Idenofluorenebis(dicyanovinylene) Core” Journal of the American Chemcial Society, vol. 130, Jun. 11, 2008, pp. 8580-8581, XP002501159, the whole document.
W. Frank, R. Gompper: “Electron-rich and electron-poor pentalene derivaties” Tetrahedron Letters, vol. 28, No. 27, 1987, pp. 3083-3086, XP002501154, p. 3086, paragraph 1.
A. Padwa, U. Chiacchio, D. J. Fiarfax, J. M. Kassir, A. Litrico, M. A. Semones, S. L. Xu: “A Comparative Study of the Decomposition of o-Alkynyl Diazo Ketones. Synthesis of Polysubstituted beta-Napthols via Arylketene Intermediates” Journal of Organic Chemistry, vol. 58, 1993, pp. 6429-6437, XP00250115, p. 6433.

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