1193-69-7Relevant articles and documents
Synthesis and photovoltaic properties of copolymers based on benzo[1,2- b:4,5- b ′]dithiophene and thiophene with different conjugated side groups
Gu, Zhaojie,Tang, Peng,Zhao, Bin,Luo, Hao,Guo, Xia,Chen, Huajie,Yu, Gui,Liu, Xinping,Shen, Ping,Tan, Songting
, p. 2359 - 2366 (2012)
Three novel copolymers (PT-ID, PT-DTBT, and PT-DTBTID) of benzo[1,2-b:4,5-b′]dithiophene and thiophene with different conjugated side groups (1,3-indanedione (ID), 4,7-dithien-5-yl-2,1,3-benzodiathiazole (DTBT), and DTBT-ID) were synthesized and developed for polymer solar cell applications. The effects of the different conjugated side groups on the thermal, photophysical, electrochemical and photovoltaic properties of these copolymers were investigated. As the length of the conjugated side groups increased, the absorption of the UV-vis region in solution was red-shifted. By changing the different side groups, the energy levels and band gaps of the resulted copolymers were effectively tuned. The three copolymers exhibit deep HOMO energy level and relatively high open-circuit voltage (Voc). Bulk heterojunction solar cells with these copolymers as electron donors and (6,6)-phenyl-C61-butyric acid methyl ester (PC61BM) as an electron acceptor exhibit power conversion efficiencies of 2.48%, 4.18% and 1.16% for PT-ID, PT-DTBT, and PT-DTBTID, respectively.
Dye-Incorporated Polynaphthalenediimide Acceptor for Additive-Free High-Performance All-Polymer Solar Cells
Chen, Dong,Yao, Jia,Chen, Lie,Yin, Jingping,Lv, Ruizhi,Huang, Bin,Liu, Siqi,Zhang, Zhi-Guo,Yang, Chunhe,Chen, Yiwang,Li, Yongfang
, p. 4580 - 4584 (2018)
All-polymer solar cells (all-PSCs) can offer unique advantages for applications in flexible devices, and naphthalene diimide (NDI)-based polymer acceptors are the widely used polymer acceptors. However, their power conversion efficiency (PCE) still lags behind that of state-of-the-art polymer solar cells, due to low light absorption, suboptimal energy levels and the strong aggregation of the NDI-based polymer acceptor. Herein, a rhodanine-based dye molecule was introduced into the NDI-based polymer acceptor by simple random copolymerization and showed an improved light absorption coefficient, an up-shifted lowest unoccupied molecular orbital level and reduced crystallization. Consequently, additive-free all-PSCs demonstrated a high PCE of 8.13 %, which is one of the highest performance characteristics reported for all-PSCs to date. These results indicate that incorporating a dye into the n-type polymer gives insight into the precise design of high-performance polymer acceptors for all-PSCs.
