Ozone Reactant Or Peroxy Containing Reactant Patents (Class 568/430)
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Publication number: 20150141701Abstract: A process for removing at least one product from coal tar is described. The process involves extraction with an extraction agent or adsorption with an adsorbent. The extraction agent includes at least one of amphiphilic block copolymers, cyclodextrins, functionalized cyclodextrins, and cyclodextrin-functionalized polymers, and the adsorbent includes exfoliated graphite oxide, thermally exfoliated graphite oxide or intercalated graphite compounds.Type: ApplicationFiled: August 28, 2014Publication date: May 21, 2015
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Patent number: 8957255Abstract: The disclosure relates to a method of oxidation of an aliphatic C—H bond in an organic compound using CdO2 or ZnO2 nanoparticles as oxidizing agents. The instant disclosure relates to a method of oxidizing toluene using metal peroxide nanoparticles such as CdO2, ZnO2 as oxidizing agents to obtain oxidized products predominantly comprising benzaldehyde.Type: GrantFiled: October 4, 2013Date of Patent: February 17, 2015Assignee: Jawaharlal Nehru Centre for Advanced Scientific ResearchInventors: Chintamani Nagesa Ramachandra Rao, Ujjal Kam Gautam, Srinivasa Rao Lingampalli
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Patent number: 8829192Abstract: Described is the use of specific merocyanine derivatives for protecting body-care and household products from photolytic and oxidative degradation. These compounds perform outstanding UV absorber properties.Type: GrantFiled: July 19, 2006Date of Patent: September 9, 2014Assignee: BASF SEInventors: Barbara Wagner, Oliver Reich
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Publication number: 20140171689Abstract: The disclosure relates to a method of oxidation of an aliphatic C—H bond in an organic compound using CdO2 or ZnO2 nanoparticles as oxidizing agents. The instant disclosure relates to a method of oxidizing toluene using metal peroxide nanoparticles such as CdO2, ZnO2 as oxidizing agents to obtain oxidized products predominantly comprising benzaldehyde.Type: ApplicationFiled: October 4, 2013Publication date: June 19, 2014Applicant: Jawaharlal Nehru Centre for Advanced Scientific ResearchInventors: Chintamani Nagesa Ramachandra Rao, Ujjal Kam Gautam, Srinivasa Rao Lingampalli
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Patent number: 8697916Abstract: The present invention provides a process for the preparation of Cu—Cr oxides by hydrothermal synthesis method using hydrazine as a reducing agent and cetyltrimethylammonium bromide as a surfactant and these oxides are very active for selective oxidation of benzene, toluene and ethylbenzene to produce phenol, benzaldehyde and acetophenone, respectively.Type: GrantFiled: September 20, 2012Date of Patent: April 15, 2014Assignee: Council of Scientific & Industrial ResearchInventors: Rajaram Bal, Bipul Sarkar, Shubhra Acharyya Shankha, Shilpi Ghosh, Chandrashekar Pendem, Kumar Jagdish
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Patent number: 8618335Abstract: An object of the present invention is to provide an industrially advantageous process for preparing a benzaldehyde compound from a benzyl alcohol compound with high yield. The present invention relates to a process for preparing an aromatic aldehyde compound represented by the formula (2); which comprises reacting an aromatic methyl alcohol compound represented by the formula (1); and a peroxide under a pH value of a reaction solution being pH 0.01 or higher and less than 10 in the presence of at least one metallic compound selected from a molybdenum compound and a tungsten compound, a quaternary ammonium salt and an organic phosphonium salt.Type: GrantFiled: October 6, 2009Date of Patent: December 31, 2013Assignee: Ube Industries Ltd.Inventors: Takashi Doi, Yoshihiro Yoshida, Shinji Yasuda, Yoshiyuki Watanabe, Satoru Fujitsu, Daisuke Douyama
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Patent number: 8507730Abstract: Selective oxidation of organic substrates to partially oxidized products by ozone in acetonitrile solvent, using Fe(II) catalysis.Type: GrantFiled: March 30, 2012Date of Patent: August 13, 2013Assignee: Iowa State University Research Foundation, Inc.Inventors: Andreja Bakac, Oleg Pestovsky
