Dielectric Constant Liquids
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United States Patent (19) 11 Patent Number: 5,945,382 Cantegrill Et Al
US005.945382A United States Patent (19) 11 Patent Number: 5,945,382 Cantegrill et al. (45) Date of Patent: *Aug. 31, 1999 54 FUNGICIDAL ARYLPYRAZOLES 2300173 12/1990 Japan. 2224208 5/1990 United Kingdom. 75 Inventors: Richard Cantegril, Lyons; Denis Croisat, Paris; Philippe Desbordes, OTHER PUBLICATIONS Lyons, Francois Guigues, English translation of JP 2-300173, 1990. Rillieux-la-Pape; Jacques Mortier, La English translation of JP 59–53468, 1984. Bouéxier; Raymond Peignier, Caluire; English translation of JP 3-93774, 1991. Jean Pierre Vors, Lyons, all of France Miura et al., (CA 1.14:164226), 1991. Miura et al., (CA 115:92260), 1991. 73 Assignee: Rhone-Poulenc Agrochimie, Lyons, Chemical Abstracts, vol. 108, No. 23, 1986, abstract No. France 204577b. CAS Registry Handbook, No. section, RN=114913-44-9, * Notice: This patent is subject to a terminal dis 114486-01-0, 99067-15-9, 113140-19-5, 73227-97-1, claimer. 27069-17-6, 18099-21–3, 17978-27-7, 1988. 21 Appl. No.: 08/325,283 Hattori et al., CA 68:68981 (1968), Registry No. 17978–25–5, 17978-26-6, 17978-27-7 and 18099–21-3. 22 PCT Filed: Apr. 26, 1993 Hattori et al., CA 68:68982 (1968), Registry No. 17978-28-8. 86 PCT No.: PCT/FR93/00403 Janssen et al., CA 78: 159514 (1973), Registry No. S371 Date: Dec. 22, 1994 38858-97-8 and 38859-02-8. Chang et al., CA 92:146667 (1980), Registry No. S 102(e) Date: Dec. 22, 1994 73227 91-1. Berenyi et al., CA 94:156963 (1981), Registry No. -
Preparation of a Germole-Containing Π-Conjugated Polymer by the Te–Li
Zheng et al. NPG Asia Materials (2020) 12:41 https://doi.org/10.1038/s41427-020-0224-9 NPG Asia Materials ARTICLE Open Access Preparation of a germole-containing π-conjugated polymer by the Te–Li exchange reaction of a tellurophene-containing polymer Feng Zheng1,Sia-ErTan1, Yuki Yanamoto1, Naoki Shida 1, Hiroki Nishiyama1, Shinsuke Inagi1 and Ikuyoshi Tomita 1 Abstract The synthesis and optoelectronic functions of a germole-containing π-conjugated polymer prepared by the reaction of a lithiated polymer precursor are described. A regioregular organometallic polymer having 1,4-dilithio-1,3-butadiene and 9,9-dioctylfluorene-2,7-diyl units was generated by the reaction of a tellurophene-containing polymer having a number-average molecular weight (Mn) and molecular weight distribution (Mw/Mn) of 5900 and 1.9, respectively, with n-butyllithium (2.4 equiv) at −78 to −60 °C for 3 h. The prepared lithiated polymer was reacted with dimethylgermanium dichloride (1.5 equiv) at −60 °C to ambient temperature for 12 h in tetrahydrofuran to produce a π-conjugated polymer possessing 1,1-dimethylgermole-2,5-diyl units in 76% yield (Mn = 4400 and Mw/Mn = 1.7). The absorption maximum and onset of the obtained polymer were observed at 465 and 535 nm, respectively, in the UV-vis spectrum, from which the optical band gap of the polymer was estimated to be 2.31 eV. In the photoluminescence spectrum, the obtained polymer exhibits green fluorescence with an emission maximum of 547 nm and a quantum yield of 0.04. The chemical interaction of the dimethylgermole-containing π-conjugated polymer with fluoride was also examined in terms of the changes observed in the UV-vis absorption spectra. -
Process for Producing Fused-Ring Aromatic Compound, and Conjugated Polymer
