The isomeric effect on structure and photophysical property of organic fluorescent material: synthesis, structures, and photophysical properties of two novel D–π–π–A prototype fluorescent material

Abstract Three novel D-π-π-A prototype compounds, namely, (E)-2-(3-([1,1'-biphenyl]-2-yl)-1-(9H-fluoren-2-yl) allylidene) malononitri-le (2-BAM), (E)-2-(3-([1,1'-biphenyl]-3-yl)-1-(9H-fluoren-2-yl)allylidene) malononitri-le (3-BAM), (E)-2-(3-([1,1'-biphenyl]-4-yl)-1-(9H-fluoren-2-yl)allylidene) malononitri-le (4-BAM) were synthesized. Furthermore, the structures and photophysical properties of three compounds were compared. Molecules of 2-BAM were packed into a 1D column structure with H-aggregation. However, both of 3-BAM and 4-BAM were packed into 3D layer structures with J-aggregation, respectively. Although three compounds all showed highly twisted molecular geometries, their molecular packing and intermolecular interactions were different. Because of the differences in electronic structures of molecules, the three compounds displayed different emission behaviors in solid and dilute solution. This study indicated that changing the position of biphenyl groups is an effective way to turn the structures and photophysical properties of such D-π-π-A prototype fluorescent material.

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Benzoxazine grafted poly(γ-Glutamic acid) functional material: Synthesis, characterization and photophysical properties

Materials Chemistry and Physics ◽

10.1016/j.matchemphys.2019.01.069 ◽

2019 ◽

Vol 227 ◽

pp. 117-122 ◽

Cited By ~ 1

Author(s):

Thammanoon Thaweechai ◽

Attaphon Kaewvilai

Keyword(s):

Glutamic Acid ◽

Photophysical Properties ◽

Functional Material ◽

Material Synthesis

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Triphenylacrylonitrile decorated N-phenylcarbazole: Isomeric effect on photophysical properties

Dyes and Pigments ◽

10.1016/j.dyepig.2018.02.045 ◽

2018 ◽

Vol 154 ◽

pp. 113-120 ◽

Cited By ~ 4

Author(s):

Supeng Pei ◽

Xiaohong Chen ◽

Zongshang Zhou ◽

Hanzeng Zou ◽

Yongyang Gong

Keyword(s):

Photophysical Properties ◽

Isomeric Effect

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Photophysical property vs. medium: mononuclear, dinuclear and trinuclear Zn(ii) complexes

RSC Advances ◽

10.1039/c4ra13606c ◽

2015 ◽

Vol 5 (6) ◽

pp. 4219-4232 ◽

Cited By ~ 12

Author(s):

Amar Hens ◽

Kajal Krishna Rajak

Keyword(s):

Charge Transfer ◽

Photophysical Properties ◽

Photophysical Property

Mononuclear, acetato bridged dinuclear and phenoxo bridged trinuclear Zn(ii) complexes have been synthesized. Their photophysical properties were characterized spectroscopically and with TDDFT and attributed to intra ligand (π → π*) charge transfer.

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Development of fluorinated benzils and bisbenzils as room-temperature phosphorescent molecules

10.3762/bxiv.2020.31.v1 ◽

2020 ◽

Author(s):

Shigeyuki Yamada ◽

Takuya Higashida ◽

Yizhou Wang ◽

Masato Morita ◽

Takuya Hosokai ◽

...

Keyword(s):

Transition Metal Complexes ◽

Room Temperature ◽

Photophysical Properties ◽

Photophysical Property ◽

Intersystem Crossing ◽

Spin Orbit Coupling ◽

Spin Orbit ◽

Design Synthesis ◽

Intensive Investigation ◽

Catalyzed Oxidation

Pure organic phosphorescent molecules are attractive alternatives to transition metal complexes-based phosphores for biomedical and technological applications owing to their abundance and nontoxicity. This article discloses the design, synthesis, and photophysical property of fluorinated benzil and bisbenzil derivatives as potential pure organic room-temperature phosphorescent molecules. These compounds were separately converted from the corresponding fluorinated bistolanes via PdCl2-catalyzed oxidation by dimethyl sulfoxide, while non-fluorinated bistolane provided the corresponding bisbenzil derivatives exclusively in a similar manner. Intensive investigation of the photophysical properties of the benzil and bisbenzil derivatives in toluene at 25 °C showed both fluorescence with a photoluminescence (PL) band at a maximum wavelength (λPL) of around 400 nm and phosphorescence with a PL band at a λPL of around 560 nm. Interestingly, intersystem crossing effectively caused fluorinated benzils to emit phosphorescence, which may be due to immediate spin-orbit coupling involving the 1(n, π)→3(π, π) transition, unlike the case of fluorinated or non-fluorinated bisbenzil analogues. These findings would become useful tool to develop novel pure organic room-temperature phosphorescent materials.

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