White-light emission from a single heavy atom-free molecule with room temperature phosphorescence, mechanochromism and thermochromism

Xu, Bingjia; Wu, Haozhong; Chen, Junru; Yang, Zhan; Yang, Zhiyong; Wu, Yuan; Zhang, Yi; Jin, Can; Lu, Po Yen; Chi, Zhenguo; Liu, Siwei; Xu, Jiarui; Aldred, Matthew P.

doi:10.1039/c6sc03038f

Cited by 187 publications

(93 citation statements)

References 44 publications

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“…53 There has been significant interest in development of molecular white-emitting dyes in the recent literature. 54–57 With consideration of DNA-CA photostability, these luminescent assemblies could potentially be applied in white organic light-emitting devices or sensors. 58 Our cell staining experiments show that two of these dyes (SPSO and YESP) shift their emission away from white when incorporated into cells (Figure 4).…”

Section: Discussionmentioning

confidence: 99%

Luminescent Carbon Dot Mimics Assembled on DNA

et al. 2017

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Nanometer-sized fragments of carbon in the form of multilayer graphene (“carbon dots”) have been under highly active study for applications in imaging. While offering advantages of low toxicity and photostability, such nanomaterials are inhomogeneous and have limited wavelengths of emission. Here we address these issues by assembling luminescent aromatic C16–C38 hydrocarbons together on a DNA scaffold in homogeneous, soluble molecular compounds. Monomer deoxyribosides of five different aromatic hydrocarbons were synthesized and assembled into a library of 1296 different tetramer compounds on PEG-polystyrene beads. These were screened for photostability and a range of emission colors using 365 nm excitation, observing visible light (>400 nm) emission. We identified a set of six oligomers (DNA-carbon assemblies, DNA-CAs) with exceptional photostability that emit from 400 to 680 nm in water, with Stokes shifts of up to 110 nm, quantum yields ranging from 0.01 to 0.29, and fluorescence lifetimes from 3 to 42 ns. In addition, several of these DNA-CAs exhibited white emission in aqueous solution. The molecules were used in multispectral cell imaging experiments and were taken up into cells passively. The results expand the range of emission properties that can be achieved in water with all-hydrocarbon chromophores and establish the use of the DNA scaffold to arrange carbon layers in homogeneous, rapidly synthesized assemblies.

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Section: Discussionmentioning

confidence: 99%

Luminescent Carbon Dot Mimics Assembled on DNA

et al. 2017

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“…Additionally, the rigidification of the molecular conformations, which suppresses the radiationless decay and increases the phosphorescence quantum efficiency, can be achieved through rational design strategies . In this view, Aldred and co‐workers reported a pair of heavy atom‐free butterfly‐type compounds SHB 2 t and SDB 2 t for solid‐state white light emission at ambient conditions with CIE coordinates (0.24, 0.26) and (0.27, 0.27), respectively (Figure a) . The combination of the prompt fluorescence (blue) and the room‐temperature phosphorescence (yellow) in the solid state led to panchromatic emission.…”

Section: White Light Emission Through Harvesting Of the Triplet Statementioning

confidence: 99%

“…The inclusion of diphenylsulfone and dibenzothiophene units in the molecule facilitated strong intermolecular hydrogen bonding, and efficient spin‐orbit coupling (SOC). Additionally, the strong intermolecular hydrogen bonding (C−H⋅⋅⋅O, 2.63 Å) immobilized the molecular conformations and hence deactivated the nonradiative decay channels …”

Section: White Light Emission Through Harvesting Of the Triplet Statementioning

confidence: 99%

Molecular Engineering Approaches Towards All‐Organic White Light Emitting Materials

