A new blue light-emitting terphenyl-bridged bisbenzimidazolium salts: Synthesis, crystal structure, and photophysical properties

Luo, Z.; Shi, Hong; Zhu, Hongjun; Song, Guangliang; Liu, Yuanyuan

doi:10.1016/j.dyepig.2011.06.030

Cited by 7 publications

(4 citation statements)

References 44 publications

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“…2,5-Bis(benzimidazol-2-yl)pyrazine derivatives 70 (BBIP), with improved solubility through N , N’ -dialkylation, exhibited high fluorescence intensity even in protic solvents, as well as interesting solvatochromic properties [ 77 ]. Terphenyl-bridged bis(benzimidazolium) salts 71 , soluble in water and common organic solvents, emit blue light with λ max,em at 420–441 nm in thin films [ 78 ]. This feature makes them potentially applicable as blue-light emitters in OLEDs.…”

Section: Reviewmentioning

confidence: 99%

Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

Kulhánek¹,

Bureš²

2012

Beilstein J. Org. Chem.

137

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SummaryResearch activities in the field of imidazole-derived push–pull systems featuring intramolecular charge transfer (ICT) are reviewed. Design, synthetic pathways, linear and nonlinear optical properties, electrochemistry, structure–property relationships, and the prospective application of such D-π-A organic materials are described. This review focuses on Y-shaped imidazoles, bi- and diimidazoles, benzimidazoles, bis(benzimidazoles), imidazole-4,5-dicarbonitriles, and imidazole-derived chromophores chemically bound to a polymer chain.

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Section: Reviewmentioning

confidence: 99%

Imidazole as a parent π-conjugated backbone in charge-transfer chromophores

Kulhánek¹,

Bureš²

2012

Beilstein J. Org. Chem.

137

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“…In the literature, few polycyclic scaffolds cored with electron-donating and withdrawing functionalities have been frequently used for the solvatochromic studies. [51][52][53] Based on the spectral behavior of the synthesized terphenyls in different solvents, it was observed that the compound 7 c exhibits slight red shift in DMSO, DMF and chloroform while slight blue shift in acetonitrile, cyclohexane and 1,4-dioxane (Figure 2a, Supporting Information, Table 2). Additionally, the compound 9 a (Figure 2b, Supporting Information, Table 2) and 11 a showed slight red shift in DMSO, DMF and cyclohexane while the blue shift was observed in acetonitrile and 1,4dioxane ( Figure 2c, Supporting Information, Table 2).…”

Section: Photo-physical Studiesmentioning

confidence: 99%

“…The additional peak is probably corresponds to n‐π* transition which arises due to the presence of tertiary amino group in the products. In the literature, few polycyclic scaffolds cored with electron‐donating and withdrawing functionalities have been frequently used for the solvatochromic studies …”

Section: Photo‐physical Studiesmentioning

confidence: 99%

Metal‐Free Synthesis of Thermally Stable Fluorescent p‐Terphenyls by Ring Transformation of 2H‐Pyran‐2‐ones

Chandrasekar

Singh

2020

ChemistrySelect

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A metal-free approach for the synthesis of p-terphenyls 7 a-i and cyclic p-terphenyls 9 ad and 11 ad is described via carbanion induced ring transformation reaction of 6-biphenyl-2H-pyran-2-ones 5 with malononitrile 6, cyclohexanone 8 and 1,4-cyclohexanedione monoethylene ketal 10 respectively. Additionally, the base-mediated ring transformation reactions were working smoothly under mild reaction conditions and ring transformation products 7, 9 and 11 were isolated in good to excellent yields. The synthetic approach provides the flexibility of introducing of both electron-withdrawing and-donating functionalities in p-terphenyl architecture. Moreover, the photo physical properties of compounds 7, 9 and 11 were analyzed using UV-visible and Fluorescence Spectroscopy. p-Terphenyls 7 c showed cyan fluorescence in chloroform (λ max (em): 508 nm) and acetonitrile (λ max (em): 420 nm) while cyclic p-terphenyl 9 a showed blue fluorescence in chloroform and 1,4-dioxane (λ max (em): 470 nm). Similarly, compound 11 a showed blue fluorescence in chloroform (λ max (em): 468 nm) and 1,4-dioxane (λ max (em): 473 nm). Additionally, the thermal stability of synthesized cyclic p-terphenyls 11 a, 11 c and 11 d were also studied using TG and DTA techniques.

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“…[7][8][9][10] Methods other than LB technique are reported to give a wide variation in the electrical and optical characteristics of eld effect transistors, light emitting diodes and solar cell. [11][12][13] LB technique allows precise control of the monolayer thickness, homogeneous deposition of the monolayer over large areas and the possibility to make multilayer structures with varying layer composition, and can be deposited on any kind of solid substrate.…”

Section: Introductionmentioning

confidence: 99%