(19) TZZ ¥__T (11) EP 2 774 931 A1 (12) EUROPEAN PATENT APPLICATION published in accordance with Art. 153(4) EPC (43) Date of publication: (51) Int Cl.: 10.09.2014 Bulletin 2014/37 C07F 19/00 (2006.01) C07F 7/08 (2006.01) C07F 7/22 (2006.01) C07F 7/30 (2006.01) (2006.01) (2014.01) (21) Application number: 12844675.4 C08G 61/12 H01L 31/04 (22) Date of filing: 02.11.2012 (86) International application number: PCT/JP2012/078517 (87) International publication number: WO 2013/065836 (10.05.2013 Gazette 2013/19) (84) Designated Contracting States: • KAWAI, Jyunya AL AT BE BG CH CY CZ DE DK EE ES FI FR GB Yokohama-shi GR HR HU IE IS IT LI LT LU LV MC MK MT NL NO Kanagawa 227-8502 (JP) PL PT RO RS SE SI SK SM TR •SATO,Wataru Yokohama-shi (30) Priority: 02.11.2011 JP 2011241498 Kanagawa 227-8502 (JP) 29.11.2011 JP 2011260973 • SATAKE, Kenichi Yokohama-shi (71) Applicant: Mitsubishi Chemical Corporation Kanagawa 227-8502 (JP) Chiyoda-ku • FURUYA, Mitsunori Tokyo 100-8251 (JP) Yokohama-shi Kanagawa 227-8502 (JP) (72) Inventors: • FUJITA, Rieko (74) Representative: HOFFMANN EITLE Yokohama-shi Patent- und Rechtsanwälte Kanagawa 227-8502 (JP) Arabellastrasse 4 81925 München (DE) (54) PROCESS FOR PRODUCING FUSED-RING AROMATIC COMPOUND, AND CONJUGATED POLYMER (57) The invention addresses a problem of purifying having n active groups (wherein n is an integer of 1 or a monomer to be a precursor according to a simpler and more and 4 or less), which comprises bringing a compo- milder method so as to obtain a polymer having a higher sition containing the condensed polycyclic aromatic com- molecular weight. -
The Evolution of Pleconaril: Modified O-Alkyl Linker Analogs Have
molecules Communication The Evolution of Pleconaril: Modified O-Alkyl Linker Analogs Have Biological Activity towards Coxsackievirus B3 Nancy 1, 2, 1 3 Alexandrina Volobueva y, Anna Egorova y, Anastasia Galochkina , Sean Ekins , Vladimir Zarubaev 1 and Vadim Makarov 2,* 1 Saint-Petersburg Pasteur Institute, Mira str., 14, 197101 Saint Petersburg, Russia; [email protected] (A.V.); [email protected] (A.G.); [email protected] (V.Z.) 2 Bach Institute of Biochemistry, Research Center of Biotechnology of the Russian Academy of Sciences, Leninsky prospect, 33, build. 2, 119071 Moscow, Russia; [email protected] 3 Collaborations Pharmaceuticals, Inc., 840 Main Campus Drive, Lab 3510, Raleigh, NC 27606, USA; [email protected] * Correspondence: [email protected] These authors contributed equally to this work. y Received: 10 February 2020; Accepted: 13 March 2020; Published: 16 March 2020 Abstract: Coxsackieviruses type B are one of the most common causes of mild upper respiratory and gastrointestinal illnesses. At the time of writing, there are no approved drugs for effective antiviral treatment for Coxsackieviruses type B. We used the core-structure of pleconaril, a well-known antienteroviral drug candidate, for the synthesis of novel compounds with O-propyl linker modifications. Some original compounds with 4 different linker patterns, such as sulfur atom, ester, amide, and piperazine, were synthesized according to five synthetic schemes. The cytotoxicity and bioactivity of 14 target compounds towards Coxsackievirus B3 Nancy were examined. Based on the results, the values of 50% cytotoxic dose (CC50), 50% virus-inhibiting dose (IC50), and selectivity index (SI) were calculated for each compound. Several of the novel synthesized derivatives exhibited a strong anti-CVB3 activity (SI > 20 to > 200). -
![Synthesis and Characterization of Bis[1]Benzothieno[3,2-B:20,30-D]Pyrroles: Quantitative Effects of Benzannulation on Dithieno[3,2-B:20,30-D]Pyrroles](https://docslib.b-cdn.net/cover/3139/synthesis-and-characterization-of-bis-1-benzothieno-3-2-b-20-30-d-pyrroles-quantitative-effects-of-benzannulation-on-dithieno-3-2-b-20-30-d-pyrroles-1063139.webp)