Kundu

Pallavi

et al. 2020

Chemistry A European J

107

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White light emitting (WLE) materials are of increasing interesto wing to their promising applicationsi na rtificial lighting, display devices, molecular sensors, and switches.I n this context,o rganic WLE materials cater to the interesto f the scientific community owing to their promising features like color purity,l ong-term stability,s olutionp rocessability, cost-effectiveness,a nd low toxicity.T he typical methodf or the generation of white light is to combine three primary (red, green, and blue) or the two complementary (e.g., yellow and blue or red and cyan) emissive units covering the whole visible spectralw indow (400-800 nm). The judicious choice of molecular buildingb locks and connecting them through either strong covalentb onds or assembling through weakn oncovalent interactions are the key to achieve enhanced emissions panning the entire visible region.In the present review article, moleculare ngineering approaches for the development of all-organic WLE materials are analyzed in view of different photophysical processes like fluorescencer esonance energy transfer (FRET), excitedstate intramolecular protont ransfer (ESIPT), charget ransfer (CT), monomer-excimer emission, triplet-state harvesting, etc. The key aspect of tuning the molecular fluorescence under the influence of pH, heat, and host-guest interactions is also discussed. The white light emission obtained from small organic molecules to supramolecular assemblies is presented,i ncluding polymers, micelles,a nd also employing covalent organic frameworks. The state-of-the-art knowledge in the field of organic WLE materials, challenges, and future scope are delineated.

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“…This caused the vibrations and rotations of the molecular fragments and radiationless decay of triplet excitons to quench the room temperature phosphorescence of yellow emission band, accompanied by the observed emission colour change from white to blue. [8] Moreover,t he packingm ode changes could also be carriedo ut by introducing thermal-assisted volatilization of the solvent to tune tightness of crystal packing. Adopting this strategy,D onge tal.…”

Section: Introductionmentioning

confidence: 99%

Tuning Emission Wavelength of Polymorphous Crystal via Controllable Alkyl Chain Stacking and Its Vapor‐ and Thermo‐Responsive Fluorescence

Peng

Wei

Guo

et al. 2019

Chemistry A European J

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Tuning fluorescence colour of solid‐state materials has become a topic of increasing interest for both fundamental mechanism study and practical applications such as sensors, optical recording and security printing. In this work, a fluorescent colour tuneable molecule BA‐C16 is rationally designed and facilely synthesized by attaching flexible long alkyl chains to 2‐hydroxybenzophenone azine (BA), which shows both aggregation‐induced emission (AIE) and excited‐state intramolecular proton transfer (ESIPT) characteristics. Compared to BA, the simple introduction of long alkyl chains in BA‐C16 leads to an emission wavelength redshift from 542 to 558 nm. This strategy of extending emission wavelength is rarely reported, and is ascribed to the enlarged through‐space π‐conjugation between interplanar molecules in the aggregate of BA‐C16. Three crystals of BA‐C16 are obtained with green, yellowish green and yellow emission. According to characterization by X‐ray crystallography, X‐ray powder diffraction and differential scanning calorimetry, alkyl chains play an important role in inducing different stacking modes of the three crystals, which further leads to polymorph‐dependent fluorescence colour. BA‐C16 exhibits tuneable solid‐state fluorescence upon vapor fumigation, or annealing based on a transition between a “near‐monomer” crystalline state and a “dimer” crystalline state. BA‐C16 is further applied for rewritable fluorescence printing tuned by vapor‐ and thermal‐treatment.

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White-light emission from a single heavy atom-free molecule with room temperature phosphorescence, mechanochromism and thermochromism

Abstract: Two heavy atom-free white-light emitting luminophores exhibit fluorescence–phosphorescence dual-emission and are multi-stimuli responsive at room temperature.

Cited by 187 publications

References 44 publications

Luminescent Carbon Dot Mimics Assembled on DNA

Luminescent Carbon Dot Mimics Assembled on DNA

Molecular Engineering Approaches Towards All‐Organic White Light Emitting Materials

Tuning Emission Wavelength of Polymorphous Crystal via Controllable Alkyl Chain Stacking and Its Vapor‐ and Thermo‐Responsive Fluorescence

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