More Is Better: Dual-Acceptor Engineering for Constructing Second Near-Infrared Aggregation-Induced Emission Luminogens to Boost Multimodal Phototheranostics

Journal of the American Chemical Society, Journal Year: 2023, Volume and Issue: 145(41), P. 22776 - 22787

Published: Oct. 9, 2023

The manipulation of electron donor/acceptor (D/A) shows an endless impetus for innovating optical materials. Currently, there is booming development in donor design, while research on acceptor engineering has received limited attention. Inspired by the philosophical idea "more different", two systems with D'-D-A-D-D' (1A system) and D'-D-A-A-D-D' (2A structures based were designed studied. It was demonstrated that 1A system presented a weak aggregation-induced emission (AIE) to aggregation-caused quenching (ACQ) phenomenon, along increased electrophilicity planarity. In sharp contrast, 2A one more exhibited opposite ACQ-to-AIE transformation. Interestingly, fluorophore electron-deficient A-A moiety displayed superior AIE activity. More importantly, all compounds showed significantly higher molar absorptivity (ε) comparison their counterparts system. Thanks highest ε, near-infrared-II (NIR-II, 1000-1700 nm) emission, desirable property, favorable reactive oxygen species (ROS) generation, high photothermal conversion efficiency, representative member handily performed fluorescence-photoacoustic-photothermal multimodal imaging-guided photodynamic-photothermal collaborative therapy efficient tumor elimination. Meanwhile, NIR-II fluorescence imaging blood vessels lymph nodes living mice also accomplished. This study provides first evidence dual-connected tactic could be new molecular design direction effect, resulting aggregation-intensified improved ROS heat generation capacities phototheranostic agents.

Language: Английский

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Semiconducting Polymers Based on Simple Electron‐Deficient Cyanated trans‐1,3‐Butadienes for Organic Field‐Effect Transistors

Angewandte Chemie International Edition, Journal Year: 2023, Volume and Issue: 62(38)

Published: Aug. 1, 2023

Developing high-performance but low-cost n-type polymers remains a significant challenge in the commercialization of organic field-effect transistors (OFETs). To achieve this objective, it is essential to design key electron-deficient units with simple structures and facile preparation processes, which can facilitate production polymers. Herein, by sequentially introducing fluorine cyano functionalities onto trans-1,3-butadiene, we developed series structurally highly building blocks, namely 1,4-dicyano-butadiene (CNDE), 3-fluoro-1,4-dicyano-butadiene (CNFDE), 2,3-difluoro-1,4-dicyano-butadiene (CNDFDE), featuring coplanar backbone deep-positioned lowest unoccupied molecular orbital (LUMO) energy levels (-3.03-4.33 eV), render them attractive for developing semiconducting Notably, all these be easily accessed two-step high-yield synthetic procedure from raw materials, thus rendering promising candidates commercial applications. Upon polymerization diketopyrrolopyrrole (DPP), three copolymers were that demonstrated unipolar transport characteristics OFETs highest electron mobility >1 cm2 V-1 s-1 . Hence, CNDE, CNFDE, CNDFDE represent class novel, simple, efficient constructing polymers, thereby providing valuable insight OFET

Language: Английский

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Synergistic Use of All-Acceptor Strategies for the Preparation of an Organic Semiconductor and the Realization of High Electron Transport Properties in Organic Field-Effect Transistors

Polymers, Journal Year: 2023, Volume and Issue: 15(16), P. 3392 - 3392

Published: Aug. 13, 2023

The development of n-type organic semiconductor materials for transporting electrons as part logic circuits is equally important to the p-type holes. Currently, progress in research on relatively backward, and number polymers with high electron mobility limited. As core component field-effect transistor (OFET), rational design judicious selection structure are crucial enhance performance devices. A novel conjugated copolymer an all-acceptor was synthesized based effective chemical modification strategy. PDPPTT-2Tz obtained by Stille coupling DPPTT monomer 2Tz-SnMe3, which features molecular weight thermal stability. low-lying lowest unoccupied orbital (LUMO) energy level attributed introduction electron-deficient bithiazole. DFT calculations revealed that this material highly planar. effect modulation from a donor-acceptor acceptor-acceptor improvement significant, showed maximum value 1.29 cm2 V-1 s-1 average 0.81 BGBC-based OFET Our results demonstrate DPP-based can be used not only excellent but also promising materials.

Language: Английский

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High-performance n-type organic thermoelectrics enabled by modulating cyano-functionalized polythiophene backbones

Faraday Discussions, Journal Year: 2023, Volume and Issue: 250, P. 335 - 347

Published: Aug. 23, 2023

The scarcity of n-type polymers with high electrical conductivity (

Language: Английский

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Semiconducting Polymers Based on Simple Electron‐Deficient Cyanated trans‐1,3‐Butadienes for Organic Field‐Effect Transistors

Angewandte Chemie, Journal Year: 2023, Volume and Issue: 135(38)

Published: Aug. 1, 2023

Abstract Developing high‐performance but low‐cost n‐type polymers remains a significant challenge in the commercialization of organic field‐effect transistors (OFETs). To achieve this objective, it is essential to design key electron‐deficient units with simple structures and facile preparation processes, which can facilitate production polymers. Herein, by sequentially introducing fluorine cyano functionalities onto trans ‐1,3‐butadiene, we developed series structurally highly building blocks, namely 1,4‐dicyano‐butadiene ( CNDE ), 3‐fluoro‐1,4‐dicyano‐butadiene CNFDE 2,3‐difluoro‐1,4‐dicyano‐butadiene CNDFDE featuring coplanar backbone deep‐positioned lowest unoccupied molecular orbital (LUMO) energy levels (−3.03–4.33 eV), render them attractive for developing semiconducting Notably, all these be easily accessed two‐step high‐yield synthetic procedure from raw materials, thus rendering promising candidates commercial applications. Upon polymerization diketopyrrolopyrrole DPP three copolymers were that demonstrated unipolar transport characteristics OFETs highest electron mobility >1 cm 2 V −1 s . Hence, , represent class novel, simple, efficient constructing polymers, thereby providing valuable insight OFET

Language: Английский

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Influence of Backbone Ladderization and Side Chain Variation on the Orientation of Diketopyrrolopyrrole-Based Donor-Acceptor Copolymers

Molecules, Journal Year: 2023, Volume and Issue: 28(18), P. 6435 - 6435

Published: Sept. 5, 2023

Ladder polymers with poly(diketopyrrolopyrrole) (DPP) moieties have recently attracted enormous interest for a large variety of opto-electronic applications. Since the rigidity backbone increases ladderization, strong influence on self-organization thin films is expected. We study molecular orientation DPP-based ladder in about 50 nm using polarization modulation-infrared reflection-absorption spectroscopy (PM-IRRAS). Exemplarily, one polymer, thicker qualitatively investigated by infrared transmission. Further, this method allows us to rule out effects possible azimuthal ordering, which would affect analysis PM-IRRAS. For all polymers, long axis polymer preferentially oriented parallel substrate surface, pointing high degree ordering. It suggested that choice side chains might be promising way tune face-on and edge-on orientations. The exemplarily performed investigation interface properties substrates different work functions suggests has minor effect interfacial electronic structure.

Language: Английский

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