Synthesis and Characterization of Bis[1]Benzothieno[3,2-B:20,30-D]Pyrroles: Quantitative Effects of Benzannulation on Dithieno[3,2-B:20,30-D]Pyrroles
molecules Article Synthesis and Characterization of Bis[1]benzothieno[3,2-b:20,30-d]pyrroles: Quantitative Effects of Benzannulation on Dithieno[3,2-b:20,30-d]pyrroles Rylan M. W. Wolfe , Evan W. Culver and Seth C. Rasmussen * Department of Chemistry and Biochemistry, North Dakota State University, NDSU Dept. 2735, P.O. Box 6050, Fargo, ND 58108-6050, USA; [email protected] (R.M.W.W.); [email protected] (E.W.C.) * Correspondence: [email protected]; Tel.: +1-701-231-8747 Received: 14 August 2018; Accepted: 3 September 2018; Published: 6 September 2018 Abstract: The synthesis of four N-functionalized bis[1]benzothieno[3,2-b:20,30-d]pyrroles (BBTPs) is reported in order to provide a more detailed characterization of these fused-ring units, as well as increase the scope of known BBTP units available for application to conjugated materials. The optical, electronic, and structural properties of the resulting BBTP units have been compared to the parent N-alkyl- and N-aryl-dithieno[3,2-b:20,30-d]pyrroles (DTPs), as well as their corresponding 2,6-diphenyl derivatives, in order to fully quantify the relative electronic effects resulting from benzannulation of the parent DTP building block. Such comparative analysis reveals that benzannulation results in a red-shifted absorbance, but to a lesser extent than simple phenyl-capping of the DTP. More surprising is that benzannulation results in stabilization of the BBTP HOMO, compared to the destabilization normally observed with extending the conjugation length of the backbone. Keywords: fused-ring thiophenes; heteroacenes; dithieno[3,2-b:20,30-d]pyrroles; benzannulation; structure-function relationships 1. -
United States Patent (19) 11 Patent Number: 5,936,127 Zhang (45) Date of Patent: Aug
USOO5936127A United States Patent (19) 11 Patent Number: 5,936,127 Zhang (45) Date of Patent: Aug. 10, 1999 54 ASYMMETRIC SYNTHESIS AND CATALYSIS Jacobsen, E.N., “Asymmetric Catalytic Epoxidation of WITH CHIRAL, HETEROCYCLIC Unfunctionalized Olefins,” Catalytic Asymmetric Synthesis, COMPOUNDS Chapter 4.2, 159-202 (1993). Smith, M.B., “Retrosynthesis, Stereochemistry and Confor 75 Inventor: Xumu Zhang, State College, Pa. mations,” Organic Synthesis, Chapter 1.4.C., 58-63 (1994). Trost, B.M. & Li, C.-J., “Novel Umpolung in C-C Bond 73 Assignee: The Penn State Research Foundation, Formation Catalyzed by Triphenylphosphine,” J. AM. University Park, Pa. Chem. Soc., 116, 31.67-3168 (1994). Zhang, C. & Lu, X., “Phosphine-Catalyzed Cycloaddition 21 Appl. No.: 09/006,178 of 2,3-Butadienoates or 2-Butynoates with Electron-Defi cient Olefins. A Novel 3+2 Annulation Approach to Cyclo 22 Filed: Jan. 13, 1998 pentenes,” J. Org. Chem. 60,2906–2908 (1995). Aggarwal, V.K. et al., “A Novel Catalytic Cycle for the Related U.S. Application Data Synthesis of Epoxides Using Sulfure Ylides,” Chem. Eur: 60 Provisional application No. 60/035,187, Jan. 13, 1997, and Journal, 1024–1030 (1996). provisional application No. 60/046,117, May 9, 1997. Aggarwal, V.K., et al., “Direct Asymmetric Epoxidation of Aldehydes Using Catalytic Amounts of Enantiomerically 51 Int. Cl. ........................... C07F 9/02; CO7D 333/50; Pure Sulfides,” J. Am. Chem. Soc., 118, 7004-7005 (1996). CO7D 209/56; B01J 31/00 Basavaiah, D, et al., “The Baylis-Hillman Reaction: A 52 U.S. Cl. ................................. 568/12; 549/41; 549/43; Novel Carbon-Carbon bond Forming Reaction.” Tetrahe 548/418; 548/427: 548/452; 502/162; 502/168 dron, 52,8001-8062 (1996). -
