Highly fluorescent perylene dyes with large stokes shifts: synthesis, photophysical properties, and live cell imaging

Qiao, Yanjun; Chen, Jingtian; Yi, Xuegang; Duan, Wenfeng; Gao, Baoxiang; Wu, Yonggang

doi:10.1016/j.tetlet.2015.04.026

Cited by 16 publications

(5 citation statements)

References 42 publications

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“…However the PMI compounds have an even lower reduction potential, broad spectra, and long‐term photostability than PDI. Therefore, PMI materials should be further investigated in OSCs . The main reason for less PMI reports should be the difficult synthesis of PMI in a large scale .…”

Section: Introductionmentioning

confidence: 99%

Organic Solar Cells' Efficiency Enhanced by Perylene Monoimide Phosphorus Salt Cathode Interfacial Layer

Qin

Guo

et al. 2020

Energy Tech

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The composite high‐performance electrode is very important for excellent photoelectric devices. Interfacial modification is the dominating method to optimize electrode properties. Two easily synthesized perylene monoimide (PMI)‐derived organic phosphonium bromide salts are found interestingly valuable when they are applied as cathode interlayers (CILs) in bulk heterojunction (BHJ) organic solar cells (OSCs). Using the PBDB‐T:ITIC blend as the BHJ active layer in the inverted device structure, the power conversion efficiency (PCE) is greatly improved from 9.49% of the referenced device, which is without phosphonium CIL, to a PCE of 10.42% with PMI‐triphenyl‐phosphonium bromide (PMI‐TPP) and a PCE of 9.87% with PMI‐trimethoxylphenylphosphonium bromide (PMI‐TMOPP) as the CIL. Moreover, the two organic phosphonium bromide salts are also investigated by the traditional device structure, the PCE is 4.21% for the bare aluminum cathode referenced device, in contrast with a moderate increased PCE of 5.18% with PMI‐TPP CIL or a PCE of 5.05% with PMI‐TMOPP CIL. Therefore, the organic phosphonium bromide salt PMI‐TPP is a promising candidate of CIL material in OSCs.

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Section: Introductionmentioning

confidence: 99%

Organic Solar Cells' Efficiency Enhanced by Perylene Monoimide Phosphorus Salt Cathode Interfacial Layer

Qin

Guo

et al. 2020

Energy Tech

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“…Recently, Würthner and co‐workers have reported a set of highly water‐soluble polyglycerol‐dendronized PBIs with outstanding fluorescence quantum yields . Newly head‐tail or core–shell dendritic polyethylene glycol (PEG)‐substituted PBIs structures were reported by Gao and co‐workers . The PEG branched structure can effectively reduce the aggregation of PBIs and affords it good solubility …”

Section: Introductionmentioning

confidence: 99%

Aggregation Behavior and Electron‐Transfer Reaction of Dendritic Perylene Bisimide, Accompanied by the Formation of Highly Stable Anionic Radical Species

et al. 2017

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Ap olyethylene-glycol-functionalized perylene bisimide (PEPBI) was synthesized. Its concentration-, solventand temperature-dependent visible spectra were measured and its aggregation states were analyzed. PEPBI exists as an aggregate dimer in aqueous solution or predominantly as a monomer in organic solvents. The anionic surfactant sodium dodecylbenzenesulfonate (SDBS) can disperse PEPBI as a monomer in aqueous solution.T he fluorescenceo ft hese solutions dependso nt he concentration of PEPBI and SDBS.The reduction of aggregated PEPBI with Na 2 Si ss low and the monoanion radical as well as dianion speciesa re the main forms of monomer.P EPBI exists predominantly as monomers in DMF andr eacts with Na 2 Sm uch faster.I nterestingly, the anionic radical species exist in H-aggregate form at low PEPBI concentrationsa nd J-aggregation occurs at high concentration. The dianion species is EPR-silent and its color highly depends on its concentration in DMF.

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“…[1][2][3][4][5][6][7] Numerous perylene derivatives have been designed, synthesized and characterized till date to improve material properties based on the strong π-π interactions of perylene core. [1][2][3][4][5][6][7] Numerous perylene derivatives have been designed, synthesized and characterized till date to improve material properties based on the strong π-π interactions of perylene core.…”

Section: Introductionmentioning

confidence: 99%

Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye

Ozdal

Aydinlik

Bodapati

et al. 2017

Photochem Photobiol Sci

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Flexible methylene containing N,N'-bis-(benzyl)-3,4,9,10-perylenebis(dicarboximide) (1) was synthesized. Self-assembled microstructures (hollow tubes, average length and width: 7.7 and 0.8 μm) of 1 were also prepared (T-1). Comparative studies of the optical, thermal and electrochemical properties of 1 and T-1 have been extensively carried out. The T-1 hallow tubes have shown extremely broad absorption in the near-infrared (300-800 nm) region (NIR) even in solution and intensified conductivity in the solid-state compared to 1. Under daylight and a UV lamp (365 nm), the emission colors of 1 are uniform pink and fluorescent yellow, respectively. Under the same conditions the colors of T-1 change to deep brown and glowing red, respectively. Two different isopotential points obtained through CV scans for 1 indicate the presence of two interconvertible chromophores within the system. The results clearly indicate that the anodic and cathodic processes are extremely intensified in the self-assembled T-1 structure.

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Highly fluorescent perylene dyes with large stokes shifts: synthesis, photophysical properties, and live cell imaging

Cited by 16 publications

References 42 publications

Organic Solar Cells' Efficiency Enhanced by Perylene Monoimide Phosphorus Salt Cathode Interfacial Layer

Organic Solar Cells' Efficiency Enhanced by Perylene Monoimide Phosphorus Salt Cathode Interfacial Layer

Aggregation Behavior and Electron‐Transfer Reaction of Dendritic Perylene Bisimide, Accompanied by the Formation of Highly Stable Anionic Radical Species

Self-assembly, optical, thermal and electrochemical properties of bis-N-benzyl perylene diimide dye

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