Polythiophenes bearing electron-withdrawing groups in the side chain and their application to bulk heterojunction solar cells
Lee, Kwang-Hoi,Lee, Ho-Jin,Kuramoto, Kouji,Tanaka, Yohei,Morino, Kazuhide,Sudo, Atsushi,Okauchi, Tatsuo,Tsuge, Akihito,Endo, Takeshi
, p. 234 - 241 (2011)
Soluble polythiophenes bearing strong electron withdrawing groups, dicyanoethenyl [-CH=C(CN)2] (PTDCN) and cyano-methoxycarbonylethenyl [-CH=C(CO2Me)CN] (PTCNME), in the side chains have been prepared. Optical band gaps calculated from onset absorption were 1.70 eV and 1.73 eV for PTDCN and PTCNME, respectively. Highest occupied molecular orbital energy levels measured with a surface analyzer (AC-2) were -5.53 eV and -5.29 eV for PTDCN and PTCNME, respectively, which were much lower than that of poly(3-hexylthiophene) (-4.81 eV). To investigate photovoltaic properties, bulk heterojunction polymer solar cells based on PTDCN and PTCNME were fabricated with a structure of ITO/PEDOT:PSS/active layer/LiF/Al, where the active layer was a blend film of polymer and [6,6]-phenyl C61 butyric acid hexyl ester (PC61BH). Solar cell parameters were estimated from current density-voltage (J-V) characteristics under the illumination of AM1.5 at 100 mW/cm2. The solar cell based on the blend film of PTCNME:PC 61BH (1:1) showed power conversion efficiency (PCE) of 0.72% together with the open current voltage (Voc) of 0.61 V, the short current density (Jsc) of 3.90 mA/cm2, and the fill factor of 30.3%. The PCE of a solar cell fabricated from PTDCN in a similar way was 0.56%. Copyright
Synthesis and characterization of reversible chemosensory polymers: Modulation of sensitivity through the attachment of novel imidazole pendants
Satapathy, Rudrakanta,Padhy, Harihara,Wu, Yen-Hsing,Lin, Hong-Cheu
, p. 16061 - 16072 (2012)
Three novel electron donor-acceptor conjugated polymers (P1-P3) bearing various imidazole pendants have been synthesized. Their excellent photophysical and electrochemical properties make them suitable transduction materials for chemosensing applications. Indeed, polymers P1-P3 have been found to show remarkable sensing capabilities towards H+ and Fe2+ in semi-aqueous solutions. Upon titration with H+, polymers P1 and P2 showed hypsochromic shifts of their absorptions and photoluminescence (PL) maxima with enhanced fluorescence intensities. However, P3 showed diminished absorption and fluorescence intensities under similar conditions due to static quenching. The anomalous behavior of P3 compared with P1 and P2 has been clarified in terms of electronic distributions through computational analysis. Furthermore, P3 (KSV=1.03×107) showed a superior sensing ability towards Fe2+ compared with P1 (KSV=2. 01×106) and P2 (KSV=4.12×106) due to its improved molecular wire effect. Correspondingly, the fluorescence lifetime of P3 was greatly decreased (almost 11-fold) compared to those of polymers P1 (4.6-fold) and P2 (6.2-fold) in the presence of Fe2+. By means of a fluorescence on-off-on approach, chemosensing reversibilities in protonation-deprotonation and metallation-demetallation have been achieved by employing triethylamine (TEA) and the disodium salt of ethylenediaminetetraacetic acid (Na2-EDTA)/phenanthroline, respectively, as suitable counter ligands. 1H NMR titrations have revealed the unique behavior of P3 compared with P1 and P2. To the best of our knowledge, there have been no previous reports of Fe2+ sensors based on single imidazole receptors conjugated to a main-chain polymer showing such a diverse sensitivity pattern depending on their attached substituents.
A study on regulating the conjugate position of NLO chromophores for reducing the dipole moment and enhancing the electro-optic activities of organic materials
Zhang, Hui,Tian, Yanxin,Bo, Shuhui,Xiao, Linghan,Ao, Yuhui,Zhang, Ji,Li, Ming
, p. 1380 - 1390 (2020)
In order to improve the first-order hyperpolarizability (β) of the chromophore and transform it into a high macroscopic electro-optic activity, a series of novel second-order nonlinear optical chromophores with different push-pull electron groups introduced on the thiophene π-conjugate bridge for tuning the shape and dipole moment (μ) of chromophores were designed and synthesized. These chromophores are based on the same thiophene π-conjugated bridge, where the donor (N,N-diethylaniline) and acceptor (2-(3-cyano-4,5,5-trimethylfuran-2(5H)-ylidene)malononitrile or malononitrile) are linked to positions 2 and 3 of thiophene, respectively, affording a boomerang-like shape instead of a rod-like shape. Besides, an electron-poor group, Br (bromine atom), or an electron-rich group, DEA (N,N-diethylaniline), as an auxiliary acceptor or donor are linked to position 5 of thiophene. In addition, all chromophores showed good thermal stability as per the results from the DSC and TGA analysis. Through UV-vis analysis and DFT calculation, it has been concluded that chromophores with additional electron-rich groups as auxiliary donors display better intermolecular charge-transfer (ICT) absorption and lower HOMO-LUMO energy gaps (ΔE). Furthermore, the boomerang-like chromophore with the same push-pull structure shows a smaller dipole moment (μ) and β value than the traditional FTC. The poling results of guest-host EO polymers FTC/APC, FTC-H/APC, FTC-Br/APC and FTC-DEA/APC with the same number density afford r33 values of 17 pm V-1, 11 pm V-1, 10 pm V-1 and 25 pm V-1, respectively. Although the β value of FTC-DEA is smaller than that of FTC, the r33 value of FTC-DEA (25 pm V-1) is 47% greater than that of FTC (17 pm V-1) under the same number density. Hence, the above-mentioned results indicated that regulating the conjugate position of chromophores can efficiently decrease the dipole moment of the chromophores, weakening the dipole-dipole interactions and thereby enhancing the macroscopic electro-optical activity of poled polymers. These results indicate the potential application of these novel chromophores in electro-optical devices.
