- Fluorescent micellar nanoparticles by self-assembly of amphiphilic, nonionic and water self-dispersible polythiophenes with "hairy rod" architecture
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Polymers with "hairy-rod" architecture having oligo/polythiophene (PTh) as main chain and poly (ethylene glycol) (PEG) (Mn = 2000) as flexible side chains were obtained by combining the "macromonomer technique" with specific methods for the syn
- Cianga, Luminita,Bendrea, Anca-Dana,Fifere, Nicusor,Nita, Loredana Elena,Doroftei, Florica,Ag, Didem,Seleci, Muharrem,Timur, Suna,Cianga, Ioan
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- 14.7% Efficiency Organic Photovoltaic Cells Enabled by Active Materials with a Large Electrostatic Potential Difference
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Although significant improvements have been achieved for organic photovoltaic cells (OPVs), the top-performing devices still show power conversion efficiencies far behind those of commercialized solar cells. One of the main reasons is the large driving force required for separating electron-hole pairs. Here, we demonstrate an efficiency of 14.7% in the single-junction OPV by using a new polymer donor PTO2 and a nonfullerene acceptor IT-4F. The device possesses an efficient charge generation at a low driving force. Ultrafast transient absorption measurements probe the formation of loosely bound charge pairs with extended lifetime that impedes the recombination of charge carriers in the blend. The theoretical studies reveal that the molecular electrostatic potential (ESP) between PTO2 and IT-4F is large, and the induced intermolecular electric field may assist the charge generation. The results suggest OPVs have the potential for further improvement by judicious modulation of ESP.
- Yao, Huifeng,Cui, Yong,Qian, Deping,Ponseca, Carlito S.,Honarfar, Alireza,Xu, Ye,Xin, Jingming,Chen, Zhenyu,Hong, Ling,Gao, Bowei,Yu, Runnan,Zu, Yunfei,Ma, Wei,Chabera, Pavel,Pullerits, T?nu,Yartsev, Arkady,Gao, Feng,Hou, Jianhui
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- Synthesis and characterization of alanine functionalized oligo/polythiophenes
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The synthesis and characterization of a series of monothiophenes and terthiophenes bearing amino acids are reported. The reaction of a thiophene, substituted in position 3 by either a carboxylic acid or an acetic acid moiety, with an alanine methyl ester in the presence of hydroxybenzotriazole (HOBt) and N,N′-dicyclohexylcarbodiimide (DCC) affords several mono/terthiophene- alanine methyl esters. The latter were deprotected to form the corresponding carboxylic acids. Terthiophenes have been prepared in good yields via a Stille cross coupling reaction, using a dibromothiophene-alanine methyl ester and tri-butyl stannyl thiophene. The newly prepared monomers are very stable in air and in the presence of organic solvents. The optical and electrochemical properties of the monomers and their corresponding polymers were also examined using cyclic voltammetry and indium tin oxide (ITO) electrodes.
- McTiernan, Christopher D.,Chahma, M'Hamed
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- Synthesis and properties of novel optically active poly(thiophenyleneethynylene-phenyleneethynylene)s
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The Sonogashira-Hagihara coupling polymerization of L- alanine-derived 2,5-dibromothiophene monomers 1a-1d with p- and m-diethynylbenzenes 2p and 2m gave novel optically active poly(thiophenyleneethynylene-phenyleneethynylene)s poly(1a-2p)-poly(1d-2m). p-Phenylene-linked poly(1b-2p)-poly(1d-2p) bearing amide-amide side chains exhibited CD signals based on chiral aggregates, while the m-phenylene-linked counterparts poly(1b-2m)-poly(1d-2m) exhibited no evidence of the formation of secondary structures. Poly(1a-2p) and poly(1a-2m) bearing amide-ester side chains exhibited no CD signal as well.
