三苯胺/四苯乙烯取代 4-噻吩并[3,2-b]噻吩-3-基苯甲腈：合成、光物理-电子特性和应用,ACS Sustainable Chemistry & Engineering

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三苯胺/四苯乙烯取代 4-噻吩并[3,2-b]噻吩-3-基苯甲腈：合成、光物理-电子特性和应用
ACS Sustainable Chemistry & Engineering ( IF 7.1 ) Pub Date : 2022-01-14 , DOI: 10.1021/acssuschemeng.1c07240
Recep Isci ₁ , Amir Rahimi Varzeghani ₁ , Kerem Kaya ₁ , Berkay Sütay ₁ , Emine Tekin ₂ , Turan Ozturk _{1,

3}

Affiliation

五种新型荧光材料，TT-TPA、TT-TPE、TPA-TT-TPA、TPE-TT-TPE和TPA-TT-TPE，包含强给电子三苯胺 (TPA) 和体积庞大的四苯乙烯 (TPE)，系统地设计、合成了通过噻吩并噻吩连接的4-噻吩并[3,2- b ]噻吩-3-基苄腈，并具有强吸电子腈部分，并比较了它们的光学和电化学性能。主骨架结构，4-噻吩并[3,2 - b ]噻吩-3-基苯甲腈（TT-CN) 及其前体单酮 4-(2-溴乙酰基) 苄腈的结构通过单晶 X 射线衍射得到澄清。通过密度泛函理论 (DFT) 获得了关于它们的构象以及光学和电子特性的信息，这表明它们是适用于 OLED 应用的化合物。除了TT-TPE和TT-CN，它们在 113 和 177 nm 之间表现出巨斯托克斯位移，并且在固态和溶液中都表现出从蓝色到橙色的正溶剂致变色行为，随着溶剂极性的增加和双重发射。它们的固态量子产率记录在 9% 到 58% 之间，并且它们的溶液量子产率被确定为接近 100%。由于这些化合物具有合适的固态量子产率，他们的 OLED 被制造出来，其最大亮度约为 2800 cd m ^–2，最大电流效率为 4.70 cd A ^–1并显示出从蓝色到绿色的发射颜色和黄绿色。

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Triphenylamine/Tetraphenylethylene Substituted 4-Thieno[3,2-b]thiophen-3-ylbenzonitriles: Synthesis, Photophysical-Electronic Properties, and Applications

Five novel fluorescent materials, TT-TPA, TT-TPE, TPA-TT-TPA, TPE-TT-TPE, and TPA-TT-TPE, containing a strongly electron-donating triphenylamine (TPA) and a bulky tetraphenylethylene (TPE), linked through a thienothiophene, 4-thieno[3,2-b]thiophen-3-ylbenzonitrile, and possessing a strongly electron-withdrawing nitrile moiety, were systematically designed, synthesized, and their optical and electrochemical properties were compared. The structure of the main skeleton, 4-thieno[3,2-b]thiophen-3-ylbenzonitrile (TT-CN), along with the structure of its precursor, the monoketone 4-(2-bromoacetyl)benzonitrile, were clarified by single-crystal X-ray diffraction. Information on their conformation and optical and electronic properties was obtained by density functional theory (DFT), which revealed that they are suitable compounds for OLED applications. They exhibited mega Stokes shifts between 113 and 177 nm, except for TT-TPE and TT-CN, and showed positive solvatochromic behavior from blue to orange with increasing solvent polarity and dual emission both at solid-state and in solution. Their solid-state quantum yields were recorded to be between 9 and 58%, and their solution quantum yields were determined to be close to 100%. As the compounds had suitable solid-state quantum yields, their OLEDs were fabricated, which had performances with a maximum luminance of around 2800 cd m^–2, a maximum current efficiency of 4.70 cd A^–1 and displayed emission colors from blue to green and yellowish green.

更新日期：2022-01-31

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