Development of solid-state two-component supramolecular fluorescent host system
| Project/Area Number |
20750115
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| Research Category |
Grant-in-Aid for Young Scientists (B)
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| Allocation Type | Single-year Grants |
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| Research Field |
Functional materials chemistry
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| Research Institution | Kinki University |
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Principal Investigator |
IMAI Yoshitane Kinki University, 理工学部, 講師 (80388496)
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| Project Period (FY) |
2008 – 2009
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| Project Status |
Completed (Fiscal Year 2009)
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| Budget Amount *help |
¥3,640,000 (Direct Cost: ¥2,800,000、Indirect Cost: ¥840,000)
Fiscal Year 2009: ¥780,000 (Direct Cost: ¥600,000、Indirect Cost: ¥180,000)
Fiscal Year 2008: ¥2,860,000 (Direct Cost: ¥2,200,000、Indirect Cost: ¥660,000)
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| Keywords | 分子認識 / 発光 / 超分子 / ホスト / 蛍光 / 光学活性 / キラル / 固体 |
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| Research Abstract |
Solid-state organic fluorescence host systems have attracted much attention in recent times because the solid-state optical properties of organic compounds are different from their solution-state properties. In particular, from the viewpoint of synthesis and functionality, supramolecular organic fluorescence host systems composed of two or more organic molecules have become increasingly desirable. The supramolecular organic fluorophore resulting from such a system possesses effective fluorescence properties due to the synergistic effects of the packing style and the optical properties of the component molecules in the supramolecular complex.
In this study, we report a solid-state fluorescent host system composed of two organic molecules that can include a variety of guest molecules.
A novel chiral supramolecular fluorescent host system having chiral channel-like cavities was successfully created by using 2-thiophenecarboxylic acid as the fluorescent mono-carboxylic acid molecule and (1R,
… More
2S)-2-amino-1,2-diphenylethanol as the chiral amine molecule. The supramolecular fluorescence host system was formed by the self-assembly of a 1D columnar hydrogen- and ionic-bonded network composed of acid and amine molecules. Channel-like cavities were constructed by self-assembly of this 1D column, and guest molecules were included one-dimensionally along the cavity by tuning the packing of this column.
In addition, a novel racemic or chiral supramolecular fluorescent host system was prepared by combining racemic or chiral (R)-2-naphthylethylamine with 2,6-naphthalenedicarboxylic acid, respectively. The two complexes obtained were found to have similar 2D layered network structures. Guest molecules were included in the channel-like cavities formed from the assembly of the 2D layered network structure.
The supramolecular complexes showed fluorescence in the solid state. This property further extends the applicability of the fluorescent host systems, because they can be used as sensitive fluorescent indicators for molecular recognition/interactions. Moreover, a study of the complexation behavior and optical property of the obtained complexes is expected to provide useful information that can be applied to the design of novel solid-state supramolecular fluorescent host systems. Less
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Report
(3 results)
Research Products
(47 results)
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[Journal Article] Two-dimensional Layered Chiral Supramolecular Organic Fluorophore composed of 1-Amino-2-indanol and Carboxylic Acid Derivatives.2010
Author(s)
Imai, Y.; Shiota, N.; Kinuta, T.; Okuno, T.; Nakano, Y.; Harada, T.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y.
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Journal Title
Eur. J. Org. Chem. 7
Pages: 1353-1357
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[Journal Article] Solid-state Chiral Supramolecular Organic Fluorophore havingπ-Conjugated Phenylene Ethynylene Unit.2009
Author(s)
Kinuta, T.; Kamon, K.; Harada, T.; Nakano, Y.; Tajima, N.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y.; Imai, Y. Eur.
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Journal Title
J. Org. Chem.
Pages: 5760-5764
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[Journal Article] Colored Supramolecular Host system using a charge-transfer complex composed of 1, 1′-bi-2-naphthol and 2, 5-disubstituted-1, 4-benzoquinone.2009
Author(s)
Imai, Y.; Kamon, K.; Kinuta, T.; Sato, T.; Tajima, N.; Kuroda, R.; Matsubara, Y.
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Journal Title
Eur. J. Org. Chem.
Pages: 2519-2525
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[Journal Article] Formation and crystal structure of two-component host system having helical chirality and comprising 9, 10-dihydro-9, 10-ethanoanthracene-11, 12-diamine and 1, 1′-binaphthyl-2, 2′-dicarboxylic acid.2009
Author(s)
Imai, Y.; Murata, K.; Kamon, K.; Kinuta, T.; Sato, T.; Kuroda, R.; Matsubara, Y.
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Journal Title
Cryst. Growth Des. 9
Pages: 602-605
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[Journal Article] Control of solid-state chiral optical properties of chiral supramolecular organic fluorophore consisting of 1-pyrenesulfonic acid and chiral amine molecules.
Author(s)
Imai, Y.; Murata, K.; Nakano, Y.; Harada, T.; Kinuta, T.; Tajima, N.; Sato, T.; Fujiki, M.; Kuroda, R.; Matsubara, Y
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