WO2009025382A1 - Binuclear ruthenium complex dye, acidic aqueous solution of binuclear ruthenium complex dye, and method for producing the same - Google Patents

Binuclear ruthenium complex dye, acidic aqueous solution of binuclear ruthenium complex dye, and method for producing the same Download PDF

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Publication number
WO2009025382A1
WO2009025382A1 PCT/JP2008/065126 JP2008065126W WO2009025382A1 WO 2009025382 A1 WO2009025382 A1 WO 2009025382A1 JP 2008065126 W JP2008065126 W JP 2008065126W WO 2009025382 A1 WO2009025382 A1 WO 2009025382A1
Authority
WO
WIPO (PCT)
Prior art keywords
ruthenium complex
complex dye
binuclear ruthenium
producing
aqueous solution
Prior art date
Application number
PCT/JP2008/065126
Other languages
French (fr)
Japanese (ja)
Inventor
Yoshihisa Kakuta
Takafumi Iwasa
Soh Aoki
Original Assignee
Ube Industries, Ltd.
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Ube Industries, Ltd. filed Critical Ube Industries, Ltd.
Priority to JP2009529086A priority Critical patent/JP5493857B2/en
Publication of WO2009025382A1 publication Critical patent/WO2009025382A1/en

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07F—ACYCLIC, CARBOCYCLIC OR HETEROCYCLIC COMPOUNDS CONTAINING ELEMENTS OTHER THAN CARBON, HYDROGEN, HALOGEN, OXYGEN, NITROGEN, SULFUR, SELENIUM OR TELLURIUM
    • C07F15/00—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System
    • C07F15/0006—Compounds containing elements of Groups 8, 9, 10 or 18 of the Periodic System compounds of the platinum group
    • C07F15/0046—Ruthenium compounds
    • C07F15/0053—Ruthenium compounds without a metal-carbon linkage
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09B—ORGANIC DYES OR CLOSELY-RELATED COMPOUNDS FOR PRODUCING DYES, e.g. PIGMENTS; MORDANTS; LAKES
    • C09B57/00—Other synthetic dyes of known constitution
    • C09B57/10—Metal complexes of organic compounds not being dyes in uncomplexed form
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30—Coordination compounds
    • H10K85/341—Transition metal complexes, e.g. Ru(II)polypyridine complexes
    • H10K85/344—Transition metal complexes, e.g. Ru(II)polypyridine complexes comprising ruthenium
    • H—ELECTRICITY
    • H10—SEMICONDUCTOR DEVICES; ELECTRIC SOLID-STATE DEVICES NOT OTHERWISE PROVIDED FOR
    • H10K—ORGANIC ELECTRIC SOLID-STATE DEVICES
    • H10K85/00—Organic materials used in the body or electrodes of devices covered by this subclass
    • H10K85/30—Coordination compounds
    • H10K85/361—Polynuclear complexes, i.e. complexes comprising two or more metal centers
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
    • H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20—Light-sensitive devices
    • H01G9/2027—Light-sensitive devices comprising an oxide semiconductor electrode
    • H01G9/2031—Light-sensitive devices comprising an oxide semiconductor electrode comprising titanium oxide, e.g. TiO2
    • H—ELECTRICITY
    • H01—ELECTRIC ELEMENTS
    • H01G—CAPACITORS; CAPACITORS, RECTIFIERS, DETECTORS, SWITCHING DEVICES OR LIGHT-SENSITIVE DEVICES, OF THE ELECTROLYTIC TYPE
    • H01G9/00—Electrolytic capacitors, rectifiers, detectors, switching devices, light-sensitive or temperature-sensitive devices; Processes of their manufacture
    • H01G9/20—Light-sensitive devices
    • H01G9/2059—Light-sensitive devices comprising an organic dye as the active light absorbing material, e.g. adsorbed on an electrode or dissolved in solution

Abstract

A binuclear ruthenium complex dye is obtained by reacting a ruthenium complex (1) represented by the general formula (1) below and a ruthenium complex (2) represented by the formula (2-1) below or the formula (2-2) below, and then isolating the reaction product by adding an acid so that the pH of the reaction liquid is more than 2.5 but not more than 5. (1) (In the formula, Y represents a halogen atom.) (2-1) (2-2)
PCT/JP2008/065126 2007-08-23 2008-08-25 Binuclear ruthenium complex dye, acidic aqueous solution of binuclear ruthenium complex dye, and method for producing the same WO2009025382A1 (en)

