- Grafting of polymeric platforms on gold by combining the diazonium salt chemistry and the photoiniferter method
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The grafting of stable and strongly attached polymeric platforms on gold is a key factor for successful applications in biology, catalysis and sensing. Here, we report on the use of a combination of the iniferter method and the diazonium salt chemistry for preparing smart polymeric platforms attached through covalent bonds on gold. For this, bifunctional molecules bearing aryl diazonium coupling agents for anchoring on gold and N,N-diethyldithiocarbamate groups for initiating the growth of polymer chains were used. These two moieties were separated by oligo(ethylene oxide) spacers of various lengths allowing a fine tuning of the hydrophilic properties of the grafted photoinitiator layers. Cross-linked copolymers of methacrylic acid (MAA) and N,N′-methylenebisacrylamide (MBAm) were then grown from the gold surfaces under UV light. The polymer films were characterized in terms of chemical composition and wettability by X-ray photoelectron spectroscopy and contact angle measurements, respectively. The grafting procedure was simple, rapid and effective in producing polymer-grafted Au surfaces at room temperature. The diethyldithiocarbamil groups remaining at the end of the growing tethered chains could then be easily exchanged by a UV-light induced radical-exchange experiment in order to obtain terminal amino moieties able to immobilize citrate-capped gold nanoparticles, through electrostatic interactions. The results obtained in the present work highlight the efficiency of the diazonium salt chemistry coupled to the photo-iniferter based surface grafting approach to spontaneously functionalize gold surfaces through covalent bonds. This strategy open new opportunities for the preparation of "smart" hybrid platforms made of pH-responsive polymers and nanoparticle assemblies.
- Ahmad, Randa,Mocaer, Adrien,Gam-Derouich, Sarra,Lamouri, Aazdine,Lecoq, Hélène,Decorse, Philippe,Brunet, Philippe,Mangeney, Claire
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Read Online
- Greener synthesis of dimethyl carbonate from carbon dioxide and methanol using a tunable ionic liquid catalyst
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Several types of ionic liquids (ILs) performance towards dimethyl carbonate (DMC) synthesis using cheap reactant (methanol) and waste CO2 which is abundantly available in the environment are discussed. We synthesized ILs with cheap raw materials such as ethylene glycol. The main aim of this study is to synthesize efficient catalysts for the production of profitable fuel additives. ILs show high thermal stability, less viscosity, and low vapor pressure. In addition, some ILs have high CO2 absorption capacity due to moderate acid-base properties. These ILs reversibly capture more CO2 which is more efficient towards mass transport of methanol at optimum reaction conditions which enhance the DMC yield. This catalytic system is easily reusable for several reactions without decreased performance under the same reaction conditions. These reaction conditions had an effect on the synthesis of DMC. Temperature, pressure, IL loading, and IL/DMAP ratio were fine tuned. We propose a mechanism which the reaction may follow. The synthesized ILs required moderate reaction conditions and reduce waste gases (CO2) from the environments as they have high CO2 absorption capacity compared to the metal oxide catalyst. Therefore, this catalytic system helps and gives new direction to synthesize new catalyst for other application.
- Pawar, Atul A.,Chaugule, Avinash A.,Kim, Hern
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p. 1252 - 1265
(2020/02/06)
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- Phenyl pyrazoline compound with bioactivity and preparation method and application thereof
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The invention discloses a phenyl pyrazoline compound shown as a formula (I) and a preparation method and application thereof. R, R1, R2, R3 and R4 in the formula are defined in the specification. Thecompound shown as the formula (I) has herbicidal, insecticidal/acaricidal or bactericidal bioactivity and has high activity especially on weeds.
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Paragraph 0059; 0060; 0064
(2019/08/26)
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- CT gastrointestinal tract contrast agent and application thereof
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The invention relates to the field of nonionic X-ray contrast agents, in particular to a nonionic polymer iodine contrast agent and a contrast agent composition containing the compound. The compound has more superior physical and chemical properties compared with a nonionic dimer contrast agent in the prior art, has osmotic pressure closer to human blood and low viscosity and is applicable to various occasions, especially in CT gastrointestinal tract contrast.
