A synthetic approach for preparation of a new class of 1,8-naphthalimide derivatives with fused benzo and naphtho-dioxin systems is reported. The proposed reaction conditions for the first step allow selective bromination of 1,8-naphthalic anhydride to the corresponding 3,4,6-tribromo derivative, which has the potential to be versatile building block in the chemistry of naphthalimides. The dioxin-annulated products were isolated in very good yields and their applicability for further modifications by metal-catalysed coupling reactions was proven. The synthesized fluorescent dyes showed media dependant emission and their photophysical and electroluminescent properties were evaluated with respect to their application in OLED. TGA measurements showed that all compounds are stable up to above 400 °C. The best OLED test device has turn-on voltage of 8 V; maximum luminescent intensity of 3031 cd/m², and current efficiency of 6.9 cd/A.

报道了一种合成的新方法，用于合成带有稠合苯并和萘二恶英体系的新型1,8-萘二甲酰亚胺衍生物。第一步所建议的反应条件允许将1,8-萘酸酐选择性溴化为相应的3,4,6-三溴代衍生物，这在萘二甲酰亚胺化学反应中可能具有多种用途。二恶英环化的产物以非常高的产率分离，并证明了其可通过金属催化的偶联反应进行进一步修饰的应用。合成的荧光染料显示出与介质有关的发射，并就其在OLED中的应用对其光物理和电致发光性能进行了评估。TGA测量表明，所有化合物在高达400°C的温度下都是稳定的。最好的OLED测试设备具有8 V的开启电压；最大发光强度为3031 cd / m²，电流效率为6.9 cd / A。