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Publication number: 20130197245Abstract: An organometallic molybdenum acetylide dioxo complex of formula (?5-C5H5)MoO2(—Cs?CPh) and provides a simple, short, efficient process for the synthesis of organometallic molybdenum dioxo complex which is used as catalyst for a number of oxidation reactions.Type: ApplicationFiled: March 14, 2013Publication date: August 1, 2013Inventors: Shubhangi Bhalchandra Umbarkar, Mohan Keraba Dongare, Ankush Biradar, Vaibhav Ravindrakumar Acham
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Publication number: 20130085305Abstract: The present invention provides a process for the preparation of Cu—Cr oxides by hydrothermal synthesis method using hydrazine as a reducing agent and cetyltrimethylammonium bromide as a surfactant and these oxides are very active for selective oxidation of benzene, toluene and ethylbenzene to produce phenol, benzaldehyde and acetophenone, respectively.Type: ApplicationFiled: September 20, 2012Publication date: April 4, 2013Applicant: Council of Scientific & Industrial ResearchInventor: Council of Scientific & Industrial Research
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Publication number: 20120071672Abstract: An object of the present invention is to provide an industrially advantageous process for preparing a benzaldehyde compound from a benzyl alcohol compound with high yield. The present invention relates to a process for preparing an aromatic aldehyde compound represented by the formula (2); which comprises reacting an aromatic methyl alcohol compound represented by the formula (1); and a peroxide under a pH value of a reaction solution being pH 0.01 or higher and less than 10 in the presence of at least one metallic compound selected from a molybdenum compound and a tungsten compound, a quaternary ammonium salt and an organic phosphonium salt.Type: ApplicationFiled: October 6, 2009Publication date: March 22, 2012Inventors: Takashi Doi, Yoshihiro Yoshida, Shinji Yasuda, Yoshiyuki Watanabe, Satoru Fujitsu, Daisuke Douyama
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Patent number: 8106242Abstract: Multi-step process for the preparation of compounds via hazardous intermediates comprising the steps of a) preparing in a microreactor a hazardous intermediate and b) optionally performing one or more reaction steps on the hazardous intermediate in one or more additional microreactors and c) further converting the hazardous intermediate with a suitable reaction agent in a subsequent microreactor until a stable end product is formed.Type: GrantFiled: May 23, 2007Date of Patent: January 31, 2012Assignee: DSM IP Assets B.V.Inventors: Rafael Wilhelmus Elisabeth Ghislain Reintjens, Quirinus Bernardus Broxterman, Martina Kotthaus, Peter Poechlauer
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Patent number: 7858381Abstract: Improved process for preparing high-purity, halogen-free o-phthalaldehyde, in which a) tetrahalo-o-xylene is hydrolyzed at a temperature of 155-160° C. and a pressure of from 2 to 5 bar, where appropriate in the presence of a phase-transfer catalyst, to o-phthalaldehyde, which b) is converted in an acidic alcoholic solution at a temperature of from 0 to the reflux temperature into the corresponding dialkoxyphthalane and, subsequently, c) an acetal cleavage is effected by acid hydrolysis at a pH >1.5 to pH 7, resulting in high-purity, halogen-free o-phthalaldehyde.Type: GrantFiled: June 27, 2006Date of Patent: December 28, 2010Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventors: Karlheinz Giselbrecht, Klaus Reiter, Rudolf Hermanseder
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Patent number: 7402708Abstract: A method for producing aqueous ortho-phthalaldehyde solutions which comprises introducing an acetal of the o-phthalaldehyde into water and subsequently setting a pH <7 by adding an acid, whereupon, then at a temperature between 10° C. and 90° C., the acetal is converted into the o-phthalaldehyde by eliminating the corresponding alcohol, and also use of OPA acetals for producing these solutions.Type: GrantFiled: January 25, 2006Date of Patent: July 22, 2008Assignee: DSM Fine Chemicals Austria NFG GmbH & Co KGInventors: Karlheinz Giselbrecht, Wolfgang Hillisch
