Article
Chemistry, Multidisciplinary
Tu N. Nguyen, Svetlana V. Eliseeva, Ivana Martinic, Peggy L. Carver, Timothee Lathion, Stephane Petoud, Vincent L. Pecoraro
Summary: By combining pyrazine- and quinoxaline-based hydroximate building blocks ligands, we created water-soluble mixed-ligand metallacrowns (MCs) with extended absorption to the visible range. The Yb-III analogue showed improved photophysical properties in the near-infrared (NIR) range in cell culture media, making it suitable for NIR optical imaging in living HeLa cells.
CHEMISTRY-A EUROPEAN JOURNAL
(2023)
Article
Chemistry, Organic
Tomas Horsten, Flip de Jong, Dries Theunissen, Mark Van der Auweraer, Wim Dehaen
Summary: This study explored the potential of 1,2,3-triazolium salts for the formation of water-soluble chromophores. The synthesis of water-soluble 1,2,3-triazolium BOPAHY dyes was achieved by a metal-free pathway.
JOURNAL OF ORGANIC CHEMISTRY
(2021)
Article
Chemistry, Multidisciplinary
Xiushang Xu, Rafael Munoz-Marmol, Serhii Vasylevskyi, Andrea Villa, Giulia Folpini, Francesco Scotognella, Giuseppe Maria Paterno, Akimitsu Narita
Summary: We synthesized a hexabenzoperihexacene (HBPH) with two incorporated octacene substructures, characterized by single-crystal X-ray analysis. The isomerization barrier of the (P,P)-/(P,M)-forms was estimated to be 38.4 kcal/mol, and resolution was achieved by chiral HPLC. The enantiomers exhibited opposite circular dichroism responses up to the near-infrared (NIR) region, with a high g(abs) value of 0.017 at 616 nm. HBPH demonstrated NIR emission with a maximum at 798 nm and an absolute PLQY of 41%. The excited-state photophysical properties of HBPH were investigated, revealing interesting rotational and/or conformational dynamics after excitation. These findings provide new insights into designing chiral nanographene with NIR optical properties for potential chiroptical applications.
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
(2023)
Article
Engineering, Biomedical
Mingquan Gao, Xie Huang, Zifei Wu, Liting Wang, Shaolong Yuan, Zaizhi Du, Shenglin Luo, Rong Li, Weidong Wang
Summary: A multifunctional small molecule, IR-83, was reported in this study, which can selectively accumulate in tumors, exhibit near-infrared imaging, and have radio/photodynamic/photothermal therapeutic effects. IR-83 targets cancer cell mitochondria, induces excessive ROS generation and high heat, leading to tumor growth suppression and enhanced effectiveness of radiotherapy.
MATERIALS TODAY BIO
(2022)
Article
Chemistry, Organic
Qingbao Gong, Qinghua Wu, Xing Guo, Heng Li, Wanwan Li, Changjiang Yu, Erhong Hao, Lijuan Jiao
Summary: The study presents a straightforward method to synthesize a family of thiophene-fused BODIPY dimers and tetramers by transforming flexible sulfur bridges into coplanar thiophene fusions. FeCl3 was utilized as a bifunctional oxidant for both intra- and intermolecular oxidative aromatic coupling reactions, leading to strong red-shift absorptions ranging from 509 nm for a BODIPY monomer to 830 nm for a tetramer.
Article
Materials Science, Multidisciplinary
Shahriar Kabir, Yukiko Takayashiki, Akira Ohno, Jun-ichi Hanna, Hiroaki Iino
Summary: The condition of the bulk-heterojunction (BHJ) is crucial for the performance of photodetectors. This study demonstrates the effect of blend ratio on the crystalline condition and morphology of the active layer and observed significant changes in device performance. By optimizing the BHJ active layer, the researchers achieved improved specific detectivity and external quantum efficiency for near-infrared photodetectors.
Article
Spectroscopy
Przemyslaw Krawczyk, Slawomir Kula, Klaudia Seklecka, Krzysztof Z. Laczkowski
Summary: The study synthesized novel carbazole dyes and analyzed the effects of activating and deactivating substituents on the chemical and biological properties of the compounds, revealing significant influences on the spectral, electrochemical, nonlinear-optic, and biological properties of the derivatives. The research also looked into the potential use of these derivatives as fluorescent probes for in vivo and in vitro tests, with quantum-chemical calculations complementing the conducted experiments.
SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
(2022)
Article
Chemistry, Organic
Yasuhiro Kubota, Masato Nakazawa, Junheon Lee, Ryoma Naoi, Motoki Tachikawa, Toshiyasu Inuzuka, Kazumasa Funabiki, Masaki Matsui, Taekyeong Kim
Summary: The study focused on the synthesis of 1,3- and 1,2-Bis(pyrrol-2-yl)squaraines and discussed their maximum absorption wavelength characteristics. It was found that the thiophene-fused 1,3-squaraine exhibited near-infrared absorption and fluorescence. Additionally, protonation could modulate the absorption wavelength, indicating that mono-cationization is an effective strategy for achieving a red-shift in the wavelength.
ORGANIC CHEMISTRY FRONTIERS
(2021)
Review
Nanoscience & Nanotechnology
Yue Qiu, Bo Yuan, Yi Cao, Xuelu He, Ozioma Udochukwu Akakuru, Liheng Lu, Nengwen Chen, Mengting Xu, Aiguo Wu, Juan Li
Summary: Recently, near-infrared fluorescence heptamethine cyanine dyes have shown significant value in cancer diagnosis and treatment due to their excellent fluorescence property and biocompatibility. Diverse structures and chemical properties of heptamethine cyanine dyes have been designed to develop novel functional molecules and nanoparticles, presenting great promise in photodynamic and/or photothermal cancer therapies. This review provides a comprehensive scope of the structures, comparisons, and applications of heptamethine cyanine dyes-based molecules and nanoparticles in tumor treatment and imaging.
WILEY INTERDISCIPLINARY REVIEWS-NANOMEDICINE AND NANOBIOTECHNOLOGY
(2023)
Article
Chemistry, Applied
Sara M. A. Pinto, Sara F. F. Almeida, Vanessa A. Tome, Amilcar D. Prata, Mario J. F. Calvete, Carlos Serpa, Mariette M. Pereira
Summary: The design and synthesis of new near infrared (NIR) biocompatible dyes have garnered significant interest in recent years. This study reports the synthesis of two new water soluble NIR dyes with favorable photostability and potential for applications in photodynamic therapy and optical imaging.
Article
Chemistry, Physical
Atanas Kurutos, Daniel Citterio
Summary: Three benzothiazole-derived heptamethine cyanine dyes were synthesized via nucleophilic substitution, showing significant Stokes shift. Experimental results suggest that the large Stokes shift may reflect the solvatochromic effect induced by the introduced secondary amine.
JOURNAL OF MOLECULAR STRUCTURE
(2022)
Article
Chemistry, Applied
Helio Lopes Barros, Maria Alexandra Esteves, Maria Joao Brites
Summary: In this work, the synthesis of two series of pyrene-pi-A compounds was reported. The incorporation of a fluorine atom on the pi-extension bridge caused a slightly red-shift at emission wavelength and an increase in the Stokes shift. Solvatochromic measurements and theoretical computational studies suggested a higher intramolecular charge transfer in the excited state for one series compared to the other due to stronger electron acceptor moieties. The synthesized pyrene derivatives exhibited good photophysical and thermal properties, making them potential candidates for OLED and LDS layers in stable perovskite solar cells.
Review
Chemistry, Multidisciplinary
Jin He, Qi Xiao, Ming Shao, Zhong'an Li
Summary: This review summarizes the advances of polymethine dyes for broadband and narrowband NIR OPDs. The polymethine dyes have advantages of simple synthesis and structural diversity, making them attractive material candidates for NIR OPDs. The relationship between the chemical structure and the aggregation behaviors of polymethine dyes and the device performance is carefully discussed.
CHINESE JOURNAL OF CHEMISTRY
(2023)
Article
Chemistry, Multidisciplinary
Jochen Vanderspikken, Quan Liu, Zhen Liu, Tom Vandermeeren, Tom Cardeynaels, Sam Gielen, Bruno Van Mele, Niko Van den Brande, Benoit Champagne, Koen Vandewal, Wouter Maes
Summary: This research explores the enhancement of charge transfer absorption by altering the side chains of organic semiconductor donor polymers, thereby increasing the interfacial area between the polymer and fullerene. This improvement extends the detection range and performance of organic narrow-band photodetectors.
ADVANCED FUNCTIONAL MATERIALS
(2022)
Article
Chemistry, Inorganic & Nuclear
Fang-Yu Yuan, Chen-Sheng Lin, Yi-Zhi Huang, Hao Zhang, An-Yi Zhou, Guo-Liang Chai, Wen-Dan Cheng
Summary: In this study, a new IR NLO quaternary selenide BaCdGeSe4 was synthesized and characterized for its non-centrosymmetric crystal structure. Under 2050 nm laser excitation, BaCdGeSe4 exhibits type-I phase-matchable behavior with second-harmonic generation intensities approximately 0.5 times that of AgGaS2.
JOURNAL OF SOLID STATE CHEMISTRY
(2021)
