- Structurally Diverse Poly(thienylene vinylene)s (PTVs) with Systematically Tunable Properties through Acyclic Diene Metathesis (ADMET) and Postpolymerization Modification
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Poly(thienylene vinylene)s (PTVs) are a unique class of low bandgap conjugated polymers that have received relatively little attention in organic electronic applications due to the limitations in conventional synthetic methodologies that are not capable to produce PTV structures beyond the rudimentary forms. We report here facile synthetic methods, combining acyclic diene metathesis (ADMET) and postpolymerization modification reactions, toward a series of structurally diverse PTVs. Specifically, halogen substituents including F, Cl, Br, and I, and conjugated thienyl groups bearing different substituents, have been installed onto every thiophene unit along the PTV backbones. While halogen substitution lowers both the HOMO and LUMO energy levels of the polymers, the overall optical properties are similar to the conventional unsubstituted PTVs. On the other hand, with increasing sizes of halogen atoms, the polymer crystallinity decreases caused by steric hindrance induced main-chain nonplanarity as suggested by density functional theory (DFT) calculations and confirmed by X-ray diffraction (XRD) and absorption measurements. With the cross-conjugated thienyl side-chains, the PTV polymers are all amorphous due to the large dihedral angles between the main-chain and side-chain thienyl rings. However, with strongly electron-withdrawing groups attached on the side-chain thiophene rings, new electronic transitions located at lower energies are observed, which have never been observed in PTVs and are assigned to main-chain to side-chain intramolecular charge transfer (ICTs) transitions. Such ICT transitions can potentially alter the PTV excited states ordering and dynamics, as evidenced by the appearance of fluorescence in one of the cross-conjugated PTVs bearing strong electron-withdrawing cyanoester vinylene groups. Applications of these new PTVs in bulk heterojunction (BHJ) organic solar cells (OSCs) have been attempted, and preliminary results showed much improved performances over devices using conventional PTVs, especially for those applying the cross-conjugated PTVs. Our methodologies are highly versatile in preparing PTVs with systematically varied structures that for the first time provide means to study and gain better understandings on the structure-property relationships of this unique class of materials and to potentially generate novel polymers tailor-designed for specific electronic applications.
- Zhang, Zhen,Qin, Yang
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- CARBALDEHYDE OXIMES AS BUTYRYLCHOLINESTERASE REACTIVATORS
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The present invention relates to compounds for their use in the reactivation of butyrylcholinesterase. Such compounds are useful in the treatment or prevention of the intoxication with at least one organophosphorus nerve agent. The invention also relates
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Paragraph 0086; 0341-0342
(2022/02/07)
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- THIOPHENE- SUB STITUED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR THE TREATMENT OF VIRAL DISEASES
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Disclosed are novel Thiophene-Subsituted Tetracyclic Compounds of Formula (I). And pharmaceutically acceptable salts thereof, wherein A, A', R2, R3, R4 and R5 are as defined herein. The compositions comprising at least one Thiophene-Subsituted Tetracyclic Compounds, and methods of using the Thiophene-Subsituted Tetracyclic Compounds for treating or preventing HCV infection in a patient are also disclosed.
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Page/Page column 194
(2014/08/06)
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- THIOPHENE-SUBSTITUTED TETRACYCLIC COMPOUNDS AND METHODS OF USE THEREOF FOR TREATMENT OF VIRAL DISEASES
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Thiophene-substituted tetracyclic compounds of formula (I) and pharmaceutically acceptable salts thereof, wherein A, A', R2, R3, R4 and R5 are as defined herein. The compositions comprising at least one thiophene-substituted tetracyclic compound, and methods of using the thiophene-substituted tetracyclic compounds for treating or preventing HCV infection in a patient are also provided.
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Page/Page column 206
(2014/08/06)
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- ANTI-INFLAMMATORY COMPOUND HAVING INHIBITORY ACTIVITY AGAINST MULTIPLE TYROSINE KINASES AND PHARMACEUTICAL COMPOSITION CONTAINING SAME
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The present invention is for the anti-inflammatory compounds that have an inhibitory activity against protein tyrosine kinases and their pharmaceutical composition(s) containing the compound as the active ingredient. Since the compounds of the present invention can inhibit multiple protein kinases associated with inflammatory diseases and immune disorders, they are useful for their prevention or treatment.
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Paragraph 0261-0263
(2013/03/28)
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- Near-infrared fluorophores containing benzo[c]heterocycle subunits
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(Chemical Equation Presented) The syntheses and spectroscopic properties of eight new push-pull-type near-infrared fluorophores that contain either isobenzofuran or isothianaphthene subunits are presented. The isobenzofuran dyes demonstrate significantly red-shifted absorption compared with their isothianaphthene counterparts, which is attributed to isobenzofuran's more potent pro-quinoidal character.
