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Development of Functional Dyes for Optical Date Storage With High Efficiency

Research Project

Project/Area Number 63850179
Research Category

Grant-in-Aid for Developmental Scientific Research (B).

Allocation TypeSingle-year Grants
Research Field Synthetic chemistry
Research InstitutionUniversity of Osaka Prefecture

Principal Investigator

KITAO Teijiro  University of Osaka Prefecture College of Engineering Professor, 工学部, 教授 (10081324)

Co-Investigator(Kenkyū-buntansha) HAMADA Emiko  Taiyo Yiden Co., Ltd Central Research Institute Researcher, 基礎研究部, 技師補
ISIGURO Takashi  Taiyo Yuden Co., Ltd Central Research Institute Researcher Senior, 基礎研究部, 副主任研究員
NAKAZUMI Hiroyuki  University of Osaka Prefecture Assistant College of Engineering Professor, 工学部, 講師 (00109878)
Project Period (FY) 1988 – 1990
Project Status Completed (Fiscal Year 1990)
Budget Amount *help
¥7,800,000 (Direct Cost: ¥7,800,000)
Fiscal Year 1990: ¥1,000,000 (Direct Cost: ¥1,000,000)
Fiscal Year 1989: ¥1,500,000 (Direct Cost: ¥1,500,000)
Fiscal Year 1988: ¥5,300,000 (Direct Cost: ¥5,300,000)
KeywordsOrganic Colorants for Optical Data Storage / Functional Dye / Nickel Complex / Near-infrared Absorbing Dye / Singlet Oxygen Quencher / Photochromic Material / 光記録材料 / ニッケル錯体 / イオンプレ-ティング法 / X線構造解析 / 有機機能性色素 / 一重項酸素クエンチャ- / ジチオレンニッケル錯体 / ポリメチン色素 / ベンゾチオピラン系複素環化合物 / PPPー分子軌道法 / ベンゾチオピラン環
Research Abstract

Syntheses and characteristics of dithiolene complexes and polymethine dyes for optical data storage with high efficiency have been investigated in this project. Following results were obtained :
1. An iterative numerical determination of the rate constants for both quenching of kq, and reaction with, kr, singlet oxygen by dithiolene nickel complexes, which acted as a stabilizer in cyanine thin layer in optical disc, is developed. This numerical method developed for solution systems is applied to the estimation of the photofading rate of a cyanine dye on an epoxy resin plate.
2. The influence of substituents on the longest wavelength of absorption maxima, reduction potential, Raman spectra, and XSP spectra of bis (substituted dithiobenzil) nickel has been evaluated by the classical Hammett equation. There is a good linear relationship between their measurement values and sigma_p or sigma^+_.
3. The nickel complexes with relatively low melting points gave a DRAW disc with better recording c … More har acteristics, when they were used as inhibitors of fading of thin layers of cyanide dyes. The stabilizing effect of dithiolene nickel complexes on the photofading of thin layers of a cyanine dyes in a sunlight simulator has been studied. It was found that the neutral nickel complex with a total twelve methoxy substituents was the most effective in inhibiting the photofading of the dye.
4. Photooxidation and photoreduction of bis (dithiobenzil) nickels, as new photochromic compounds, have been investigated. The quantum yields for photooxidation of anionic bis (dithiobenzil) nickels by u. v. irradiation (313 nm) were constantly 0.07-0.14 in dichloromethane, and this photooxidation on PMMA was also observed.
5. Unsymmetrical polymethine near-infrared dyes terminally containing 1-benzothiopyrylium ring and N, N-dimethylamino group were first prepared from 2-methyl-, 4-methyl- and 2, 4-dimethylー1-benzothiopyrylium salts. It is found that the maximum wavelength of these dyes on PPMMA is remarkably shifted to a shorter wavelength compared with that in solution. Less

Report

(4 results)
  • 1990 Annual Research Report   Final Research Report Summary
  • 1989 Annual Research Report
  • 1988 Annual Research Report
  • Research Products

    (54 results)

All Other

All Publications (54 results)

