- An original way for synthesis of new nitro-benzothiadiazole derivatives
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The C-alkylation reaction of 4-chloromethyl-7-nitro-2,1,3-benzothiadiazole with 2-nitropropane anion which is shown to proceed by an SRN1 mechanism is an original way for the synthesis of new 2,1,3-benzothiadiazoles.
- Vanelle, Patrice,Liegeois, Celine Tremblais,Meuche, Jacobine,Maldonado, Jose,Crozet, Michel P.
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- Surprising characteristics of D-A-type functional dyes by introducing 4-alkoxythiazoles as the donor-unit
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In this study, we report on the syntheses of novel donor-acceptor molecules. These new dyes comprised benzo[c][1,2,5]thiadiazole and pendants with one or two 4-alkoxythiazoles as donor parts, which were introduced without Pd-catalyzed cross coupling reactions. The optical and electrochemical properties were studied via absorption, emission spectroscopy and cyclovoltammetric measurements. We experimentally found surprising small band gaps from HOMO to LUMO of 2.4 eV and 2 eV, respectively, which were also investigated using DFT calculations.
- Gampe,N?ller,H?nsch,Schramm,Darsen,Habenicht,Ehrhardt,Wei?,G?rls,Beckert
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- Synthesis and electronic and photophysical properties of [2.2]- and [3.3]paracyclophane-based donor-donor′-acceptor triads
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Three types of the donor(D)-donor′(D′)-acceptor(A) triads 1-6 with different D-A combinations, carbazole (Cz, D)-[n.n]PCP(D′)-1,8-naphthalimide (NI, A) (1-3), 10H-phenothiazine (PTZ, D)-[n.n]PCP(D′)-NI(A) (4, 5), and 10-methyl-10H-phenothiazine (Me-PTZ, D)-[2.2]PCP-2,1,3-benzothiadiazole (BTD, A) 6, were synthesized for the elucidation of their photophysical properties. The absorption spectra and electrochemical properties indicated that the chromophores (D, D′, and A) do not interact with each other in the ground state. Cz-(CH2)3-[2.2]PCP-(CH2)3-NI 1 and Cz-(CH2)3-[3.3]PCP-(CH2)3-NI 2 show an exciplex emission between the PCP and NI moieties in cyclohexane and the intensity of the band is much higher in 2 than in 1, whereas Cz-(CH2)2-[2.2]PCP-(CH2)2-NI 3 does not show any exciplex emission in cyclohexane. These results indicated that the combination of [3.3]PCP and a trimethylene chain is preferable for the exciplex formation. PTZ-(CH2)3-[2.2]PCP-(CH2)3-NI 4 shows a broad band at 519 nm in cyclohexane, which is associated with the formation of the exterplex band among the NI, [2.2]PCP, and PTZ moieties, while PTZ-(CH2)3-[3.3]PCP-(CH2)3-NI 5 does not show the band. Me-PTZ-(CH2)2-[2.2]PCP-(CH2)2-BTD 6 shows a broad fluorescence band due to both the BTD and PTZ moieties in cyclohexane. In CH3CN, the fluorescence spectra of 1-6 suggest the presence of a photoinduced charge separation process. The study of the photoinduced charge separation process will be soon reported elsewhere.
- Miyazaki, Takaaki,Shibahara, Masahiko,Fujishige, Jun-Ichi,Watanabe, Motonori,Goto, Kenta,Shinmyozu, Teruo
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- Piperidine compound and preparation method and medical application thereof
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The invention discloses a piperidine compound shown as a formula (I) and a preparation method and medical application thereof, and particularly relates to a piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof and a preparation method and application of the piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof. The compound provided by the invention can inhibit the activity of USP7 enzyme, has very good selectivity and druggability, and can be used for preparing medicines for preventing or treating tumor diseases or virus infectious diseases.
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Paragraph 0598-0601; 0603
(2021/04/07)
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- Organic light-emitting material containing benzo[c][1,2,5]thiadiazole derivative receptor structural unit and application
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The invention provides an organic light-emitting material based on a donor-receptor structure of a benzo[c][1,2,5]thiadiazole-4-aldehyde group receptor and a 2-(benzo[c][1,2,5]thiadiazole-4-methylene)malononitrile receptor and application thereof. The organic light-emitting material is a receptor-donor separation system, wherein the receptor is benzo[c][1,2,5]thiadiazole-4-aldehyde or 2-(benzo[c][1,2,5]thiadiazole-4-methylene) malononitrile, and a donor is carbazole and a derivative or benzoxazine and the like. The lowest unoccupied molecular orbital (LUMO) in the material is located in the receptor, and the highest occupied molecular orbital (HOMO) in the material is located in the donor, so that the molecular orbital energy level of the luminescent material can be effectively regulated and controlled through electrical regulation of the receptor structure and the donor. By regulating and controlling the structure of the light-emitting material or the electron donating capability of the donor, the light-emitting color of material molecules can be conveniently regulated. The organic light-emitting material has the characteristic that the light-emitting color is easy to adjust, andcan be used as a light-emitting material for preparing an OLED device.