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Patent number: 7109379Abstract: An oily solution of water-insoluble aliphatic alcohol is allowed to react with an aqueous hydrogen peroxide solution in the presence of a catalyst containing a metal compound belonging to Group 8 to 10 of the Periodic Table in a heterogeneous solution system. As a result, a carbonyl compound can be produced from an aqueous hydrogen peroxide solution under mild conditions in high yield. Also, the reaction operation is simple and easy, a step for removing solvent after completion of the reaction is not necessary and influence and toxicity upon the environment and human body are markedly small. Thus, a carbonyl compound can be produced safely, simply and efficiently.Type: GrantFiled: July 24, 2003Date of Patent: September 19, 2006Assignee: National Institute of Advanced Industrial Science and TechnologyInventors: Kazuhiko Sato, Youko Usui
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Patent number: 6787671Abstract: An osmium-assisted process for the oxidative cleavage of oxidizable organic compounds such as unsaturated organic compounds, including alkenes and olefins into aldehydes, carboxylic acids, esters, or ketones. The process uses a metal catalyst comprising osmium and a peroxy compound selected from the group consisting of peroxymonosulfuric acid and salts thereof to oxidatively cleave the oxidizable organic compound. In particular, the process enables aldehydes, carboxylic acids, esters, or ketones to be selectively produced from the corresponding mono-, 1,1-di-, 1,2-di-, tri-, or tetra-substituted olefins in a reaction that produces the result of ozonolysis but with fewer problems. The present invention further provides a process for oxidizing an aldehyde alone or with the osmium in an interactive solvent to produce an ester or carboxylic acid.Type: GrantFiled: January 13, 2003Date of Patent: September 7, 2004Assignee: Board of Trustees of Michigan State UniversityInventors: Babak Borhan, Benjamin R. Travis, Jennifer M. Schomaker
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Patent number: 6670509Abstract: A process for oxygenating organic substrates such as aliphatic hydrocarbons has been developed. The process involves contacting the organic substrate with oxygen in the presence of a bicyclo imide promoter and a metal co-catalyst. The process is preferably carried out using sulfolane as the solvent. Optionally, the oxygenated product can be hydrogenated to give the corresponding alcohol which can optionally in turn be dehydrated to provide the corresponding olefin.Type: GrantFiled: April 11, 2002Date of Patent: December 30, 2003Assignee: UOP LLCInventors: Paul R. Kurek, David W. House
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Publication number: 20030232989Abstract: A new process for the preparation of specific aromatic aldehydes by ozonolysis of aromatic alkenes is provided. This new process can be advantageously integrated into a synthesis of specific chiral diols using aromatic aldehydes of this type.Type: ApplicationFiled: April 14, 2003Publication date: December 18, 2003Inventors: Stefan Antons, Joachim Rehse, Herbert Diehl, Christian Laue
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Patent number: 6303828Abstract: The use of compounds of the formula (I) R1aRebOc•Ld (I), in which a=zero or an integer from 0 to 6 b=an integer from 1 to 4 c=an integer from 1 to 12 d=an integer from 0 to 4 L=Lewis base and the total of a, b and c is such as to comply with the penta- or hepta-valency of rhenium, with the proviso that c is not greater than 3•b, and in which R1 is absent, identical or different and is an aliphatic hydrocarbon radical having 1 to 10 carbon atoms, an aromatic hydrocarbon radical having 6 to 10 carbon atoms or an arylalkyl radical having 7 to 9 carbon atoms, where the R1 radicals can, where appropriate, be substituted identically or differently, independently of one another, as catalysts for the selective oxidation of olefins with cleavage of C═C bonds to give the corresponding carbonyl compounds in the presence of a peroxide-containing compound, where the amount of substance ratio of olefin to peroxide-containing compound is in a range from 1:Type: GrantFiled: February 11, 2000Date of Patent: October 16, 2001Assignee: Aventis Research & Technologies GmbH & Co. KGInventors: Richard Walter Fischer, Wolfgang Anton Herrmann, Thomas Weskamp