- Otaki, Yoshinori,Miyagi, Yu,Sanda, Fumio
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- Visible-light-induced bactericidal properties of a novel thiophene-based linear conjugated polymer/TiO2 heterojunction
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The low utilization of visible light and the fast recombination of photogenerated electron-hole pairs are the two intrinsic defects that have hindered the antibacterial applications of TiO2. The addition of organic photocatalytic agents to form heterojunc
- Che, Guangbo,Du, Juan,Guo, Haiyong,Li, Zhiyi,Liu, Chunbo,Liu, Renming,Zhu, Enwei
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p. 737 - 747
(2022/02/14)
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- Regioisomeric π-conjugated terpolymers bearing carboxylate substituted thienothiophenyl quarterthiophene and their application to fullerene-free polymer solar cells
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Two regioisomeric π-conjugated terpolymers bearing carboxylated thiophene (CT) as electron accepting unit and thienothiophene (TT) and bithiophene (BT) as electron donating units were successfully synthesized for enhancing the performance of polymer solar cells (PSCs). Regio-regular and regio-random binary copolymers based on CT and BT were also prepared as control polymers. All polymers showed unique optical properties and crystalline behaviors. Among the PSC devices fabricated in this study, the PSC based on the regio-random terpolymer (Ran-TT) and 3,9-bis(2-methylene-(3-(1,1-dicyanomethylene)-indanone))-5,5,11,11-tetrakis (4-hexylphenyl) dithieno [2,3-d:2′,3′-d′]-s-indaceno [1,2-b:5,6b′]-dithiophene (ITIC) exhibited the highest power conversion efficiency of 5.65% with a high short circuit current density (Jsc) of 12.63 mA cm?2 and an open circuit voltage (Voc) of 0.81 V. The promising PCE value is attributed to the low-lying highest occupied molecular orbital (HOMO) of Ran-TT, effective complementary absorption spectrum and favorable internal morphology of the blend film. The internal morphology of the Ran-TT was observed to be more fine phase separation than that of the regio-regular terpolymer, facilitating exciton diffusion and dissociation in the bulk heterojunction.
- Park, Chang Geun,Park, Gi Eun,Lee, Ji Hyung,Kim, Aesun,Kim, Young Un,Park, Seo Yeon,Park, Su Hong,Cho, Min Ju,Choi, Dong Hoon
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p. 142 - 150
(2018/05/24)
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- Polyoxometalate built-in conjugated microporous polymers for visible-light heterogeneous photocatalysis
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Herein, we report two novel Anderson-type polyoxometalate (POM) built-in conjugated microporous polymers (CMPs), Bn-Anderson-CMP and Th-Anderson-CMP prepared through Sonogashira-Hagihara cross-coupling of tetrabromo-bifunctionalized Anderson-type POMs and 1,3,5-triethynylbenzene. These two Anderson-CMPs exhibit outstanding heterogeneous photocatalytic activities towards degrading organic dyes in water. Control photocatalysis experiments with different radical scavengers demonstrate that hydrogen peroxide and singlet oxygen are the primary active catalytic species. Moreover, these two CMPs can be easily recycled at least five times without a noticeable decrease in photocatalytic performances.
- Li, Yusen,Liu, Mingxuan,Chen, Long
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supporting information
p. 13757 - 13762
(2017/07/12)
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- 1,2,4-TRIAZINE-6-CARBOXAMIDE DERIVATIVE
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The present invention provides a compound represented by the following general formula (I) or a salt thereof which has a Syk inhibitory effect (in the formula R1 represents a hydrogen atom or an optionally Ra-substituted C1-C6 alkyl group; A represents a hydrogen atom, an optionally Ra-substituted C1-C8 alkyl group, an optionally Ra-substituted C2-C6 alkenyl group, an optionally Ra-substituted C2-C6 alkynyl group, an optionally Rb-substituted C3-C10 cycloalkyl group, an optionally Rb-substituted C6-C14 aromatic hydrocarbon group, an optionally Rb-substituted 4- to 10-membered unsaturated heterocyclic group, or an optionally Rb-substituted 4-to 10-membered saturated heterocyclic group, or optionally forms a 4- to 10-membered unsaturated heterocyclic ring or a 4- to 10-membered saturated heterocyclic ring together with R1 and the nitrogen atom bonded thereto; R2 represents a hydrogen atom or an optionally Ra-substituted C1-C6 alkyl group; and B represents an optionally Rc-substituted unsaturated heterocyclic group).
