Self-Assembled Microdisk Lasers of Perylenediimides

Abstract

Organic solid-state lasers (OSSLs) have been a topic of intensive investigations. Perylenediimide (PDI) derivatives are widely used in organic thin-film transistors and solar cells. However, OSSLs based on neat PDIs have not been achieved yet, owing to the formation of H-aggregates and excimer trap-states. Here, we demonstrated the first PDI-based OSSL from whispering-gallery mode (WGM) hexagonal microdisk (hMD) microcavity of N,N'-bis(1-ethylpropyl)-2,5,8,11-tetrakis(p-methyl-phenyl)-perylenediimide (mp-PDI) self-assembled from solution. Single-crystal data reveal that mp-PDI molecules stack into a loosely packed twisted brickstone arrangement, resulting in J-type aggregates that exhibit a solid-state photoluminescence (PL) efficiency φ > 15%. Moreover, we found that exciton-vibration coupling in J-aggregates leads to an exceptional ultrafast radiative decay, which reduces the exciton diffusion length, in turn, suppresses bimolecular exciton annihilation (bmEA) process. These spectral features, plus the optical feedback provided by WGM-hMD microcavity, enable the observation of multimode lasing as evidenced by nonlinear output, spectral narrowing, and temporal coherence of laser emission. With consideration of high carrier-mobility associated with PDIs, hMDs of mp-PDI are attractive candidates on the way to achieve electrically driven OSSL.

Protein‐like Enwrapped Perylene Bisimide Chromophore as a Bright Microcrystalline Emitter Material

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Strongly emissive solid-state materials are mandatory components for many emerging optoelectronic technologies,but fluorescence is often quenched in the solid state owing to strong intermolecular interactions.T he design of new organic pigments,w hichr etain their optical properties despite their high tendency to crystallize, could overcome such limitations.H erein, we showanew material with monomerlike absorption and emission profiles as well as fluorescence quantum yields over 90 %i ni ts crystalline solid state.T he material was synthesized by attaching two bulky tris(4-tertbutylphenyl)phenoxy substituents at the perylene bisimide bay positions.These substituents direct apackingarrangement with full enwrapping of the chromophore and unidirectional chromophore alignment within the crystal lattice to afford optical properties that resemble those of their natural pigment counterparts,inwhich chromophores are rigidly embedded in protein environments.Solid-state fluorescent organic materials [1][2][3] are of considerable interest as they enable abroad variety of applications in (opto-)electronics,f or example,o rganic light emitting diodes (OLEDs), [4] waveguiding, [5,6] solid-state lasers [7][8][9] luminescent sensors, [10] or as fluorescent labels for (bio)medical research [11] as well as security printing technologies. [12] Unfortunately,while pigments are the preferred colorants for these applications compared to dyes owing to their superior thermal, photochemical, and chemical robustness,o nly very few pigments exhibit ad ecent fluorescence.

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“…Solid-state fluorescent organic materials [1][2][3] are of considerable interest as they enable abroad variety of applications in (opto-)electronics,f or example,o rganic light emitting diodes (OLEDs), [4] waveguiding, [5,6] solid-state lasers [7][8][9] luminescent sensors, [10] or as fluorescent labels for (bio)medical research [11] as well as security printing technologies. [12] Unfortunately,while pigments are the preferred colorants for these applications compared to dyes owing to their superior thermal, photochemical, and chemical robustness,o nly very few pigments exhibit ad ecent fluorescence.…”

Self‐Assembled 1D‐Nanowire Lasers of Perylenediimides

“…Appropriate modification of PDIs is needed to fabricate a balance between effective molecular stacking and retention of the desired fluorescence. Recently, PDI‐based OSSL from whispering‐gallery mode (WGM) hexagonal microdisk (hMD) microcavity of N , N ’‐bis(1‐ethylpropyl)‐2,5,8,11‐tetrakis( p ‐methyl‐phenyl)‐perylenediimide has been achieved due to the mp‐PDI molecules stack into a loosely packed twisted J‐type aggregates which exhibits moderate optical gain with a photoluminescence (PL) efficiency φ >15 % . Here, we obtained 1D nanowires also stacking into a loosely J‐type arrangement through proper molecular tailoring of PDI.…”

Luminescence emission-modulated based on specific two-photon compound of triazole-conjugated pyrene derivative

“…Organic micro/nanostructures with desired sizes and ordered packing have drawn much attention due to their promising applications such as organic solid-state lasers (OSSLs), [1][2][3] sensors, [4][5][6] photodetectors, 7 organic light-emitting diodes (OLED), 8 optical waveguides, 9 organic eld-effect transistors (OFET).…”