Synthesis of a novel fluorescent and ion sensitive monomer bearing quinoxaline moieties and its electropolymerization
Arba, Buket Bezgin,Kivrak, Arif,Zora, Metin,?nal, Ahmet M.
, p. 579 - 587 (2011)
A novel terthienyl based fluorescent polymer bearing pendant quinoxaline moieties directly attached to the 3-positions of the central thiophene ring was synthesized by electrochemical polymerization of 4-((2,5-dithiophen-2-yl) thiophen-3-yl)pyrrolo[1,2-a]quinoxaline (TT-Q). The corresponding polymer was characterized by cyclic voltammetry, FT-IR and UV-vis spectroscopy. The polymer exhibits a reversible redox behavior (Ep1/2 = 1.05 V) accompanied with a reversible electrochromic behavior; yellowish orange in the neutral state and green in the oxidized state. Band gap of polymer was found (Eg = 1.94 eV). Moreover, the sensitivity of both the monomer and its polymer towards metal cations was investigated by monitoring the change in the fluorescence intensity. Among various common ions, both the monomer and its polymer were found to be selective towards Fe3+ ions by quenching the fluorescence efficiency with a Stern-Volmer constant (Ksv) of (2.7 × 103 M-1) and (5.0 × 103 M-1) for monomer and polymer solutions, respectively. Crown Copyright
5-[5-(PIPERIDIN-4-YL)THIENO[3,2-C]PYRAZOL-2-YL]INDAZOLE DERIVATIVES AND RELATED COMPOUNDS AS MODULATORS FOR SPLICING NUCLEIC ACIDS AND FOR THE TREATMENT OF PROLIFERATIVE DISEASES
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Page/Page column 286, (2022/01/12)
The present disclosure features compounds e.g. of formula (I-a) and similar compounds e.g. of formulae (l-g), (l-i), (l-j), (III), (lll-a), (III- b) and (IV) disclosed herein and other related compounds, and pharmaceutical compositions thereof. The present disclosure further discloses said compounds and their compositions for use in methods of modulating nucleic acid splicing, as well as said compounds for use in methods of treating e.g.: ? proliferative diseases, such as e.g. cancer, benign neoplasms or angiogenesis, ? neurological diseases or disorders, such as e.g. Huntington's disease, ? autoimmune diseases or disorders, immunodeficiency diseases or disorders, lysosomal storage disease or disorder, cardiovascular diseases or disorders, metabolic diseases or disorders, respiratory diseases or disorders, renal diseases or disorders, or infectious diseases. Exemplary compounds are e.g. 5-[5-(piperidin-4-y l)thieno[3,2- c]pyrazol-2-yl]indazole and 5-[2-(piperidin-4-yl)-[1,2,4]triazolo[3,2-b] [1,3]thiazol-5-yl]indazole derivatives and related compounds.
