Benzo[1,2‐c;4,5‐cʹ]bis[1,2,5]thiadiazole‐porphyrin‐based near‐infrared dyes

Liu, Yi; Wu, Shaofei; Gopalakrishna, Tullimilli Y.; Wu, Jishan

doi:10.1002/smm2.1066

Cited by 4 publications

(5 citation statements)

References 36 publications

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“…Porphyrins are a class of organic heterocyclic compounds, which have attracted much attention in the fields of nanoscience and molecular electronics. − Through ortho -substituents (Figure c), 5,15-diaryl porphyrin, which combines thioacetyl (SAC) or methyl sulfide (SME) groups on the ortho -position of the outer benzene ring, produces two cis and trans atropisomers of each compound . These atropisomers cannot be converted to each other in solution at room temperature.…”

Section: Monitoring Of Conformational Isomerization Processes Of Sing...mentioning

confidence: 99%

Single-Molecule Junction: A Reliable Platform for Monitoring Molecular Physical and Chemical Processes

Xie

et al. 2022

ACS Nano

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Monitoring and manipulating the physical and chemical behavior of single molecules is an important development direction of molecular electronics that aids in understanding the molecular world at the single-molecule level. The electrical detection platform based on single-molecule junctions can monitor physical and chemical processes at the singlemolecule level with a high temporal resolution, stability, and signal-to-noise ratio. Recently, the combination of singlemolecule junctions with different multimodal control systems has been widely used to explore significant physical and chemical phenomena because of its powerful monitoring and control capabilities. In this review, we focus on the applications of singlemolecule junctions in monitoring molecular physical and chemical processes. The methods developed for characterizing single-molecule charge transfer and spin characteristics as well as revealing the corresponding intrinsic mechanisms are introduced. Dynamic detection and regulation of single-molecule conformational isomerization, intermolecular interactions, and chemical reactions are also discussed in detail. In addition to these dynamic investigations, this review discusses the open challenges of single-molecule detection in the fields of physics and chemistry and proposes some potential applications in this field.

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Section: Monitoring Of Conformational Isomerization Processes Of Sing...mentioning

confidence: 99%

Single-Molecule Junction: A Reliable Platform for Monitoring Molecular Physical and Chemical Processes

Xie

et al. 2022

ACS Nano

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“…In recent years, benzobisthiadiazole moiety (BBT) is considered a strong withdrawing electron group and a promising molecule, which has widely been applied in organic photovoltaics, nonlinear optics, organic field-effect transistor, and organic light-emitting diodes, due to its charge carrier mobilities and low bandgap value [ 65 , 66 , 67 , 68 ]. This study is the first report to prepare CMP materials containing benzobisthiadiazole units and use these materials as an organic electrodes for supercapacitor application.…”

Section: Introductionmentioning

confidence: 99%

Ultrastable Conjugated Microporous Polymers Containing Benzobisthiadiazole and Pyrene Building Blocks for Energy Storage Applications

et al. 2022

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In recent years, conjugated microporous polymers (CMPs) have become important precursors for environmental and energy applications, compared with inorganic electrode materials, due to their ease of preparation, facile charge storage process, π-conjugated structures, relatively high thermal and chemical stability, abundance in nature, and high surface areas. Therefore, in this study, we designed and prepared new benzobisthiadiazole (BBT)-linked CMPs (BBT–CMPs) using a simple Sonogashira couplings reaction by reaction of 4,8-dibromobenzo(1,2-c;4,5-c′)bis(1,2,5)thiadiazole (BBT–Br2) with ethynyl derivatives of triphenylamine (TPA-T), pyrene (Py-T), and tetraphenylethene (TPE-T), respectively, to afford TPA–BBT–CMP, Py–BBT–CMP, and TPE–BBT–CMP. The chemical structure and properties of BBT–CMPs such as surface areas, pore size, surface morphologies, and thermal stability using different measurements were discussed in detail. Among the studied BBT–CMPs, we revealed that TPE–BBT–CMP displayed high degradation temperature, up to 340 °C, with high char yield and regular, aggregated sphere based on thermogravimetric analysis (TGA) and scanning electron microscopy (SEM), respectively. Furthermore, the Py–BBT–CMP as organic electrode showed an outstanding specific capacitance of 228 F g–1 and superior capacitance stability of 93.2% (over 2000 cycles). Based on theoretical results, an important role of BBT–CMPs, due to their electronic structure, was revealed to be enhancing the charge storage. Furthermore, all three CMP polymers featured a high conjugation system, leading to improved electron conduction and small bandgaps.

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“…[ 5 ] Thus, substantial efforts have been made to enrich the library of NIR‐II fluorophores, with typical examples including carbon nanotubes, quantum dots, lanthanide‐doped nanoparticles, conjugated polymers, and small molecules. [ 6 ] Because CPDs constitute a class of new fluorophores with convenient synthesis procedures and efficiently tunable chemical structures, exploiting CPDs with bright NIR emission as a standard‐of‐use imaging agent in the NIR‐II imaging window will likely usher in a new era of disease detection and surgical visualization.…”

Section: Introductionmentioning

confidence: 99%

Near‐Infrared Carbonized Polymer Dots for NIR‐II Bioimaging

Han

Wang

et al. 2022

Advanced Science

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Carbon dots (CDs) or carbonized polymer dots (CPDs) are an emerging class of optical materials that have exceptional applications in optoelectronic devices, catalysis, detection, and bioimaging. Although cell studies of CPDs have produced impressive results, in vivo imaging requires available CPDs to fluoresce in the near-infrared-II (NIR-II) window (1000−1700 nm). Here, a two-step bottom-up strategy is developed to synthesize NIR-CPDs that provide bright emissions in both NIR-I and NIR-II transparent imaging windows. The designed strategy includes a hydrothermal reaction to form a stable carbon core with aldehyde groups, followed by the Knoevenagel reaction to tether the molecular emission centers. This procedure is labor-saving, cost-efficient, and produces a high yield. The NIR-CPDs enable high-performance NIR-II angiography and real-time imaging of the disease degree of colitis noninvasively. This technology may therefore provide a next-generation synthesis strategy for CPDs with rational molecular engineering that can accurately tune the absorption/emission properties of NIR-emissive CPDs.

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Benzo[1,2‐c;4,5‐cʹ]bis[1,2,5]thiadiazole‐porphyrin‐based near‐infrared dyes

Cited by 4 publications

References 36 publications

Single-Molecule Junction: A Reliable Platform for Monitoring Molecular Physical and Chemical Processes

Single-Molecule Junction: A Reliable Platform for Monitoring Molecular Physical and Chemical Processes

Ultrastable Conjugated Microporous Polymers Containing Benzobisthiadiazole and Pyrene Building Blocks for Energy Storage Applications

Near‐Infrared Carbonized Polymer Dots for NIR‐II Bioimaging

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