INVESTIGATION ON THE STABLE AND STRONG LUMINESCENT MATERIALS CONTAINING PYRAZINE

含吡嗪稳定强发光材料的研究

• 批准号: 10650841
• 负责人: ISOMURA Kazuaki
• 金额: $ 1.92万
• 依托单位: KITAKYUSHU NATIONAL COLLEGE OF TECHNOLOGY
• 依托单位国家: 日本
• 项目类别: Grant-in-Aid for Scientific Research (C)
• 财政年份: 1998
• 资助国家: 日本
• 起止时间: 1998 至 2000
• 项目状态: 已结题
• 来源: https://kaken.nii.ac.jp/grant/KAKENHI-PROJECT-10650841/
• 关键词: pyrazine; luminescence; 蛍光強度; 蛍光波長; キノキサリン

This research was initiated by the observation that pyrazine derivatives showed strong luminescence if suitably substituted. In the initial stage, same aryl substituents were introduced at 2-and 5-position of pyrazine ring. Compared to p-methylpheny-, phenyl, and p-bromophenyl deribative, the compound bearing two electron-donating p-methoxyphenyl group at 2-and 5-position of pyrazine ring showed stronger luminescence. Introduction of naphthyl groups were effective than phenyl group in enhancing luminescence. Among two naphthyl group, 2-naphthyl group was more effective than 1-naphthyl group, which showed co-planer conjugation is important. The pyrazine, bearing of two benzofuran-2-yl group, which has large electron system and electron-donating character, showed strongest luminescence.Furthermore, we attempted to prepare, asymmetrically substituted pyrazines. In order to know the effect of the substituents on the luminescent properties of pyrazine derivatives. After several examination the method to synthesize asymmetrically substituted pyrazines could be developed. Among 12 compounds, the pyrazine having a 5-methylfuran-2-yl group and a 2-naphthyl group was the strongest luminescent material in our research, but the luminescence was observed at not so long wave length.By the results obtained in this project, the synthetic method for a variety of pyrazine derivatives was established and by suitable combination of the substituents strongly luminescent compound can be obtained.

这项研究是由观察到吡嗪衍生物，如果适当取代，表现出强烈的发光。在初始阶段，在吡嗪环的2位和5位上引入了相同的芳基取代基。与对甲基苯基、苯基和对溴苯基衍生物相比，吡嗪环2位和5位含两个给电子对甲氧基苯基的化合物具有更强的发光能力。萘基的引入对发光的增强效果优于苯基。在两个萘基中，2-萘基比1-萘基更有效，说明共平面偶联的重要性。含两个苯并呋喃-2-基的吡嗪具有较大的电子系统和给电子特性，发光最强。此外，我们试图制备不对称取代吡嗪。为了了解取代基对吡嗪衍生物发光性能的影响。经过多次考察，可以开发不对称取代吡嗪的合成方法。在12个化合物中，具有5-甲基呋喃-2-基和2-萘基的吡嗪是我们研究中最强的发光物质，但发光波长不是很长。根据本课题的研究结果，建立了多种吡嗪衍生物的合成方法，通过取代基的适当组合可以得到强发光化合物。

项目成果

磯村計明、竹原健司: "Electroluminescent Device with Biphenylpyrazine Derivative Eu LB Film as a molecular-size Emissive Layer"Thin Solid Films. 363. 229-231 (2000)

Keiaki Isomura、Kenji Takehara：“以联苯吡嗪衍生物 Eu LB 薄膜作为分子尺寸发射层的电致发光装置”薄固体薄膜。

T.Era, K.Tsutsui, K.Takehara, K.Isomura, and H.Taniguchi: "Electroluminescent device with biphenylpyrazine derivative Eu salt LB(Langmuir-Blodgett)film as a molecular-size emissive layer"Thin Solid Films. 363. 229-231 (2000)

T.Era、K.Tsutsui、K.Takehara、K.Isomura 和 H.Taniguchi：“以联苯吡嗪衍生物铕盐 LB（Langmuir-Blodgett）薄膜作为分子尺寸发射层的电致发光装置”固体薄膜。

K.Isomura, K.Takehara, H.Arakane, M.Amano, and H.Ohta: "Synthesis of Asymmetrically Substituted Heterocycles to Eabricate Functional Materials"Proceedings of The 9^<th> Tohwa University International Symposium. 81-84 (1999)

K.Isomura、K.Takehara、H.Arakane、M.Amano 和 H.Ohta：“合成不对称取代杂环以消除功能材料”第九届东和大学国际研讨会论文集。

K.Isomura, K.Takehara, H.Arakane, M.Amano, H.Ohta: "Synthesis of Asymmetrically Substituted Heterocycles to Eabricate Functional Materials"Proceedings of the 9^<th> Tohwa University International Symposium. 81-84 (1999)

K.Isomura、K.Takehara、H.Arakane、M.Amano、H.Ohta：“合成不对称取代杂环以消除功能材料”第九届东和大学国际研讨会论文集。

T.Era,K.Tsutsui,K.Takehara,K.Isomura,and H.Taniguchi: "Electroluminescent device with biphenylpyrazine derivative Eu salt LB (Langmuir-Blodgett) film as a molecular-size emissive layer"Thin Solid Films. 363. 229-231 (2000)

T.Era、K.Tsutsui、K.Takehara、K.Isomura 和 H.Taniguchi：“以联苯吡嗪衍生物铕盐 LB (Langmuir-Blodgett) 薄膜作为分子尺寸发射层的电致发光装置”固体薄膜。