17 research outputs found

    Fusion at the Non-K-Region of Pyrene: An Alternative Strategy To Extend the π‑Conjugated Plane of Pyrene

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    A large fused pyrene derivative <b>TTTP</b> was facilely developed through fusion at the non-K-region of pyrene, which represents the first example of extending such a π-conjugated plane at its non-K-region. The investigation of its photophysical properties and other characterizations indicated that <b>TTTP</b> exhibited strong aggregation behaviors and self-assembled into highly ordered one-dimensional nanowires due to its large π-conjugated plane

    Electron-Deficient Poly(<i>p</i>‑phenylene vinylene) Provides Electron Mobility over 1 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> under Ambient Conditions

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    Poly­(<i>p</i>-phenylene vinylene) derivatives (PPVs) are one of the most widely investigated <i>p</i>-type polymers in organic electronics. PPVs generally exhibit electron mobilities lower than 10<sup>–4</sup> cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup>, thus hindering their applications in high-performance polymer field-effect transistors and organic photovoltaics. Herein, we design and synthesize a novel electron-deficient PPV derivative, benzodifurandione-based PPV (<b>BDPPV</b>). This new PPV derivative displays high electron mobilities up to 1.1 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> under ambient conditions (4 orders of magnitude higher than those of other PPVs), because it overcomes common defects in PPVs, such as conformational disorder, weak interchain interaction, and a high LUMO level. <b>BDPPV</b> represents the first polymer that can transport electrons over 1 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> under ambient conditions

    Tuning Multiphase Amphiphilic Rods to Direct Self-Assembly

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    New methods to direct the self-assembly of particles are highly sought after for multiple applications, including photonics, electronics, and drug delivery. Most techniques, however, are limited to chemical patterning on spherical particles, limiting the range of possible structures. We developed a lithographic technique for fabrication of chemically anisotropic rod-like particles in which we can specify both the size and shape of particles and implement multiple diverse materials to control interfacial interactions. Multiphase rod-like particles, including amphiphilic diblock, triblock, and multiblock were fabricated in the same template mold having a tunable hydrophilic/hydrophobic ratio. Self-assembly of diblock or triblock rods at a water/oil interface led to the formation of bilayer or ribbon-like structures

    Enhanced Molecular Packing of a Conjugated Polymer with High Organic Thermoelectric Power Factor

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    The detailed relationship between film morphology and the performance of solution processed n-type organic thermoelectric (TE) devices is investigated. It is interesting to find that the better ordered molecular packing of n-type polymer can be achieved by adding a small fraction of dopant molecules, which is not observed before. The better ordered structure will be favorable for the charge carrier mobility. Meanwhile, dopant molecules improve free carrier concentration via doping reaction. As a result, a significantly enhanced electrical conductivity (12 S cm<sup>–1</sup>) and power factor (25.5 μW m<sup>–1</sup> K<sup>–2</sup>) of TE devices are obtained. Furthermore, the phase separation of conjugated polymer/dopants is observed for the first time with resonant soft X-ray scattering. Our results indicate that the miscibility of conjugated polymers and dopants plays an important role on controlling the morphology and doping efficiency of TE devices

    T‑Shaped Donor–Acceptor Molecules for Low-Loss Red-Emission Optical Waveguide

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    A series of T-shaped polycyclic molecules with high fluorescence were developed as optical waveguide materials. Their emissions covered almost the whole visible range from 450 to 800 nm. Compound 3-1 showed an optical loss coefficient about 0.29 dB/μm in red-emission waveguide. Our investigations demonstrated that these molecules held great potential for organic optical waveguide due to the high fluorescence quantum efficiency and large Stokes’ shift

    A Straightforward Strategy toward Large BN-Embedded π‑Systems: Synthesis, Structure, and Optoelectronic Properties of Extended BN Heterosuperbenzenes

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    A straightforward strategy has been used to construct large BN-embedded π-systems simply from azaacenes. BN heterosuperbenzene derivatives, the largest BN heteroaromatics to date, have been synthesized in three steps. The molecules exhibit curved π-surfaces, showing two different conformations which are self-organized into a sandwich structure and further packed into a π-stacking column. The assembled microribbons exhibit good charge transport properties and photoconductivity, representing an important step toward the optoelectronic applications of BN-embedded aromatics

    Balanced Ambipolar Organic Thin-Film Transistors Operated under Ambient Conditions: Role of the Donor Moiety in BDOPV-Based Conjugated Copolymers

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    Organic field-effect transistors (OFETs) are receiving an increased amount of attention because of their intriguing advantages such as flexibility, low cost, and solution processability. Development of organic conjugated polymers with balanced ambipolar carrier transportation operated under ambient conditions, in particular, is considered to be one of the central issues in OFETs. In this work, the 3,7-bis­[(<i>E</i>)-2-oxoindolin-3-ylidene]-3,7-dihydrobenzo­[1,2-<i>b</i>:4,5-<i>b</i>′]­difuran-2,6-dione (BDOPV) unit as a good acceptor unit was copolymerized with three donor moieties, thieno­[3,2-<i>b</i>]­thiophene (TT), benzo­[1,2-<i>b</i>:4,5-<i>b</i>′]­dithiophene (BDT), and benzo­[1,2-<i>b</i>:4,5-<i>b</i>′]­diselenophene (BDSe), to construct three donor–acceptor (D–A) conjugated polymers, <b>BDOPV–TT</b>, <b>BDOPV–BDT</b>, and <b>BDOPV–BDSe</b>. Photophysical and electrochemical properties of all the polymers were characterized. The fabrication of OFETs using three polymers as the active layers demonstrated that all the three polymers showed balanced ambipolar transport properties tested under ambient conditions, which is of great importance in complementary circuits. In particular, both electron and hole mobilities of <b>BDOPV–TT</b> were achieved above 1 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup> under ambient conditions (1.37 and 1.70 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup>, respectively), showing great potential in balanced ambipolar OFETs

    Synthesis, Properties, and Semiconducting Characteristics of BF<sub>2</sub> Complexes of β,β-Bisphenanthrene-Fused Azadipyrromethenes

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    Three novel π-extended BF<sub>2</sub> complexes of β,β-bisphenanthrene-fused azadipyrromethenes containing nine fused rings have been synthesized on the basis of a tandem Suzuki coupling reaction on readily available 2,6-dibromoazaBODIPYs followed by an intramolecular oxidative aromatic coupling mediated by iron­(III) chloride. These resultant BF<sub>2</sub> complexes exhibit strong absorption (extinction coefficients up to 2.4 × 10<sup>5</sup> M<sup>–1</sup> cm<sup>–1</sup>) and emission in the near-infrared (NIR) range (790–816 nm) with excellent photo and thermal stabilities. The hole mobility of the thin-film field-effect transistors of these dyes fabricated by a solution process reaches up to 0.018 cm<sup>2</sup> V<sup>–1</sup> s<sup>–1</sup>
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