螺[7H-苯并[b]芴[3,4-d]呋喃-7,9′-[9H]芴]的合成与性能

Synthesis and Properties of Spiro[7 H]-benzo[b]fluorene[3,4-d]furan-7,9′-[9 H]fluorene

氧杂螺环类化合物具有优良的空穴传输能力和荧光特性,其作为蓝光材料被广泛应用于有机发光半导体(OLED)器件。本文以二苯并呋喃和硼酸三异丙酯为起始原料,经硼酸化反应、Suzuki偶联以及Cadogan关环反应合成了目标产物螺[7H-苯并[b]芴[3,4-d]呋喃-7,9′-[9H]芴]。利用^(1)H NMR、^(13)C NMR、HR-MS(ESI)和IR表征了化合物结构,并通过TG-DSC和UV-vis对化合物的热稳定性能和光学性能进行了研究。结果显示:该化合物失重5%的温度为350.9℃,玻璃化温度(T)为241.8℃,吸收焓为71.1 J/g,表现出较好的热稳定性和较高的玻璃化温度。

Oxaspiro compounds are widely used in organic light-emitting semiconductor(OLED)devices as blue-light materials due to excellent hole transport and fluorescence properties.The target product spiro[7 H-benzo[b]fluoreno[3,4-d]furan-7,9′-[9 H]fluorene]was synthesized with dibenzofuran and triisopropyl borate as starting materials by sequence of boronation reaction,Suzuki coupling and Cadogan ring closure reactions.The structure of the compounds were characterized by ^(1)H NMR,^(13)C NMR,HR-MS(ESI)and IR.The thermal stability and optical property of spiro[7 H-benzo[b]fluoreno[3,4-d]furan-7,9′-[9 H]fluorene]were studied by TG-DSC and UV-Vis.Results show that the temperature of 5%mass loss of the target compound is 350.9℃,the glass transition temperature is 241.8℃,and the absorption enthalpy is 71.1 J/g,respectively,revealing a good thermal stability and high glass transition temperature.