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Patent number: 6153779Abstract: Quadridentate Cu.sup.II and Zn.sup.II phenoxyl complexes and phenoxyl radical complexes thereof, in which one ligand L is bonded to each metal atom and H.sub.2 L stands for the general formula ##STR1## in which the bridge-unit Q stands for --S--, --O--, --N(R.sup.3)--, --P(R.sup.4)--, or ortho-NH--C.sub.6 H.sub.4 --NH-- and R.sup.1 and R.sup.2 stand for radical-stabilizing residues.Preferred radical complexes include ##STR2## The radical complexes are oxidation catalysts for oxidizing organic substrates with O.sub.2 in the course of which H.sub.2 O.sub.2 is also formed.Type: GrantFiled: June 28, 1999Date of Patent: November 28, 2000Assignee: Degussa-Huls AktiengesellschaftInventors: Martina Hess, Phalguni Chaudhuri, Karl Wieghardt
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Patent number: 5922920Abstract: A method is provided for preparing organic hydroperoxides by oxidizing aryl alkyl hydrocarbons having a benzylic hydrogen with an oxygen containing gas using as a catalyst an oxo (hydroxo) bridged tetranuclear metal complex having a mixed metal core, one metal of the core being a divalent metal selected from Zn, Cu Fe, Co, Ni, Mn or mixtures thereof and another metal being a trivalent metal selected from In, Fe, Mn, Ga, and Al.Type: GrantFiled: April 2, 1996Date of Patent: July 13, 1999Assignee: Exxon Chemical Patents Inc.Inventors: Jeffrey Evans Bond, Sergiu Mircea Gorun, George William Schriver, Robert Timothy Stibrany, Thomas Henry Vanderspurt, Grayson Hall Via, Baoshan Zhang, Jihad Mohammed Dakka
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Patent number: 5877355Abstract: Process for making an alkyl-substituted salicylaldehyde wherein the alkyl substitution amounts to at least 8 alkyl carbon atoms per molecule, and preferably not more than 25, comprising ozonolizing an alkyl-substituted 2-hydroxy beta-methylstyrene wherein said alkyl substitution amounts to at least 8 carbon atoms per molecule. Upon oximation of the products, useful metal extractants are produced, particularly for the extraction of copper.Type: GrantFiled: August 15, 1997Date of Patent: March 2, 1999Assignee: Henkel CorporationInventor: Leroy Krbechek
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Patent number: 5874637Abstract: Process for the purification of o-phthalaldehyde in which an alcoholic solution containing the crude, unpurified o-phthalaldehyde is adjusted to a pH between 0 and 3 at a temperature between 0.degree. and 60.degree. C., then an alkaline solution is added, and the corresponding dialkoxyphthalan is extracted from the organic phase and purified by distillation and, when required, converted into the purified o-phthalaldehyde by hydrolysis.Type: GrantFiled: October 29, 1997Date of Patent: February 23, 1999Assignee: DSM Chemie Linz GmbHInventors: Karl Heinz Giselbrecht, Klaus Reiter, Eduard Perndorfer, Rudolf Hermanseder
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Patent number: 5705705Abstract: A process for the oxidation of alkylaromatic compounds is provided. The process comprises oxidizing a substrate alkylaromatic compound with a peroxygen compound in the presence of a source of cerium (III) or (IV), a source of bromide and a carboxylic acid or anhydride solvent. Preferably, the source of cerium is cerium (III) acetate, the source of bromide is sodium bromide and the solvent is acetic or propionic acid. The process is particularly suited to the selective oxidation of methylaromatic compounds to the corresponding aldehydes.Type: GrantFiled: March 26, 1996Date of Patent: January 6, 1998Assignee: Solvay Interox LimitedInventors: Scott William Brown, Kevin Auty
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Patent number: 5639922Abstract: A process is described for the selective decomposition of aromatic primary hydroperoxides by contacting a hydroperoxide mixture containing aromatic primary hydroperoxides and aromatic tertiary hydroperoxides obtained by oxidation of alkylaromatic compounds under non-aqueous conditions with an alkali and an organic aromatic carboxylic acid salt.Type: GrantFiled: July 14, 1995Date of Patent: June 17, 1997Assignee: Sumitomo Chemical Company, LimitedInventors: Yoichi Ikeda, Motoo Hazama, Nobuhiro Kawara, Maki Okumura, Takanori Ito
