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Development of Super Film-Photosensitizers (Chalcogenocarboxylic acid Derivatives) and their Evaluation Method

Research Project

Project/Area Number 09355032
Research Category

Grant-in-Aid for Scientific Research (A).

Allocation TypeSingle-year Grants
Section展開研究
Research Field Synthetic chemistry
Research InstitutionGifu University

Principal Investigator

KATO Shinzi  Gifu Univ., Facl.Engineering, Prof., 工学部, 教授 (40021589)

Co-Investigator(Kenkyū-buntansha) MIFUNE Hirotaka  Fuji Film Co.Ltd., Ashigara Res.Lab., Res.Leader, 足柄研究所, 主任研究員
KANDA Takahiro  Gifu Univ., Facl.Engineering, Lecturer., 工学部, 助手 (30234157)
MURAI Toshiaki  Gifu Univ., Facl.Engineering, Assoc.Prof., 工学部, 助教授 (70166239)
TAKEUCHI Hiroshi  Fuji Film Co.Ltd., Ashigara Res.Lab., Res.Leader, 足柄研究所, 主任研究員
YAMADA Kohzaburo  Fuji Film Co.Ltd., Ashigara Res.Lab., Res.Leader, 足柄研究所, 主任研究員
小島 哲郎  富士写真フィルム足柄研究所, 主任研究員
Project Period (FY) 1997 – 2000
Project Status Completed (Fiscal Year 2000)
Budget Amount *help
¥22,200,000 (Direct Cost: ¥22,200,000)
Fiscal Year 2000: ¥3,000,000 (Direct Cost: ¥3,000,000)
Fiscal Year 1999: ¥3,800,000 (Direct Cost: ¥3,800,000)
Fiscal Year 1998: ¥6,200,000 (Direct Cost: ¥6,200,000)
Fiscal Year 1997: ¥9,200,000 (Direct Cost: ¥9,200,000)
Keywordschalcogenocarboxylic acid / chalcogen atom / chalcogenoester / selenoester / selenothioester / dithiocarboxylic acid salt / thiocarboxylic acid alkali metal salt / テルロエステル / テロロカルボン酸塩 / カルコゲノカルボン酸塩 / 希土類金属 / チオカルボン酸アルカリ金属
Research Abstract

A series of alkali (RCEE'M, E, E'=O, S, Se, Te ; M=Li, Na, K, Rb, Cs] and alkali earth metal salts [(RCEE')_2M, M=Ca, Sr, Ba] of thio- (RCOSH), seleno- (RCOSeH), telluro- (RCOTeH), dithio- (RCSSH) and selenothio- (RCSSeH) were synthesized. The reactions of these alkali metal chalcogenocarboxylates (1) with a variety of Group 13, 14, 15, 16 and 17 elemet halides were inevestigated. In addition, the reaction of 1 with transition metal halides were investogated. These reactions readily proceed at 0℃ to room temperature to give the corresponding main group element derivarives in good yields. The obtained compounds all are new compounds. The X-ray structural analyses of over 170 chalcogenocarboxylic acid derivatives have beenrevealed.
Film photo-sensitivity of these chalcogenocarboxylic acid derivatives was examined. Also, these compounds, particularlly selenno- and telluro-carboxylic acid derivatives were found to be very effective as photo-sensitizer. However, the later tellurium compounds are extremely labile toward oxygen and the development of more stable tellurium comounds toward oxygen which have activity as photo-sensitizer were desired.
The development of new convenient method evaluating film-photosensitivity are in progress.