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Paragraph 0048
(2017/08/30)
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- TRANSPARENT BODY PRODUCTION METHOD, TRANSPARENT BODY, AND AMORPHOUS BODY
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A transparent body production method that includes subjecting the compound represented by formula (1) to heating at a temperature equal to or greater than the melting point of said compound. In formula (1), each of W1 and W2 is the group represented by formula (2) in which the ring Z is an aromatic hydrocarbon ring, X is a single bond or —S—, R1 is a single bond or an alkylene group having 1-4 carbon atoms, R2 is a specific substituent, and m is an integer of 0 or higher, the group represented by formula (4) is —OH— or a (meth)acryloyloxy group, each of the rings Y1 and Y2 is an aromatic hydrocarbon ring, R is a single bond or a specific divalent group, each of R3a and R3b is —CN, a halogen group, or a monovalent hydrocarbon group, and each of n1 and n2 is an integer of 0-4.
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Paragraph 0109; 0110
(2017/10/10)
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- PREPARATION OF AMMONIUM OR PHOSPHONIUM BORATE SALTS
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A process for preparing an ammonium or phosphonium borate salt KA containing a cation K and an anion A comprising the steps (a) providing a melt of a borate salt K1A, (b) adding a solution of an ammonium or phosphonium salt KA1 in a solvent or solvent mixture wherein K is an organic ammonium or phosphonium cation; A is a borate anion of formula (la) or (lb)
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Page/Page column 19; 20
(2017/12/27)
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- COMPOSITION CONTAINING VINYL-GROUP-CONTAINING COMPOUND
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A composition containing a novel vinyl-group-containing compound. This composition contains a vinyl-group-containing compound represented by general formula (1). In the formula: W1 and W2 represent a group represented by general formula (2) (where a ring (Z) is an aromatic hydrocarbon ring, X is a single bond or —S—, R1 is a single bond or a C1-4 alkylene group, R2 is a specific substituent group such as a monovalent hydrocarbon, and m is an integer equal to 0 or higher), a group represented by general formula (4) (where the ring (Z), X, R1, R2, and m are as previously stated), a hydroxyl group, or a (meth)acryloyloxy group; rings (Y1, Y2) are aromatic hydrocarbon rings; R represents a single bond or a specific divalent group; R3a and R3b represent a cyano group, a halogen atom, or a monovalent hydrocarbon group; and n1 and n2 are integers of 0-4.
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Paragraph 0401; 0402
(2016/04/20)
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- PRODUCTION METHOD OF VINYL GROUP-CONTAINING COMPOUND
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PROBLEM TO BE SOLVED: To provide a new production method of a vinyl group-containing compound having a fluorene skeleton (9,9-bisphenyl fluorene skeleton or the like) that is known for having excellent functions in optical characteristics such as a transmittance for light and a refractive index and in thermal characteristics such as heat resistance. SOLUTION: The production method of a vinyl group-containing compound includes: a decoloration step of removing a colored substance from a crude product containing a hydroxyl group-containing compound represented by 6,6-(9-fluorenylidene)-2,2-dinaphthol by use of alcohol to obtain a purified product containing the hydroxyl group-containing compound; and a reaction step of obtaining a vinyl group-containing compound represented by compound 1 or compound 4 below from the purified product. SELECTED DRAWING: None COPYRIGHT: (C)2016,JPOandINPIT
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Paragraph 0128
(2017/04/03)
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- VINYL-GROUP-CONTAINING FLUORENE COMPOUND
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A novel vinyl-group-containing fluorene compound and a method for producing the same, a polymerizable monomer and cross-linking agent including this compound, a leaving-group-containing fluorene compound, a monovinyl-group-containing fluorene compound, and methods for producing the same. This vinyl-group-containing fluorene compound is represented by formula (1). In the formula, W1 and W2 represent a group represented by formula (2), a group represented by formula (4), a hydroxyl group, or a (meth)acryloyloxy group, R3a and R3b represent a cyano group, a halogen atom, or a monovalent hydrocarbon, and n1 and n2 are integers of 0-4. In formulas (2) and (4), a ring (Z) is an aromatic hydrocarbon ring, X is a single bond or a group represented by —S—, R1 is a single bond or a C1-4 alkylene group, R2 is a specific substituent group such as a monovalent hydrocarbon, and m is an integer of 0 or greater.