Priority Applications (1)

Application Number Priority Date Filing Date Title
JP2009529086A JP5493857B2 (en) 2007-08-23 2008-08-25 Dinuclear ruthenium complex dye, dinuclear ruthenium complex dye acidic aqueous solution and method for producing the same

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
JP2007217169 2007-08-23
JP2007-217169 2007-08-23
JP2007-277954 2007-10-25
JP2007277954 2007-10-25

Publications (1)

Publication Number Publication Date
WO2009025382A1 true WO2009025382A1 (en) 2009-02-26

Family

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Family Applications (1)

Application Number Title Priority Date Filing Date
PCT/JP2008/065126 WO2009025382A1 (en) 2007-08-23 2008-08-25 Binuclear ruthenium complex dye, acidic aqueous solution of binuclear ruthenium complex dye, and method for producing the same

Country Status (3)

Country Link
JP (1) JP5493857B2 (en)
TW (1) TW200914423A (en)
WO (1) WO2009025382A1 (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011057858A (en) * 2009-09-10 2011-03-24 Ube Industries Ltd Photoelectric conversion element including dinuclear ruthenium complex dye having linking molecule having electron withdrawing group as substituent, and photochemical cell
CN102656236A (en) * 2009-10-20 2012-09-05 宇部兴产株式会社 Photoelectric conversion device wherein dye consisting of binuclear ruthenium complex having substituted bipyridyl groups is used, and photochemical cell

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006038587A1 (en) * 2004-10-01 2006-04-13 Ube Industries, Ltd. Binuclear metal complex, metal complex dye, photoelectric transducer and photochemical battery
WO2008093742A1 (en) * 2007-01-31 2008-08-07 Ube Industries, Ltd. Process for production of binuclear metal complex

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2006038587A1 (en) * 2004-10-01 2006-04-13 Ube Industries, Ltd. Binuclear metal complex, metal complex dye, photoelectric transducer and photochemical battery
WO2008093742A1 (en) * 2007-01-31 2008-08-07 Ube Industries, Ltd. Process for production of binuclear metal complex

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
HAGA M. ET AL.: "Electrochemistry of symmetrical and asymmetrical dinuclear ruthenium,osmium, and mixed-metal 2,2'-bipyridine complexes bridged by 2,2'-bibenzimidazolate", INORGANIC CHEMISTRY, vol. 30, no. 3, 1991, pages 475 - 480 *
KALYNASUNDARAM K. ET AL.: "Photophysics and photoredox reactions of ligand-bridged binuclear polypyridyl complexes of ruthenium (II) and of their monomeric analogues", INORGANIC CHEMISTRY, vol. 29, no. 10, 1990, pages 1888 - 1897 *
NAZEERUDDIN M.K. ET AL.: "Acid-base equilibria of (2,2'-bipyridyl-4,4'-dicarboxylic acid)ruthenium(II) complexes and the effect of protonation on charge-transfer sensitization of nanocrystalline titania", INORGANIC CHEMISTRY, vol. 38, no. 26, 1999, pages 6298 - 6305 *
NAZEERUDDIN M.K. ET AL.: "Investigation of sensitizer adsorption and the influence of protons on current and voltage of a dye-sensitized nanocrystalline TiO2 solar cell", THE JOURNAL OF PHYSICAL CHEMISTRY B, vol. 107, no. 34, 2003, pages 8981 - 8987 *
RILLEMA D.P. ET AL.: "Multimetallic ruthenium (II) complexes based on biimidazole and bibenzimidazole:effect of dianionic bridging ligands on redox and spectral properties", INORGANIC CHEMISTRY, vol. 29, no. 2, 1990, pages 167 - 175 *

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2011057858A (en) * 2009-09-10 2011-03-24 Ube Industries Ltd Photoelectric conversion element including dinuclear ruthenium complex dye having linking molecule having electron withdrawing group as substituent, and photochemical cell
CN102656236A (en) * 2009-10-20 2012-09-05 宇部兴产株式会社 Photoelectric conversion device wherein dye consisting of binuclear ruthenium complex having substituted bipyridyl groups is used, and photochemical cell

Also Published As

Publication number Publication date
JP5493857B2 (en) 2014-05-14
TW200914423A (en) 2009-04-01
JPWO2009025382A1 (en) 2010-11-25

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