- Network single ion conductors based on comb-branched polyepoxide ethers and lithium bis(allylmalonato)borate
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The synthesis of network single ion conductors to obtain single ion conductors with high ambient temperature conductivity and mechanical strength is discussed. The single ion conductors were based on comb-branched polyepoxide ethers and lithium (Li) bis(allylmelonato)borate. The single ion conductors possessed good mechanical strength due to the formation of network structure and the Li/Li symmetric cell cycling showed no concentration polymerization. The results show that the backbone structure of the polyepoxides contributes to the total ionic conductivity and it increases with the increasing side chain length.
- Sun, Xiao-Guang,Kerr, John B.,Reeder, Craig L.,Liu, Gao,Han, Yongbong
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- Synthesis and characterization of glycoside-based trisiloxane surfactant
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The synthesis of glycoside-based trisiloxane surfactants of the general formula Me3SiOSiMeR1OSiMe3 (R1 = (CH2)3(OCH2CH2)2OR 2, R2 = gl
- Han, Fu,Chen, Yan-Hong,Zhou, Ya-Wen,Xu, Bao-Cai
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- Selectivity in reactions of allyl diazoacetates as a function of catalyst and ring size from γ-lactones to macrocyclic lactones
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Catalytic reactions of diazoacetates tethered through zero, one, two, and three ethylene glycol units to an allyl group have been investigated for chemoselectivity, diastereoselectivity, and enantioselectivity. Results from cyclopropanation, carbon-hydrogen insertion, and oxonium ylide generation are compared from reactions of achiral and chiral catalysts of copper(I) and dirhodium(II) carboxylates and carboxamidates. Relative to results from intermolecular reactions of ethyl diazoacetate with allyl ethyl ether, intermolecular reactions show a diversity of selectivities including preference for the opposite configurational arrangement from the one preferred in corresponding intermolecular cyclopropanation reactions. Enantioselectivities for cyclopropanation are dependent on the catalyst ligands in a manner that reflects divergent trajectories of the carbon-carbon double bond to the reacting carbene center. Enantioselectivity increases as a function of ring size with chiral copper catalysts, but the reverse occurs with chiral dirhodium(II) carboxamidates. Mechanistic implications, including those related to the conformation of the reacting metal carbene, offer a new dimension to understanding of enantioselectivity in catalytic asymmetric cyclopropanation reactions.
- Doyle,Hu
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- Synthesis and characterization of monoallyl-end-capped diethylene oxide-based polyurethane surfactant
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Diethylene glycol monoallyl ether (DGME) was synthesized by reaction of diethylene glycol with allyl chloride. Then, a novel non-ionic functional polyurethane surfactant (PUS) was synthesized by the polycondensation of hexamethylene diisocyanate (HMDI) with polypropylene glycol (PPG-1000) and DGME. Next, a series of polyvinyl acetate (PVAc), polybutyl acrylate (PBA), and polystyrene (PSt) latexes have been successfully synthesized, each one throughout by the emulsion copolymerization in the presence of a PUS. This polymeric surfactant exhibited excellent surface activity, and the surface tension decreased with an increase in the concentration of the polyurethane surfactant.
- Naghash, Hamid Javaherian,Iravani, Mohammad,Akhtarian, Rouhollah
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- Iterative Design and Optimization of Initially Inactive Proteolysis Targeting Chimeras (PROTACs) Identify VZ185 as a Potent, Fast, and Selective von Hippel-Lindau (VHL) Based Dual Degrader Probe of BRD9 and BRD7
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Developing PROTACs to redirect the ubiquitination activity of E3 ligases and potently degrade a target protein within cells can be a lengthy and unpredictable process, and it remains unclear whether any combination of E3 and target might be productive for degradation. We describe a probe-quality degrader for a ligase-target pair deemed unsuitable: the von Hippel-Lindau (VHL) and BRD9, a bromodomain-containing subunit of the SWI/SNF chromatin remodeling complex BAF. VHL-based degraders could be optimized from suboptimal compounds in two rounds by systematically varying conjugation patterns and linkers and monitoring cellular degradation activities, kinetic profiles, and ubiquitination, as well as ternary complex formation thermodynamics. The emerged structure-activity relationships guided the discovery of VZ185, a potent, fast, and selective degrader of BRD9 and of its close homolog BRD7. Our findings qualify a new chemical tool for BRD7/9 knockdown and provide a roadmap for PROTAC development against seemingly incompatible target-ligase combinations.