  • [Publications] Hiroyuki Nakazumi: "Organic Colorants for Laser Disc Optical Data Storage" J.Soc.Dyers Colur.104. 121-125 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "Substituent Effects of 2ーChlorine Atom on the Absorption Band and the Solubility of bis(1、2ーDiarylー1、2ーethylenーdithiolato)nickels" Chem.Express. 3. 61-64 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Substituent Effects on the Resonance Raman Spectra of bis(Dithiobenzil)nickel" Spectrochim.Acta. 44A. 209-211 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "The Effect of Substituent Groups in bis(Dithiobenzil)ーnickel Compounds on Their Absorption Spectra,Reduction Potentia,,and Singlet Oxygen Quenching Efficiency" J.Soc.Dyers Colour.104. 173-176 (1988)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "The Influence of Dithiolato Nickel Complexes on the Light Fastness of a Thin Layer of a Nearーinfrared Absorbing Cyanine Dye" J.Soc.Dyers Colour.105. 26-29 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Nearーinfrared Absorbing Polymethine Dyes Terminally Substituted by 1ーBenzothiopyrylium Ring" Chem.Lett.1027-1030 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Convenient Determination of Rate Constants of Quenching of Singlet Oxygen and its Reaction with Dithiolene Nickel Complexes" Chem.Lett.1027-1030 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 中澄 博行: "ベゾンチオピラン環の特性を活用した機能性色素" 染料と薬品. 34. 319-331 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 汐崎 久芳: "ニッケル化合物の光退色抑制機能および染色革への応用" Chem.Express. 6. 365-368 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "XSP Study of bis(1、2ーDiarylー1、2ーethylenedithiolato)ーnickels" Bull.Chem.Soc.Jpn.63. 646-648 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Nearーinfrared Absorbing Polymethine lーBenzothiopyrylium Dyes" J.Chem.Research (M). 546-586 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Nearーinfrared Absorbing Polymethine 1ーBenzothiopyrylium Dyes" J.Chem.Research (S). 50-51 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "Mechanisms and Rate Constants for the Quenching of Singlet Oxygen by Nickel Complexes" Bull.Chem.Jpn.63. 2653-2658 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Thermal Properties and Characteristics of Thin Layers of Nickel Dithiolene Complexes" J.Soc.Dyers Colour.106. 363-367 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 中澄 博行: "ジチオラ-トニッケル錯体の特性とその記録材料への応用" 染料と薬品. 35. 126-137 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] 中澄 博行: "色素の退色劣化" 色材協会誌. 63. 677-684 (1990)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Photooxidation and Photoreduction of bis(Dithiobenzil)ーnickels" J.Soc.Dyers Colour.

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Structure of bis(1,2ー(Substituted Diphenyl)ー1,2ーethaneーdithiolato)nickels Having High Solubility"

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Photochemistry on Solid Surfaces (分担) photostabillty of NearーInfrared Absorbing Functional Dyes in New Optical Media (分担題目)" Elsevier Science Publishers, 585 (1989)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Organic Colorants for Laser Disc Optical Data Storage" J. Soc. Dyers Colour.104. 121-125 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "Substituent Effects of 2-Chlorine Atom on the Absorption Band and the Solubility of bis(1, 2-Diaryl-1, 2-ethylenedithiolato)nickels" Chem. Express. 3. 61-64 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Substituent Effects on the Resonance Raman Spectra of bis(Dithiobenzil)nickel" Spectrochim. Acta. 44A. 209-211 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "The Effect of Substituent Groups in bis (Dithiobenzil)nickel Compounds on Their Absorption Spectra, Reduction Potential, and Singlet Oxygen Quenching Efficiency" J. Soc. Dyers Colour.104. 173-176 (1988)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "The Influence of Dithiolato Nickel Complexes on the Light Fastness of a Thin Layer of a Near-infrared Absorbing Cyanine Dye" J. Soc. Dyers Colour.105. 26-29 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Near-infrared Absorbing Polymethine Dyes Terminally Substituted by 1-Benzothiopyrylium Ring" Chem. Lett.1989. 1039-1042

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Convenient Determination of Rate Constants of Quenching of Singlet Oxygen and Its Reaction with Dithiolene Nickel Complexes" Chem. Lett.1989. 1027-1030

