| Project/Area Number |
01550676
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| Research Category |
Grant-in-Aid for General Scientific Research (C)
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| Allocation Type | Single-year Grants |
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| Research Field |
Synthetic chemistry
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| Research Institution | Kochi University |
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Principal Investigator |
YOSHIDA Katsuhira Kochi University, Faculty of Science, Assistant Professor, 理学部, 助教授 (30036595)
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| Project Period (FY) |
1989 – 1990
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| Project Status |
Completed (Fiscal Year 1990)
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| Budget Amount *help |
¥1,700,000 (Direct Cost: ¥1,700,000)
Fiscal Year 1990: ¥400,000 (Direct Cost: ¥400,000)
Fiscal Year 1989: ¥1,300,000 (Direct Cost: ¥1,300,000)
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| Keywords | Quinones / Functional Dye / Near-IR-absorbing Dye / Metallochromism / Chelate Complex / PPP-MO Calculation / 1,2-ナフトキノン / 5,8-キノリンジオン / 金属イオン指示薬 |
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| Research Abstract |
The first absorption band of some quinoid derivatives was found to be drastically shifted to longer wavelength with a large increase in the absorption absorption intensity by metal chelate complexation. Utilizing these properties, we designed some new near infrared absorbing metal complex dyes with quinoid ligands. The results are summarized as follows :
1. The reaction of sodium 1, 2-naphthoquinone-4-sulfonate with various arylamines and 1, 1-bis[p- (dimethylamino) phenyl]ethylene were efficiently promoted by Ni (II) ion to give 4-aminated, 4-arylated, and 4-vinylated 1, 2-naphthoquinones in good yields. The products with strongly electrondonating 4-substituents were found to be suitable ligands for the synthesis of near infrared absorbing dyes.
2. The Diels-Alder reacton of 5, 8-quinolinedione with p- (dimethylamino) -styrenes gave new two kinds of isomeric dyes which showed quite different metallochromic behaviors. Upon addition of metal salts, one of the two isomers showed drastic spectra changes to have an intense absorption band in near infrared region. The color-structure relations were investigated.
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