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Patent number: 5543560Abstract: A method for the hydrogenolytic reduction of peroxidic ozonolysis products to the corresponding carbonyl compounds in the presence of an inert organic diluting agent and in the presence of a monolith catalyst at hydrogen pressures of 0.01 to 2.0 MPa and at temperatures of -10.degree. to 150.degree. C., and a device for the catalytic hydrogenolysis of chemical compounds which yield uniform, new products by means of hydrogenolysis with hydrogen.Type: GrantFiled: March 11, 1994Date of Patent: August 6, 1996Assignee: Chemie Linz Gesellschaft m.b.H.Inventors: Stefan Pollhammer, Josef Scaller, Willibald Winetzhammer
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Patent number: 5352840Abstract: Substituting aqueous hydrogen peroxide/hydrogen bromide for bromine in a known process for producing a ditertiaryalkyl substituted hydroxybenzaldehyde such as ditertiarybutyl hydroxybenzaldehyde from the corresponding ditertiaryalkyl substituted methylphenol results in a substantially impaired yield of product.Improved yields are obtained by employing a reaction temperature of at least 40.degree. C., preferably 50.degree. to 80.degree. C. in conjunction with a hydrophobic solvent such as chloroform. Preferably, the process employs very concentrated hydrogen peroxide solution, 65% to 75% w/w, introduced into the bromide-containing reaction mixture during a period of from 25 to 75 minutes.Type: GrantFiled: May 10, 1993Date of Patent: October 4, 1994Assignee: Solvay Interox LimitedInventors: Stephen G. Grundy, Kevan M. Reeve, Michael C. Rocca
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Patent number: 5286902Abstract: A process is disclosed for the synthesis of 2-(6-methoxy-2-naphthyl)propionic acid that utilizes 2,6-diisopropylnaphthalene.Type: GrantFiled: April 15, 1991Date of Patent: February 15, 1994Assignee: Koch Industries, Inc.Inventors: Dustin K. James, Andrew P. Komin, John R. Siegman
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Patent number: 4915875Abstract: Paramethyl-substituted hindered phenols are selectively oxidized by contacting with an oxidizing agent at elevated temperatures in the presence of a heterogeneous oxidative coupling catalyst. In the absence of an optional nucleophile the products comprise carbon-carbon oxidative coupling products. In the presence of a nucleophile, addition products result that may be further oxidized by continued exposure to the oxidizing agent to yield substituted p-hydroxybenzaldehydes.Type: GrantFiled: November 4, 1986Date of Patent: April 10, 1990Assignee: The Dow Chemical CompanyInventors: Timothy R. Diephouse, Robert M. Strom
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Patent number: 4859799Abstract: Process for the production of aldehydes or ketones by oxidative cleavage of olefinic double bonds by means of a coordination complex of a ligand and a peroxo derivative of a metal of group 6b.Aldehydes and ketones obtained by said process are used among others as intermediates in the synthesis of organic products.Type: GrantFiled: May 20, 1988Date of Patent: August 22, 1989Assignee: Interox (Societe Anonyme)Inventors: Sandro Campestrini, Fulvio Di Furia, Giorgio Modena, Lucia Pasquato
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Patent number: 4769464Abstract: The invention relates to a process for the preparation of monocarbonyl or biscarbonyl compounds by reacting organic carbon compounds having one or more olefinic or aromatic double bonds in the molecule with the equivalent amount of ozone and by subsequently catalytically hydrogenating the ozonization products, wherein the peroxide-containing ozonization solution is fed continuously into a suspension of the hydrogenation catalyst in a lower aliphatic alcohol, while a peroxide content of not more than 0.1 mole/l is maintained, and the ozonization products are continuously cleaved reductively to give the corresponding carbonyl compounds.Type: GrantFiled: December 17, 1984Date of Patent: September 6, 1988Assignee: Chemie Linz Gesellschaft m.b.H.Inventor: Alexander Sajtos
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Patent number: 4609765Abstract: A process for oxidizing vinylbenzene compounds, consisting of reacting said compounds with an aqueous solution of hydrogen peroxide in the presence of synthetic zeolites containing titanium atoms, of general formula:xTiO.sub.2.(1-x)SiO.sub.2where x lies between 0.0001 and 0.04, and possibly in the presence of one or more solvents, operating at a temperature of between 20.degree. and 150.degree. C.Type: GrantFiled: July 14, 1983Date of Patent: September 2, 1986Assignee: Anic, S.p.A.Inventors: Carlo Neri, Franco Buonomo