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Paragraph 0050-0052
(2020/08/09)
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- Biphenyl compound as well as preparation method and medical application thereof
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The invention discloses a biphenyl compound as well as a preparation method and medical application thereof, the structure of the biphenyl compound is shown as a formula (I) or a formula (II), and thebiphenyl compound or pharmaceutically acceptable salt, tautomer, meso-isomer, raceme, stereoisomer, metabolite, metabolite precursor, prodrug or solvate thereof is a PD-L1 inhibitor. The compound hasa remarkable inhibiting effect on the interaction of PD-1 and PD-L1 protein, so that the compound can be applied to the preparation of PD-L1 inhibitors and immunomodulator drugs for preventing or treating tumors, autoimmune diseases, organ transplant rejection, infectious diseases and inflammatory diseases.
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Paragraph 0616-0622
(2020/11/22)
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- Photoelectric conversion material and photoelectric conversion element
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A photoelectric conversion material includes a compound represented by Formula (1), wherein, X is selected from the group consisting of a hydrogen atom, a deuterium atom, a halogen atom, an alkyl group, and a cyano group; and Y represents a monovalent substituent represented by Formula (2), wherein, R1 to R10 each independently represent a hydrogen atom, a deuterium atom, a halogen atom, an alkylgroup, or an aryl group; or two or more of R1 to R10 bond to each other to form one or more rings, and the remainders each independently represent a hydrogen atom, a deuterium atom, a halogen atom, analkyl group, or an aryl group; * denotes the binding site of Y in Formula (1); and Ar1 is selected from the group consisting of structures represented by Formulae (3), wherein ** denotes a binding site of Ar1 with N in Formula (2).
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Paragraph 0180; 0189; 0190; 0191
(2019/03/10)
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- Microwave Assisted Synthesis of Trifluoro Substituted 2-Aminobenzimidazole Derivatives via Iodoacetic Acid Mediated One-pot Condensation
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Microwave-assisted efficient one-pot syntheses of trifluoro substituted 2-aminobenzimidazole derivative were synthesized using iodoacetic acid mediated cyclodesulfurization of thioureas. This method eliminates need to handle preformed substituted thioureas, requires lesser reaction time and temperature, is facile, and also gives higher yields of the target molecules.
- Sriram,Sapthagiri,Ilavarasan,Ravi
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p. 2440 - 2446
(2017/07/25)
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- A rhodanine flanked nonfullerene acceptor for solution-processed organic photovoltaics
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A novel small molecule, FBR, bearing 3-ethylrhodanine flanking groups was synthesized as a nonfullerene electron acceptor for solution-processed bulk heterojunction organic photovoltaics (OPV). A straightforward synthesis route was employed, offering the potential for large scale preparation of this material. Inverted OPV devices employing poly(3-hexylthiophene) (P3HT) as the donor polymer and FBR as the acceptor gave power conversion efficiencies (PCE) up to 4.1%. Transient and steady state optical spectroscopies indicated efficient, ultrafast charge generation and efficient photocurrent generation from both donor and acceptor. Ultrafast transient absorption spectroscopy was used to investigate polaron generation efficiency as well as recombination dynamics. It was determined that the P3HT:FBR blend is highly intermixed, leading to increased charge generation relative to comparative devices with P3HT:PC60BM, but also faster recombination due to a nonideal morphology in which, in contrast to P3HT:PC60BM devices, the acceptor does not aggregate enough to create appropriate percolation pathways that prevent fast nongeminate recombination. Despite this nonoptimal morphology the P3HT:FBR devices exhibit better performance than P3HT:PC60BM devices, used as control, demonstrating that this acceptor shows great promise for further optimization.