Report

(5 results)
  • 2000 Annual Research Report   Final Research Report Summary
  • 1999 Annual Research Report
  • 1998 Annual Research Report
  • 1997 Annual Research Report
  • Research Products

    (50 results)

All Other

All Publications (50 results)

  • [Publications] S.Kato, et al.: "Heavy Alkali Metal Arenedithiocarboxylates : A Facile Synthesis, Dimeric Structure, and Nonbonding Interaction between the Metals and Aromatic Ring Carbons"Inorg.Chem.. 38. 496-506 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, et al.: "Facile Synthesis and Structure of Heavy Alkali Metal Thiocarboxylates : Structural Comparison with the Selenium and Tellurium Isologues"Inorg.Chem.. 38. 507-518 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, et al.: "First Isolation and Characterization of Sodium and Potassium Tellurocarboxylates : Structural Analysis of Te-Alkyl Telluroester"Inorg.Chem.. 38. 519-530 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, et al.: "Bis(phosphine) bis(tellurocarboxylato)-palladium(II) and-platinum(II) complexes : synthesis and crystal structure"J.Chem.Soc., Dalton Trans.. 1677-1685 (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato: "An Unusual Planar Diacyl Ditelluride (2-MeOC_6H_4COTe)_2: The Origin of Its Planarity"J.Am.Chem.Soc.. 122. 2132-2133 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] M.Murai,S.Kato: "The First Example of Ammonium Selenothioates : Isolation and Characterization"J.Am.Chem.Soc.. 122. 9850-9851 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai,S.Kato: ""Selenocarbonyls"in Organoselenium Chemistry : Modern Developments in Organic Synthesis"Springer Verlag. 22/279 (2000)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda et al.: "Heavy Alkali Metal Arenedithiocarboxytlates : A Facile Synthesis, Dimeric Structure, and Nonbonding Interaction between the Metals and Aromatic Ring Carbons"Inorg.Chem.. 38. 496-506 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda et al.: "Facile Synthesis and Structure of Heavy Alkali Metal Thiocarboxylates : Structural Comparison with the Selenium and Tellurium Isologues"Inorg.Chem.. 38. 507-518 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda et al.: "First Isolation and Characterization of Sodium and Potassium Tellurocarboxylates : Structural Analysis of Te-Alkyl Telluroester"Inorg.Chem.. 38. 519-530 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato et al.: "Di(acyl) and Di(thioacyl) Disulfides : A Facile Synthesis and Structural Analysis"Sulfur Lett.. 25. 195-207 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato et al.: "A Facile Synthesis of Potassium Selenocarboxylates and Their Oxidation with XeF_2 to Diacyl Diselenides : An X-Ray Structural Analysis of Di(4-methoxybenzoyl) Diselenide"Heteroatom Chem.. 10. 373-379 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda et al.: "Bis(phosphine)bis(tellurocarboxylato)-palladium(II) and -platinum(II) Complexes : Synthesis and Crystal Structure Analysis"J.Chem.Soc., Dalton Trans.. 1677-1686 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] H.Mifune: "A Study of Location of Latest Image Centers Formed on Sulfur-Sensitized Silver Bromide Grains. Part 2-The Location Control of Latent Image Centers by Use of Cyanine Dyes and TAI-"J.Soc.Photograph.Sci.Technol.Jpn.. 62. 196-208 (1999)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato: "Selenocarbonyls"Top.Curr.Chem.. 208. 177-199 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato et al.: "Highly Efficent Generation of Ammonium Eneselenolates, Their Reactions and Electronic Properties"Chem.Lett.. 368-369 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato et al.: "An Unusual Planar Diacyl Ditelluride (2-MeOC_6H_4COTe)_2 : The Origin of Its Planarity"J.Am.Chem.Soc.. 122. 