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Patent number: 4480135Abstract: A process for oxidizing primary and/or secondary alcohols to the corresponding aldehyde and/or ketone derivatives, consisting of reacting said alcohols with an aqueous solution of hydrogen peroxide in the presence of synthetic zeolites containing titanium atoms, of general formula:xTiO.sub.2.(1-x)SiO.sub.2,where x lies between 0.0001 and 0.04, and possibly in the presence of one or more solvents, operating at a temperature of between 20.degree. and 100.degree. C.Type: GrantFiled: July 14, 1983Date of Patent: October 30, 1984Assignee: Anic S.p.A.Inventors: Antonio Esposito, Carlo Neri, Franco Buonomo
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Patent number: 4435601Abstract: Optionally aldehyde substituted polyphenols are prepared by oxidizing, with hydrogen peroxide, a hydroxybenzaldehyde bearing at least one aldehyde substituent ortho- and/or para- to the nuclear hydroxyl group, in an aqueous reaction medium and in the presence of an alkali or alkaline earth metal base, the process being characterized in that the pH of the reaction medium is continuously maintained at a value no greater than 7 throughout the course of the oxidation reaction.The subject process is well suited for the preparation of, e.g., hydroxy-p-vanillin from guaiacol, and the novel compound 2,4,6-triformylphenol.Type: GrantFiled: July 7, 1981Date of Patent: March 6, 1984Assignee: Rhone-Poulenc IndustriesInventors: Karel Formanek, Daniel Michelet, Dominique Petre
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Patent number: 4371712Abstract: An alkyl-substituted salicylaldehyde whose alkyl-substituent contains at least 6 and up to 2000 or more carbon atoms are novel composition of matter. Said novel alkylsalicylaldehyde can be prepared by the novel reaction of an alkylphenol containing at least six carbon atoms and up to 2000 or more carbon atoms in the phenol's alkyl-substituent, a dialkyloxy methane and a peroxide in the presence of a free radical forming catalyst.Type: GrantFiled: October 22, 1981Date of Patent: February 1, 1983Assignee: Standard Oil Company (Indiana)Inventors: Richard J. Lee, Leonard J. Baranowski
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Patent number: 4258207Abstract: Compounds of the formula ##STR1## wherein R.sup.1 is an acyl group or certain optionally halo-substituted hydrocarbyl groups, and X is --CH.sub.2 CH(OCH.sub.3).sub.2, --CH.sub.2 CHO, --CH.dbd.CHOR.sup.2 in which R.sup.2 is acyl, --CHO, --C(O)Cl, --C(O)Br or --C(O)OR in which R is H, a salt-forming cation, an alkyl group or the residue of a pyrethroid alcohol are new pesticides or intermediates therefore. The compounds are prepared using a multi-step synthesis starting from the natural terpene, 3-carene.Type: GrantFiled: March 15, 1979Date of Patent: March 24, 1981Assignee: Shell Oil CompanyInventor: Steven A. Roman
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Patent number: 4213920Abstract: A process for the production of benzaldehydes which are substituted in the ortho-position by an electrophilic group R, which comprises brominating an ortho-substituted compound of the formula I ##STR1## in which R represents the nitro group, the cyano group, an alkoxy group of 1 to 8 carbon atoms or a halogen atom, under irradiation with visible light in an inert solvent, to give the bromide of the formula II ##STR2## converting the resulting bromide by treatment with an alkali bromide in an inert solvent into a styrene compound of the formula III ##STR3## and ozonising this latter compound in an inert solvent to give the compound of the formula IV ##STR4##Type: GrantFiled: June 28, 1978Date of Patent: July 22, 1980Assignee: Ciba-Geigy CorporationInventor: Jacques Gosteli
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Patent number: 4211726Abstract: There is provided a process for the manufacture of substituted 9,10-anthracenedicarboxaldehydes and substituted 9,10-dihydro-9,10-anthracenedicarboxaldehydes useful as intermediates in the preparation of antibacterial agents.Type: GrantFiled: February 16, 1979Date of Patent: July 8, 1980Assignee: American Cyanamid CompanyInventors: Yang-I Lin, Stanley A. Lang, Jr.