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Tuning the light emission of novel donor-acceptor phenoxazine dye-based materials towards the red spectral range

机译：将新型供体-受体吩恶嗪染料基材料的发光朝红色光谱范围调整

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摘要

A novel red fluorescent push-pull system able to generate an intramolecular charge-transfer (ICT) complex was synthesized. The novel dye (R-PDX) combines some structural features which are rarely encountered in the design of other push-pull systems: hexyl-substituted phenoxazine as donor moiety, divinylketone as pi-linker, and p-fluorobenzene as electron acceptor group. The relationship between the structural motif, photo-physical and electrochemical properties by UV-Vis absorption, photoluminescence and cyclic voltammetry was thoroughly investigated both as red dopant in poly(methylmethacrylate) (PMMA) or polyimide (PI) matrix, and non-doped host emitter. The molecular rigid cores of the synthesized dye formed supramolecular rod-like structures in condensed phase with a strong impact on the emissive centers. The aggregation was totally suppressed when the dye was used as dopant in an amorphous polymeric matrix, such as PMMA or PI. Electrochemical measurements revealed the dye ability for both hole and electron injection and transport. The fluorescence emission was found to be highly sensitive to solvent polarity, rendering blue-green, yellow, orange and red light emission in different organic solvents. The absolute fluorescence quantum yield reached 39.57% in solution, and dropped to 1.2% in solid state and to 14.01% when the dye was used as dopant in PMMA matrix. According to the available CIE 1931 standard, R-PDX emitted pure and saturated red light of single wavelength with chromaticity coordinates very close to those of National Television System Committee (NTSC) standard red colour. The R-PDX photo-optical features were compared to those of the commercial red emitter 6, 13-diphenylpentacene. (C) 2018 Elsevier B.V. All rights reserved.
机译：合成了一种新型的能够产生分子内电荷转移（ICT）复合物的红色荧光推挽系统。新型染料（R-PDX）结合了一些其他推挽系统设计中很少遇到的结构特征：己基取代的吩恶嗪作为供体部分，二乙烯基酮作为pi-连接基，对氟苯作为电子受体基团。通过聚甲基丙烯酸甲酯（PMMA）或聚酰亚胺（PI）基质中的红色掺杂剂和非掺杂基质，通过紫外-可见吸收，光致发光和循环伏安法对结构基序，光物理和电化学性质之间的关系进行了深入研究发射器。合成染料的分子刚性核在凝聚相中形成超分子棒状结构，对发射中心产生强烈影响。当将染料用作无定形聚合物基质（如PMMA或PI）中的掺杂剂时，聚集被完全抑制。电化学测量揭示了染料对空穴和电子注入和传输的能力。发现荧光发射对溶剂极性高度敏感，从而在不同的有机溶剂中产生蓝绿色，黄色，橙色和红色发光。溶液中的绝对荧光量子产率达到39.57％，固态时降至1.2％，而当染料用作PMMA基质中的掺杂剂时降至14.01％。根据可用的CIE 1931标准，R-PDX发出的纯光和饱和红光的单个波长的色度坐标非常接近美国国家电视系统委员会（NTSC）标准的红色。将R-PDX的光电特性与商用红色发射极6、13-二苯并五苯进行了比较。 （C）2018 Elsevier B.V.保留所有权利。

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