- Holliday, Sarah,Ashraf, Raja Shahid,Nielsen, Christian B.,Kirkus, Mindaugas,R?hr, Jason A.,Tan, Ching-Hong,Collado-Fregoso, Elisa,Knall, Astrid-Caroline,Durrant, James R.,Nelson, Jenny,McCulloch, Iain
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supporting information
p. 898 - 904
(2015/01/30)
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- Property modulation of benzodithiophene-based polymers via the incorporation of a covalently bonded novel 2,1,3-benzothiadiazole-1,2,4-oxadiazole derivative in their main chain for polymer solar cells
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Two new electron accepting monomers (BBOB and BOB) containing two serially connected different electron deficient units, such as 2,1,3-benzothiadiazole and 1,2,4-oxadiazole, were prepared and copolymerized with electron-rich benzodithiophene (BDT) derivative to afford polymers P(BDT-BBOB) and P(BDT-BOB), respectively. The optical band gaps of P(BDT-BBOB) and P(BDT-BOB) are calculated to be 2.32 eV and 1.99 eV, respectively, and their highest occupied molecular energy levels are determined to be -5.31 eV and -5.27 eV, respectively. Each of the newly synthesized polymers, i.e.P(BDT-BBOB) and P(BDT-BOB), is used as an electron donor, along with PC61BM as an electron acceptor, in the preparation of polymer solar cells (PSCs). The PSCs made with the configuration of ITO/PEDOT:PSS/P(BDT-BBOB) or P(BDT-BOB):PC61BM (1 : 2 wt%)/LiF/Al gave a maximum power conversion efficiency (PCE) of 1.76% and 2.46%, respectively, and the device performance was further improved to 3.31% and 4.21%, respectively, by simply treating the photoactive layer of PSCs with isopropyl alcohol. Overall, the opto-electrical and photovoltaic properties of the two polymers are found to be quite dependent on the configuration of the covalently bonded 2,1,3-benzothiadiazole and 1,2,4-oxadiazole units incorporated in the polymer main chain.
- Agneeswari, Rajalingam,Tamilavan, Vellaiappillai,Song, Myungkwan,Hyun, Myung Ho
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p. 8515 - 8524
(2015/02/19)
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- Stepwise unidirectional synthesis of oligo phenylene vinylenes with a series of monomers. Use in plastic solar cells
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Four new monomers for directional stepwise synthesis of oligophenylenevinylenes (OPVs) (4-{2-[4-(5,5-dimethyl[1,3]dioxan-2-yl)-2,5- dipropoxyphenyl]vinyl}benzyl)phosphonic acid diethyl ester, (5-{2-[4-(5,5- dimethyl[1,3]dioxan-2-yl)-2,5-dipropylphenyl]vinyl}thiophene-2-ylmethyl) phosphonic acid diethyl ester, (5-{2-[4-(5,5-dimethyl[1,3]dioxan-2-yl)-2,5- dipropoxyphenyl]vinyl}thiophene-2-ylmethyl)phosphonic acid diethyl ester, and (7-{2-[4-(5,5-dimethyl[1,3]dioxan-2-yl)-2,5-dipropylphenyl]-vinyl}benzo[1,2,5] thiadiazol-4-ylmethyl)phosphonic acid diethyl ester have been prepared. Trimeric OPVs were then synthesized and tested as active materials in photovoltaic cells. Conversion efficiencies in the range of 0.5-1% were obtained in blends with the soluble C60 derivative PCBM. A terpyridine end-functionalized trimer and a heterotrimer with a mixed composition of monomers were also prepared.
- Jorgensen, Mikkel,Krebs, Frederik C.
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p. 6004 - 6017
(2007/10/03)
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- Fused heterocyclic succinimide compounds and analogs thereof, modulators of nuclear hormone receptor function
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Fused cyclic compounds, methods of using such compounds in the treatment of nuclear hormone receptor-associated conditions such as cancer and immune disorders, and pharmaceutical compositions containing such compounds.
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- Cyclic bis-benzimidazole ligands and metal complexes thereof
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Cyclic bis benzimidazole ligands of the following formula are formed by contacting a (2-aminophenyl)-benzimidazole-4-carboxaldehyde ethylene acetal or a (2-nitrophenyl)-benzimidazole-4-benzaldehyde with an acid optionally in the presence of a metal or a metal salt. wherein R1and R2may be the same or different and are selected from H, an alkyl having 1 to 10 carbon atoms, a benzyl group, a substituted 2-ethylphenyl group, a carbonyl group, a phenyl substituent, a tosyl group, and an alkylsulfonate group; R3and R4may be the same or different and are selected from H, methyl, and ethyl; and R5, R6, R7, R8, R9, R10, R11, R12, R13, R14, R15, R16, R17, and R18may be the same or different and are selected from H, alkyl having 1 to 10 carbon atoms, fluoride, chloride, bromide, iodide, nitro, amino, a carboxylate, an ester, and a phenyl group.
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