- Meek, Scott T.,Nesterov, Evgueni E.,Swager, Timothy M.
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supporting information; experimental part
p. 2991 - 2993
(2009/05/07)
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- Fused pyridine derivatives
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The present provides a condensed pyridine compound (I) represented by the following formula: (wherein, R2represents ring A represents benzene ring, pyridine ring, thiophene ring or furan ring; and B represents its pharmaceutically acceptable salt or hydrates thereof, which is a clinically useful medicament having a serotonin antagonism, in particular, that for treating, ameliorating or preventing spastic paralysis or central muscle relaxants for ameliorating myotonia.
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- Synthesis and in vitro evaluation of a series of diketopiperazine inhibitors of plasminogen activator inhibitor-1
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We have synthesized and evaluated a series of diketopiperazine-based inhibitors of PAI-1. These studies resulted in the identification of 34 which inhibited PAI-1 in vitro with an IC50 = 0.2 μM. The synthesis and SAR of these compounds are desc
- Folkes, Adrian,Roe, Michael B.,Sohal, Sukhjit,Golec, Julian,Faint, Richard,Brooks, Teresa,Charlton, Peter
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p. 2589 - 2592
(2007/10/03)
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- Coupling of Organotin Reagents with Aryl, Acyl and Heteroaryl Halides Part Two: Synthesis of Thienylpyridine Derivatives
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Coupling of organotin reagent Bu3SnAr (Ar = 2- or 3-pyridyl, or 2- or 3-thienyl) with appropriately halogenated heterocyclic in the presence of PdCl(CH2Ph)(PPh3)2 leads to the corresponding thienylpyridine derivative.Functionality is tolerated on the thiophene centre, but not in the case of the corresponding pyridine analogue.The compounds Bu3SnAr were prepared by a variety of methods, giving good yield of the tri-n-butylstannylated heterocycle.Other derivatives are prepared by direct reaction with the thienylpyridine nucleus.Examples of homo-coupling of the both organotin compounds and the aryl halide are also reported.
- Sosabowski, Michael H.,Powell, Paul
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p. 201 - 219
(2007/10/03)
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- A Convenient Synthetic Route to bis-Heteroaromatic and bis-Heterocyclic Compounds Promoted by Liganded Nickel Complex Reducing Agents.
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A number of nitrogen, sulfur or oxygen containing bis-heteroaromatic or bis-heterocyclic derivatives have been synthesized in good to excellent yields by homocoupling of the corresponding halogenated compounds in the presence of liganded (triphenylphosphine or 2,2'-bipyridine) nickel Complex Reducing Agents in THF or DME at 63 deg C.
- Forst, Yves,Becker, Sandrine,Caubere, Paul
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p. 11893 - 11902
(2007/10/02)
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- Conjugated Macrocycles Related to the Porphyrins. Part 3. Acid Catalyzed Condensations of Thiophenecarboxaldehydes with a Dipyrrylmethane
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McDonald condensation of a dipyrrylmethanedicarboxylic acid 3b with 2,2'-dithienylmethane-5,5'-dicarboxaldehyde (2b) failed to give the expected dithiophene porphyrin analog 1b.However, oxidation of the reaction mixtures with DDQ gave trace amounts of porphyrin-like materials.Model studies indicate that these fractions are meso-dithienylporphyrins.The synthesis of three related α,γ-disubstituted porphyrins is described.
- Armiger, Yoek Lin See-Tow,Lash, Timothy D.
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p. 523 - 527
(2007/10/02)
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- General scope of 1,3-dioxolanation of αβ-unsaturated aldehydes with 1,2-bis((trimethylsilyl)oxy)ethane and trimethylsilyl trifluoromethanesulfonate
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1,3-Dioxolanation of αβ-unsaturated aldehydes with 1,2-bis((trimethylsilyl)oxy)ethane in the presence of trimethylsilyl trifluoromethanesulfonate as catalyst has been systematically investigated. These silylated reagents readily acetalize aliphatic, highly conjugated aliphatic, and aromatic enals. Under the mild, aprotic conditions of the reaction, olefins do not rearrange or isomerize, and the acid-sensitive propionyloxy, (tetrahydropyranyl)oxy, and vinyl ether moieties are relatively stable. Aromatic bromide, furan, thiophene, and nitro functionalities are also inert. The only limitation found is in the case of 4-(dimethylamino)cinnamaldehyde, which did not afford a detectable amount of the corresponding dioxolane.
- Hwu, Jih Ru,Leu, Lish-Cheng,Robl, Jeffrey A.,Anderson, Denise A.,Wetzel, John M.
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p. 188 - 191
(2007/10/02)
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