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Specific effects of water on the relation processes of excited organic molecules

Research Project

Project/Area Number 09640594
Research Category

Grant-in-Aid for Scientific Research (C)

Allocation TypeSingle-year Grants
Section一般
Research Field Physical chemistry
Research InstitutionGUNMA UNIVERSITY

Principal Investigator

TOBATA Seiji  Gunma University, Department of Chemistry, Associate Professor, 工学部, 助教授 (30164007)

Project Period (FY) 1997 – 1998
Project Status Completed (Fiscal Year 1998)
Budget Amount *help
¥2,800,000 (Direct Cost: ¥2,800,000)
Fiscal Year 1998: ¥900,000 (Direct Cost: ¥900,000)
Fiscal Year 1997: ¥1,900,000 (Direct Cost: ¥1,900,000)
KeywordsPhotoionization / Laser photolysis / Fluorescence / Proton transfer / Radiationless processes / Solvent effect / Water / Aniline / 励起状態 / 緩和過程 / 光音響分光法 / レーザー分光法
Research Abstract

Effects of solvent water on the relaxation processes of excited organic molecules were studied by means of laser photolysis method, time-resolved thermal lensing method and fluorometry. For aniline and its derivatives, it was found that photoionization is one of the most dominant relaxation channel and that the polarization stabilization of the cation radical produced by photoionization is an important factor to determine the photoionization yield. Excited-state intramolecular proton transfer (ESIPT) reactions of 1-hydroxy-2- acetonaphthone (1H2AN) and related compounds were studied to reveal hydrogen-bonding interations in the excited state of 1-naphthole derivatives. The study showed that 1H2AN undergoes a typical ESIPT reaction, while the excited singlet state of methyl-1-hydroxy-2-naphthoate deactivates without ESIPT reactions. The effects of electronic structures on the ESIPT reaction were clarified for these compounds. Furthermore, it was found that ESIPT of 1H2AN is followed by … More cis-trans isomerization to produce an excited trans-keto form. The , 3-sigmatropic hydrogen shift in the photo-Fries rearranged intermediate of 2,4-dimethoxy-6-(p-tolyloxy)-s- triazine was investigated by using laser photolysis method. Kinetic measurements showed that water and also protic solvents accerelates the rate of the 1,3-sigmatropic hydrogen shift by mutual hydrogen exchange reactions. The electron transfer (ET) reaction from the triplet state of 1,4-dimethoxybenzene (DMB) to the hydronium ion in aqueous solution was studied to reveal effects of the hydronium ion on the photorelaxation processes of organic molecules in aqueous solution. The occurrence of the ET reaction was substantiated by formation of a DMB cation radical coinciding with disappearance of triplet DMB.From kinetic analyses, the rate constant for the ET reaction was determined to be 7.5 x 10^6M^<-1>s-1. The free energy change (DELTAG^0 = +28kJmol^<-1>) calculated for the ET reaction was consistent with the observed rate for the ET reaction from triplet DMB to the hydronium ion. Less

Report

(3 results)
  • 1998 Annual Research Report   Final Research Report Summary
  • 1997 Annual Research Report
  • Research Products

    (15 results)

All Other

All Publications (15 results)

  • [Publications] M.Moriyama他: "Intramolecular proton-transfer cycle of 2,4-dimethoxy-6-(1-hydroxy-2-naphthyl)-s-triazine studied by laser photolysis." Chem.Phys.231. 205-214 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Tobita他: "Effects of Electronic Structures on the Excited-State Intramolecular Proton Transfer of 1-Hydroxy-2-Acetonaphthone and Related Compounds." J.Phys.Chem.A. 102. 5206-5214 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Kimura他: "Tunneling Effects on the 1,3-Sigmatroic Hydrogen Shift in the Photo-Fries Rearranged Intermediate of 2,4-Dimethoxy-6-(p-tolyloxy)-s-triazine." J.Chem.Soc., Faraday Trans. 94. 3077-3085 (1998)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Yamamoto他: "Experimental Theoretical Studies on the Intramolecular CT Emission of Phenyldisilanes." J.Phys.Chem.A,. in press (1999)

    • Description
      「研究成果報告書概要(和文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Moriyama, Y.Kawakami, S.Tobita, and H.Shizuka: "Intramolecular Proton-Transfer Cycle of 2,4-Dimethoxy-6-(1-hydroxy-2-naphthyl)-s-triazine Studied by Laser Photolysis." Chem.Phys.231. 205-214 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] S.Tobita, M.Yamamoto, N.Kurahayashi.R.Tsukagoshi, Y.Nakamura, and H.Shizuka: "Effects of Electronic Structures on the Excited-State Intramolecular Proton Transfer of1-Hydroxy-2-Acetonaphthone and Related Compounds." J.Phys.Chem.A. 102. 5206-5214 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] Y.Kimura, N.Kakiuchi, S.Tobita, and H.Shizuka: "Tunneling Effects on the 1,3-Sigmatropic Hydrogen Shift in the Photo-Fries Rearranged Intermediate of 2,4-Dimethoxy-6-(p-tolyloxy)-s-triazine." J.Chem.Soc., Faraday Trans.94. 3077-3085 (1998)

    • Description
      「研究成果報告書概要(欧文)」より
    • Related Report
      1998 Final Research Report Summary
  • [Publications] M.Moriyama 他: "Intramolecular proton-transfer cycle of 2,4-dimethoxy-6-(1-hydroxy-2-naphthyl)-s-triazine studied by laser photolysis." Chem.Phys.231. 205-214 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] S.Tobita 他: "Effects of Electronic Structures on the Excited-State Intramolecular Proton Transfer of 1-Hydroxy-2-Acetonaphthone and Related Compounds." J.Phys.Chem.A. 102. 5206-5214 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] Y.Kimura 他: "Tunneling Effects on the 1,3-Sigmatroic Hydrogen Shift in the Photo-Fries Rearranged Intermediate of 2,4-Dimethoxy-6-(p-tolyloxy)-s-triazine." J.Chem.Soc.,Faraday Trans. 94. 3077-3085 (1998)

    • Related Report
      1998 Annual Research Report
  • [Publications] M.Yamamoto 他: "Experimental and Theoretical Studies on the Intramolecular CT Emission of Phenyldisilanes." J.Phys.Chem.A,. (in press). (1999)

    • Related Report
      1998 Annual Research Report
  • [Publications] F.Saito, S.Tobita, and H.Shizuka: "Photoionization Mechanism of Aniline Derivatives in Aqueous Solution Studied by Laser Flash Photolysis" J.Photochem.Photobiol.A : Chem.106. 119-126 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] Y.Kimura, M.Yamamoto, S.Tobita, and H, Shizuka: "Kinetic Studies on the 1,2-Sigmatropic Hydrogen Shift in the Photorearranged Intermediate of N-Acetylpyrole : Tunnelling Effects" J.Phys.Chem.A. 101. 459-465 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] K.Suzuki, H.Tanabe, S.Tobita, and H.Shizuka: "Solvent-Dependent Radiationless Transitions of Excited 1-aminonaphthalene Derivatives" J.Phys.Chem.A. 101. 4496-4503 (1997)

    • Related Report
      1997 Annual Research Report
  • [Publications] M.Moriyama, Y.Kawakami, S.Tobita, and H.Shizuka: "Intramolecular Proton Transfer Cycle of 2,4-Dimethoxy-6-(1-hydroxy-2-naphthyl)-s-triazibe Studied by Laser Photolysis" Chem.Phys.(1998)

    • Related Report
      1997 Annual Research Report

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

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