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Synthesis and excited state modulation of organic blue light emitters based on 2,4,6-triphenyl-1,3,5-triazine and carbazole derivatives through ortho-positioned linking models
New Journal of Chemistry ( IF 3.3 ) Pub Date : 2022-07-21 , DOI: 10.1039/d2nj02440c
Xiong Li 1 , Lifeng Zheng 2 , Wei Tang 1 , Shanghui Ye 1 , Jing Ma 2 , Hongji Jiang 1
Affiliation  

Here, 9-(2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9H-carbazole (OSTrPhCz) is used as a model emitter, and carbazole or 2-bromized carbazole is introduced into the ortho-positions of the 2,4,6-triphenyl-1,3,5-triazine framework to generate two emitters, namely OTrPhCz and OTrPhCzBr, which all show high thermal stability, obvious solvated bathochromic shift and aggregation-induced quenching. Their HOMO energy levels are determined as −5.83 eV for OTrPhCz, and −5.96 eV for OTrPhCzBr. Similarly, their LUMO energy levels are −2.88 eV for OTrPhCz and −2.71 eV for OTrPhCzBr. The introduction of bromine can widen the energy band gap of OTrPhCzBr by increasing the LUMO energy levels and decreasing the HOMO energy levels. The introduction of carbazole derivatives into the ortho-positions of the 2,4,6-triphenyl-1,3,5-triazine framework is helpful to produce single crystals, and the single crystals of OTrPhCz, OTrPhCzBr and OSTrPhCz are monoclinic, monoclinic and triclinic with space groups of P21/n, P21/n and P-1. The OTrPhCz and OTrPhCzBr solid powders are active in thermally activated delayed fluorescence. OTrPhCz and OSTrPhCz in crystal states exhibit obvious room temperature phosphorescence, and the phosphorescence lifetimes of the crystals are 47.18 ms for OTrPhCz and 463.08 ms for OSTrPhCz. The double substituted emitter OtrPhCz exhibits a higher fluorescence ability, and the single substituted emitter OSTrPhCz is a better RTP choice due to the symmetry breaking related H-aggregate of the OSTrPhCz crystal. The blue OLED of OTrPhCz as the guest shows a starting voltage, current efficiency, maximum emission brightness and external quantum efficiency of 4.2 V, 4.2 cd A−1, 10389 cd m−2 and 2.64%, respectively.

中文翻译:

基于邻位连接模型的2,4,6-三苯基-1,3,5-三嗪和咔唑衍生物的有机蓝光发射体的合成和激发态调制

这里,9-(2-(4,6-diphenyl-1,3,5-triazin-2-yl)phenyl)-9 H-咔唑( OSTrPhCz )用作模型发射体,咔唑或2-溴化咔唑将其引入2,4,6-三苯基-1,3,5-三嗪骨架的邻位生成两种发射体,即OTrPhCzOTrPhCzBr,它们均表现出高热稳定性、明显的溶剂化红移和聚集诱导淬火。对于 OTrPhCz ,它们的 HOMO 能级确定为 -5.83 eV,对于OTrPhCzBr 确定为 -5.96 eV 。同样,它们的 LUMO 能级对于 OTrPhCz 为 -2.88 eV,对于OTrPhCzBr-2.71 eV. 溴的引入可以通过增加 LUMO 能级和降低 HOMO 能级来扩大OTrPhCzBr的能带隙。将咔唑衍生物引入2,4,6-三苯基-1,3,5-三嗪骨架的位有助于产生单晶,OTrPhCzOTrPhCzBrOSTrPhCz的单晶为单斜、单斜和空间群为P 21/ nP 21/ nP -1 的三斜晶系​​。OTrPhCzOTrPhCzBr _固体粉末在热激活延迟荧光中具有活性。晶体态的OTrPhCzOSTrPhCz表现出明显的室温磷光,晶体的磷光寿命OTrPhCz为47.18 ms,OSTrPhCz为463.08 ms 。双取代发射体OtrPhCz表现出更高的荧光能力,而单取代发射体OSTrPhCz是更好的 RTP 选择,因为OSTrPhCz晶体的对称性破坏相关 H 聚集体。OTrPhCz的蓝色OLED作为客体,其起始电压、电流效率、最大发射亮度和外量子效率分别为 4.2 V、4.2 cd A -1、10389 cd m -2和 2.64%。
更新日期:2022-07-21
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