- Zoppi, Vittoria,Hughes, Scott J.,Maniaci, Chiara,Testa, Andrea,Gmaschitz, Teresa,Wieshofer, Corinna,Koegl, Manfred,Riching, Kristin M.,Daniels, Danette L.,Spallarossa, Andrea,Ciulli, Alessio
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p. 699 - 726
(2019/01/11)
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- Salt- and pH-Triggered Helix-Coil Transition of Ionic Polypeptides under Physiology Conditions
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Controlling the helix-coil transition of polypeptides under physiological conditions is an attractive way toward smart functional materials. Here, we report the synthesis of a series of tertiary amine-functionalized ethylene glycol (EGx)-linked polypeptide electrolytes with their secondary structures tunable under physiological conditions. The resultant polymers, denoted as P(EGxDMA-Glu) (x = 1, 2, and 3), show excellent aqueous solubility (>20 mg/mL) regardless of their charge states. Unlike poly-l-lysine that can form a helix only at pH above 10, P(EGxDMA-Glu) undergo a pH-dependent helix-coil switch with their transition points within the physiological range (pH ~5.3-6.5). Meanwhile, P(EGxDMA-Glu) exhibit an unusual salt-induced helical conformation presumably owing to the unique properties of EGx linkers. Together, the current work highlights the importance of fine-tuning the linker chemistry in achieving conformation-switchable polypeptides and represents a facile approach toward stimuli-responsive biopolymers for advanced biological applications.
- Yuan, Jingsong,Zhang, Yi,Sun, Yue,Cai, Zhicheng,Yang, Lijiang,Lu, Hua
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p. 2089 - 2097
(2018/06/15)
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- NOVEL TRIAZINE COMPOUND, ALL-SOLID-STATE POLYMER ELECTROLYTE COMPOSITION AND USE THEREOF
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The present invention relates to a novel triazine compound represented by chemical formula 1, an all-solid-state polymer electrolyte composition comprising the same as a cross-linking agent and uses thereof. More specifically, the triazine compound effectively inhibits crystallization of a plasticizer at a low temperature (room temperature) to show significantly improved ion conductivity, and can realize significantly improved electrochemical stability and excellent battery properties, thereby being usefully used as an all-solid-state polymer electrolyte composition such as a lithium-polymer secondary battery, a dye-sensitized solar cell, etc.COPYRIGHT KIPO 2018
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Paragraph 0120-0123
(2018/04/12)
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- TAU-PROTEIN TARGETING PROTACS AND ASSOCIATED METHODS OF USE
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The present disclosure relates to bifunctional compounds, which find utility as modulators of tau protein. In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a VHL or cereblon ligand which binds to the E3 ubiquitin ligase and on the other end a moiety which binds tau protein, such that tau protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of tau. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of tau protein. Diseases or disorders that result from aggregation or accumulation of tau protein are treated or prevented with compounds and compositions of the present disclosure.
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Paragraph 1505
(2018/05/24)
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- The silane compound surface modification material phosphorylcholine-
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PROBLEM TO BE SOLVED: To provide a novel compound serving as a surface modifying material for a high sensitivity biosensing element, which enables forming of a monomolecular film capable of inhibiting nonspecific adsorption of protein. SOLUTION: The compound is a phosphorylcholine-silane compound represented by chemical formula 1, wherein X1to X3each independently represent halogen, 1-3C alkoxy or 1-3C alkyl, provided that at least one of X1to X3is halogen or 1-3C alkoxy; R1represents -(CH2)m- or -(CH2CH2O)n-(CH2)2-; R2represents -(CH2)s- or -(CH2)3-(OCH2CH2)p-; m is an integer of 2-20, n is an integer of 1-5, s is an integer of 3-20, and p is an integer of 1-5. COPYRIGHT: (C)2013,JPOandINPIT
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Paragraph 0022
(2018/06/29)
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- Fluoroalkenyl sulfate surfactants
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Fire extinguishing compositions and methods of extinguishing a fire comprising compounds of formula (I) where Rf is a fluorocarbon group. The compounds and compositions described herein are useful as intermediates in the preparation of or as additives to AFFF (aqueous film forming foam) formulations used for the extinguishment of fuel and solvent fires.