2132-2133 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, H.Mifune et al.: "Acylthio- and Thioacylthiophosphines [(RCES)_nPPh_<3-n>, E=O,S ; n=1-3] : Synthesis and Structural Analysis"Bull.Chem.Soc.Jpn.. 73. 1243-1252 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato et al.: "Michael Addition of Selenoamides to α, β-Unsatur-ated Carbonyl Compounds : Stereocontrolled Synthesis of δ-Oxo Selenoamides and Their Reactivity"Org.Lett.. 2. 311-313 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda, H.Mifune et al.: "Structural Analysis of Phenyl-germanium, -tin and -lead Dithiocarboxylates [(RCSS)_xMPh_<3-x>, M=Ge, Sn, Pb, x=1-3] : Affinity between Thiocarbonyl Sulfur and Group 14 Elements"J.Organomet.Chem.. 611. 190-199 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato et al.: "Reactions of Selenothioic Acid S-Esters with Trivalent Phosphorus Compounds : New Synthetic Methods for α-Phosphoryl Alkyl Sulphides and Alkyl Selenides"J.Chem.Soc., Perkin Trans.. 1. 917-924 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato et al.: "The First Example of Ammonium Selenothioates : Isolation and Characterization"J.Am.Chem.Soc.. 122. 9850-9851 (2000)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda, et al.: "Unusually Short Distances between the Carbonyl Oxygen and the Tin Atom in RCOSMR'_3 (M=Ge, Sn, Pb) : the Importance of Intramolecular n_O→б^* _<MS> Orbital Interactions"Org.Lett.. 3 (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda, et al.: "An Alternatively Facile Preparation of Acylsulfenyl Bromides and lodides"Phosphorus, Sulfur Silicon Relat.Elem.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda, H.Mifune et al.: "Tellurium Isologues of Carbamic Acid Derivatives"Rev.Heteroatom Chem.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato, T.Kanda, et al.: "Acyl Carbamoyl Selenides and Related Sulfur Isologues : Synthesis and X-Ray Structural Analyses"Heteroatom Chem.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] S.Kato et al.: "Thioacylthioarsines [(RCS_2)_xAsPh_<3-x>, x=1-3] : Synthesis, Structures, NBO Analyses and Reactions with Piperidine"J.Chem.Soc., Dalton Trans.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] T.Murai, S.Kato et al.: "Aldol-Type Condensation Reactions of Lithium Eneselenolates Generated from Selenoamides"J.Chem.Soc., Perkin Trans.. (in press). (2001)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      2000 Final Research Report Summary
  • [Publications] O.Niyomura,S.Kato,S.Inagaki: "An Unusual Panar Diacyl Diselenide (2- MeOC_6H_4COTe)_2 : The Origine of Its Planarity"J.Am.Chem.Soc.. 122/9. 2132-2133 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Tani,K.Matsuyama,S.Kato,K.Yamada,H.Mifune: "Acylthio - and Thioacylthiophosines [(RCES)_nPPh_<3- n>, E=O, S; n -1-3] : Synthesis and Structural Analysis"Bull.Chem.Soc.Jpn.. 73/5. 1243-1252 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Tani,S.Kato,T.Kanda,K.Yamada,H.Mifune: "Synthesis and Structural Analysis of Organo - germanium, - tin and - lead Dithio carboxylates [(RCSS)_nPPh_<4- n>, M=Ge, Sn, Pb; n -1-3] : Synthesis and-"J.Organometal.Chem.. 661/1/2. 190-199 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Murai,T.Kamoto,S.Kato,: "The First Example of Ammonium Selenothioates : Isolation and Characterization"J.Am.Chem.Soc.. 122/40. 9850-9851 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Tani,S.Kato,T.Kanda,S.Inagaki: "Unusually Short Distances Between the Carbonyl Oxygen and the Tin Atom RCOS) MPh_3 (M=Ge, Sn, Pb ; n -1-3) : The importance of Intramolecular-"Org.Lett.. (In press). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] K.Tani,S.Hanabusa,S.Kato S.Mutoh,M.Ishida: "Thioacylthioarsines [(RCS2) _xAsPh3- x, x -1-3] : Synthesis, Structures, NBO Analyses and Reactoins"J.Chem.Soc.,Dalton Trans.1. (In press). (2001)

