Organic compounds -- part of the class 532-570 series – Organic compounds – Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
2007-04-03
2007-04-03
Lambkin, Deborah C. (Department: 1626)
Organic compounds -- part of the class 532-570 series
Organic compounds
Heterocyclic carbon compounds containing a hetero ring...
Reexamination Certificate
active
10984513
ABSTRACT:
The invention relates to a novel process for the production of linear organic thiophene-phenylene oligomers represented by the following general formula (I),The process involves reacting (e.g., by means of a Suzuki coupling reaction) a compound represented by the following general formula (II),with a formula represented by the following general formula (III),The reaction may be conducted optionally in the presence of catalysts, optionally in a solution and/or optionally at elevated temperature. The linear organic thiophene-phenylene oligomers of the present invention may be used to form semi-conductive coatings.
REFERENCES:
patent: 6355365 (2002-03-01), Hotta et al.
patent: 6794529 (2004-09-01), Marcuccio et al.
patent: 2003/0032838 (2003-02-01), Marcuccio et al.
patent: 439 627 (1991-08-01), None
patent: 04/003108 (2004-01-01), None
Handbook of Oligo- and Polythiophenes, (month unavailable) 1999, ed. by D. Fischou, pp. 469-471, “Oligothiophene FETs”.
J. Heterocyclic Chem., 37, Jan.-Feb. 2000, S. Hotta et al, pp. 25-29 “Synthesis of Thiophene/Phenylene Co-oligomers. I Phenyl-capped Oligothiophenes”.
Synthetic Metals 101, (month unavailable) 1999, pp. 551-552, S. Hotta et al, “Various chemical modifications of oligothienyls and oligophenyls”.
Synthetic Metals, 106, (month unavailable) 1999, pp. 39-43, Sung Ae Lee et al, “Phenyl-capped oligothiophenes: novel light-emitting materials with different molecular alignments in thin films”.
Chem. Mater., 13, (month unavailable) 2001, pp. 4686-4691, X. Michael Hong et al, “Thiophene-Phenylene and Thiophene-Thiazole Oligomeric Semiconductors with High Field-Effect Transistor On/Off Ratios”.
Eur. Chem. J., 2, (month unavailale) 1996, pp. 1399-1406, Gerasimos M. Tsivgoulis et al, “Photoswitched and Functionalized Oligothiophenes: Synthesis and Photochemical and Electrochemical Properties”.
Heterocycles, vol. 30, No. 1, (month unavailable) 1990, pp. 645-658, Salo Gronowitz et al, “Convenient Synthesis of Various Terheterocyclic Compounds by Pd(O)-Catalyzed Coupling Reactions”.
J. Mater. Chem., 13, (month unavailable) 2003, pp. 1269-1273, Oliver Henze et al, “The synthesis and characterisation of amphiphilic α,α-linked sexithiophenes with substituents at the terminal α-positions”.
J. Org. Chem., vol. 62, (month unavailable) 1997, pp. 6458-6459, Miki Murata et al, “Novel Palladium(O)-Catalyzed Coupling Reaction of Dialkoxyborane with Aryl Halides: Convenient Synthetic Route to Arylboronates”.
Journal of Organometallic Chemistry, 640, (month unavailable) 2001, pp. 197-199, Mohand Melaimi et al, “Bis(diphosphaferrocene) palladium(II) dimer complexes as efficient catalysts in the synthesis of arylboronic esters”.
Chem. Commun., (month unavailable) 2000, pp. 1566-1567, Marjolaine Doux et al, “A o4, λ5-phosphinine palladium complex: a new type of phosphorus ligand and catalyst. Application to the Pd-catalyzed formation of arylbornic esters”.
Tetrahedron Lett., 43, (month unavailable) 2002, pp. 5649-5651, Jun Takagi et al. “Iridium-catalyzed C-H coupling reaction of heteroaromatic compounds with bis(pinacolato)diboron: regioselective synthesis of heteroarylboronates”.
J. Heterocyclic Chem., 37, Mar.-Apr. 2000, pp. 281-286, S. Hotta et al, “Synthesis of Thiophene/phenylene Co-oligomers. II [1]. Block and Alternating Co-oligomers”.
Melucci, M. et al: “Solution-Phase Microwave-Assisted Synthesis of Unsubstituted and Modified .alpha.-Quinque- and Sexithiophenes Solution-Phase Microwave-Assisted Synthesis of Unsubstituted and Modified .alpha.-Quinque- Sexithiophenes” Journal of Organic Chemistry, 69(14), 4821-4828 Coden: Joceah; ISSN: 0022-3263, 2004, XP002319831.
Christophersen, Claus et al: “Synthesis of 2,3-Substituted Thienylboronic Acids and Esters Synthesis of 2,3-Substituted Thienylboronic Acids and Esters” Journal of Organic Chemistry, 68(24) 9513-9516 Coden: Joceah: Issn: 0022-3263, Oct. 31, 2003, XP002330210.
Patent Abstracts of Japan Bd. 016, Nr. 465 (E-1270) Sep. 28, 1992 & JP 04 164370 A (idemitsu Kosan Co Ltd), Jun. 10, 1992.
Sato T et al: “Photophysical Properties of Bis(2,2′-Bithiophene-5-YL)Benzenes” Journal of the Chemical Society. Faraday Transactions, Royal Society of Chemistry, Cambridge, GB, Bd. 94, Nr. 16, Aug. 21, 1998, Seiten 2355-2360, XP000776073.
Porzio W et al: “Organic FET devices: structure-property relationship in evaporated films of three fluorenone derivatives” Synthetic Metals, Elsevier Sequoia, Lausanne, CH, Bd. 146, Nr. 3, Nov. 3, 2004 Seiten 259-293, XP004629438.
Tirapattur S et al: “Spectroscopic Study of Intermolecular Interactions in Various Oligofluorenes: Precursors of Light-Emitting Polymers” Journal of Physical Chemistry, American Chemical Society, US; Bd. 106, 2002, Seiten 8959-3966, XP002321534.
Kirchmeyer Stephan
Ponomarenko Sergei
Connolly Bove & Lodge & Hutz LLP
H.C. Starck GmbH & Co. KG
Lambkin Deborah C.
LandOfFree
Process for the production of linear organic... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Process for the production of linear organic..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Process for the production of linear organic... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-3786267