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(2013/09/12)
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- AVOIDANCE OF NON-SPECIFIC BINDING ON AN ACOUSTIC WAVE BIOSENSOR USING LINKER AND DILUENT MOLECULES FOR DEVICE SURFACE MODIFICATION
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An acoustic wave biosensor comprising a surface of a mixed self-assembling monolayer for receiving a probe-biomolecule is described herein. The biosensor surface may comprise a piezoelectric quartz crystal,—for detection purposes with the electromagnetic piezoelectric acoustic sensor (EMPAS)—upon which a mixed self-assembling monolayer is formed, which includes at least one linker, such as 2,2,2-trifluoroethyl-13-trichlorosilyl-tridecanoate (TTTA); its oligoethylene glycol (OEG) analog OEGylated TTTA (OEG-TTTA); S-(2-(2-(2-(3-trichlorosilyl-propyloxy)-ethoxy)-ethoxy)-ethyl)-benzenethiosulfonate (OEG-TU BTS). Linker/diluent systems for attaching a functionalizing entity to the surface of a biosensor are described, as well as methods for preparing a biosensor surface with an oligoethylene glycol linker.
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Page/Page column 5-6
(2012/01/03)
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- CYCLIC SILOXANE-BASED COMPOUNDS AND SOLID POLYMER ELECTROLYTE COMPOSITION CONTAINING THE SAME AS A CROSSLINKING AGENT
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The present invention relates to a cyclic siloxane-based compound and a solid polymer electrolyte composition containing the same as a crosslinking agent, more particularly to a cyclic siloxane-based compound having a novel structure in which polyalkylene oxide acrylate groups are introduced into a cyclic siloxane compound and a solid polymer electrolyte composition containing the cyclic siloxane-based compound as a crosslinking agent along with other electrolyte components such as a plasticizer, lithium salt and a curing initiator. Since the solid polymer electrolyte composition of the present invention improves ion conductivity and electrochemical stability at room temperature, it can be useful as polymer electrolyte for electrolyte films, small-sized to high-capacity lithium-polymer secondary batteries, etc. Also, physical properties of the polymer electrolyte can be controlled easily by controlling the length of the polyalkylene oxide group in the cyclic siloxane-based crosslinking agent.
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Page/Page column 14-15
(2008/06/13)
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- General approach for template-directed synthesis of macroheterocycles by ring-closing metathesis (RCM)
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A general method to prepare macroheterocycles is reported in which a rigid symmetric platinated tris-pincer tricationic complex (3) is used as a template. The system uses bisolefin functionalized pyridine ligands (1, 2) which selectively bind to the three platinum centers of the template resulting in pre-organization of the olefinic tails. By subjecting these pre-organized complexes (4) to olefin metathesis reaction conditions, the olefinic tails were interconnected affording several macroheterocycles of different compositions and sizes. Various pyridines with different substitution patterns (2,6- and 3,5-disubstituted) and different olefinic tails (aliphatic, polyether, and styryl) were synthesized and used in the cyclization reactions, showing the diversity of this method. It was found that only the use of 2,6-disubstituted pyridines resulted in the formation of the desired macrocycles while 3,5-difunctionalized pyridines gave only pyridinophane formation. Furthermore, the length of the olefinic tails needs to be at least eleven atoms (C or O) in order to suppress oligomerization in favor of macrocycle formation. Yields of up to 70% of the macrocycles were obtained using the first-generation [Cl 2(Cy3P)2Ru=CHPh] or second-generation [Cl 2(Cy3P)(IMeS)Ru=CHPh] Grubbs' catalysts. Reactions of the platinated pincer pyridines with Schrock Mo-based metathesis catalysts results in exclusive olefin isomerization and no productive metathesis. The generated macrocycles (hosts) could effectively be separated from the template by addition of aqueous sodium chloride and reattached to the (recycled) template (guest). The X-ray structure determination of host-guest complex 10 is the definite proof for this reattachment and the perfect cyclic structure of the macrocycle.
- Chuchuryukin, Alexey V.,Chase, Preston A.,Dijkstra, Harm P.,Suijkerbuijk, Bart M. J. M.,Mills, Allison M.,Spek, Anthony L.,Van Klink, Gerard P. M.,Van Koten, Gerard
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p. 447 - 462
(2007/10/03)
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- An expedient synthesis of monodispersed oligo(ethylene glycols)
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A convenient approach to the synthesis of oligo(ethylene glycols) under phase transfer conditions is described. Oligo(ethylene glycols) (x = 7-12) are obtained in excellent yields and high purity via modular, bi-directional elongation of readily available ethylene glycol bis-tosylates.