DK-Value) Dielectric Constant Value DK-Value
Ingeniously simple and reliable level measurement for industry Dielectric values (DK-Value) Dielectric constant value DK-value Substance DK Substance DK A Argon 1,5 Acetal 3,8 Arsine 2,1 Acetaldehyde 15,0 Arsole 2,3 Acetamide 59,2 Asbestos 10,0 Acetic acid 6,2 Ascorbic acid (vitamin C) 2,1 Acetoacetic acid ethyl ester 15,0 Azelaic acid diethylester 5,0 Acetone 21,5 Azoxybenzene 5,2 Acetophenone 18,0 B Acetyl bromide 16,2 Basalt 2,5 Acetyl chloride 15,9 Bauxite 2,5 Acetylacetone 23,0 Beer brew 25,0 Acetylene dibromide 7,2 Beets cuttings 7,3 Acetylene tetrabromide 5,6 Beets seeds 3,5 Aconite acid ester 6,3 Bentonite 8,1 Activated carbon 12,0 Benzal chloride 6,9 Adipic Acid 1,8 Benzaldehyd 17,6 Aerosile 1,0 Benzene 2,3 Aether 4,0 Benzene, heavy 3,2 Allyl alcohol 20,6 Benzil (80°C) 10,0 Allyl chloride 8,2 Benzine 2,0 Allyl iodide 6,1 Benzyl alcohol 13,5 Alum 4,2 Benzyl chloride 7,0 Aluminium bromide 3,4 Benzylamine 4,6 Aluminium foil 10,8 Bitumen 2,8 Aluminium hydroxide 2,5 Black liquor 32,0 Aluminium splinters 7,3 Bone fat 2,7 Aluminium sulfate 2,6 Bonemeal 1,7 Ammonia 15,0 Bore oil emulsion 25,0 Ammonia salt 4,3 Bornylacetat 4,6 Ammonia solution (25%) 31,6 Bromine 3,1 Amyl amine 4,5 Butanoic acid 3,0 Aniline 7,0 C Animal feed grist 2,4 Cacao beans 1,8 Anisealdehyde 22,3 Calcium fluoride 2,5 Anisole 4,5 Camphene 2,3 Anthracite/hard coal 3,2 Caproic acid 2,6 Antimony hydride 1,8 Caprylic acid 2,5 Disclaimer: We assume no liability for the accuracy of the content or for printing errors Page 1 Dielectric constant value DK-value Substance DK -
Supporting Information Green Chemistry Final
Electronic Supplementary Material (ESI) for Green Chemistry. This journal is © The Royal Society of Chemistry 2017 Supporting Information Guidelines to Design Electrolytes for Lithium-ion Batteries: Environmental impact, Physicochemical and Electrochemical Properties Benjamin Flamme,a Gonzalo Rodriguez Garcia,b† Marcel Weil,c† Mansour Haddad,a Phannarath Phansavath,a Virginie Ratovelomanana-Vidal,a Alexandre Chagnesd a) PSL Research University, Chimie ParisTech - CNRS, Institut de Recherche de Chimie Paris, 11 rue Pierre et Marie Curie, 75005, Paris, France b) Helmholtz Institute Ulm (HIU) Electrochemical Energy Storage, Helmholtzstraße 11, 89081 Ulm, Germany. Current address: Helmholtz Zentrum Dresden Rossendorf (HZDR) Bautzner Landstraße 400, 01328 Dresden, Germany c) Institute for Technology Assessment and System Analysis (ITAS), Karlstraße 11, 76133 Karlsruhe, Germany. d) University of Lorraine, GeoRessources Lab, UMR CNRS 7359, 2 Rue Doyen Marcel Roubault,TSA 70605, 54518 Vandoeuvre Les Nancy, France. † Karlsruhe Institute of Technology (KIT), P.O. Box 3640, 76021 Karlsruhe, Germany [email protected] for discussion about the physicochemistry and electrochemistry in lithium-ion batteries [email protected] for discussion about Life Cycle Assessment 1 Acronyms Acronyms Usual name IUPAC name 1,3-DL Dioxolane 1,3-dioxolane 2FEA Fluoroethyl acetate 2-fluoroethyl acetate 2FEP Fluoroethyl propionate 2-fluoroethyl propionate 2FPMC 2-fluoropropyl methyl carbonate 2-fluoropropyl methyl carbonate 2Me-1,3-DL 2-methyl dioxolane -
Aromaticity and Conformational Flexibility of Five-Membered