    • Related Report
      2000 Annual Research Report
  • [Publications] T.Murai,S.Kato: ""Selenocarbonyls" in Organoselenium Chemistry : Modern Developments in Organic Synthesis"Springer Verlag. 22/279 (2000)

    • Related Report
      2000 Annual Research Report
  • [Publications] S. Kato: "Heavy Alkali Metal Arenedithiocarboxylates: A Facile Synthesis, Dimeric Structure, and Nonbonding Interaction between the Metals and Aromatic Ring Carbons."Inorg. Chem.. 38. 496-506 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S. Kato: "Facile Synthesis and Structure of Heavy Alkali Metal Thiocarboxylates: Structural Comparison with the Selenium and Tellurium Isologues"Inorg. Chem.. 38. 507-518 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S. Kato: "First Isolation and Characterization of Sodium and Potassium Tellurocarboxylates: Structural Analysis of Te-Alkyl Telluroester"Inorg. Chem.. 38. 519-530 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S. Kato: "Bis(phosphine) bis(tellurocarboxylato)-palladium(II) and-platium(II) complexes: synthesis and crystal structure"J. Chem. Soc., Dalton Trans.. 1677-1685 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S. Kato: "A Facile Synthesis of Potassium Selenocarboxylates and their Oxidation with XeF_2 to Diacyl Diselenides: An X-ray Structural Analysis of Di(4-methoxybenzoyl) Diselenide"Heteroatom Chem.. 10. 373-379 (1999)

    • Related Report
      1999 Annual Research Report
  • [Publications] S. Kato: "An Unusual Planar Diacyl Ditelluride (2-MeOC_6H_4COTe)_2: The Origin of Its Planarity"J. Am. Chem. Soc.. 122(印刷中). (2000)

    • Related Report
      1999 Annual Research Report
  • [Publications] S.Kato: "Heavy Alkali Metal Arenedithiocarboxytlates : Dimeric Structure and Nonbonding Interaction Between the Metals and Aromatic Ring Carbons" Inorg.Chem.38・2. 496-506 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Kato: "First Isolation and Characterization of Sodium and Potassium Tellurocarboxylates : Structural Analysis of Te-Alkyl Telluroesters" Inorg.Chem.38・2. 519-530 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] O.Niyomura: "A Facile Preparation and Structure of Heavy Alkali Metal Thiocarboxylates : Structural Comparison with the Selenium and Tellurium Isologues" Inorg.Chem.38・2. 507-518 (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Murai: "Diastereoselective Michael Addition of Organolithium Reagents to Chiral α,β-Unsaturated Selenoamide.Ketones" Synlett. 39. 619-620 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Kanda: "Diphenylselenoarsinous and Diphenyldiselenoarsinic Acid Piperidinium Salts : Selective Synthesis,Isolation,Characterization,Structure,and Reaction" Organometallics. 17・8. 1487-1491 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] T.Kanda: "The First Isolation and Structural Analysis of Chalcogennocarboxylato Samarium Complexes,[(RCOS)_3Sm(thf)] and [Na(thf)_4] [Sm(RCSS)_4] ; The Alkali Metal Salt-Like Reaction and Insertion Reaction of Iminium to the Sm-S Bond" Chem.Lett.No.9. 957-958 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Kato: "Diacyl,Acyl Thioacyl,and Di(thioacyl)chalcogenides:Synthesis Synthesis,Structure and Reactions" Phosphorus,Sulfur,Silicin,Relat.Elem.120/121. 213-228 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Murai: "Selenothioic Acid S-Esters:Synthesis,Characterization,and Trend for Stabilization" J.Am.Chem.Soc.119. 8592-8597 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] T.Murai: "4-Penteneselenothioic Acid S-Alkyl Esters:Synthesis via" Tetrahedron. 53. 12237-12247 (1997)

    • Related Report
      1997 Annual Research Report

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Published: 1997-04-01   Modified: 2016-04-21  

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