- Burkett, Brendan A.,Chan, Tak Hang
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p. 1007 - 1010
(2007/10/03)
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- MONOMER, POLYMER, AND OCULAR LENS COMPRISING THE SAME
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Monomers for polymers having high oxygen permeability, high water content and a low modulus of elasticity are provided, and polymers and ophthalmic lenses comprised of said monomers are provided. They are monomers represented by formula (1) or (2) below:X-O-(CH2CH2CH2O)m-(CH2)n-A ???wherein, X is a polymerizable group having carbon-carbon unsaturated bonds; A is a siloxanyl group; R is H or a methyl group; m is an integer of 1 to 10; m' is an integer of 2 to 10; and n is an integer of 2 to 10.
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- Oligo(ethylene glycol)-spacered siloxane redox polymers: Highly diffusive media for electrochemical redox catalysis
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Redox-modified oligosiloxanes were prepared from an Si60 oligo(hydrogen siloxane) and allyl-terminated oligo(ethyleneglycol) (OEG) esters of 3-carboxy-2,2,5,5-tetramethyl-Δ3-pyrroline-1-oxyl (PROXYL-COOH). Glassy carbon disk electrodes coated with the modified siloxane films were obtained by spin coating with film thicknesses between 10 nm and 15 μm and analyzed by cyclic voltammetry, chronoamperometry, and rotating disk voltammetry in acetonitrile and water. Due to the OEG content, the siloxane matrix offers a high diffusivity with respect to the mobility of redox centers and solute species. The PROXYL-mediated catalysis of the oxidation of 4-methoxybenzyl alcohol (PMBOH) to anisaldehyde was studied at spin-coated glassy carbon disk electrodes by cyclic voltammetry in acetonitrile with lutidine as a base and in buffered aqueous solution at pH = 7. The catalytic efficiency is 10-fold higher in the latter medium. In controlled potential microelectrolyses, current densities up to 15 mA/cm2 and catalyst turnovers up to 30 000 were determined at ca. 0.1 mmol/cm2 substrate conversion. Crucial factors of film performance are thickness and homogeneity, which are still difficult to control at larger area carbon felt electrodes.
- Merz, Andreas,Bachmann, Harald
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p. 901 - 907
(2007/10/02)
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- Synthesis of Crown Ether Polymers Incorporating 12- and 13-Membered Tetraoxa Rings Linked to Poly(propylene Oxide) and Poly(phosphazene) Backbones and Behaviour of the Lithium-doped Materials
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The synthesis of a set of 12- and 13-membered crown ether polymers is reported.An oxyethylene chain separates the macrocyclic ring from either a poly(propylene oxide) or a poly(phosphazene) backbone.Addition of Li+ ions to these amorphous polymers and the related poly(methacrylate) polymers results in increases in Tg and the 12-O4 polymers show the largest increases.This behaviour is correlated with changes in the 13C NMR spectra of the polymers as Li+ is added, and the relative sensitivity of the 12-O4 polymers is related to their enhanced tendency to form 2:1 complexes (ring : Li+).Parallel observations were found on examination of the ionic conductivities of the lithium-doped materials, with the 13-O4 polymers showing lower conductivities and in the polypropylene oxide-based polymers the backbone did not contribute significantly to the overall charge transport.
- Denness, James E.,Parker, David,Hubbard, Hugh St. V. A.
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p. 1445 - 1454
(2007/10/02)
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- Approaches to new water soluble phosphines
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Approaches to water-soluble phosphines are described which involve conversion of ethylene glycol derivatives and sugar diacetonides into monoallyl ethers, and hydrophosphorylation of the latter.In the case of the sugars, water-solubility is conferred by a subsequent hydrolysis.
- Mitchell, Terence N.,Heesche-Wagner, Kerstin
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- DIETHYLENE AND TRIETHYLENE GLYCOL SPACERS FOR THE PREPARATION OF NEOGLYCOPROTEINS
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Mono- and disaccharide glycosides of some bifunctional aglycons, such as 3-oxa-pentanediol-1,5 (diethylene glycol), 3,6-dioxa-octanediol-2,8 (triethylene glycol), 5-amino-3-oxa-pentan-1-ol, 5-azido-3-oxa-pentan-1-ol, 8-amino-3,6-dioxa-octan-1-ol, 3,6-dioxa-7-ethoxycarbonyl-heptan-1-ol and 3,6-dioxa-non-8-en-1-ol were synthesized and used to prepare artificial glycoconjugates.These spacer molecules were sequentionally built up either from diethylene- or triethylene glycol monoglycosides, or from diethylene glycol prior to the glycosylation steps.
- Szurmai, Zoltan,Szabo, Lajos,Liptak, Andras
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p. 259 - 270
(2007/10/02)
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