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Paragraph 0134-0135
(2016/03/22)
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- In vitro antiplasmodial activity of triazole-linked chloroquinoline derivatives synthesized from 7-chloro-N-(prop-2-yn-1-yl)quinolin-4-amine
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The synthesis and in vitro evaluation of novel triazole-linked chloroquinoline derivatives as potential antiplasmodial agents against Plasmodium falciparum is reported. The 15 synthesized target compounds were obtained by means of a copper(I)-mediated click reaction between a variety of 1,2- and 1,3-azidoamines and 7-chloro-N-(prop-2-yn-1-yl)quinolin-4-amine in moderate to good yields (53-85%). The compounds were screened for antiplasmodial activity against NF54 chloroquine-sensitive and Dd2 chloroquine-resistant strains, alongside chloroquine and artesunate as reference compounds. Six of the test compounds revealed a 3-5 fold increase in antiplasmodial activity against chloroquine-resistant strain Dd2 compared to chloroquine. Among the six compounds with good antiplasmodial activity, a reduced cross-resistance relative to artesunate (>3 fold in comparison to chloroquine) was observed, mainly in derivatives that incorporated chloroquine-resistance reversing pharmacophores. A general trend for reduced chloroquine cross-resistance was also detected among 12 out of the 15 compounds tested.
- Taleli, Lebusetsa,De Kock, Carmen,Smith, Peter J.,Pelly, Stephen C.,Blackie, Margaret A.L.,Van Otterlo, Willem A.L.
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p. A4163 - A4171
(2015/08/03)
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- METHOD FOR PRODUCING VINYL GROUP-CONTAINING COMPOUND
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The present invention provides a method for manufacturing a novel vinyl group-containing compound. The method for manufacturing a vinyl group-containing compound according to the present invention comprises the step of removing a hydroxyethyloxy group-containing compound represented by formula (20) from an unpurified product containing a vinyl group-containing compound represented by formula (1). In the formulae, W^1 and W^2 are groups represented by formula (2), hydroxyl groups or (meth)acryloyloxy groups, rings Y^1 and Y^2 are aromatic hydrocarbon rings, R is a monovalent or specific divalent group, R^3a and R^3b are cyano groups, halogen atoms or monovalent hydrocarbon groups, n1 and n2 are integers of 0 to 4, one among W^50 and W^51 is a group represented by formula (2), a hydroxyl group or a (meth)acryloyloxy group, and the other is a group represented by formula (21). In formulae (2) and (21), Z is an aromatic hydrocarbon ring, X is a monovalent group or a group represented by -S-, R^1 is a monovalent or C1-C4 alkylene group, R^2 is a specific substituent such as a monovalent hydrocarbon group, and m is an integer of 0 or greater.COPYRIGHT KIPO 2015
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Paragraph 0192-0193
(2016/12/16)
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- COMPOSITION CONTAINING VINYL-CONTAINING COMPOUND
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PROBLEM TO BE SOLVED: To provide a compound containing a novel vinyl-containing compound which imparts good micro-patterning characteristics when contained in a negative-type photosensitive resin composition. SOLUTION: A composition contains a compound of e.g. a following formula. The upper left and upper right compounds are preferable. COPYRIGHT: (C)2015,JPOandINPIT
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Paragraph 0305
(2018/12/01)
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- Synthesis of triazole-linked 2-trichloromethylquinazolines and exploration of their efficacy against P. falciparum
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Using 2-trichloromethylquinazoline as scaffold, seven novel triazole-linked compounds have been synthesized using CuAAC chemistry. The in vitro biological activity of four of the compounds on the Plasmodium falciparum chloroquine-sensitive strain NF54 was then determined. The compounds which were tested showed moderate activity with 1.45 μM as the lowest inhibitory concentration.
- Hamann, Anton R.,De Kock, Carmen,Smith, Peter J.,Van Otterlo, Willem A.L.,Blackie, Margaret A.L.
