Study on TICT emission of TPE-BODIPY derivatives mediated by methyl group on BODIPY

Zhao, Yun; He, Sile; Yang, Jinyue; Sun, Hao; Shen, Xiaofeng; Han, Xu; Ni, Zhong‐Hai

doi:10.1016/j.optmat.2018.05.023

Cited by 29 publications

(9 citation statements)

References 31 publications

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“…Aggregation‐induced emission (AIE) describes the behavior of organic molecules that exhibit dim or no emission in dilute solutions but significantly enhanced luminescence in aggregates or in the solid state, which has been widely accepted to be an efficient strategy exploiting the reduction of rotovibrational relaxation pathways. [ 6 ] In recent years, a number of AIE‐active organic BF 2 complexes have been achieved, [ 7 , 8 , 9 , 10 , 11 ] and their applications as aggregate‐state emitters for OLEDs, stimuli‐response switches, and in other fields have also been demonstrated. [ 12 ] Despite tremendous efforts over the last decade, the design and application of the AIE‐active BF 2 complexes is still facing significant challenges.…”

Section: Introductionmentioning

confidence: 99%

“…Most notably, established methods of achieving AIE activity of classical BF 2 complexes (BODIPY) mainly focus on linking AIE‐active units such as tetraphenylethylene (TPE) and triphenylamine (TPA) to the chromophoric core ( Scheme 1 a ). [ 7 , 8 , 9 ] Although ACQ effects of organic BF 2 complexes could be suppressed to some degree by the introduction of bulky moieties, the aggregate‐state quantum yields for most AIE‐active BF 2 complexes still remained low, thus limiting their further applications. Therefore, developing a new strategy or a proper platform to build up a library of AIE‐active BF 2 complexes is still an enormous challenge.…”

Section: Introductionmentioning

confidence: 99%

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AIE‐Active Difluoroboron Complexes with N,O‐Bidentate Ligands: Rapid Construction by Copper‐Catalyzed C−H Activation

et al. 2021

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The development of organic materials with high solid-state luminescence efficiency is highly desirable because of their fundamental importance and applicability in optoelectronics. Herein, a rapid construction of novel BF 2 complexes with N,O-bidentate ligands by using Cu(BF 4 ) 2 •6H 2 O as a catalyst and BF 2 source is disclosed, which avoids the need for pre-composing the N,O-bidentate ligands and features a broad substrate scope and a high tolerance level for sensitive functional groups. Moreover, molecular oxygen is employed as the terminal oxidant in this transformation. A library of 36 compounds as a new class of BF 2 complexes with remarkable photophysical properties is delivered in good to excellent yields, showing a substituent-dependency on the photophysical properties, derived from the -* character of the photoexcited state. In addition, aggregation-induced emission (AIE) is observed and quantified for the brightest exemplars. The excited state properties are fully investigated in solids and in THF/H 2 O mixtures. Hence, a new series of photofunctional materials with variable photophysical properties is reported, with potential applications for sensing, bioimaging, and optoelectronics.

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Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

AIE‐Active Difluoroboron Complexes with N,O‐Bidentate Ligands: Rapid Construction by Copper‐Catalyzed C−H Activation

et al. 2021

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“…N , N ′-chelate tetracoordinated organoboron compounds have been widely applied in various science and technology areas. For example, boron dipyrromethene derivatives (BODIPY) were developed in luminescent materials [ 1 , 2 , 3 , 4 , 5 ], dyes [ 6 , 7 , 8 , 9 ], photosensitizers [ 10 , 11 , 12 , 13 , 14 ], molecular switches [ 15 , 16 , 17 ], photodynamic therapy [ 18 , 19 , 20 , 21 , 22 ], molecular probes [ 23 , 24 , 25 , 26 ], and bioimaging [ 27 , 28 , 29 ]. In recent decades, N , N ′-chelate compounds become a popular topic and have gradually attracted the attention of scientists.…”

Section: Introductionmentioning

confidence: 99%

“…The data presented in this study are openly available in references [ 1 , 2 , 3 , 4 , 5 , 6 , 7 , 8 , 9 , 10 , 11 , 12 , 13 , 14 , 15 , 16 , 17 , 18 , 19 , 20 , 21 , 22 , 23 , 24 , 25 , 26 , 27 , 28 , 29 , 30 , 31 , 32 , 33 , 34 , 35 , 36 , 37 , 38 , 39 , 40 , 41 , 42 , 43 , 44 , 45 , 46 , 47 , 48 , 49 , 50 , 51 , 52 , 53 , 54 , 55 , 56 , …”

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Recent Progress on Synthesis of N,N′-Chelate Organoboron Derivatives

et al. 2021

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N,N′-chelate organoboron compounds have been successfully applied in bioimaging, organic light-emitting diodes (OLEDs), functional polymer, photocatalyst, electroluminescent (EL) devices, and other science and technology areas. However, the concise and efficient synthetic methods become more and more significant for material science, biomedical research, or other practical science. Here, we summarized the organoboron-N,N′-chelate derivatives and showed the different routes of their syntheses. Traditional methods to synthesize N,N′-chelate organoboron compounds were mainly using bidentate ligand containing nitrogen reacting with trivalent boron reagents. In this review, we described a series of bidentate ligands, such as bipyridine, 2-(pyridin-2-yl)-1H-indole, 2-(5-methyl-1H-pyrrol-2-yl)quinoline, N-(quinolin-8-yl)acetamide, 1,10-phenanthroline, and diketopyrrolopyrrole (DPP).

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“…Fortunately, Hong and coworkers discovered a series of compounds and opened a new door for aggregation-induced emission (AIE) [3,4]. Many research groups have developed strong interest in further designing and synthesizing some AIE organic luminescent materials and have discovered and summarized the interesting properties of AIE materials [5][6][7][8][9][10][11][12]. Though many AIE materials have been reported, however, the relationship between molecule structure and the AIE effect still remains ambiguous.…”

Section: Introductionmentioning

confidence: 99%

Barbituric Derivative Nanoaggregates with Aggregation-Induced Emission and Mechanofluorochromism

Zhang

You

et al. 2019

Journal of Nanomaterials

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Three new nonplanar barbituric derivatives, named as TTB, TTTB, and TOB, were synthesized. The D-π-A type conjugated compounds showed obvious intramolecular charge transfer (ICT) property, which was evidenced by theoretical calculations and spectral analyses. All of them exhibited aggregation induced emission (AIE) when formed nanoaggregates. These nanoaggregates also showed reversible mechanofluorochromism (MFC). Their red light emission became deep red after grinding and then recovered with dichloromethane fuming. Hence, a strategy to fabricate mechanofluorochromic nanoaggregate phosphors via nonplanar π-skeleton and steric effect was demonstrated, and these nanophosphors possess potentials for mechanosensors and anticounterfeiting technology.

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Study on TICT emission of TPE-BODIPY derivatives mediated by methyl group on BODIPY

Cited by 29 publications

References 31 publications

AIE‐Active Difluoroboron Complexes with N,O‐Bidentate Ligands: Rapid Construction by Copper‐Catalyzed C−H Activation

AIE‐Active Difluoroboron Complexes with N,O‐Bidentate Ligands: Rapid Construction by Copper‐Catalyzed C−H Activation

Recent Progress on Synthesis of N,N′-Chelate Organoboron Derivatives

Barbituric Derivative Nanoaggregates with Aggregation-Induced Emission and Mechanofluorochromism

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