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Functional Dyes Containing a 1-Benzothiopyran ring" Senryo to Yakuhin. 34. 319-331 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "Photostabilizing Efficiency and Applications of Nickel Compounds to Dyes Leathers" Chem. Express. 6. 365-368 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "XSP Study of bis(1, 2-Diaryl-1, 2-ethylenedithiolato)nickels" Bull. Chem. Soc. Jpn.63. 646-648 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Near-infrared Absorbing Polymethine 1-Benzothiopyrylium Dyes" J. Chem. Research (M). 1990. 546-586

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Near-infrared Absorbing Polymethine 1-Benzothiopyrylium Dyes" J. Chem. Research (S). 1990. 50-51

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hisayoshi Shiozaki: "Mechanisms and Rate Constants for the Quenching of Singlet Oxygen by Nickel Complexes" Bull. Chem. Soc. Jpn. ,. 63. 2653-2658 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Thermal Properties and Characteristics of Thin Layers of Nickel Dithiolene Complexes" J. Soc. Dyers Colour. ,. 106. 363-367 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Characteristics and Applications of Dithiolato Nickel Complexes to Optical Data Storage Media" Senryo to Yakuhin. 35. 126-137 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Fading Degradation of Oraganic Dyestuffs" Shikizai Kyokai-shi. 63. 677-684 (1990)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Photooxidation and Photoreduction of bis(Dithiobenzil)nickels"

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: "Structure of bis(1, 2-(Substituted Diphenyl)-1, 2-ethanedithiolato)-nickels Having High Solubility"

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Hiroyuki Nakazumi: Elsevier Science Publishers. Photochemistry on Solid Surfaces' Ed. by T. Matsuura and M. Anpo : Photostability of Near-Infrared Absorbing Functional Dyes in New Optical Media, 585 (1989)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1990 Final Research Report Summary
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Nearーinfrared Absorbing Polymethine 1ーBenzothiopyrylium Dyes" J.Chem.Research(M). 546-586 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Shigeru Watanabe: "Synthesis and Absorption Spectra of Nearーinfrared Absorbing Polymethine 1ーBenzothiopyrylium Dyes" J.Chem.Research(S). 50-51 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Hisayoshi Shiozaki: "Mechanisms and Rate Constants for the Quenching of Singlet Oxygen by Nickel complexes" Bull.Chem.Soc.Jpn.63. 2653-2658 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 中澄 博行: "ジチオラートニッケル錯体の特性とその記録材料への応用" 染料と薬品. 35. 126-137 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] 中澄 博行: "色素の退色劣化" 色材協会誌. 63. 677-684 (1990)

    • Related Report
      1990 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: "Photooxidation and Photoreduction of bis(Dithiobenzil)ーnickels" J.Soc.Dyers Colour.

    • Related Report
      1990 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: "Near-infrared Absorbing Polymethine Dyes Terminally Substituted by 1-Benzothiopyrylium Ring" Chem.Lett.1039-1042 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: "Convenient Determination of Rate Constants of Quenching of Singlet Oxygen and Its Reaction with Dithiolene Nickel Complexes" Chem.Lett.1027-1030 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Hisayoshi Shiozaki: "XPS Study of Dithiolene Nickel Complexes" Bull.Chem.Soc.Japan. 63. 646-648 (1990)

    • Related Report
      1989 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: "Thin Layer Characterization and Thermal Property of Dithiolene Nickel Complexes" J.Soc.Dyers and Colourists. 106. (1990)

    • Related Report
      1989 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: "Photochemistry on Solid Surfaces(分担)Photostability of Near-Infrared Absorbing Functional Dyes in New Optical Media(分担題目)" Elsevier Science Publishers, 585 (1989)

    • Related Report
      1989 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: J.Soc.Dyers and Colourists. 105. 26-29 (1989)

    • Related Report
      1988 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: J.Heterocyclic Chem.25. 1423-1426 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Hisayoshi Shiozaki: J.Soc.Dyers and Colourists. 104. 173-176 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: J.Soc.Dyers and Colourists. 104. 121-125 (1988)

    • Related Report
      1988 Annual Research Report
  • [Publications] Hiroyuki Nakazumi: Spectrochimica Acta. 44. 209-211 (1988)

    • Related Report
      1988 Annual Research Report

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Published: 1988-04-01   Modified: 2016-04-21  

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