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Paragraph 0351
(2014/08/19)
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- Novel, potent and selective 17β-hydroxysteroid dehydrogenase type 2 inhibitors as potential therapeutics for osteoporosis with dual human and mouse activities
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17β-Hydroxysteroid dehydrogenase type 2 (17β-HSD2) is responsible for the oxidation of the highly active estradiol (E2) and testosterone (T) into the less potent estrone (E1) and Δ4-androstene-3,17-dione (Δ4-AD), respectively. As 17β-HSD2 is present in bones and as estradiol and testosterone are able to induce bone formation and repress bone resorption, inhibition of this enzyme could be a new promising approach for the treatment of osteoporosis. Herein, we describe the design, the synthesis and the biological evaluation of 24 new 17β-HSD2 inhibitors in the 5-substituted thiophene-2-carboxamide class. Structure-activity and structure-selectivity relationships have been explored by variation of the sulfur atom position in the central core, exchange of the thiophene by a thiazole, substitution of the amide group with a larger moiety, exchange of the N-methylamide group with bioisosteres like N-methylsulfonamide, N-methylthioamide and ketone, and substitutions at positions 2 and 3 of the thiophene core with alkyl and phenyl groups leading to 2,3,5-trisubstituted thiophene derivatives. The compounds were evaluated on human and mouse enzymes. From this study, a novel highly potent and selective compound in both human and mouse 17β-HSD2 enzymes was identified, compound 21 (IC 50(h17β-HSD2) = 235 nM, selectivity factor toward h17β-HSD1 = 95, IC50 (m17β-HSD2) = 54 nM). This new compound 21 could be used for an in vivo proof of principle to demonstrate the true therapeutic efficacy of 17β-HSD2 inhibitors in osteoporosis. New structural insights into the active sites of the human and mouse enzymes were gained.
- Perspicace, Enrico,Cozzoli, Liliana,Gargano, Emanuele M.,Hanke, Nina,Carotti, Angelo,Hartmann, Rolf W.,Marchais-Oberwinkler, Sandrine
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p. 317 - 337
(2014/07/21)
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- Poly(ethylene glycol) - Functionalized, water self-dispersible α-terthiophenes
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The aim of this work was the synthesis, structural characterization and photophysical properties investigation of two α-terthiophenes (α-TT) containing the poly(ethylene glycol) (PEG) of different lengths as substituents. For their synthesis, the Suzuki condensation between 2-thiophene boronic acid and two functionalized PEG (Mn= 1000 and M n=2000) with 2, 5 dibromothiopene moieties was employed and structural characterization of obtained α-TT were performed by 1H-NMR and FT-IR spectral methods. Photophysical properties of the synthesized α-TT in solutions were evaluated by UV-Vis and fluorescence measurements and the influence of different solvents polarity on the oligomers fluorescence behavior was also investigated.
- Bendrea, Anca-Dana,Cianga, Luminita,Cianga, Ioan
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p. 153 - 160
(2014/04/03)
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- Synthesis and photovoltaic properties of copolymers based on benzo[1,2-b:4,5-b′]dithiophene and thiophene with electron-withdrawing side chains
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Six alternating conjugated copolymers (PL1-PL6) of benzo[1,2-b:4,5- b′]dithiophene (BDT) and thiophene, containing electron-withdrawing oxadiazole (OXD), ester, or alkyl as side chains, were synthesized by Stille coupling reaction. The structures of the polymers were confirmed, and their thermal, optical, electrochemical, and photovoltaic properties were investigated. The introduction of conjugated electron-withdrawing OXD or formate ester side chain benefits to decrease the bandgaps of the polymers and improve the photovoltaic performance due to the low steric hindrance of BDT. Bulk heterojunction polymer solar cells (PSCs) were fabricated based on the blend of the as-synthesized polymers and the fullerene derivative [6,6]-phenyl-C 61-butyric acid methyl ester (PC61BM) in a 1:2 weight ratio. The maximum power conversion efficiency of 2.06% was obtained for PL5-based PSC under the illumination of AM 1.5, 100 mW/cm2.