Struct Chem (2016) 27:101–109 DOI 10.1007/s11224-015-0707-4 ORIGINAL RESEARCH Aromaticity and conformational flexibility of five-membered monoheterocycles: pyrrole-like and thiophene-like structures 1 1,2 3 4,5 Irina V. Omelchenko • Oleg V. Shishkin • Leonid Gorb • Jerzy Leszczynski Received: 13 November 2015 / Accepted: 18 November 2015 / Published online: 7 December 2015 Ó Springer Science+Business Media New York 2015 Abstract Aromaticity and conformational flexibility of Keywords Aromaticity Á Five-membered heterocycles Á the series of five-membered monoheterocycles with group Aromaticity indices Á Aromatic ring flexibility 14–16 heteroatoms, having one or two lone pairs, were studied with ab initio methods using NICS, ASE and I5 indices. For non-planar molecules like phosphole, aro- Introduction maticity of their planar transition states was also studied, and a special modification of ASE index was proposed to Five-membered aromatic heterocycles have been widely that end. It was found that the presence of two lone pairs is investigated because of their importance for biochemistry, generally preferable for aromaticity of all heterocycles medicine, technology and other aspects of life and industry except CPD and silolyl dianions. Heterocycles with group [1]. Aromaticity is a central concept in the chemistry of 16 heteroatoms have consistently lower aromaticity com- heterocycles; it is the main ground for classification and for pared to other groups. A lot of structures should be clas- rationalization of their properties and reactivity [2, 3]. Most sified as moderate aromatic and non-aromatic. Energies of of the popular quantitative indices of aromaticity were out-of-plane deformation do not correlate with other indi- developed and tested on the basis of both six- and five- ces studied, but reveal the same qualitative trends. -
Anhydrous Hydration of Nitriles to Amides: P-Carbomethoxybenzamide
A Publication of Reliable Methods for the Preparation of Organic Compounds Working with Hazardous Chemicals The procedures in Organic Syntheses are intended for use only by persons with proper training in experimental organic chemistry. All hazardous materials should be handled using the standard procedures for work with chemicals described in references such as "Prudent Practices in the Laboratory" (The National Academies Press, Washington, D.C., 2011; the full text can be accessed free of charge at http://www.nap.edu/catalog.php?record_id=12654). All chemical waste should be disposed of in accordance with local regulations. For general guidelines for the management of chemical waste, see Chapter 8 of Prudent Practices. In some articles in Organic Syntheses, chemical-specific hazards are highlighted in red “Caution Notes” within a procedure. It is important to recognize that the absence of a caution note does not imply that no significant hazards are associated with the chemicals involved in that procedure. Prior to performing a reaction, a thorough risk assessment should be carried out that includes a review of the potential hazards associated with each chemical and experimental operation on the scale that is planned for the procedure. Guidelines for carrying out a risk assessment and for analyzing the hazards associated with chemicals can be found in Chapter 4 of Prudent Practices. The procedures described in Organic Syntheses are provided as published and are conducted at one's own risk. Organic Syntheses, Inc., its Editors, and its Board of Directors do not warrant or guarantee the safety of individuals using these procedures and hereby disclaim any liability for any injuries or damages claimed to have resulted from or related in any way to the procedures herein. -
