Creation of Novel Organic Fluorophores Containing Benzofuran Rings

有机荧光团有望作为光电子材料(如有机电致发光二极管)在21世纪的极端技术中发挥重要作用。也就是说，这些材料不仅有望成为平板显示器的下一代材料，而且还将成为照明的光源，因为由于它们发光颜色的灵活性，可能实现白光发射。为了进一步发展这些领域的研究，有必要在所需的波长范围内合成出强荧光分子。在这种情况下，基于我们以前关于有机荧光团的研究结果，我们对新型有机荧光团的产生进行了研究，并发展了一般的方法学。综上所述，我们发现了以下几个方面的内容：1.含吡啶环的苯乙炔：我们成功地制造了非常强的蓝色发光体，并发现香蕉形状的SY…更多的茎(具有2，6-二取代吡啶环)比相应的棒状体系(2，5-二取代吡啶环)显示出更高的发光效率。因此，我们提出了香蕉形体系较高的发射效率可能取决于激发单重态中偶极结构单元的可移动性的新概念。2.将苯并呋喃环引入到分子中的线形体系：我们已经成功地合成了具有单一发射峰的非常强的蓝色发光体，这表明在分子中引入苯并呋喃环对于创建有机强荧光分子是如此有效。3.棒状低聚(芳亚乙炔)S(对取代体系)：我们研究了棒状低聚(对苯乙炔)的发光效率调节三聚体到五聚体体系)，从而使它们在所需的波长区域发射非常强烈的荧光(Φ_f[约等于]1，ε[约等于]5)。这一目标是通过四聚对苯乙炔棒状分子的MeO(给体)侧链修饰和CN-取代苯环末端修饰(或CN(受体)侧链修饰和NME_2-取代苯环末端修饰)来实现的。4.星形低聚芳纶S(Tiple Mata-取代体系)：我们研究了由1，3，5-三乙炔为核的星形刚性分子和甲氧基取代的低聚对苯乙炔S臂的发光特性和臂间共轭现象。因此，我们通过产生非常强烈的紫蓝色(Φ_f：0.97，对数ε；5.11)和蓝色(Φ_f：0.98，对数ε：5.29)明亮的发光体，实现了有机分子发光能力的最终目标(Φ_f[约等于]1.0，对数ε&gt；5)。此外，还发现尽管存在三重间位取代体系，但星形刚性分子的臂之间发生了π共轭。较少

Organic fluorophores are expected to play important roles in the extreme technology of 21st century as photoelectronics materials (e.g., organic electroluminescence diodes (OLEDs)). That is, these are expected to be not only the next generation of materials for the flat-panel display but also sources of light for illuminations, because the realization of white light-emitting may be possible on account of their flexibility of light-emitting color. In order to develop the further research in these fields, it is necessary to create the strongly fluorescent molecules at desired wavelength region. Under such circumstances, based on our previous results in regard to organic fluorophores, we have investigated on the creation of novel organic fluorophores and develop the general methodology. In conclusion, we have found out the following subjects.1.Phenyleneethynylenes containing pyridine rings : we have succeeded in creating very intense blue light-emitter, and found out that banana-shaped sy … More stems (having 2,6-disubstituted pyridine rings) show the greater light-emitting efficiency than the corresponding rod-shaped systems (2,5-disubstituted pyridine rings). Thus, we proposed the new concept that the higher emissive efficiency of banana-shaped systems might depend on the movability of the dipolar structural unit in the excited singlet state. This concept will be sure to make a contribution to creation of strongly fluorescent molecules.2.Linear-shaped systems introduced benzofuran rings to molecules : we have succeeded in the synthesis of very intense blue light-emitters having a single emissive maximum to suggest that the introduction of benzofuran rings to molecules is so effective for the creation of organic strongly fluorescent molecules.3.Rod-shaped oligo(aryleneethynylene)s (para-substituted systems) : we investigated the light-emitting efficiency tuning of rod-shaped oligo(p-phenylene ethynylen)s (OPEs, trimeric to pentameric systems) by donor- and acceptor-groups so that they emit the very intense fluorescence (Φ_f【approximately equal】1.0, log ε【approximately equal】5) at the desired wavelength region. This goal was achieved by side modification by MeO (donor) groups and end modification by CN-substituted benzene ring (or side modification by CN (acceptor) groups and end modification by NMe_2-substituted benzene ring) of tetrameric p-phenylene ethynylene rod-shaped molecule.4.Star-shaped oligo(aryleneethynylene)s (tiple mata-substituted systems) : we have investigated the light-emitting characteristics and occurrence of conjugation between arms of star-shaped rigid molecules that comprise a 1,3,5-tri-ethynylbenzene core, and methoxy group-substituted oligo(p-phenylethynylene)s arms. Consequently, we achieved the ultimate goal (Φ_f【approximately equal】1.0, log ε > 5) for organic molecules with respect to light-emitting ability by creating very intense violet-blue (Φ_f:0.97, log ε:5.11) and blue (Φ_f:0.98, log ε:5.29) bright light-emitters. Also π conjugation was found to occur between the arms of star-shaped rigid molecules despite the triple meta-substituted system. Less