- Nie, Yujuan,Zhao, Bin,Tang, Peng,Jiang, Peng,Tian, Zongfang,Shen, Ping,Tan, Songting
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experimental part
p. 3604 - 3614
(2012/05/05)
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- HETEROCYCLIC COMPOUND
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The present invention provides a heterocyclic compound represented by the following formula (I), which has a glucagon antagonistic action and is useful for the prophylaxis or treatment of diabetes and the like, a compound represented by wherein ring A is an optionally substituted benzene ring and the like; Y is a nitrogen atom and the like; X is -O- and the like; R4 is a hydrogen atom and the like; R5 and R6 are each independently a hydrogen atom and the like; R1 is an optionally substituted hydrocarbon group and the like; R2 is a hydrogen atom and the like; and R3 is -(CH2)3-COOH and the like, or a salt thereof.
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Page/Page column 90
(2010/08/07)
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- INHIBITORS OF AKT ACTIVITY
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Invented are novel heterocyclic carboxamide compounds, the use of such compounds as inhibitors of protein kinase B activity and in the treatment of cancer and arthritis.
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Page/Page column 45
(2008/12/08)
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- Fluorescence "turn-on" sensing of carboxylate anions with oligothiophene-based o-(carboxamido)trifluoroacetophenones
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(Chemical Equation Presented) o-(Carboxamido)trifluoroacetophenones containing ter- or pentathiophene moiety as a fluorophore exhibit fluorescence enhancement upon binding carboxylate anions. Particularly, the terthiophene derivative shows a large fluorescence enhancement factor (FEF = 120). The enhancement is explained by intramolecular H-bonding stabilization of an anion-ionophore adduct, through which a possible quenching process, the n-π* transition from the trifluoroacetophenone moiety, is eliminated.
- Kim, Dae-Sik,Kyo, Han Ahn
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p. 6831 - 6834
(2008/12/22)
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- AZAINDOLES USEFUL AS INHIBITORS OF ROCK AND OTHER PROTEIN KINASES
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The present invention relates to compounds useful as inhibitors of protein kinases. The invention also provides pharmaceutically acceptable compositions comprising said compounds and methods of using the compositions in the treatment of various disease, conditions, or disorders.
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Page/Page column 187
(2008/06/13)
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- Synthesis of Polythiophene Derivatives Bearing Ferroelectric Liquid Crystalline Substituents
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A chiral liquid crystalline (LC) substituent with a fluorine-containing asymmetric moiety was introduced into the 3-position of a thiophene ring. Polymerizations of 2,5-dibrominated thiophene derivatives were carried out through dehalogenative polycondensations. Polythiophene derivatives thus prepared were fusible and soluble in ordinary organic solvents. An absorption band was observed in the range of 400-415 nm. Phase transition behaviors of the polymers and monomers were examined by differential scanning calorimetry, polarizing optical microscopy, and X-ray diffraction analysis. The polymers showed several types of smectic phases in the heating and cooling processes. Additionally, one of the polymers exhibited a striated fan-shaped texture when observed with a polarizing optical microscope. This is attributed to the formation of chiral smectic C (SmC*) phase, which is necessary property to ferroelectricity. Ferroelectric behavior was confirmed by examining the temperature dependence of the dielectric constant of the polymer.
- Goto, Hiromasa,Dai, Xiaoman,Narihiro, Harunori,Akagi, Kazuo
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p. 2353 - 2362
(2007/10/03)
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