Journal Name COMMUNICATION Peaks Were Also Measured from Pristine Films, with Electron Variation in Device Performance
Please do not adjust margins Journal Name COMMUNICATION Dithieno[3,2-b:2’,3’-d]arsole-containing conjugated polymers in organic photovoltaic devices a,† a a a a Received 00th January 20xx, Joshua P. Green, Hyojung Cha, Munazza Shahid, Adam Creamer, James R. Durrant, and Accepted 00th January 20xx Martin J. Heeney*,a DOI: 10.1039/x0xx00000x www.rsc.org/ Arsole-derived conjugated polymers are a relatively new class of including a high degree of optoelectronic tunability via the materials in the field of organic electronics. Herein, we report the alteration of the exocyclic groups.22–25 For example, Park et al. synthesis of two new donor polymers containing fused have reported a promising donor co-polymer of a DTP-oxide dithieno[3,2-b:2’,3’-d]arsole units and report their application in and a dithienyl-benzo[1,2-b:4,5-b’]dithiophene (BDT) which bulk heterojunction solar cells for the first time. Devices based exhibited power conversion efficiencies (PCEs) of up to 6.10% in 26 upon blends with PC71BM display high open circuit voltages around blends with phenyl-C61-butyric acid methyl ester (PCBM). 0.9V and demonstrate power conversion efficiencies around 4%. However, the vast majority of work relating to DTP units has focused on those containing pentavalent phosphorus atoms, Research into new conjugated polymers for use in organic and there has been little exploration of the properties of DTPs electronics applications such as organic photovoltaics (OPVs), containing trivalent phosphorus. This is likely due to the oxygen- organic field effect transistors (OFETs), and organic light sensitivity of organophosphorus atoms in the +3 oxidation emitting diodes (OLEDs) has often focussed on the use of state, which can lead to rapid and or uncontrolled oxidation of heavier atoms as replacements for common elements such as materials under atmospheric conditions. -
Aldrich Phosphorus and Sulfur Compounds
Aldrich Phosphorus and Sulfur Compounds Library Listing – 822 spectra Subset of Aldrich FT-IR Library related aldehydes and ketones. The Aldrich Material-Specific FT-IR Library collection represents a wide variety of the Aldrich Handbook of Fine Chemicals' most common chemicals divided by similar functional groups. These spectra were assembled from the Aldrich Collections of FT-IR Spectra Editions I or II, and the data has been carefully examined and processed by Thermo Fisher Scientific. Aldrich Phosphorus and Sulfur Compounds Index Compound Name Index Compound Name 245 ((1R)-(ENDO,ANTI))-(+)-3- 651 (2S)-(+)-GLYCIDYL 3- BROMOCAMPHOR-8- SULFONIC NITROBENZENESULFONATE,99% ACID, AMMONIUM SALT 649 (2S)-(+)-GLYCIDYL TOSYLATE, 246 ((1S)-(ENDO,ANTI))-(-)-3- 99% BROMOCAMPHOR-8- SULFONIC 352 (3,4-TOLUENEDITHIOLATO(2- ACID, AMMONIUM SALT ))ZINC HYDRATE 292 (+)-10- 402 (3- DICYCLOHEXYLSULFAMOYL-L- CHLOROPROPYL)DIPHENYLSULF ISOBORNEOL, 98% ONIUM TETRAFLUORO- BORATE, 242 (+/-)-10-CAMPHORSULFONIC ACID 97% MONOHYDRATE, 98% 295 (7R)-10,10-DIMETHYL-5-THIA-4- 243 (+/-)-10-CAMPHORSULFONIC ACID, AZATRICYCLO- (5.2.1.03,7)DEC-3- SODIUM SALT, 97% ENE-5,5-D 778 (-)-1-CHLORO-3-TOSYLAMIDO-7- 296 (7S)-10,10-DIMETHYL-5-THIA-4- AMINO-2- HEPTANONE AZATRICYCLO- (5.2.1.03,7)DEC-3- HYDROCHLORIDE, 98% ENE-5,5-D 291 (-)-10- 488 (PHENYLSULFINYL)(PHENYLSULF DICYCLOHEXYLSULFAMOYL-D- ONYL)METHANE, 95% ISOBORNEOL, 98% 439 (PHENYLSULFONYL)ACETONITRI 629 (-)-2,3-BUTANEDIOL DI-P- LE, 98% TOSYLATE, 99% 417 (R)-(+)-METHYL P-TOLYL 306 (-)-SINIGRIN MONOHYDRATE, 98% SULFOXIDE, 99%