1429306-71-7Relevant articles and documents
A narrow-bandgap benzobisthiadiazole derivative with high near-infrared photothermal conversion efficiency and robust photostability for cancer therapy
Huang, Shuo,Kannadorai, Ravi Kumar,Chen, Yuan,Liu, Quan,Wang, Mingfeng
, p. 4223 - 4226 (2015)
Photothermal therapy has emerged as a promising tool for treatment of diseases such as cancers. Previous photothermal agents have been largely limited to inorganic nanomaterials and conductive polymers that are barely biodegradable, thus raising issues of long-term toxicity for clinical applications. Here we report a new photothermal agent based on colloidal nanoparticles formed by a small-molecular dye, benzo[1,2-c;4,5-c′]bis[1,2,5]thiadiazole-4,7-bis(5-(2-ethylhexyl)thiophene). These nanoparticles showed strong near-infrared absorption, robust photostability and high therapeutic efficiency for photothermal treatment of cancer cells.
Solution-processable thiadiazoloquinoxaline-based donor-acceptor small molecules for thin-film transistors
Gu, Pei-Yang,Zhang, Jing,Long, Guankui,Wang, Zilong,Zhang, Qichun
, p. 3809 - 3814 (2016/05/19)
Although several [1,2,5]thiadiazolo[3,4-g]quinoxaline (TQ)-thiophene-based hybrid polymers have been demonstrated for application in organic field-effect transistors (OFETs), the research on the charge carrier mobility of conjugated donor (D)-acceptor (A) small molecules is rare. To enrich the TQ-containing small molecule family, in this paper, we designed and synthesized three novel TQ derivatives 1, 2, and 3 with thiophene units attached onto the TQ cores. The optoelectronic and OFET properties of as-prepared compounds 1-3 are investigated. Our results indicate that compounds 1-3 show typical p-type characteristics with mobility as high as 0.012, 0.05 and 0.0055 cm2 V-1 s-1 and on/off current ratios of 3 × 105, 1 × 106 and 1 × 104 under the optimized conditions, respectively. Due to the steric effect of the substituted bulky group, compound 3 adopts a looser packing mode with a larger π-π distance, which subsequently reduces the transport performance. Our results suggest that the D-A π-conjugated small molecules based on TQ could be good candidates for application in organic electronic devices.
Design, synthesis, and characterization of α,ω-disubstituted indeno[1,2-b]fluorene-6,12-dione-thiophene molecular semiconductors. Enhancement of ambipolar charge transport through synthetic tailoring of alkyl substituents
Ozdemir, Mehmet,Choi, Donghee,Kwon, Guhyun,Zorlu, Yunus,Kim, Hyekyoung,Kim, Myung-Gil,Seo, SungYong,Sen, Unal,Citir, Murat,Kim, Choongik,Usta, Hakan
, p. 212 - 226 (2016/01/09)
A series of indeno[1,2-b]fluorene-6,12-dione-thiophene derivatives with hydrocarbon substituents at α,ω-positions as side groups have been designed and synthesized. The new compounds were fully characterized by 1H/13C NMR, mass spectrometry, cyclic voltammetry, UV-vis absorption spectroscopy, differential scanning calorimetry, thermogravimetric analysis, and melting point measurements. The solid state structure of the indeno[1,2-b]fluorene-6,12-dione acceptor core has been identified based on single-crystal X-ray diffraction (XRD). The structural and electronic properties were also studied using density functional theory calculations, which were found to be in excellent agreement with the experimental findings and provided further insight. The detailed effects of alkyl chain size and orientation on the optoelectronic properties, intermolecular cohesive forces, thin-film microstructures, and charge transport performance of the new semiconductors were investigated. Two of the new solution-processable semiconductors, 2EH-TIFDKT and 2OD-TIFDKT, were deposited as thin-films via solution-shearing, drop-casting, and droplet-pinned crystallization methods, and their morphologies and microstructures were investigated by X-ray diffraction (XRD) and atomic force microscopy (AFM). The solution-processed thin-film transistors based on 2EH-TIFDKT and 2OD-TIFDKT showed ambipolar device operations with electron and hole mobilities as high as 0.12 cm2 V-1 s-1 and 0.02 cm2 V-1 s-1, respectively, with Ion/Ioff ratios of 105 to 106. Here, we demonstrate that rational repositioning of the β-substituents to molecular termini greatly benefits the π-core planarity while maintaining a good solubility, and results in favorable structural and optoelectronic characteristics for more efficient charge-transport in the solid-state. The ambipolar charge carrier mobilities were increased by two-three orders of magnitude in the new indeno[1,2-b]fluorene-6,12-dione-thiophene core on account of the rational side-chain engineering.