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p. 231 - 236
(2013/09/23)
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- PROCESS FOR PRODUCTION OF BIS-QUATERNARY AMMONIUM SALT, AND NOVEL INTERMEDIATE
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Object To provide a method for producing a bis-quaternary ammonium salt efficiently and a novel synthetic intermediate thereof. Solution The present invention relates to a method for producing a bis-quaternary ammonium salt represented by a general formula [3] which comprises reacting a disulfonic acid ester represented by a general formula [1] (in the formula, definitions of two R1's and T are as described in claim 1) with a tertiary amine represented by a general formula [2] (in the formula, definitions of R3 to R5 are as described in claim 1), and a disulfonic acid ester represented by a general formula [1′] (in the formula, two R16's represent independently a halogen atom or a C1-C3 fluoroalkyl group, and two m's represent independently an integer of 1 to 5).
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Page/Page column 16
(2012/06/01)
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- Polybenzocrown ethers: Synthesis by cesium-assisted cyclization and solid-state structures
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A series of large-ring polybenzocrown ethers is prepared by cesium-assisted cyclizations. Reactions of diphenols/bisphenols, dimesylates of oligoethylene glycols and cesium carbonate in MeCN produce the large-ring polybenzocrown ethers in high yields. To gain further insight into the structures of these compounds, solid-state structures of three large-ring crown ethers are obtained by X-ray diffraction.
- Hanes, Robert E.,Ellingsworth, Edward C.,Griffin, Scott T.,Rogers, Robin D.,Bartsch, Richard A.
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p. 217 - 237,21
(2020/08/24)
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- Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines
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We recently reported the first example of S-chiral organocatalysts, that are highly efficient and enantioselective in substoichometric amounts, and which use a chiral monosulfinamide group as Lewis base to activate trichlorosilane (HSiCl3) to reduce N-arylketimines. Aplausible mechanism involving two molecules of the monosulfinamde catalyst for the activation of HSiCl 3 prompted us to design S-chiral bissulfinamides as new catalysts. We herein describe our findings that an easily prepared S-chiral bissulfinamide bearing a five-methylene linkage not only inherited the excellent substrate generality from the monosulfinamide catalysts, but also exhibited further improved enantioselectivity.
- Pei, Dong,Zhang, Yu,Wei, Siyu,Wang, Meng,Sun, Jian
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supporting information; experimental part
p. 619 - 623
(2009/04/21)
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- Fluorescent pirenzepine derivatives as potential bitopic ligands of the human M1 muscarinic receptor
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Following a recent description of fluorescence resonance energy transfer between enhanced green fluorescent protein (EGFP)-fused human muscarinic M1 receptors and Bodipy-labeled pirenzepine, we synthesized seven fluorescent derivatives of this antagonist in order to further characterize ligand-receptor interactions. These compounds carry Bodipy [558/568], Rhodamine Red-X [560/580], or Fluorolink Cy3 [550/570] fluorophores connected to pirenzepine through various linkers. All molecules reversibly bind with high affinity to M1 receptors (radioligand and energy transfer binding experiments) provided that the linker contains more than six atoms. The energy transfer efficiency exhibits modest variations among ligands, indicating that the distance separating EGFP from the fluorophores remains almost constant. This also supports the notion that the fluorophores may bind to the receptor protein. Kinetic analyses reveal that the dissociation of two Bodipy derivatives (10 or 12 atom long linkers) is sensitive to the presence of the allosteric modulator brucine, while that of all other molecules (15-24 atom long linkers) is not. The data favor the idea that these analogues might interact with both the acetylcholine and the brucine binding domains.
- Tahtaoui, Chouaib,Parrot, Isabelle,Klotz, Philippe,Guillier, Fabrice,Galzi, Jean-Luc,Hibert, Marcel,Ilien, Brigitte
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p. 4300 - 4315
(2007/10/03)
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- MODIFIED CROWN ETHER CATALYSTS. 4. CLEAVAGE OF MACROCYCLIC ETHERS BY EATON'S REAGENT (METHANESULFONIC ACID/PHOSPHORUS PENTOXIDE
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Eaton's reagent (methanesulfonic acid/phosphorous pentoxide) is a superior media for the acylation of benzo crown ether compounds.Benzo-15-crown-5 was cleaved in Eaton's reagent to form methanesulfonate esters of the glycol cleavage products.A comparison of the NMR spectrum of the cleavage products with those of some of the possible products showed that the aliphatic glycols formed the major portion of the cleavage products.
- Stott, Paul E.,Bradshaw, Jerald S.
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p. 179 - 182
(2007/10/02)
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