Process for the synthesis of arylfluorenes and analogs thereof

Details Process for the synthesis of arylfluorenes and analogs thereof Process for the synthesis of arylfluorenes and analogs thereof

2005-12-22

2009-12-15

Gonzalez, Porfirio Nazario (Department: 1621)

Chemistry of hydrocarbon compounds

Aromatic compound synthesis

By alkyl or aryl transfer between molecules, e.g.,...

C549S026000, C549S385000, C546S101000

Reexamination Certificate

active

07632975

ABSTRACT:
A process is provided for the synthesis of a compound of formula (I):wherein:M=0 or 1;N and p are 0 or 1 to 4;X is a single bond, O, S or NH;And R1-R4are as defined in claim1.

REFERENCES:
patent: 4539507 (1985-09-01), VanSlyke et al.
patent: 5101059 (1992-03-01), Carpino et al.
patent: 5302595 (1994-04-01), Cross et al.
patent: 5708130 (1998-01-01), Woo et al.
patent: 5777070 (1998-07-01), Inbasekaran et al.
patent: 5962631 (1999-10-01), Woo et al.
patent: 198 467 67 (2000-04-01), None
patent: 1 400 578 (2004-03-01), None
patent: WO-90/13148 (1990-11-01), None
patent: WO-95/06400 (1995-03-01), None
patent: WO-99/21935 (1999-05-01), None
patent: WO-99/48160 (1999-09-01), None
patent: WO-99/54385 (1999-10-01), None
patent: WO-00/53656 (2000-09-01), None
patent: WO-02/067343 (2002-08-01), None
patent: WO-2004/041901 (2004-05-01), None
Bernius et al., “Progress with Light-Emitting Polymers,”Adv. Mater., 12(23):1737-1750 (2000).
Bharathan et al., “Polymer Electroluminescent Devices Processed by Inkjet Printing: I. Polymer Light-Emitting Logo,”Appl. Phys. Lett., 72:2660-2662 (1998).
Chang et al., “Dual-Color Polymer Light-Emitting Pixels Processed by Hybrid Inkjet Printing,”Appl. Phys. Letts., 73:2561-2563 (1998).
Culkin et al., “Palladium-Catalyzed α-Arylation of Carbonyl Compounds and Nitriles,”Acc. Chem. Res., 36:234-245 (2003).
Culkin et al., “Synthesis, Characterization, and Reactivity of Arylpalladium Cyanoalkyl Complexes: Selection of Catalysts for the α-Arylation of Nitriles,”J. Am. Chem. Soc., 124:9330-9331 (2002).
Grice et al., “High Brightness and Efficiency Blue Light-Emitting Polymer Diodes,”Appl. Phys. Lett., 73:629-631 (1998).
Hebner et al., “Ink-Jet Printing of Doped Polymers of Organic Light Emitting Devices,”Appl. Phys. Lett., 72:519-521 (1998).
Jorgensen et al., “Efficient Synthesis of α-Aryl Esters by Room-Temperature Palladium-Catalyzed Coupling of Aryl Halides with Ester Enolates,”J. Am. Chem. Soc., 124:12557-12565 (2002).
Kim et al., “Improved Operational Stability of Polyfluorene-Based Organic Light-Emitting Diodes with Plasma-Treated Indium-tin-oxide Anodes,”Appl. Phys. Lett., 74:3084-3086 (1999).
Lebedev et al., “Palladium (0) Complex-Catalyzed Reaction of 2-Alkenyl Acetates with CH Acids in the Presence of Bases,”Zhurnal Organicheskoi Khimii, 22(7):1565-1566 (1986). Abstract Only.
Miyaura et al., “The Palladium-Catalyzed Cross-Coupling Reaction of Phenylboronic Acid with Haloarenes in the Presence of Bases,”Synth. Commun., 11:513-519 (1981).
Moradi et al., “Palladium-Catalyed α-Arylation of Esters,”J. Am. Chem. Soc., 123:7996-8002 (2001).
Pei et al., “Efficient Photoluminescence and Electroluminescence from a Soluble Polyfluorene,”J. Am. Chem. Soc., 118:7416-7417 (1996).
Service, “Self-Assembled LEDs Shine Brightly,”Science, 279:1135 (1998).
Setayesh et al., “Polyfluorenes with Polyphenylene Dendron Side Chains: Toward Non-Aggregating, Light-Emitting Polymers,”J. Am. Chem. Soc., 123:946-953 (2001).
Yamamoto, “Electrically Conducting and Thermally Stableπ-Conjugated Poly(arylene)s Prepared by Organometallic Process,”Prog. Polym. Sci., 17:1153-1205 (1992).
Combined Search and Examination Report for Application No. GB0427965.9, dated Mar. 23, 2005.
International Preliminary Report on Patentability for International Application No. PCT/GB2005/005032, dated Jun. 26, 2007.
International Search Report for International Application No. PCT/GB2005/005032, dated Apr. 24, 2006.
Written Opinion for International Application No. PCT/GB2005/005032, dated Apr. 24, 2006.

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